Looking for a refreshing and unique way to kick off the New Year? Trade the hustle and bustle of crowded city celebrations for the charm of Cape Cod. This quintessential New England destination might be famous for its summer vibes, but the Cape has plenty of magic to offer in winter, especially during New Year’s. From cozy celebrations to crisp seaside walks and local festivities, a Cape Cod New Year’s trip is the perfect mix of relaxation and adventure.
Cozy Up to New England Charm
Cape Cod in winter has a special kind of magic. The crowds are gone, and the charming towns are beautifully peaceful, with twinkling lights and that quintessential coastal coziness. Picture yourself strolling along historic Main Streets in towns like Chatham or Provincetown, bundled up with a warm drink in hand, as you pop into quaint shops and admire the festive window displays.
While you’re there, stop by local bakeries and cafes for treats like fresh-baked pastries or a cup of clam chowder to warm your soul. Many shops and restaurants remain open year-round, and you’ll love the slower pace and welcoming atmosphere that Cape Cod is famous for.
Cape Cod New Year’s Eve Festivities
If you’re looking for festive ways to celebrate New Year’s Eve on the Cape, there are plenty of fun options to explore!
One of the highlights is First Night Chatham, an annual celebration that transforms the town into a family-friendly New Year’s wonderland. With ice sculptures, live music, kids’ activities, and a magical early countdown for the little ones, it’s a great way to enjoy the holiday. The evening wraps up with a festive fireworks display over Oyster Pond, what better way to kick off the New Year?
If you’re in the mood for something a bit more relaxed, many local restaurants host special New Year’s Eve dinners. Book a cozy table at spots like The Red Inn in Provincetown or The Ocean House in Dennis, where you can enjoy fresh seafood, gourmet dishes, and celebratory cocktails.
Explore Cape Cod’s Natural Beauty
Cape Cod’s beauty isn’t limited to summer, its coastal charm is just as breathtaking in winter. Bundle up and explore the Cape’s natural wonders with fewer crowds and plenty of room to roam.
Take a brisk walk along the beach at Cape Cod National Seashore or visit the picturesque dunes in Wellfleet. The views are stunning, and the fresh sea air is the perfect way to reset after the holiday hustle. For a dose of wildlife, head to Monomoy National Wildlife Refuge in Chatham, where you might spot seals lounging along the shore.
Don’t forget to check out the Cape Cod Rail Trail for a peaceful winter hike or bike ride. This 25-mile path winds through charming towns, forests, and cranberry bogs, offering a unique perspective of the Cape’s winter beauty.
Celebrate at Your Cape Cod Vacation Rental
One of the best parts of spending Cape Cod New Year’s? You don’t need to go out to have an amazing time. In fact, some of the most memorable celebrations happen in the comfort of your vacation rental.
Many Cape Cod rentals offer cozy gas fireplaces, game rooms, and stunning views – perfect for a quiet evening or an intimate gathering. Plus, if you’re feeling festive, host your own countdown with a homemade dinner featuring local seafood (think lobster rolls or fresh oysters), pop some champagne, and enjoy the magic of New Year’s in a space that feels like home. Whether it’s relaxing in a spacious living room or watching the ball drop from your rental’s private deck, the possibilities are endless.
Stay with Pretty Picky Properties
Ready to plan your New Year’s trip to Cape Cod? At Pretty Picky Properties, we make it easy to find the perfect rental for your celebration. Whether you’re planning a quiet getaway or a lively family gathering, we have a variety of properties to suit every traveler and group size.
Many of our properties are pet-friendly, so you can even bring your furry friends along for the fun! From charming cottages to luxurious waterfront homes, there’s something for everyone.
Our rentals are conveniently located in some of Cape Cod’s most beloved towns, including Brewster, Chatham, Wellfleet, Yarmouth, and Dennis. No matter where you stay, you’ll be close to the area’s best attractions, restaurants, and natural beauty.
Make Your New Year’s Magical
Book your New Year’s adventure with Pretty Picky Properties today and get ready to experience the magic of Cape Cod this holiday season. Here’s to a New Year filled with joy, laughter, and unforgettable memories!
Cape Cod is the perfect place to capture holiday photos with family, offering a range of scenic spots from coastal views to charming historic towns. Whether you’re looking for sandy beaches, picturesque lighthouses, or cozy village settings, here’s a guide to some of the best spots for your holiday family photos on Cape Cod.
Chatham Lighthouse Beach
Chatham Lighthouse Beach is one of Cape Cod’s most iconic spots, with a view that captures both the beauty of the beach and the history of the area. The lighthouse itself, set against the Atlantic Ocean, provides a classic New England backdrop for family photos. During the holiday season, the nearby town of Chatham often decorates with seasonal touches, adding a bit of festive cheer to your beachside photos on Cape Cod.
The open stretch of beach makes it easy to find a spot with a beautiful view of the water or the lighthouse in the background. Early morning or late afternoon light works best here, giving your photos a warm, soft glow against the beach and lighthouse.
Brewster’s Old Mill
Brewster’s Old Mill is a lovely spot for family photos with its rustic charm and historic significance. Located in the heart of Brewster, the mill is surrounded by greenery, a small pond, and picturesque pathways. This setting feels straight out of a New England postcard, making it a perfect spot for family photos with a vintage feel.
During the holiday season, Brewster is often decorated with wreaths and lights, giving the area a cozy, festive vibe. Families can pose by the mill, along the pond’s edge, or on the small bridge nearby for a variety of holiday photo options.
Nobska Lighthouse
For families who want a stunning view with a bit of coastal drama, Nobska Lighthouse in Woods Hole is a fantastic choice. Perched on a hill overlooking Vineyard Sound, the lighthouse offers sweeping views of the water and is one of the most photographed lighthouses on Cape Cod. The white structure of the lighthouse contrasts beautifully with the deep blue ocean, creating a simple yet striking background for family photos.
Nobska Lighthouse is especially magical around sunset, when the light creates a warm glow over the water and the lighthouse. For family shots, gather near the base of the lighthouse or along the stone wall for a variety of different looks.
Heritage Museums & Gardens
If you’re looking for a spot with a bit of everything, Heritage Museums & Gardens in Sandwich is a wonderful choice. The gardens cover over 100 acres and include a variety of scenic settings, from manicured lawns to woodland trails. During the holiday season, Heritage Gardens often hosts a Gardens Aglow event, where thousands of lights illuminate the gardens, creating a festive and magical atmosphere. Families can pose by the light displays, under twinkling arches, or in front of the historic windmill that’s located on the property.
Main Street
For a cozy, small-town setting, Main Street in Hyannis offers the perfect mix of festive holiday decorations, historic charm, and local flavor. The street is lined with shops, restaurants, and seasonal decor, giving it a warm and welcoming feel that’s great for family photos. During the holidays, Main Street is often decorated with lights, wreaths, and garlands, making it a festive place to capture holiday memories.
Hyannis also has a beautiful Christmas tree displayed in the town square, which makes for a great backdrop for holiday photos on Cape Cod. The combination of local shops, holiday decor, and cheerful atmosphere creates a classic holiday setting.
Your Holiday Rental with Pretty Picky Properties
To make the most of your holiday experience on Cape Cod, book your stay with Pretty Picky Properties. We offer a range of beautiful vacation rentals across Cape Cod, including communities like Brewster, Yarmouth, Dennis, and beyond. Whether you’re planning a romantic getaway or a holiday retreat with the entire family, our selection of properties has something for everyone.
Enjoy your holiday getaway in one of our pet-friendly or luxury rentals, with amenities like fireplaces, ocean views, and spacious living areas perfect for relaxing with family. Staying with Pretty Picky Properties means you’ll be close to the best photo locations, allowing you to fully embrace the Cape Cod charm this holiday season.
Book Your Holiday Getaway to Cape Cod
Cape Cod’s mix of coastal views, charming villages, and festive decorations makes it an ideal destination for family holiday photos. Capture the spirit of the season with your loved ones in these beautiful settings, from iconic lighthouses to quaint town squares. Book your holiday stay with Pretty Picky Properties and make this holiday season one to remember on Cape Cod!
Are you ready to experience the charm of Cape Cod during the holidays? December on the Cape is full of festive events that blend coastal beauty with holiday cheer, making it a beautiful destination for seasonal fun. Whether you’re in the mood for holiday lights, unique markets, or Christmas parades, Cape Cod has something for everyone. Here’s a guide to the top holiday events on Cape Cod this season.
Lobster Pot Christmas Tree in Provincetown
One of Cape Cod’s most unique holiday displays, the Lobster Pot Christmas Tree is a beloved tradition in Provincetown. Located in Lopes Square, this “tree” is made entirely of stacked lobster pots, decorated with vibrant holiday lights, buoys, and other festive touches. It’s a whimsical tribute to Cape Cod’s fishing heritage and a must-see for visitors. Stop by in the evening to see the lights in full effect, perfect for photos or simply soaking up the holiday spirit. Families, couples, and solo travelers alike enjoy this quirky display, which adds a unique twist to holiday décor.
Gardens Aglow at Heritage Museums & Gardens
For a magical winter wonderland experience, Gardens Aglow at Heritage Museums & Gardens in Sandwich is a top destination. From mid-November through December, the gardens are transformed into a holiday spectacle, with over 10 miles of lights, decorated trees, and displays that illuminate the grounds. Visitors can stroll through the gardens while enjoying the cozy glow of lights, seasonal decorations, and music.
Families with young children especially love Gardens Aglow, as the event also includes activities like marshmallow roasting, holiday crafts, and opportunities for photos with Santa. There are even live performances, adding an extra festive touch to the evening. Tickets often sell out, so it’s wise to book in advance to experience this enchanting event.
Holidays By The Sea Weekend in Falmouth
One of the Cape’s biggest holiday events, Holidays By The Sea Weekend in Falmouth is a lively celebration held from December 6th to 8th. The weekend kicks off with a visit from Santa, who arrives by boat at Falmouth Harbor, followed by a festive tree lighting and caroling. The town’s Christmas Parade is a big draw, featuring colorful floats, marching bands, and a joyful crowd lining Main Street.
Holidays By The Sea is a true family event, with activities that engage visitors of all ages. Kids will love the chance to see Santa, while adults can enjoy the local vendors and festive treats available throughout the weekend. For a quintessential Cape Cod holiday experience, Falmouth’s celebration is a must.
Brewster for the Holidays
Another community-wide celebration, Brewster for the Holidays takes place over the first weekend in December, bringing together local businesses and residents for a weekend of festivities. The event features a holiday market, live music, tree lighting, and an array of activities across town. Visitors can explore local shops for holiday gifts, enjoy seasonal treats, and take part in family-friendly events on Cape Cod.
The holiday market is a favorite among locals and visitors, offering handmade crafts, artisanal goods, and Cape Cod-themed gifts. Families will find plenty to do, from kid-friendly activities to visits from Santa, creating a welcoming environment for everyone.
Book Your Holiday Stay with Pretty Picky Properties
After a day of exploring Cape Cod’s holiday events, relax in a cozy vacation rental with Pretty Picky Properties. We offer a wide range of beautiful homes throughout Cape Cod, catering to every type of traveler and group size. Whether you’re looking for a cozy escape with a fireplace, a rental with a private hot tub, or a spacious property for a family gathering, Pretty Picky Properties has the perfect option for you.
Our rentals are located in some of Cape Cod’s most popular communities, including Brewster, Chatham, Wellfleet, Dennis, and Hyannis. Each property is fully equipped with amenities like a full kitchen, comfortable living spaces, and beautiful views, so you can unwind in style after a day of holiday festivities. Choose from properties near the beach, close to town, or tucked away in a quiet neighborhood, providing the flexibility to plan your perfect Cape Cod getaway.
Plan Your Festive Cape Cod Escape
Cape Cod in December is filled with holiday charm and a lineup of events on Cape Cod that capture the magic of the season. From the unique Lobster Pot Christmas Tree to the dazzling lights at Gardens Aglow, the Cape offers something special for everyone. Make the most of your holiday visit by booking with Pretty Picky Properties! Contact us today!
A Cape Cod vacation is a dream shared by people from all over the world, and if you are about to make your own dreams come true with a visit to our sandy shores, you may be wondering which town or village you should choose for your destination. Cape Cod isn’t all that large, but each of the towns and villages that make up its landscape offer distinctly different vibes and personalities, so we at Pretty Picky Properties thought we would shine a spotlight on the communities, giving visitors a peek into the activities, attractions, even the restaurants that shine brightest, helping make the decision a little easier. This Brewster guide is where we are starting and as you explore the town, we would like to invite you to explore the comforts found in our Brewster retreats as well.
The Sea Captain’s Town
The seas that surround our island home have also been the source of many employment opportunities, and Brewster especially is known for its seafaring characters, including the many (50+) sea captains who resided within its city limits. Today, some of the sea captain’s homes still remain standing, and a few have been made into museums that are popular attractions, offering a glimpse into the time period and the life of those who made their living from the sea. The most well-known sea captain home, the Captain Elijah Cobb House: Brewster Historical Society Museum, is located at 739 Lower Road and is a reminder of one of our most famous sea captains, Captain Elijah Cobb. Known for his world travels and for his visit to France during the revolution, where it is reputed that he met with and later witnessed the execution of Robespierre. During the war of 1812, he was a prisoner of war after his ship was captured and was returned home in a prisoner exchange. Today, his home is not just a museum, it is also the headquarters for the Brewster Historical Society, offering six exhibit galleries. The museum is open on Saturdays from noon until 3 PM through October.
More Historic Homes
Brewster was first settled in the mid-1600s, and although few homes remain from those earliest days, there are more than a few historic homes that have been rescued, renovated, and can be toured today, as listed below.
Crosby Mansion, 163 Crosby Lane
The Crosby Mansion is an impressive piece of architecture, having started out as a simple middle-class home until its owner, Albert Crosby, expanded the structure, wrapping it in a much larger and more opulent fashion. Making his fortune in distilled alcohol for medical purposes during the Civil War, he returned to Cape Cod with a bride that was 20 years younger. Today, the extravagant mansion, featuring parlors that were based on the Palace of Versailles, Buckingham Palace, and included a 60-foot viewing tower, is maintained by the non-profit organization Friends of Crosby and is open for guided tours in July and August. The gardens are open to the public all summer long, inviting visitors to one of the more relaxing things to do in Brewster. Stroll about and relax in peace, quiet, and the fragrance of the flowers that have grown in these spaces for over 100 years.
Stony Brook Grist Mill, 830 Stony Brook Road
The Stony Brook Grist Mill was the first business in Brewster, originally built in the 1600s, although the structure standing in its place today was constructed in 1873 on the foundation of an old fulling and woolen mill. Today, the grill is in operation still and visitors can purchase its corn meal taking it to their Pretty Picky Properties fully equipped kitchen to make authentic corn bread, as well as explore the museum that tells the story of that industrial era in Brewster. Open on Saturdays, June through August.
The Events That Make Brewster Stand Out
We have always felt that the best way to get to know the place you are visiting is by attending the festivals and events that the locals love and Brewster offers a few special festivals that we look forward to all year long. We’ve listed our favorites in this Brewster guide.
Brewster in Bloom, Early May
Winters can be harsh, making us appreciate the warmer weather of spring and Brewster in Bloom, held every May for 30+ years (38 in 2024) pays homage to these warmer days. Offering live musical performances, arts and craft fairs, even a Cape Cod 5 Bloom Run, in addition to all the beautiful flowers that will be seen throughout, we think our favorite part of this festival is the Brewster in Bloom Town Parade, held on Sunday morning. Also, in celebration of the festival, various businesses will be having their own special events, including Garden Design classes at Cape Cod Museum of Natural History, book signings at the Brewster Book Store, and a chowder tasting at JT’s Seafood Restaurant. Book our Brewster in Bloom accommodations today!
Brewster Summer Arts & Craft Festival, July, Drummer Boy Park
The most beautiful places on earth attract the most talented artists in the world and in July, the two combine to create the Brewster Summer Arts & Crafts Festival, much to the delight of visitors and locals alike. Offering over 100 booths that display masterpieces from all art genres, including painting, photography, pottery, and jewelry, it also provides skin care products, made from scratch baked goods, and a variety of other food related wares that will add taste to your cooking experiences. There will also be crafts demonstrations for those who would like to learn how to make some of the crafts they see for themselves, perhaps not having to worry about carrying the pieces they love in suitcases that may already be over full. Admission is free and leashed pets are allowed to join these things to do in Brewster.
Brewster for the Holidays, December, Lemon Tree Village
If you want to enjoy a traditional white Christmas, visiting Brewster during December will definitely help you regain your holiday spirit, with Brewster for the Holidays celebrating over many days in early December offering Christmas carolers in period garb strolling through the streets of Brewster, holiday band concerts, and even a tree and windmill lighting ceremony that you won’t find anywhere else.
Natural Adventures in Brewster
The first vacationers landed on our Cape Cod shores at least 400 years ago, drawn by the natural beauty they found there and in Brewster, that natural land and seascape is still a very large draw. Offering sandy shores, sea views, and all manner of natural attractions, playing outside may be your favorite way of enjoying your escape to the Cape and the spots listed below are highly recommended.
Brewster Flats
The definition of tidal flats, a level muddy surface that borders an estuary, exposed when the tides retreat, really doesn’t describe the magic that can be found there, especially in the Brewster Flats. Offering over 12,000 acres at low tide, they are actually the largest tidal flats in the nation, and their charm lies in the marine life that is exposed in that mud, lingering in puddles of water and providing a glimpse into the world that lies under the sea. Crabs, clams, snails, fish, even starfish may be found in those exposed areas, delighting children and adults. Many of our oyster farms are located on the flats, oysters that you can enjoy at many local restaurants, and seeing where they get their start is always a fascinating experience.
Nickerson State Park, 3488 Main Street
Offering 2000 acres of kettle ponds, hiking trails, bike paths, and more, spending at least one of your vacation days exploring Nickerson State Park is destined to be an excellent idea. Most of the trails will take you to and around the kettle ponds, with the Cliff Pond Trail being one of our favorite easy trails, leading hikers around the pond and through wooded areas. The pond itself is known for its clear waters, making it a popular swimming hole on a warm summer’s day. The park also offers picnic tables, basketball courts, and a playground with swings, offering fun for visitors of all ages, but there is a fee for non-residents, so be prepared to pay.
A Taste Tour of Brewster
Although our Pretty Picky Properties kitchens encourage guests to enjoy at least a few meals “at home,” the best part of vacation life can be enjoying the flavors of the towns you are visiting, and we would never want to deprive our guests of that joy. The restaurants listed below are just a few of our favorites; be sure to bring your appetite, because most of these places offer hearty meals!
The Kitchen Café Brewster, 2671 Main Street, Closed Tuesdays & Wednesdays
Originally a restaurant based out of Boston, the Kitchen Café moved to Brewster after the pandemic and the owners never looked back, something we are entirely grateful for. Open for breakfast and lunch, (8AM-2PM) and offering a menu filled with classic breakfast favorites, we are obsessed over their sweet cream pancakes and can’t get enough of their Morning Glory Breakfast Sandwich made with two eggs, choice of meat, cheese, hashbrowns, and chipotle aioli, it offers a spicy start to our day. Their lunch menu features a large selection of sandwiches, but if you are still in the mood for breakfast, their breakfast burrito takes the number one spot!
JT’s Seafood Restaurant, 2689 Main Street, Open Seasonally
JT’s Seafood Restaurant is a local favorite that closes for the winter months, but summer visitors enjoy their extensive menu of seafood delights, including their famous lobster rolls and “chowdah.” Also featuring 20 flavors of ice cream, this local hot spot is a part of our summer tradition.
Laurino’s Tavern, 3668 Main Street, Closed Sundays
We believe that pizza is the international food language of love, and the pizzas and classic Italian meals served at Laurino’s Tavern has been proving us right for over 50 years. Family owned and offering a place for families to feel comfortable as they enjoy a hearty meal, this eatery may be one you return to over and over again.
Pretty Picky Properties Brewster Retreats
As we mentioned earlier, each of the towns and villages that make up Cape Cod all have their own distinctive personalities and vibes, and our Pretty Picky Properties Brewster retreats will reflect the personality of the town. Coming in a variety of styles and offering as many as six bedrooms and as few as two, travelers can choose a beachfront cottage with the sea in their backyard, a family home with a private pool in the backyard, and everything in between.
Amenities Make the Difference
Not every vacation property management company understands the importance of amenities, but our luxurious escapes are filled with the extras that make travel fun. In addition to private pools and beachy views, the property you choose to make your own will offer an extensive list of amenities; gas fireplaces in the living rooms and occasionally in the bedrooms, state of the art televisions, and stunning kitchens filled with name brand appliances, stone countertops, and lobster pots, because, well, you are on Cape Cod and that’s how we roll! Add romance and warmth to a chilly night when you submerge yourself in the bubbly waters of a hot tub under the stars or gather round the firepit roasting marshmallows for s’mores while telling the scariest of ghost stories. Game rooms with pool tables and arcade games, spa-like bathrooms with steam showers and soaking tubs, and the ability to bring the entire family on vacation in our pet friendly rentals.
We work hard to make sure your Cape Cod adventures are comfortable, luxurious, and unforgettable. Reserve your favorite Pretty Picky Properties Brewster sanctuary today and spoil yourself in all the ways that matter.
Are you dreaming of a Christmas surrounded by the peaceful beauty of Cape Cod? With its charming coastal towns, stunning winter landscapes, and a slower pace that’s perfect for the holidays, Cape Cod is the perfect destination for a festive getaway. Whether you picture yourself preparing a home-cooked holiday feast, enjoying local takeout, or experience a gourmet meal out on the town, Cape Cod offers a variety of ways to make your Christmas dinner in Cape Cod truly memorable.
A Festive Feast in Your Vacation Home
For those who love the tradition of preparing a home-cooked meal during the holidays, staying in a vacation rental with a fully equipped kitchen gives you the freedom to create a festive feast. When you book with Pretty Picky Properties, you’ll find vacation homes across Cape Cod that feature everything you need for cooking up a holiday meal. Spacious kitchens, modern appliances, and cozy dining areas make it easy to prepare and serve a delicious meal for your family and friends.
The best part of cooking in your rental is having the opportunity to relax, take your time, and enjoy the process with loved ones. With amenities like gas fireplaces and outdoor spaces, you can create the perfect festive ambiance while dining in the comfort of your vacation home.
Order Takeout for Christmas Dinner in Cape Cod
For a more laid-back Christmas dinner, ordering takeout is an excellent option. Cape Cod is home to many local restaurants offering delicious takeout meals that you can enjoy from the comfort of your vacation rental.
If you’re in the mood for seafood, The Lobster Pot in Provincetown offers a wide variety of fresh seafood dishes, including lobster rolls, clam chowder, and baked fish. It’s the perfect place to pick up a seafood feast to bring back to your rental and enjoy as a festive holiday meal.
For those who prefer traditional American cuisine, Brax Landing in Harwich offers hearty dishes like prime rib, roasted chicken, and comfort food favorites that are perfect for a cozy Christmas dinner.
If you’re looking for something a little different, Pizza Barbone in Hyannis is a great choice. Their wood-fired pizzas, made with fresh, local ingredients, make for a casual yet delicious holiday meal that the whole family will love.
Ordering takeout gives you the flexibility to relax, set the table at your vacation rental, and enjoy a hassle-free Christmas dinner without worrying about preparing the meal.
Fine Dining Out on the Cape
For those who want to experience Cape Cod’s culinary scene without cooking or ordering takeout, dining out is a fantastic option. Several restaurants on the Cape remain open on Christmas Day, offering special holiday menus that feature everything from local seafood to traditional holiday dishes.
The Ocean House Restaurant in Dennis is an excellent spot for a fine dining experience with a holiday twist. Located right on the beach, this restaurant offers stunning ocean views alongside a menu filled with locally sourced ingredients and seasonal dishes. Their holiday menu is perfect for those looking to enjoy a luxurious Christmas dinner with the added bonus of Cape Cod’s coastal charm.
Dining out for Christmas allows you to enjoy a professionally prepared meal without worrying about cleanup or prep, making it a great option for those who want to relax and be pampered during the holiday season.
Elevate the Experience with a Private Chef
For the ultimate Christmas dining experience, consider hiring a private chef to prepare your holiday meal right in your vacation rental. Cape Cod has a number of talented private chefs who specialize in creating personalized, gourmet meals for special occasions. Whether you want a traditional Christmas dinner or something more unique, a private chef can craft the perfect menu tailored to your preferences.
This option is perfect for families or groups who want to enjoy a luxurious and intimate Christmas meal without the stress of cooking or dining out. Many of Pretty Picky Properties’ vacation rentals feature spacious dining areas and beautiful outdoor spaces, providing the perfect backdrop for an elegant holiday dinner prepared just for you.
Your Private Oasis
No matter how you choose to enjoy your Christmas dinner, having the perfect vacation rental will make your holiday experience even more memorable. At Pretty Picky Properties, we offer a wide range of beautiful vacation rentals across Cape Cod, including Brewster, Chatham, Hyannis, Eastham, and more. Whether you’re looking for a cozy home for two or a large property for the whole family, we have the ideal rental for your Christmas getaway.
Our rentals come with a variety of amenities, from luxury finishes to pet-friendly options and waterfront views. Whether you’re cooking at home, ordering takeout, or hosting a private chef, our vacation homes offer the perfect setting for your holiday celebration.
Book Your Christmas Getaway with Pretty Picky Properties
Contact Pretty Picky Properties today to book your Christmas rental!
We may primarily be known as a summer vacation destination here on Cape Cod, but we at Pretty Picky Properties would like to tell you a little bit about how fall can be your favorite season to visit. The crowds will have returned to their real lives, the wait times at restaurants will be shorter, and the vibrant colors of autumn will add a postcard quality feel to the landscape. We’ve created this ultimate guide to fall in Cape Cod that will give you all the ideas on what to do for each of the seven days of your vacation in paradise, and when you get to come home to our seasonal sanctuaries at the end of every adventure, you truly will understand why this is a wonderful season to visit.
Day 1: Harwich Adventures
First, let’s talk weather. Fall temps can range from 70+ degrees in the early days to 35+ degrees as winter grows closer, but for the purpose of day one, we are going to assume that your visit is in September, when the weather is practically perfect. The leaves won’t be changing as of yet, but the beautiful sunny days and warm temperatures will allow you to extend summer fun just a little longer, and beach days will be a major part of your adventures. Red River Beach may be the one where you choose to play, but Harwich is home to a large number of beaches, all of which will bring you joy.
Meals to Remember in Harwich
The food you eat on vacation often plays a large part in the memories you enjoy, and although our Pretty Picky Properties fall retreats do offer fully equipped kitchens, we encourage you to explore the culinary landscape of Cape Cod. Breakfasts and lunches at Ruggie’s, located at 707 Main Street, has been a local tradition for about 14 years now, offering hearty meals that are locally sourced and made with the freshest of ingredients. For dinner, the Mad Minnow, found at 554 MA-28, is a local gastropub serving pub grub and the best lobster mac and cheese you have ever tasted.
Harwich Cranberry Arts & Music Festival, Mid-September, 100 Oak Street
As if this first day in Harwich hasn’t been chock-full of adventures, if your journey brings you here the week before the official start of fall, the Harwich Cranberry Arts & Music Festival, offers juried crafters, kid’s activities, live music, dance floors, and food and beverage trucks, all crafted to create an event that will make you happy to be alive.
Day 2: All That Yarmouth Has to Offer
Yarmouth is one of the oldest towns, known for its Cape Cod fall activities, beautiful beaches, and for the breweries that have become a major part of the landscape. Starting your day out with a sunrise walk along the shores of Sea Gull Beach will help center you and prepare you for a day of fun and magic, and when the sky has regained its azure color of daylight, why not head over for breakfast at Piccadilly Café & Deli for a delicious breakfast? Located at 1105 MA-28, this amazing breakfast and lunch spot is famous for its benedicts, serving 12 different kinds, including our personal favorite, their crab cake benny. After breakfast, families with kids may want to explore the Whydah Pirate Museum, located at 674 MA-28, which offers a peek into the world of the rascally buccaneers that once ruled the waters, including a fascinating Pirate Ship Exhibition that will delight your tiniest travelers.
When the Dinner Bell Rings
The seafood you eat here will be the freshest and sweetest you have ever enjoyed, and even as we do offer a selection of haute cuisine restaurants that will be perfect for your special occasion meals, most restaurants will be casual, welcoming, and will offer meals that are hearty, simple, and filled with taste and the Skipper Restaurant and Chowder House, 152 S Shore Drive, promises to be the ideal example. Offering a classic taste of Cape Cod, this is a seasonal restaurant, but most of our seasonal restaurants stay open through mid-October, so be sure to stop by and explore their seafood-centric menu.
Yarmouth Seaside Festival
Celebrating cooler days, art, music, and delicious foods, there will be kids’ activities, a 5K, a canoe and kayak race, and a sand sculpture contest in which every guest is invited to participate. Join the fun Columbus Day weekend at Joshua Sears Memorial Field.
Day 3: Savoring Sandwich
No, we aren’t talking about America’s favorite handheld. We are, of course, discussing the wonders of Sandwich, and the third day of your fall adventures promises to be your favorite. This town is officially the oldest town on Cape Cod, and its history plays a large part in its popularity for tourists. Today’s adventures, however, are going to lean towards more natural ones and because there will be a lot of walking, we suggest starting out with the heartiest of breakfasts, with Café Chew being our recommendation for today. Located at 4 Merchants Road, a so-so meal has never graced the tables of this local favorite. EVERYTHING will be your favorite, especially when accompanied by their herb & onion home fries. Famous for their breakfast sandwiches, we encourage you to sample their Portuguese Sailor, made with eggs, cheddar, and linguica sausage stuffed into a Portuguese roll.
Now for the Fun Part
If your Fall in Cape Cod journey brings you to Sandwich after mid-October, we suggest that peeping leaves will be your most memorable activity. The best way to see the changing of the leaves is by taking a hike along the walking trails that go along Scorton Creek. The Scorton Creek and Hoxie Pond Loop is an easy stroll lasting just under a mile, and the trees that offer a summer canopy over the path will be dressed in their most vibrant fall colors. Keep your camera handy during this hike because there will be a plethora of photo opportunities that will turn into pictures that are worthy of framing. When dinner time rolls around, although we usually recommend a seafood restaurant, today we think a large pizza from the Brown Jug will hit the spot! Located at 155 Main Street, their pizzas offer a unique blend of ingredients sure to sate the appetite of the hungriest traveler.
Annual Pumpkin Fest
Held on the lawn of the Sandwich Glass Museum, the pumpkin festival allows travelers to purchase pumpkins that will never rot, serving as a souvenir that will remind them of the good times they had on Cape Cod in the fall. The glass pumpkins range in size and color and the hardest part of picking your favorite will be narrowing down the choices. You can experience these amazing works of art in Mid-October.
Day 4: Chatham Awaits
Known for its Chatham Lighthouse, if you happen to be here in the month of September, we are definitely going to recommend taking a tour; they are open for tours every other Wednesday through the end of the month. If you aren’t visiting during tour hours, you will still enjoy wandering around the outside, taking family photos that will be perfect for your annual Christmas card, and if you really want those pictures to shine, we encourage a sunset visit to the lighthouse.
Breakfast of Champions
If cooking breakfast in your fully equipped Pretty Picky Properties kitchen doesn’t sound like something you want to do, but you wake up on day four feeling extra hungry, the Chatham Filling Station is up to the challenge of conquering your hunger. Located at 75 Old Harbor Road, their pulled pork benedict will fill your tank and give you the energy you need for your Chatham adventures. The blueberry pancakes are the best in town too! After breakfast, if you aren’t heading to the Chatham Lighthouse, a visit to the AWSC Shark Center, 235 Orleans Road, is sure to give your family something fascinating to talk about for years to come.
Special Occasion Dinner at the Impudent Oyster
Remember the special occasions we were talking about earlier? The Impudent Oyster is where we suggest you go to celebrate, offering an elevated seafood menu that includes a large variety of raw oysters, and featuring a bar that is always hopping. Visit the venue at 15 Chatham Bars Avenue.
Pop Film Festival
In a world that is slowly learning that recycling and renovating saves the earth, Chatham’s POP Film Festival (Protect our Past) offers a series of films and documentaries that celebrate the preservation, restoration, and conservation of the historic properties that dot the landscape. Watch some classics in early October at the Chatham Orpheum Theater.
Day 5: Obviously Orleans
Military buffs geek out over knowing that Orleans is the only US site attacked by Germans during World War II, as well as suffering an attack on Rock Harbor during the war of 1812, making a visit to the Coast Guard Motor Lifeboat CG-36500 located in Rock Harbor an excellent idea. This floating museum was built in 1946, and although it was nearly lost in the passage of time, was restored after being acquired by the Orleans Historical Society in 1981. Another military site you may want to visit on your 5th day in paradise is the French Cable Station Museum, located at 41 S Orleans Road and open on weekends (including Fridays) through the end of September. Offering a peek into the history of telegraphs and their importance during war times.
Homeport Restaurant
Sometimes you find the perfect restaurant, one that serves the best breakfasts, lunches, and dinners, and when in Orleans, that restaurant would be Homeport Restaurant. Serving all three meals every day of the week except Tuesdays when they close at 2, Homeport has been a local favorite for over 50 years. As you can imagine, their menu is expansive and filled with all-American favorites, and because we have never experienced a bad meal here, we encourage you to try it all! They are located at 55 Main Street and open daily at 6 AM.
Outermost Roots & Blues Festival
Two days of music, beach, fun, food and drink; do we really need to say anything more about this fun annual festival? Probably not, but we will say that VIP tickets provide access to private bathrooms, better viewing areas, and a collectible poster! Check out the fun at Nauset Beach in Mid-October.
Day 6: Beaming in Brewster
As the end of your Cape Cod journey draws ever nearer to a close, there are still some fall adventures to experience, and your Brewster adventures are going to bring you joy. Known for its seafaring captains, your autumn activities may include a day on the links at Captain’s Golf Course, located at 1000 Freeman’s Way. Offering two 18-hole courses, Port and Starboard, each hole on each course is named after a different Cape Cod sea captain. Their 19th Hole, also known as the Freeman’s Grill, is open every day, providing delicious food and the opportunity to buy drinks for the house when you achieve the magical hole-in-one.
Chillingsworth Restaurant
Famed for its French food and for welcoming acclaimed super chef Julia Childs at its table, Chillingsworth Restaurant is another special occasion restaurant that we highly recommend. Housed in the 300-year-old Chillingsworth Foster Estate at 2449 Main Street, it has been a shining star on our culinary landscape for over 40 years.
Day 7: Exploring the Magic of Your Pretty Picky Properties Seasonal Sanctuary
Planning a last-minute vacation to Cape Cod might seem like a challenge, but with so much to offer, you can easily turn your spontaneous trip into a memorable getaway. Cape Cod is one of New England’s most beloved vacation destinations, known for its charming towns, beautiful beaches, and classic coastal vibes. Whether you’re looking for outdoor adventures, delicious seafood, or peaceful spots to relax, Cape Cod has something for everyone. Here’s your guide to making the most of a last-minute vacation to Cape Cod!
Enjoy Cape Cod’s Famous Beaches
When you think of Cape Cod, the first thing that probably comes to mind is the beach, and for good reason. Cape Cod is home to some of the best beaches in the country. If you’re heading out on short notice, you’ll want to check out Mayflower Beach in Dennis. This beach is a favorite for its soft sand and calm bay-side waters, making it perfect for families or anyone looking to relax. The sunsets here are especially stunning, so be sure to stay late and take in the view.
If you’re up for a bit more adventure, Race Point Beach in Provincetown offers rougher waters, perfect for surfing or walking along the expansive shore. While there, you can also explore the Province Lands Bike Trail, which offers breathtaking views of the dunes and surrounding area. Breakwater Beach in Brewster is another great spot for families, with its shallow waters and tide pools to explore during low tide.
Discover the Cape’s Charming Towns
If you’re craving a bit of local charm, the Cape’s small towns are filled with hidden gems. Chatham is a picturesque town where you can spend a leisurely afternoon strolling down Main Street, browsing local shops, and enjoying some fresh seafood. Don’t miss the Chatham Lighthouse, which offers a fantastic vantage point to take in the coastline.
Provincetown, located at the tip of the Cape, is known for its vibrant arts scene and welcoming atmosphere. Here, you can explore art galleries, grab a bite at one of the many eclectic restaurants, or hop on a whale-watching tour. For a more laid-back experience, head to Wellfleet, where you’ll find local oysters and charming galleries nestled in a quiet coastal village.
Get Outdoors
Outdoor enthusiasts will find no shortage of activities on Cape Cod. The Cape Cod Rail Trail is a popular choice for bikers, offering 25 miles of scenic paths through forests, ponds, and towns. It’s a great way to see the Cape at your own pace while enjoying the natural beauty of the area.
If you prefer to be out on the water, kayaking in the tidal marshes of Wellfleet is a peaceful way to connect with nature. You’ll have a chance to paddle through serene waters while spotting local wildlife like herons and ospreys. There are also plenty of hiking trails within the Cape Cod National Seashore, where you can take in the beauty of the area’s beaches, dunes, and forests all in one go.
Savor Cape Cod’s Famous Seafood
A last-minute vacation doesn’t have to mean skimping on great food. Cape Cod is famous for its seafood, and you’ll find fantastic options wherever you go. In Wellfleet, be sure to try the famous Wellfleet oysters – perfectly fresh and often served right on the half shell. If lobster is more your style, you can’t go wrong with a classic lobster roll from any of the local seafood shacks.
After a day of exploring, you might want to treat yourself to a more formal dining experience. Many Cape Cod restaurants focus on fresh, local ingredients, so whether you’re eating a casual meal by the water or enjoying a fancy dinner, you’ll taste the best of what the Cape has to offer.
Your Last-Minute Rental with Pretty Picky Properties
When it comes to booking accommodations on short notice, you might be worried about availability, but there’s no need to sacrifice comfort or quality. Whether you’re heading out on a solo getaway or a beach trip with friends, Pretty Picky Properties has the perfect vacation rental for you. We offer a variety of rentals across some of Cape Cod’s most beautiful communities, including Brewster, Chatham, Wellfleet, Yarmouth, and Dennis. Our portfolio includes everything from luxury properties to pet-friendly homes, and even rentals with pools for those looking for a bit of extra relaxation. Even though you’re booking last minute, you can still expect high-quality accommodations in stunning locations.
Book Your Last-Minute Vacation to Cape Cod
Cape Cod is a destination that offers endless opportunities for relaxation and adventure, no matter when you decide to visit. From the pristine beaches to the charming towns and delicious seafood, there’s something for everyone here. Contact us and book your Cape Cod vacation rental with Pretty Picky Properties today and get ready for an unforgettable getaway!
Cape Cod is known for its picturesque beaches, making it a top destination for beach lovers. Whether you’re into sunbathing, swimming, or just enjoying the natural beauty, Cape Cod has a beach for everyone. With over 500 miles of coastline, there’s no shortage of sandy spots to explore. To help you plan your perfect beach day, here’s a rundown of some of the best beaches on Cape Cod, each offering its own unique charm.
Mayflower Beach
Mayflower Beach, located in the town of Dennis, is one of Cape Cod’s most popular beaches, and for good reason. The beach stretches for miles at low tide, allowing visitors to walk out onto the sandbars and enjoy the soft, gentle waves. The calm waters make it ideal for families with children, and you’ll find plenty of amenities here, including restrooms, picnic areas, and a boardwalk connecting the parking lot to the beach. It’s the kind of place where you can spend the whole day, starting with a morning walk and staying for the stunning sunset views. Because it’s located on the bay side, the waves are much gentler compared to ocean-facing beaches, making it a favorite for those who prefer a more relaxed beach experience.
Longnook Beach
For those who seek a bit more privacy, Longnook Beach in Truro is a hidden gem. Backed by massive dunes and tucked away from the hustle and bustle, this beach feels like a private escape. It’s perfect for travelers looking for a more secluded spot to relax and take in the scenic beauty. The towering dunes give the beach a dramatic backdrop, and although there aren’t many facilities here, restrooms are available. Be mindful that the trek to the beach involves climbing down a steep sand dune, so it’s not recommended for those with mobility issues. A parking sticker is required during the summer months, but the peacefulness and beauty of Longnook make it well worth the trip.
Newcomb Hollow Beach
Newcomb Hollow Beach, located in Wellfleet, is known for its towering cliffs, soft sand, and gentle waves. Families and solo travelers alike will enjoy the peaceful vibe this beach offers. If you’re into wildlife, keep an eye out for seals, which can often be seen lounging just offshore. However, be cautious, as shark sightings have been reported as well. If you’re looking for an evening activity, Newcomb Hollow allows beach bonfires with a permit, making it a great spot for nighttime fishing or roasting marshmallows with friends and family. Like Longnook, Newcomb Hollow requires a bit of a trek down a steep dune, so it’s not the most accessible beach for everyone. Still, the scenic beauty and relaxed atmosphere make it a must-visit.
Cape Cod Herring Cove Beach in Massachusetts USA
Race Point Beach
If you’re an adventure seeker or a fan of strong waves, Race Point Beach in Provincetown should be on your list. This beach is perfect for experienced swimmers and surfers, thanks to its powerful waters. The nearby Province Lands Bike Trail offers an alternative for those who prefer to explore on two wheels, with plenty of scenic spots along the way. Race Point is also home to the Old Harbor Life-Saving Station, where visitors can learn about the area’s rich maritime history. Although the water can be rough, the expansive shoreline is perfect for sunbathing or taking a peaceful walk along the beach. Plus, Race Point is just a short drive from Provincetown’s downtown, where you’ll find plenty of shops, seafood shacks, and restaurants to enjoy after a day in the sun.
Breakwater Beach
If you’re looking for a quiet, family-friendly beach, Breakwater Beach in Brewster is a top choice. Despite its smaller size, it never feels overcrowded, and the calm, shallow waters make it perfect for young children to splash around. At low tide, the beach reveals tidal pools, where you can spot small marine creatures and collect seashells. This beach is great for families who want a laid-back day with minimal hustle. Afterward, you can visit the nearby Cape Cod Museum of Natural History for some hands-on learning about local wildlife and the environment.
Book a Rental with Pretty Picky Properties
Once you’ve explored the best beaches on Cape Cod, you’ll want a comfortable place to unwind and relax. At Pretty Picky Properties, we offer a wide range of vacation rentals to suit every traveler’s needs. Whether you’re planning a solo getaway or a beach trip with friends, we have the perfect property for you. Choose from our portfolio of homes located across Cape Cod’s most desirable communities, including Brewster, Chatham, Wellfleet, Yarmouth, Dennis, and more. Looking for something luxurious? We’ve got you covered with luxury properties that come with top-tier amenities. Traveling with a pet? No problem, many of our homes are pet friendly. We also offer rentals with private pools, so you can enjoy a refreshing dip after a day at the beach. Whatever your vacation style, we’ve got a property that fits your needs.
Ready for Your Cape Cod Adventure?
Cape Cod’s beaches offer something for everyone, from calm, family-friendly spots to adventurous, wave-filled destinations. No matter which beach you choose, you’re sure to enjoy the natural beauty and peaceful atmosphere that Cape Cod is famous for. Now all you need is the perfect place to stay. Book your Cape Cod vacation rental with Pretty Picky Properties and start planning your beach getaway today!
Cape Cod is an ideal place for a memorable Halloween experience, with its charming villages and close-knit communities creating the perfect atmosphere for trick-or-treating. Whether you’re a local or just visiting, there are several spots across the Cape where kids can enjoy a safe and fun Halloween night. Below, we’ve rounded up some of the best places and events for Cape Cod trick or treating, drawing from local insights and community events.
Mashpee Commons Halloween Happenings
Mashpee Commons is one of the most popular destinations on Cape Cod for Halloween activities. Every year, this shopping area transforms into a Halloween haven, offering safe and fun trick-or-treating for children. The event typically includes activities like a costume parade, pumpkin decorating, and face painting. Stores throughout the Commons participate by handing out candy to trick-or-treaters, making it a lively and festive environment for families. With its walkable layout and vibrant atmosphere, Mashpee Commons is a top choice for a Halloween outing.
Falmouth Village Trick-or-Treat Stroll
Falmouth Village is another great spot for trick-or-treating on Cape Cod. Each year, Main Street in Falmouth becomes a trick-or-treater’s paradise. Local businesses line the streets, offering candy to costumed children as they make their way through the village. This event is well-known for its family-friendly environment and community spirit. It’s a wonderful opportunity to explore the charming village while enjoying the Halloween festivities. The event often includes additional activities like a costume contest, making it a fun-filled evening for all.
Hyannis Main Street
Hyannis Main Street offers a classic trick-or-treating experience with a vibrant community atmosphere. Businesses along the street participate in the Halloween fun, handing out candy and sometimes even offering additional Halloween-themed activities. The well-lit and pedestrian-friendly area makes it an ideal location for families with younger children. With plenty of nearby restaurants and cafes, it’s easy to make an evening of it by grabbing a bite to eat after the trick-or-treating is done.
Chatham’s Pumpkin People in the Park
While not a traditional Cape Cod trick-or-treating spot, Chatham’s Pumpkin People in the Park is a must-see during the Halloween season. Local businesses and community members create elaborate pumpkin displays throughout Kate Gould Park, transforming it into a whimsical Halloween wonderland. Although this event doesn’t involve trick-or-treating, it’s a fantastic place to visit with the family to get into the Halloween spirit. The creative displays provide a perfect backdrop for some festive photos and are a great way to kick off your Halloween celebrations before heading out for candy collecting.
Wellfleet Halloween Parade
Wellfleet’s annual Halloween Parade is a beloved tradition in this Cape Cod town. The parade features costumed participants of all ages, and local businesses hand out treats along the route. After the parade, families can continue trick-or-treating at various participating locations throughout the town. The community-centric vibe of Wellfleet makes this a warm and welcoming event, perfect for families looking to celebrate Halloween in a more intimate setting.
Your Home Away from Home
To make the most of your Halloween on Cape Cod, a comfortable and convenient home base is essential. Pretty Picky Properties offers a wide selection of vacation rentals that cater to various needs and preferences, ensuring your stay is both enjoyable and memorable. Whether you’re looking for a waterfront property with breathtaking views, a luxury home with a pool, or a cozy pet-friendly cottage, Pretty Picky Properties has you covered. Our rentals are located in some of Cape Cod’s most desirable communities, including Brewster, Chatham, Wellfleet, Yarmouth, and more, making it easy to explore all the local Halloween festivities.
Each property is thoughtfully equipped with amenities to enhance your stay, from spacious game rooms to private outdoor spaces perfect for unwinding after a day of trick-or-treating. The team at Pretty Picky Properties takes pride in offering personalized service, ensuring you find the perfect rental to suit your needs. With our local knowledge and commitment to quality, Pretty Picky Properties provides the ideal home base for your Cape Cod Halloween adventure.
Book Your Stay Today
Cape Cod offers a unique and charming setting for Halloween, with its beautiful villages and strong sense of community making it an ideal place for trick-or-treating. Whether you’re visiting Mashpee Commons, strolling through Falmouth Village, or enjoying the festivities in Wellfleet, there’s something for everyone on the Cape this Halloween.
Ready to plan your Cape Cod Halloween getaway? Book your stay with Pretty Picky Properties and find the perfect vacation rental to serve as your home away from home. With a wide selection of properties and top-notch amenities, Pretty Picky Properties has everything you need for an unforgettable Halloween on Cape Cod. Contact us today to start planning your trip!
As Thanksgiving approaches, many of us start dreaming of cozy gatherings, delicious meals, and time spent with loved ones. But what if you could take your Thanksgiving celebration to the next level by spending it in one of the most picturesque places in the country? Cape Cod for Thanksgiving, with its charming seaside villages, stunning landscapes, and peaceful ambiance, offers the perfect setting for a Thanksgiving getaway.
The Beauty of Cape Cod in the Fall
Cape Cod is known for its summer appeal, with miles of sandy beaches and bustling tourist spots, but the fall season brings out a quieter, more serene side of the Cape that’s equally enchanting. By Thanksgiving, the summer crowds have long gone, leaving behind a peaceful coastal retreat where you can truly relax and unwind.
The weather on Cape Cod during November is typically cool and crisp, with daytime temperatures averaging in the 40s to 50s°F. This is perfect for enjoying outdoor activities without the intense summer heat. For those who enjoy the outdoors, Cape Cod offers a variety of activities even in the cooler months. You can explore the Cape Cod National Seashore, which features miles of trails through dunes, marshes, and forests, offering breathtaking views of the Atlantic Ocean. Or take a bike ride along the Cape Cod Rail Trail, a scenic path that winds through several charming towns and beautiful natural areas.
Thanksgiving on Cape Cod also means the opportunity to experience the region’s rich history and culture. Visit historic sites such as the Pilgrim Monument in Provincetown, which commemorates the first landing of the Pilgrims in 1620, or the Cape Cod Museum of Natural History in Brewster, where you can learn about the area’s unique flora and fauna. The slower pace of the off-season allows you to explore these attractions without the summer crowds, giving you a more intimate and meaningful experience.
A Cozy and Festive Thanksgiving
Thanksgiving on Cape Cod is all about cozying up with loved ones and enjoying the simple pleasures of the season. Whether you’re staying in a quaint cottage or a luxurious beachfront home, Cape Cod offers the perfect backdrop for a warm and festive holiday.
Many of Cape Cod’s local shops and markets remain open through the fall, offering everything you need to create a delicious Thanksgiving meal with fresh, locally sourced ingredients. After your meal, gather around the fireplace, play board games, or simply enjoy the peaceful ambiance of your Cape Cod rental.
For those who prefer to dine out, many of Cape Cod’s restaurants offer special Thanksgiving menus, featuring both traditional dishes and local seafood delicacies. Enjoy a hearty meal in a cozy, ocean-view restaurant, where you can savor the flavors of the season while taking in the stunning coastal scenery.
Your Private Oasis
To make the most of your Thanksgiving on Cape Cod, you’ll need the perfect place to stay—and that’s where Pretty Picky Properties comes in. We offer a wide range of vacation rentals across Cape Cod, including popular towns like Brewster, Chatham, Wellfleet, Dennis, Hyannis, and more. Whether you’re looking for a charming cottage, a spacious family home, or a luxurious beachfront property, we have something to suit every taste and budget.
At Pretty Picky Properties, we understand that your vacation home is more than just a place to sleep—it’s where you’ll create lasting memories with family and friends. That’s why we carefully select each property to ensure it meets our high standards for comfort, style, and convenience. Our rentals are fully equipped with everything you need to make your stay enjoyable, including plush seating, soft linens, and fully stocked kitchens.
We also offer a variety of amenities to enhance your stay, such as fireplaces, hot tubs, and outdoor seating areas, perfect for enjoying the cool autumn evenings. If you’re traveling with your furry friends, we have a selection of pet-friendly properties, so no family member has to be left behind. For those seeking a little extra luxury, we also offer homes with private pools and stunning water views.
Whether you’re planning a small gathering or a large family reunion, Pretty Picky Properties has the perfect rental to make your Thanksgiving on Cape Cod truly special.
Cape Cod for Thanksgiving
As Thanksgiving draws near, it’s the perfect time to think about gathering with loved ones in a place that inspires connection and gratitude. Cape Cod, with its breathtaking scenery and rich history, offers everything you need for a holiday filled with warmth and togetherness.
At Pretty Picky Properties, we offer a variety of stunning rentals to fit every need, from intimate cottages to expansive luxury homes. Book your Cape Cod getaway and contact us today and prepare for a Thanksgiving that’s sure to create lasting memories!