Cape Cod Events Archives - Pretty Picky Home Rentals
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Ready to kick off 2024 in style? Look no further than the charming shores of Cape Cod, Massachusetts. Nestled between the Atlantic Ocean and Cape Cod Bay, this coastal gem is gearing up to offer you a New Year’s celebration like no other. So, explore the many ways you can welcome the year ahead with a trip to Cape Cod.

Kick Off 2024 with a Trip to Cape Cod

Dive into the annual Polar Plunge at Bass River Beach in Yarmouth! Join the Friends of Yarmouth Council on Aging and make a splash with friends and family in the chilly Nantucket Sound on New Year’s Day at noon. It’s not just about conquering the cold – this is a community affair filled with camaraderie, laughter, and shared memories. After the daring dive, warm up with complimentary hot cocoa and baked goods. It’s a free, community give-back event that blends the thrill of the chill with the cozy comfort of community spirit. Embrace the unconventional and plunge into 2024 with a splash to remember!

Illuminate Your New Year

Get ready for a vibrant start to the New Year with Provincetown’s First Light Celebration, a multi-day event from December 29th to January 1st. The town comes alive with festivities, offering something for everyone. Wander through the two-day holiday market featuring local vendors, soak up the lively atmosphere with live entertainment. Don’t miss the community-loved Light Bright Bike Ride – a dazzling display of illuminated bicycles parading through the town. The highlight? Cap off the celebration with breathtaking fireworks at MacMillan Pier, casting a radiant glow over the waterfront.

Enjoy Comfort at Home

When it comes to kicking off the year in comfort and style, our vacation rentals on Cape Cod have you covered. Picture fully equipped properties designed to be your home away from home, offering everything you need for a memorable stay. Our kitchens are stocked and ready for your culinary adventures – cook up delicious dishes and savor them around the dining room table with friends and family.

As the temperatures drop, embrace the inviting charm of Cape Cod by spending your evenings in our cozy living rooms. Whether you’re planning a quiet night in or a festive gathering, our vacation rentals provide the perfect backdrop for a fantastic start to the year.

Explore Local Nightlife

As the sun sets on Cape Cod, its vibrant nightlife takes center stage, offering a variety of hotspots to suit every preference. From energetic venues with live music, DJs, and dance floors to laid-back spots featuring jazz shows and Italian cuisine, the options are as diverse as they are lively.

Head to emBargo in Barnstable for a taste of metropolitan chic – a stylish lounge with DJs, dancing, a raw bar, tapas, and even family-style pig roasts. If you’re in the mood for a more relaxed evening, swing by Roadhouse Café, where a nautical-themed lounge, a piano bar, live jazz, and delightful Italian dishes create the perfect ambiance. Whether you’re sipping on signature cocktails, enjoying craft beers at Barnstable Brewing, or hitting the dance floor, Cape Cod’s nightlife promises unforgettable moments.

Enjoy a Seaside Stroll

Step into the New Year with a sense of serenity by taking a leisurely walk along the pristine shores of Cape Cod. Whether you’re an early riser, relishing the quiet charm of the first light, or a sunset enthusiast bidding a fond farewell to the day, the calming waves and salty breeze create an ideal backdrop for reflection and anticipation. As you wander along the coastline, let the sound of the waves instill a sense of peace, setting the perfect tone for a year filled with new beginnings.

A Stylish Start to 2024

Give yourself the gift of a fresh start in the New Year by enjoying some retail therapy in Cape Cod. A new wardrobe is the perfect start to 2024, offering a stylish beginning to this chapter of your journey. Whether you’re into big-name brands, hidden boutiques, or thrifting adventures, Cape Cod’s shopping scene invites you to explore and curate a collection that reflects the upgraded, confident you. Step into the boutiques, discover local treasures, and create a wardrobe that sets the tone for a fabulous and fashionable year ahead.

Book Your Cape Cod Adventure Today

Wrapping up the many ways to kick off your New Year in Cape Cod, there’s no better way to seal the experience than by booking one of our properties. We offer rentals to suit every preference – from pet-friendly rentals and waterfront retreats to luxurious homes and properties featuring a refreshing pool. Whether you’re planning a cozy escape for two or a gathering with friends and family, our range of rentals ensures a perfect fit. Don’t miss the chance to turn your Cape Cod experience into an unforgettable stay. Contact us  Book your stay today!

Summer is our favorite season on Cape Cod and as the summer holidays begin to roll around, we get positively giddy knowing how much fun can be had on our little section of paradise! Memorial Day serving as the kickoff to the season, but offering an underlying somberness due to the reason behind the season, Labor Day also hiding a little sadness behind the celebration as it signifies the end of summer on Cape Cod, and July 4th? Well, we have to say we think it is a holiday that is the ultimate in perfection, celebrating 247 years of freedom in the spot where our nation first began, and offering a host of adventures, comfortable, exciting, fun, and relaxing, that are destined to make America’s birthday your favorite holiday of all! We at Pretty Picky Properties have created this guide to the 4th Of July Events In Cape Cod and have included the more comfortable adventures you can enjoy with us when you choose our holiday hideaways to make your own!

4th Of July Events And Activities In Cape Cod

Everyone loves a parade and the Chatham 4th of July Parade, held on July 4th starting at 9:30 am is one of our nation’s oldest parades! 1908 was the first year the procession began, offering floats and marching bands, and all the red, white, and blue we could handle and today, 115 years later, people still flock to our doorstep to take in the show! Over 20,000 people call Chatham their home on this very important day in our country’s history and if you miss the parade it may not change your life, but it will be a sad moment in your own personal Independence Day history! This year’s theme is Timeless Chatham: Then, Now, and Beyond, and we at Pretty Picky Properties are excited to see how the participants imagine this! 

Orleans 4th of July Parade

Chatham isn’t the only game in town when it comes to 4th of July Parades and the Orleans one promises to be equally exciting! Offering its own theme, Red, White, Blue, and You, it begins at 10 am (allowing our guests to sleep in a little later!) and also providing colorful floats, talented marching bands, and smiling viewers lining up on the sidewalks of downtown Orleans, if your holiday hideaway is in this town, it may be the one you want to see! 

Cape Cod Baseball League

Formed in 1923 (but playing unofficially since the late 1880s) the Cape Cod Baseball League has long been a summer tradition on Cape Cod, giving up and comers a chance to show their stuff, with many players going on to long and gloried careers. It’s only fitting that on this summer holiday there will be multiple games playing across Cape Cod at absolutely no cost to you! Chatham will be playing at Orleans at 6:30 and Brewster will be playing at Harwich also at 6:30, and if you are worried about missing out on the fireworks, Cotuit will be playing at Falmouth at 4:30. Baseball is always a good time, and our own boys of summer will amaze and delight! 

Setting the Sky Alight

Our most favorite tradition for 4th of July, is, of course, the fireworks shows that can be found in different areas all over the Cape, with one particularly fantastic show taking place on July 1st, the weekend before the 4th of July. If you make your way to our doorstep in time for the Rock Harbor fireworks display, we can promise you won’t be disappointed! Taking place on July 1st at dusk and visible from multiple spots on the Cape, including Crosby Beach in Brewster or Boat Meadow Landing in Eastham, this show is one of our favorites, but it isn’t the only one being offered. On 4th of July, Falmouth Heights Beach offers its own beachy show and if you bring your own radio you can listen to the music that accompanies the show by tuning into PIXY 103. Sandwich, as usual is outdoing them all, offering not just the fireworks show that will be held at Shawme Pond near the Hoxie House, they will also feature a picnic in the park, games, a concert performed by one of our local bands, and right before the fireworks extravaganza, a boat parade destined to bring you joy! 

At Home with Pretty Picky Properties

Your traditional 4th of July celebration can mean even more when you choose to celebrate in the holiday haven you picked to make your own. Choose a property with a pool and spend this wonderful day swimming, barbecuing, and relaxing in the Cape Cod sunshine. At night we can’t promise but we can almost guarantee that you will be able to watch the fireworks lighting up the sky without even leaving the backyard! Contact us to reserve your favorite Pretty Picky Properties vacation escape today!


Air Conditioning (Central)
Air Conditioning (split units)
Generator
Hot Tub
Lakefront
Luxury Collection
Near Bike Trails
Pets Considered
Pickleball Court
Pool - heated
Private Beach Access
Rents Saturday to Saturday during peak weeks
Rents Friday to Friday during peak weeks
Tennis Court
Updated Interior
Updated Kitchen
Vehicle Charging Station
Walk to Beach
Walk to Fresh Water Lake
Walk to Town/Village
Waterfront
Water View
Workspace Available
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Rates Just Reduced 2024!

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Easter on Cape Cod is an unforgettable experience! With its stunning shorelines, beaches, and charming towns, there’s no better place to celebrate Easter than Cape Cod. The possibilities for celebrating this special holiday are endless, from traditional Easter egg hunts to picturesque walks on the beach. Whether you’re looking for a festive family outing or just a peaceful day away from the hustle and bustle of daily life, Easter on Cape Cod is sure to be a memorable occasion. Don’t miss out on this unique opportunity to celebrate Easter in one of the most beautiful regions of the United States! 

Planning Ahead 

Planning ahead is essential for a great Easter experience on Cape Cod. Booking your accommodations early will ensure you get the best deal and availability. Checking the weather forecast can help you prepare for any surprises, such as rain or wind so that you’re able to enjoy the Easter festivities without worry. It’s also important to dress in layers to remain comfortable throughout the day. Make sure to bring comfortable shoes so you can explore the area with ease! 

What Is the Weather Like on Cape Cod During Easter? 

The weather during Easter on Cape Cod can vary greatly depending on the time of year. From late March through early May, the temperatures tend to be mild and comfortable. During this time, you can expect temperatures in the 50s and 60s with occasional rain showers. However, in April and May, you may encounter some cold temperatures and rain, so be sure to dress accordingly. 

The ocean breezes off the Atlantic are quite cool in the mornings and evenings, so you’ll need to layer your clothing when exploring the beaches. Be sure to bring a jacket or sweater in case it gets chilly.  

Cape Cod Easter Fun 

The beaches are beautiful, the sunsets spectacular, and the weather is usually nice during this time of year. There’s plenty to do during Easter on Cape Cod, from seasonal attractions like lighthouses and kayaking to activities like whale watching, biking, and hiking.  

A number of historic lighthouses line the coast of Cape Cod. These iconic structures provide stunning views and wonderful photo opportunities. Many of these lighthouses are open to visitors during the Easter season and many offer tours of the inside of the lighthouse. 

Additionally, kayaking is a popular activity on Cape Cod during Easter. You can choose from guided or self-guided tours around the waters of Cape Cod. This is a great way to see some of the natural beauty of Cape Cod from the water. 

Are you a nature buff? There are several whale-watching cruises that run from Easter to late spring. These boat tours take you out on the ocean in search of humpback whales, dolphins, porpoises, and more. Whale watching is a great way to experience the wildlife of Cape Cod up close. 

Lastly, biking and hiking are popular activities on Cape Cod year-round, but especially during the Easter season when temperatures are mild. There are numerous trails around Cape Cod to explore, with stunning views of the ocean and countryside. If you don’t have your own bike, you can rent one at a local bike shop. 

Cape Cod Dining 

Cape Cod is known for its delicious seafood, and there are plenty of restaurants to choose from when you’re in the area. From casual, family-style eateries to more upscale options, there’s something for everyone.  

Are you in the mood for seafood? The Lobster Pot is an iconic Provincetown eatery and is the perfect place to indulge in classic Cape Cod fare like lobster rolls, clam chowder, and steamed clams. If you like oysters, look no further than the Oyster Company. This award-winning restaurant offers a creative menu featuring fresh seafood dishes like pan-seared scallops, raw bar items, and homemade desserts. And unlike the busy summer season it’s a breeze to drive up to P-town during the Easter holiday. 

Located in East Dennis, Sesuit Harbor Care is a local spot that offers up incredible views of the harbor along with delicious meals that range from burgers and fish tacos to steak and seafood dishes. 

Head over to Spanky’s in Wellfleet for a casual dining experience that focuses on fried seafood. Try favorites like clam strips and cod cakes or opt for something a bit more adventurous like fried mac and cheese bites. 

Enjoy Cape Cod During the Easter Season 

Easter on Cape Cod is a truly magical experience. With the beautiful scenery, fun activities, and festive atmosphere, you can be sure to have an unforgettable Easter celebration. To make the most of your trip, plan ahead and book your stay at Pretty Picky Properties! Whether you’re taking a solo trip or visiting with family and friends, you won’t regret spending Easter 2023 on Cape Cod, so contact us today! 


Air Conditioning (Central)
Air Conditioning (split units)
Generator
Hot Tub
Lakefront
Luxury Collection
Near Bike Trails
Pets Considered
Pickleball Court
Pool - heated
Private Beach Access
Rents Saturday to Saturday during peak weeks
Rents Friday to Friday during peak weeks
Tennis Court
Updated Interior
Updated Kitchen
Vehicle Charging Station
Walk to Beach
Walk to Fresh Water Lake
Walk to Town/Village
Waterfront
Water View
Workspace Available
NEW Listing for 2024
Rates Just Reduced 2024!

Ocean Front

Unable to find any listings.

NEW LISTING
RATES JUST REDUCED
RENTS SAT-SAT
RENTS FRI-FRI
Enter dates for pricing

Beds | Bed | Baths | Bath | Guests

Oh, how we look forward to spring every year on Cape Cod. The winters can be brutally beautiful, with short days, long nights, and snow-covered beaches that really must be seen to be believed, and then one day it happens (just not always according to the season schedule.) We awaken to the sound of snow melting, steadily dripping from the rooftops and notice large patches of earth appearing in our yards. One day we drive to and from our jobs with the sun lighting both ways and if we forget our gloves, our hats, our warmest coats, it’s ok! Spring has arrived and when it does, we celebrate in the best of ways! If your spring journey brings you to the stunning beauty that is Cape Cod, coming home to Pretty Picky Properties will be the highlight of your days and that’s saying a lot, especially as we have prepared this guide to some of our favorite 2023 upcoming spring events on Cape Cod to help fill every minute with fun and frolic! 

Lower Cape Home & Garden Show, April 1, Cape Cod Regional Tech High School in Harwich 

There is something about a Home & Garden show that just makes us all happy with the changing of the seasons! As we stroll through aisles filled with “As Seen on TV” merchandise, ideas for making our homes prettier, and everything we need for our gardens, we can’t help but grab everything we see and we can’t help but take it home and try it all out! And although you may not be able to carry home that Z-turn riding lawnmower you instantly craved, there are still small things available that will fit nicely into your luggage (Thankfully, our Pretty Picky Properties sanctuaries offer fully equipped laundry rooms so you can pack light and save room for the good stuff!) and the ideas you garner during your tour of this fun spring bash take up no room at all! 

The Sandwich Bazaar, April 5th, Oak Crest Cove Field, 34 Quaker Meeting House Road 

For over 16 years, the Sandwich Bazaar (also known as the Sandwich Flea Market) has been providing a fun way to spend Wednesday and Sunday mornings! Open from 6 AM to noon on Wednesdays and 7 AM to noon on Sundays, this is the best way we know to bring home a piece of Cape Cod to memorialize your Spring trip! Even if you don’t buy anything, watching locals purchase stuff from one vendor and then take it to their own table to resell is quite fun! If you do find some things you can’t live without on a Wednesday morning, we urge you to return again on Sunday because the wares change regularly and you may find even more! Offering jewelry, pottery, or even furniture, a visit to the Sandwich Bazaar truly offers an authentic peek into the lives of the locals who are lucky to live here every day! 

Herring Runs, April Through Mid-May (ish) 

Mother Nature works in fascinating ways and the Herring Runs (the migration of river herring returning to their spawning waters) is one beautiful example! The silvery fish crowd the waters from April through May (although they have been known to appear as early as the middle of March), dodging dangers in the form of animals and birds wanting to make them their meal, and return by the thousands to their warm season homes. You can see the runs from pretty much everywhere on Cape Cod, but the best place to view them (in our humble opinion) is on Stony Brook Road in Brewster. Offering groomed paths that lead visitors alongside Stony Brook, benches to sit and ponder this miracle of life, and a few signs that gently remind visitors to “watch with their eyes, not their hands” a spring day spent exploring this natural phenomenon can only get better with a visit to the Stony Brook Grist Mill Museum! Providing another fascinating glimpse into the history of Cape Cod and the ways we lived, the building itself dates back to the mid-1750s. Open hours aren’t a constant in the spring, but exploring the tranquil grounds on which the mill is set is always a great way to fill a few more of your vacation minutes! Pretty Picky has over 60 wonderful homes in Brewster!  

Spring into Comfort 

All of these events are destined to bring a little local charm to your spring Cape Cod getaway, and coming home to the comforts found in our Pretty Picky Properties seasonal sanctuaries will just continue the wonderful! Sleep late in comfortable beds, enjoy rainy spring nights binge-watching movies on state-of-the-art televisions, and relax in all the ways you never can in your own home due to having just too much to keep you busy! Reserve your favorite escape and contact us today! 


Air Conditioning (Central)
Air Conditioning (split units)
Generator
Hot Tub
Lakefront
Luxury Collection
Near Bike Trails
Pets Considered
Pickleball Court
Pool - heated
Private Beach Access
Rents Saturday to Saturday during peak weeks
Rents Friday to Friday during peak weeks
Tennis Court
Updated Interior
Updated Kitchen
Vehicle Charging Station
Walk to Beach
Walk to Fresh Water Lake
Walk to Town/Village
Waterfront
Water View
Workspace Available
NEW Listing for 2024
Rates Just Reduced 2024!

Ocean Front

Unable to find any listings.

NEW LISTING
RATES JUST REDUCED
RENTS SAT-SAT
RENTS FRI-FRI
Enter dates for pricing

Beds | Bed | Baths | Bath | Guests