Jim Decker, Author at Pretty Picky Home Rentals
Chatham & Orleans Properties rent Friday to Friday during Summer Months

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A vacation on Cape Cod is destined to be one you remember forever, especially when you choose a vacation rental that matches the wonders of our historic homebase! Offering long days of beachy adventures, fresh seafood meals to be enjoyed with sunset views, and a history that dates back to before the beginning of our independent nation, Cape Cod is exciting, adventurous, and when staying in Luxe On River, more comfortable than you ever thought a vacation spot could be! Located in East Orleans and providing 5 luxurious bedrooms, 4 spacious full baths, and the look and feel of a country farmhouse, this charming escape from reality will give up to 11 guests a grand adventure filled with love, fun, and comfort. Oh, and the crystal-clear pool that anchors the large and grassy backyard is sure to be where many of your most fun memories will be created! 

Remember When? 

Remember when homes used to be built to make a statement? Instead of plopping a bunch of cookie cutter homes in a row on the street, we would drive a distance, perhaps under a canopy of trees, waiting anxiously for that first glimpse of the structure that provides protection and warmth. Our Luxe On River property offers a throwback to those wonderful days, featuring a long gravel pathway that leads guests to the doorstep of this gray, white, and turquoise accented home sweet vacation home. A large and graceful covered veranda greets visitors, and when you step inside for the very first time, a sense of gentility, warmth, and welcoming will make you feel right at home! 

Natural stained wood floors meander through the spaces, keeping the rooms light and bright, even during the darkest hours of the night, and a large entry with a bench, coat hooks, and storage cubbies help keep the sand and the elements outside where they belong. Although this property represents all that is wonderful about the golden age of entertaining, the amenities are thoroughly modern. An office set up with two desks, a sofa topped in dove gray fabric, and a state-of-the-art television provides the ideal place to work from home, play video games, or just relax as you scroll through social media. (High-speed internet ensures that meetings or game playing will be virtually glitch free.) The outdoor hues are, however, echoed in the interiors, with the walls painted the same soft gray and the furnishings adding the turquoise accents, starting with the plush turquoise sectional that centers the open concept floor plan in the living room. Tongue and groove planked ceilings painted a crisp white, large skylights with the sun peeking through, and a wall of windows add to the beauty and warmth of the living room, and when you look up, a touch of whimsy can be found in the flapping of a dolphin tail swimming through a school of fish found anchored to the ceiling! A fireplace adds warmth and romance on a chilly summer night, and a built-in bookshelf adds more opportunities for fun and relaxation. 

The dining area of Luxe On River is tucked away in a windowed alcove, offering glass and wood doors that open into a solarium furnished with brightly cushioned patio furniture bringing the outside in. Blending modern amenities and farmhouse charm, the kitchen is truly the heart of the home! A large center island lined with cushioned wood barstools gives the kiddos a great place to enjoy a morning bowl of cereal, while stainless steel appliances and stone counters ensure that all your food needs will be luxuriously met! 

A secondary seating area, anchored with a plush velvety sectional in rich blue, is where you will also find the second television of the home, giving adults a great spot to watch movies while the children are finishing their homework in the front office. A large rec room offers another sectional, television, and a full-sized pool table ensures that your entertainment needs will be met on rainy days. A fitness room will help keep the pounds in check, and ANOTHER sitting area furnished with sectional and super-sized television makes it easy for multiple families to travel together and still maintain their own spaces! The bedrooms of Luxe are serene retreats, some offering en suite baths, others providing desk areas for more virtual meetings, and all providing easy ways to slide into slumber after a long day of Cape Cod play. 

Go Outside and Play 

When we were young, those four words were the last ones we wanted to hear, but on Cape Cod in Luxe on River, they will bring you great joy! A large fenced-in yard dominated by a crystal-clear pool and hot tub surrounded by chaise lounges entices guests to spend much of their vacation playing “at home,” as do cornhole games, an outdoor firepit, and a gas grill which will add the most delicious of flavors to your catch of the day. (The river is located just down the street, and the beaches of Orleans are close as well!) 

Every day will be a new adventure in comfort when you choose River on Luxe for your Cape Cod cottage. Reserve it today! 

Summer is when Cape Cod comes to life and if you are like thousands of other travelers you are in the process of making your way to our sandy shores for an all-American vacation adventure you never want to forget. The first step to a perfect vacation, is of course, choosing the perfect vacation home. Since you are on this page it already looks as if you have found the homes you will fall in love with, which are our Pretty Picky Properties havens! After you book the one that calls your name the loudest, it will be time to explore all the fun you can have on Cape Cod, starting with this list of upcoming events that will help fill all the seconds, minutes, and hours of your stay!  

Sandwich Farmers Market, Tuesdays from 10 AM until 1 PM, All Summer Long, 20 Main Street 

Every summer vacation deserves a visit to the local Farmers Market and the one in Sandwich is well known and loved across the Cape and the nation! You don’t even need to wake up early to enjoy the shopping experience, and as you walk through the aisles stopping by each vendor to explore fresh produce, handmade baked goods, even arts and crafty types of items that you just KNOW you have to have, you will feel the relaxation and satisfaction creep in, even as you get your step count elevated! 

11th Annual Brewster Summer Arts & Crafts Festival, July 29th & 30, Drummer Boy Park  

The joy of a summer day is enhanced with shopping opportunities, especially those that can be experienced outside under the summer sun and the 11th Annual Brewster Summer Arts & Crafts Festival will give you all the options to shop! Offering 100 booths of juried American crafts made from all art materials, there will also be specialty foods that can help stock the kitchen in your vacation escape, including dips, desserts, olive oils and more. Open from 10 AM to 5 PM on Saturday and 10 AM to 4 PM on Sunday. 

Taste of Chatham, July 31, Chase Park 

Every vacation revolves around relaxation, exploration, fun, and food and when you take part in the Taste of Chatham, it gives you a chance to do all three! Offering up a taste of summer in Chatham, this evening of tastings is presented by more than 20 of the best restaurants and bars in town and is held under a large tent in the center of Chase Park for the enjoyment of all who purchase tickets! Proceeds go towards Chatham’s Family Resource Center, Monomoy Community Services and the event begins at 6, lasting until 8:30. 

The Bayberry Quilt Show, August 2 through 4, 351 Pleasant Lake Avenue in Harwich 

Quilting is rapidly on its way to becoming an endangered art and when you catch your first glimpse of the colorful blankets on display in the Bayberry Quilt Show you are going to wish that you had the talent to take up the art! Americans have been keeping warm with blankets made of colorful bits of fabric for centuries and some of the best of our local quilter’s works will bring you joy. Open from noon to 7 on Wednesday, 9:30 to 4 on Thursday, and 9:30 to 3 on Friday, admission costs $12. 

Cape Cod Classic Car Show, August 31, Lobster & Chowder House in South Wellfleet 

The show is free, the cars are unbelievably stunning, and because you can also purchase food and beverage as you explore these fine examples of automotive history, the hours you spend at the Cape Cod Classic Car Show are destined to be the ones you remember best! Shiny, colorful, and painstakingly restored, the cars bring back memories of simpler times, days when the Sunday car ride was a family tradition, and seatbelts were not yet invented! The show starts at 4 and conveniently ends in time for dinner at 6, so be sure to bring your appetite! 

Labor Day Weekend, September 1-4, Anywhere on Cape Cod 

The sadness of saying so long to summer is tempered slightly with one last weekend of fun and carefree excitement. There is guaranteed to be something wonderful to enjoy this last official weekend of summer, no matter where you stay on the Cape, including the West Dennis Beach Party & Fireworks on September 3 at West Dennis Beach. This fireworks show can be seen from nearby beaches, including Smugglers Beach in South Yarmouth. Take a Wellfleet SPAT Shellfish Tour and discover how our delicious shellfish are grown and harvested, with the tours taking place on September 2nd, 5th, and 16th. Or maybe you will just stay home and enjoy the amenities of our Pretty Picky Properties holiday havens, enjoying a family barbecue, swimming in private pools and simply enjoying the last moments of summer in homes filled with luxury and style. Reserve your favorite 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

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Beds | Bed | Baths | Bath | Guests

Life can be funny. You spend your days feeling as if time is creeping by as you try to juggle work, school, family, AND play, but then one day, you wake up and realize that your babies are graduating from high school and you are no longer simply coloring your hair for a change, but to cover the gray! The speed of which life can pass us by makes it imperative that we take time to slow down, that we ensure vacations are integrated into all the work. When you choose Cape Cod for any of your vacation travels, our Pretty Picky Properties “Life Funny” escape offers all the ways to relax and savor family. This two story home located near the heart of downtown Chatham, is built to spoil up to 8 travelers at a time and this guide to its charms will give you the opportunity to daydream about all the fun you will have when your vacation day rolls around! 

Families Love Life Funny! 

Mature trees, a large grassy yard, and a bright blue door invite guests to come on in and begin to relax immediately in a home built for families. Inside, wood floors lead the way through an open concept floor plan that reveals all at first glance. High ceilings, white walls, and large windows keep the already large space feel even larger ensuring that no one will ever feel cramped and crowded while under this roof!  

A marble fronted fireplace with state-of-the-art television serves as focal points in the living room and the sofa and overstuffed chair will provide the most comfortable places to relax and nap. Explore the dining room, tucked away in a quiet corner of the living room, providing the ideal spot for meals, games, and activity planning sessions.  

The kitchen which expands out into the dining room is a space that offers all the modern conveniences travelers love, including a stainless-steel range you won’t be able to keep your hands off, while still featuring the warmth and cheer you expect from a farmhouse kitchen! Custom cabinets painted white and accessorized with pewter accents, a large refrigerator fronted with the same painted wood of the cabinets, and an expansive center island topped with a butcher block counter and surrounded by cushioned bar stools add style to the room often considered the heart of the home. 

More to Explore 

Families all over the world look at their backyard areas as their own private oasis’, spending many hours outside enjoying the beauty of a summer night and our Life Funny haven lets guests enjoy more of the same. That grassy yard that invited you to drop in wraps around to the back yard with a red brick walkway leading the way to an open air patio designed to be enjoyed. A cushioned wicker patio set and a white painted Adirondack seating set allows for lazy evenings spent sitting out under the stars enjoying animated conversations with your favorite traveling companions. A table and chairs under the covered porch gives guests a great place to enjoy a grilled meal al fresco, prepared on the propane grill that resides in the backyard. Cornhole games are provided for fun and entertainment and the large yard surrounded by more mature trees and bushes has more than enough room to play in. 

Rest Easy 

Night time might be your favorite time, especially after all the touristing you will be doing during the daylight hours! Climbing into bed each night in rooms that reflect the serenity of Cape Cod each of the 4 bedrooms offer something a little different that makes them stand out from the others; a king bed and television in the primary ensuite bedroom located on the first floor allows those with limited mobility to enjoy their stay on Cape Cod without effort.  

Offering a delightful surprise, a second primary ensuite on the second story of the home, multiple families can share the space, spending time together during the day and retreating to their own private havens each night. The third bedroom, anchored by a queen bed is a peaceful space providing windows that look out onto the landscape and a neutral décor that encourages deep sleep and happy dreams.  

The 4th, and final bedroom, will excite the imaginations of your kiddos, offering a cozy attic feeling space with two twin beds tucked away under the eaves. Feeling like a princess in a castle turret or an explorer in a treehouse hideaway, dreams will be happy ones for your tiniest travelers sleeping in this cozy room. 

Reserve Life Funny Today! 

Also providing beach gear to be used at the nearby beaches, a small office area that makes it easy to stay in touch with the office, especially as high speed internet ensures practically glitch free virtual meetings, this beautiful home is destined to be an integral part of your vacation experience. Reserve it 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
NEW Listing for 2024
Rates Just Reduced 2024!

Ocean Front

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Beds | Bed | Baths | Bath | Guests

The history of Cape Cod is a long and storied one, but that doesn’t mean that the vacation home you stay in has to have the same. Some of us just love that “new home smell” and our Pretty Picky Properties Stepping Stones Sanctuary 279-C  offers just that! Built in 2022 while retaining the historic look of Cape Cod, this 4 bedroom, 3 bath escape located in Chatham is 100 percent modern and sleek! Outside, traditional clapboard siding is still fresh and unweathered, the portico adds elegance while providing protection from the elements, and an attached two car garage gives the home the feel of a family home, and because Stepping Stones offers room for up to 8 people to live together in peace and harmony, very large families will enjoy their stay with us! This guide to one of our newest homes in Cape Cod will help you mark off the second most important item on your vacation planning list, the one titled “choose a place to stay!” 

The Unexpected 

Step inside this light filled space and discover that vacationing on historic Cape Cod can be filled with modern conveniences and stylish design as you follow the paths created by golden stained hardwood flooring into rooms that welcome and impress. As in the New England tradition, most rooms provide their own separate space, but there is still a feel of openness and connection, ensuring that no one will feel disconnected or lonely during their stay in Stepping Stones Sanctuary.  

Walls painted a soft gray provide the perfect backdrop to slipcovered sofas in white and nautical blue, while beach themed art and a state-of-the-art television add interest and color to the space. A fireplace adds romance and warmth, a built-in bar on the back wall is stocked with a wine chiller and built in bookshelves that surround the fireplace and the television mounted over the mantel offer shelves lined with art pieces and cabinets behind which hides more surprises.  

The dining room, situated just off the kitchen, invites guests to gather round its sleek wood table and play games, devour meals, or just relax with a cup of coffee before starting each day. Walk a few steps to the sleekly gorgeous and fully equipped kitchen where marble countertops, subway tiled backsplash, and chef quality appliances compete for attention with the view from the windows over the sink. A pot filler over the stove, an expansive breakfast bar fronted by comfortable bar stools, and a dishwasher hidden away behind white panels ensures that all your needs are met, but the view from the window ensures that the desires of your soul are met as well!  

Each of the 4 bedrooms provide comfort, style, and a little something extra that make them stand out, starting with the primary suite. A king bed with padded headboard is destined to provide happy dreams and deep sleep while the ensuite bath’s deep and jetted soaking tub will be the perfect lead in to that perfect sleep. A television offers a way to quiet the brain for those that desire a little extra nighttime entertainment. Queen beds anchor the spaces in the upstairs bedrooms, tucked away under quirky angles that mimic the look of old attic bedrooms while providing high ceilings that are much more practical, making it far less likely guests will bump their heads in the night! A second master bedroom on the second floor, a dorm style bedroom with 2 queen beds and a trundle, and views of the community from large windows that open to let the cool breezes in; these bedrooms are the perfect spots to retreat to after a long day of vacationing excitement.  

More to Fall in Love With 

If our description of Stepping Stones Sanctuary stopped here, you would still find this home special and unique, but when you step out into the backyard oasis, you will discover just how extraordinary it is! A crystal clear heated pool provides a focal point of fun, while the raised hot tub reminds guests of the importance of relaxing as much as possible during their stay on Cape Cod. An iron patio table offers protection from the sun’s rays with a navy blue umbrella, rattan sectionals face an outdoor fireplace, and lounge chairs offer the option of keeping the umbrellas raised or lowered for optimum summer tanning! A built in barbecue invite guests to enjoy a beautiful summer pool party and a large grassy yard gives the littles a fun place to frolic! 

Location Matters 

Stepping Stones Sanctuary enjoys a location that is convenient to town, and beaches. The rail trail bike path is also just up the street. All the comforts of home will be yours when you choose this beautiful home for your vacation escape; reserve it today! Contact us today

The winters on Cape Cod can be harsh ones, offering snow covered beaches, bone-chilling winds, and ice in places you may not think ice belongs, but we live here year-round because we know that warmer days are coming, and Memorial Day Weekend is our first harbinger of summer! Visitors may never know the snow and ice, but they flock to us on the first of the summer holidays, anxious to share in the joy of an all-American holiday in the place where it all began! It’s difficult to get more patriotic than that and when you realize there is no place on earth you want to be than Cape Cod, Pretty Picky Properties has the perfect place to enjoy your favorite holiday of the year! This guide to spending Memorial Day on Cape Cod will ensure you have plenty to do as you live in the lap of luxury!

The Rhododendron Festival, May 20- May 29, Heritage Museums & Gardens in Sandwich

Yeah, you got us. A rhododendron festival isn’t exactly a patriotic event but chances are the large and colorful blooms that do so well on the Cape have caught your eye, especially as your holiday haven might even have a bunch planted in the front and backyards! The festival is an annual event that brings us so much joy, celebrating and featuring varieties of the flowers from all over the world and because the ticket price includes access to many of the exhibits in the museum, this event will give visitors a taste of the rich history our Cape paradise has to offer.

18th Annual “Troops in Spotlight” May 28th, Cape Town Plaza, in Hyannis

Offering a chance to celebrate the reason behind the holiday, “Cape Cod Cares for our Troops” gives visitors the opportunity to thank a hero, while also exploring the solemn beauty of the Iraq/Afghanistan Memorial Wall. Enter raffles to win prizes, examine the military vehicles on display, and send a video message to troops that are deployed in the most dangerous parts of the country.

Chatham’s Memorial Day Ceremony, Memorial Day, Chatham Community Center

The ceremonies start promptly at 10 AM, and if you love a parade, this is your chance to be in one! March behind the leaders, fife and drum players, through the town of Chatham, beginning at the Chatham Community Center and ending up at the Godfrey Windmill with a dedication of the American Revolutionary War Memorial. After the ceremony, take a few moments to explore the windmill built in 1797 which will be open to the public, and learn all about the way life used to run before electricity became a wonderful part of our world!

Dennis Memorial Day Parade, Center Street, May 29th at 8:30 AM

Everyone loves a parade and this local tradition promises to charm and delight! Starting at 8:30 AM the procession will head to the Village Green on Hall Street, where a remembrance program is scheduled to begin at 10 AM.

This Way to the Beach

As you celebrate on Cape Cod with a variety of organized events, you might want to look at ways of celebrating that don’t involve time limits, including a day on the beach. Get up early, put on your new red, white, and blue swimsuit, and stake your claim on your own section of the sand! Rent one of our beachfront havens and walk a few feet with a wagon filled with gear and a cooler filled with beverages and snacks, knowing it is an easy stroll back to the comfort of our home for refills and restroom breaks. And when the sun sets over the sea, setting the sky on fire, the serenity you will have found on your day at the beach will stay with you long after you have returned to real life.

Memorial Day with Pretty Picky Properties

Of course, the best moments of your Cape Cod getaway may be the ones you spend at home with Pretty Picky Properties. Choose one of our holiday havens with a large backyard and bring the party outside, barbecuing hamburgers and hotdogs, swimming in crystal clear pools, and devouring what you grilled on patio or picnic tables with your favorite station streaming from your phone or laptop. Cheerful kitchens offer modern conveniences, providing the ideal spot to perfect your grandma’s potato salad recipe and spacious breakfast bars are where your kids can sit and watch the magic happen. When the moon bathes land and sea in an ethereal glow, retreating to the comfort of our tranquil bedrooms will ensure that every minute of every day spent with us will be ones you wish never had to end!

Celebrate in Comfort and Luxury

Reserve your favorite Pretty Picky Properties today and discover all the magic Cape Cod can bring to your Memorial Day celebration! 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

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RATES JUST REDUCED
RENTS SAT-SAT
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Beds | Bed | Baths | Bath | Guests

Every year in May, the entire nation finds itself struggling over the same thing, what to get our moms for Mother’s Day. Our moms are our heroes, offering unconditional love, support, and protection and you would think it would be easy to find the perfect gift for someone who deserves so much, but if we are honest with ourselves, most years we fail. The flowers we give her may be her favorite color, but they wither far too soon and her favorite restaurant does provide her favorite meal, but soon enough she will be hungry again. We have bought her mother’s rings, mother’s necklaces, and even mother’s bracelets, but we are running out of body parts and we don’t think a mother’s toe ring is something she would appreciate. This year, however, with a little help from your friends at Pretty Picky Properties, your mom is going to be spoiled in all the ways you have always wanted to do as you celebrate her perfection with a gift of a trip to Cape Cod! 

Her Dream Vacation 

Just as every snowflake is different from the other, every mom is unique and her ideas of a dream vacation may differ. Maybe the mom you are celebrating is the mother to your children and because she is in the active parenting stage, meaning the kiddos are ALWAYS underfoot, she may prefer a dream getaway all on her own. Waking up every day of her solo getaway in a charming cottage on the beach, starting each morning with a cup of coffee on the deck letting the serenity of the sea rebuild her soul. Parenting is the most rewarding and the most draining experience of a lifetime and these quiet moments she spends alone will fuel her for the work that remains when she returns home. Not every vacation needs to be on the beach, but the mom you are celebrating DESERVES the peace that accompanies a seaside getaway, and the beauty that can be found in our cottages will bring her joy. Fully equipped kitchens may never be used for more than keeping coffee brewed and wine chilled as Cape Cod is filled with restaurants that will serve the queen of your world all the delicious food she requires. It’s the living rooms with comfy sofas and state-of-the-art televisions where she may spend much of her time, relaxing and rejoicing as she does exactly what she wants, watching television, reading until the daylight fades and then turning on the side table lamp and reading some more. Mom is used to waking up in a bed crowded with littles and pets, but in our bedrooms, her solitary journey will allow her to sleep diagonally on the bed if she likes, luxuriating in the space she rarely gets to enjoy at home. And because every day can begin and end with a walk along the sandy shores of the beach on which her cottage is located, every day will begin and end with moments of pure pleasure and joy. 

The Difference is Clear 

Of course, the seasoned moms that we love and adore, our own mothers, may have left active parenting years long ago and because she only enjoys glimpses of those bygone days when spending time with the grandchildren, a solitary vacation may be the last thing she wants! The good news is our larger homes, some with as many as 10 bedrooms, can allow Mom to enjoy this gift of a lifetime with ALL the people that are her world. Her adult children, her precious grandchildren, and maybe even her beloved fur baby, all can gather together for a vacation of a lifetime on Cape Cod! Large and luxurious homes, perhaps offering a private pool, views of the sea or even views of the charming ponds that dot the landscape of the Cape (and were once used as swimming holes in our own childhoods!) will ensure that every moment spent together as a family will be exciting and entertaining. Mom (Grandma) can revel in this large family event, playing with the grandkids, revealing the secrets behind the meals that no one else can prepare with such magic, and at the end of every day? She can retreat to bedroom suites where soaking tubs, televisions, and the most comfortable beds will be waiting for her, giving her a taste of privacy during her dream vacation come true! Maybe she is an early riser and will start each day with a sunrise walk along the beach or maybe she prefers the magic of a sunset walk along the same shores. Every detail of this getaway will be one that she holds close to her heart when you gift her a Mother’s Day vacation on Cape Cod. Reserve your favorite escape on the Cape 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
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Beds | Bed | Baths | Bath | Guests

The best vacations begin and end in the best vacation homes and we don’t think we are bragging when we say that Pretty Picky Properties offers some of the best escapes on Cape Cod! Every day will be an exercise in comfort, every night will be a joyous occasion of deep sleep and happy dreams, and when you choose the Wellfleet Oyster for your luxurious vacation haven, every minute will be one filled with peace, serenity, and luxury! Offering 5 beautiful bedrooms, 5 full baths, and 2 spacious half baths that will help limit morning traffic jams, this stunning home perched on a dune that overlooks the sea is destined to be your favorite part of your vacation experience. 14 guests can enjoy the adventure of a lifetime, playing, relaxing, and parting ways at the end of each day to retreat into their own bedroom spaces and the memories you make on your Cape Cod vacation will be ones you will cherish forever! 

Oh, Those Views! 

Normally we would start our walkthrough with a tour of the interior but when you catch your first sight of Wellfleet Oyster, perched on a bluff that overlooks the sea, you may be reluctant to step inside; it is so beautiful and peaceful out here where your nearest neighbor isn’t even in sight! Multiple covered porches frame the panoramic views of Cape Cod Bay and Wellfleet Harbor, inviting guests to pull up a chair, open a bottle of wine, and lose themselves in the peace of the moment.  

The clapboard siding on this sprawling New England cottage will please traditionalists, as will the Wuthering Heights feeling of English moors, even as the cheerful ambience will wash away any moody moments! Guests will want to spend as much time as they can outside, dining al fresco at the large patio table, grilling the catch of the day at the supersized grilling station, or falling love with the views from the widows walk.  

Up here, you can see for miles and can imagine long ago days when captain’s wives would spend hours staring out at the sea waiting impatiently for their seafaring husband to return to their arms. An outdoor shower will help keep the sand from the beaches below outside where it belongs and provides a beautiful place to end our tour of the exterior!  

Inside, however, offers rooms filled with comfort and joy. Wood floors create polished paths that lead into rooms filled with the best of the best, kitchens containing restaurant quality appliances, and living rooms with plush sofas and state of the art televisions. Colorful art pieces stand out against crisp white walls and floor to ceiling windows that accent most rooms remind guests that the sea is always nearby. Open a door, a window, and let the sea breezes cool your cheeks and ruffle your hair as you nap on the plush sofa in the living room, enjoying moments of quiet during your supersized vacation to Cape Cod.  

Check out the views through the telescope that graces the floor of the living room, while other members of your traveling party explore the amenities in the farmhouse style kitchen. Stone counters, custom cabinetry, and a built-in espresso machine ensure that there is room for all and caffeine for everyone. A butler’s pantry that sits just off the kitchen provides extra storage and colorful glasses perfect for mai tais and margaritas. The dining room, sharing the views of the ocean with the kitchen and the living room in this open concept floor plan, is anchored by a farm style dining table, surrounded by cushioned wood chairs that remain comfortable, no matter how many games of Monopoly is played there!  

A second sitting area features window seats covered in a cheerful blue and white striped fabric, a comfy sectional and walls that aren’t walls at all but are windows that make you feel you are sitting on the bluff, even as you are still inside! Every bedroom has something special that makes it stand out from the others. A round turret room with a private balcony, an ensuite bath with deep soaking lying under another set of windows, a row of bunks that will make the kiddos feel they are living a real-life camp movie, only without the bugs and scary nighttime noises, and a desk area surrounded by cherry wood shelves that will be perfect for virtual meetings and online schooling.  

Wellfleet Oyster even offers its own nursery, complete with crib and rocking chair enabling even the tiniest of travelers to have a place of their own. A foosball table tucked away will be a popular place for the teens and tweens and a laundry room with two sets of washers and dryers, an extra subzero fridge, and a farmhouse sink may not be the most fun of spaces, but it is definitely nice to know it’s there when you need it!  

Reserve Wellfleet Oyster Today! 

A Cape Cod vacation is something that is on nearly everyone’s bucket list, and when your vacation destination dreams come true, it is only fair that the property you shelter in should be a vacation dream come true as well! We at Pretty Picky Properties understand what vacationers seek, and for the larger traveling groups Grayduck 207-C is a classic New England cottage rental with room for 10! Providing four spacious and serene bedrooms, three spa-like baths, and all the beauty for which a beach vacation is known, Grayduck is located just across the street from one of Chatham’s most stunning beaches. It’s also just a short distance from downtown, ensuring that every minute of your stay will be more than you dreamed it could be. This guide to its charms and wonders will give you a little something extra to look forward to in the days and weeks leading up to your escape to the Cape! 

Click here to Book today or read on for more info!

Better Than You Dreamed 

A brick pathway leads to the robin’s-egg blue front door tucked away under a large front porch dotted with white wood cushioned rockers, a spot where you may find yourself sitting on a warm summer’s eve, sipping a chilled Cape Codder and watching the goings-on in the neighborhood, enjoying the color of the hydrangea bushes flanking the entrance of the porch, and listening to the sounds of the sea located just across the street. Your Cape Cod vacation could be one filled with road trips, museum explorations, and sampling the restaurants of Chatham, or it could be one in which you slow down the pace, play at the beach, and explore all the comforts and amenities that Grayduck provides without leaving the property. 

Inside this beautiful escape property lies a world of peace, serenity, and farmhouse charm, a world backed up by shiplap walls painted a crisp white and in which the décor reflects the wonders of the sea. There’s a living room that is divided into two parts, one with a soft white sofa where quiet conversations are destined to be enjoyed. A second seating area surrounds a Smart TV where movie nights are bound to happen. The dining room of Grayduck is just off the kitchen, anchored by a large wood farmhouse table surrounded by enough seats for everyone in your party. Perched under lobster basket style lights, this room provides more than just a place to eat. It is the center of all that is wonderful about family. Playing board games late into the night, enjoying animated conversations over cups of coffee and bowls of cereal in the morning, and holding the pieces of a puzzle waiting to be put together, the memories you make in this room will last forever. 

The kitchen is another room where family gathers This one holds all the bells and whistles of a chef’s dream kitchen, including an impressive gas range, an expansive center island fronted with cushioned ratan barstools, and rows of windows that look out towards the Atlantic Ocean beyond. As in every properly equipped New England kitchen, a lobster pot is provided, and of course, the small appliances that make life better: a coffee pot, toaster, and blender for whipping up frothy tropical drinks! 

Offering two master bedrooms, Grayduck is the perfect vacation home for multiple families traveling together. Each master suite provides a king bed and an en suite full bath. Iron beds continue the theme of farmhouse chic, and high ceilings make large bedrooms appear even larger. One master suite offers a sitting area perfect for enjoying coffee in the mornings, and views of the beach give that bedroom a feeling of peace that will make you never want to leave. The bathrooms offer a beachy and whimsical style, one with lobster wallpaper and subway tiles and another offering up a framed poster of Snoopy proclaiming to be the sunshine of his life! Farmhouse sinks, penny tiles on the floor, and more of the shiplap found throughout the home give each bath a whimsical appeal, and guests will find it is impossible to be in a bad mood when performing their morning ablutions. 

The backyard offers up a private oasis that adds to the charm of Grayduck, providing a large, paved patio divided into seating, dining, and grilling sections, ensuring that the moments spent out here will be successfully fun! An outdoor shower will keep the sand outside where it belongs. 

Reserve Grayduck 207-C Today 

The adventures you will have exploring the nooks and corners of Cape Cod will be made even more special when you come home to the comforts of Grayduck every day of your stay! Contact us today!

The stunning landscape found on America’s favorite summer playground, Cape Cod, is the ideal spot for one of our more popular Pretty Picky Properties vacation sanctuaries, Cahoon Lagoon 036-B. Offering six beautiful bedrooms, nine baths, and a location at the tip of Long Pond that ensures the views will be so fantastic you will never want to leave, this Cape Cod vacation property features room for up to 14 guests. Bring along the cousins, the siblings, and your mother who has sacrificed so much to ensure you have everything, and plan for an escape to Cape Cod that you will cherish forever! Today, we want to shine the spotlight on this gorgeous home, helping build up the anticipation you will feel in the days, weeks, and months leading up to your vacation of a lifetime, so pour yourself a glass of your favorite beverage, slip out of your shoes, and relax in paradise for a few minutes of your very busy day in real life! 

Click here to book Cahoon Lagoon 036-B or keep reading for more info!

Traditional New England Cottage? 

Yes, the clapboard siding offers a traditional taste of New England life, but the size, beauty, and luxury of this expansive home is anything but ordinary! Featuring wood floors that lead the way to rooms filled with light and comfort, vaulted ceilings add grandeur, and comfortable furnishings will make you feel at home. A spacious kitchen with marble countertops and a center island contrasts beautifully with the forest green painted cabinets, and professional quality appliances in black steel will help you find your joy again while cooking. The dining room table is anchored under an iron chandelier, providing a farmhouse appeal to the room that will be the center of many family activities. The formal living room offers no television, but it’s cheerful fireplace and book-lined shelves make it the perfect conversation or reading area, and there are plenty of other televisions in Cahoon Lagoon if that is the entertainment you prefer! 

A game room with a pool table provides more ways to play, and three comfortable leather sofas offer a great place to watch the state-of-the-art television hanging on the wall opposite. An office with a desk, printer, and high-speed internet allows our hardworking guests to keep their hand in at work, but hopefully the entertainment options found in Cahoon Lagoon will keep you otherwise occupied! A ping pong table, multiple places to sit outside, a barbecue grill, a firepit in the backyard, and kayaks provided for our guests to use ensure that every minute of your stay is filled with fun and excitement. Views of Long Pond are stunning and serene. 

The Best Is Yet to Come 

The days you spend in Cahoon Lagoon will be some of the best you have ever experienced, and of course, Cape Cod is destined to be your favorite place to explore, but coming home every night to the comforts found in our bedroom retreats promises to bring you to the next level of contentment. King beds anchor four of the six bedrooms—plush, comfortable, and just waiting for you to slide between the high-end linens that top them and lose yourself in the sweet oblivion of a deep and peaceful sleep. The remaining two bedrooms are where the kids will laugh, play, and sleep in twin beds—three in one room, two in the other—and as the sun sets on another day in paradise, it’s the peace and serenity in this beautiful home that will bring the best memories. Soak away any stress you may be feeling in deep tubs with a glass of your favorite wine, a good book, and soft music in our spacious and spa-like bathrooms; as we mentioned earlier, there are nine of them in Cahoon Lagoon, something that will help limit morning traffic jams when everyone is trying to get ready at the same time! Fully equipped laundry rooms will be popular spaces, especially with those who are traveling with children. No matter how much clothing you pack in your bags, children always manage to go through more than you bring, so just pack light (saving room for souvenirs) and use the full-sized washer and dryer as often as you like. 

The Beauty of Cape Cod 

The beauty of Cape Cod is reflected in the décor of this stunning property, revealed in the artwork hanging on the walls, in the pieces lining the shelves, and in the views you will enjoy through every window. Reserve this beautiful escape today and enjoy a Cape Cod getaway that is both comfortable and exciting! Contact us today!