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The holidays can be the best times of our lives or they can be a journey of over-spending, over-working, and having to develop extra patience as we deal with people. Crowded streets, crowded shops, and when cranky Uncle Gary joins the table, crowded homes are just a few reasons to start looking to get out of town during the next festive event. This makes our New England Vacation Rentals holiday hideaways the perfect option for when skipping Christmas, Halloween, even Valentine’s Day has become a goal you desperately hope to attain! Offering up comfort, style, and the opportunity to start some new cherished traditions are Brewster holiday rentals are waiting to show you their festive side; all you have to do is click the Book Now button you see to the right of the screen!

Ocean View
Private Beach Access
Walk to beach (.5 or less)
Waterfront (Lake/Pond/River)
Walk to town (.5 or less)
Bike Trail (.5 or less)

Central Air Conditioning
Slimline A/C - ductless
A/C Units
Heat (for off season)
Linens Included
Fenced Yard

Private Pool
Community Pool
Private Hot Tub

Dog Friendly

On Special

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Beds | Baths | Half Bath | Guests
Central AC

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A Cape Cod Summer Holiday Escape

As most everyone sees us as primarily a summer destination, this picture of fun under the sun is sure to make you wish summer would arrive just a little bit quicker! Memorial Day, Independence Day, and Labor Day are three of the most patriotic holidays, and doesn’t it make sense to spend them near the spot where our country was first imagined? Remembering those who sacrificed everything so we could keep our freedom on Memorial Day is made even more special when you get to spend it in the comforting beauty of our Brewster cottages and homes. Welcoming every guest warmly and making it easy to feel at home, these simple spaces also offer the perfect way to kick off summer adventures. Barbecuing the catch of the day on shiny grills found on our back deck, napping with the windows and doors open on a Tuesday afternoon, the sound of children’s laughter and the buzz of distant lawnmowers creating an easy environment in which to drift away. Creating side dishes for your family barbecue in fully equipped kitchens on 4th of July and playing board games on rainy nights, watching the sky light up with the colorful explosions, either from your own backyard or from the beach where the sounds of the oceans soften the big booms in the sky. At the end of summer, Labor Day weekend is when we try to cram everything summer into one glorious weekend, reveling in beach bonfires where allowed, sunburned noses, and the taste of tropical drinks. The days are shorter, but the brightness of the spaces inside our Brewster sanctuaries will keep the sun shining on you for the entirety of your stay.

Fall into Fall

The fall holidays are, in our opinion, the most peaceful ones, occurring when Cape Cod shines its brightest. The trees add a vibrant color to the landscape, the smell of smoke from fireplaces waft through the air, and the beaches become places where family photographs are taken. At Halloween visits to the Crosby Haunted Mansion began for the first time in 2022 and returning home after a fun filled visit will make you appreciate the conveniences of our warm and welcoming escapes. Thanksgiving is colder on Cape Cod, but no less inviting as you enjoy a family feast ordered from Shaw’s and easily reheated in our fully equipped kitchens. The Thanksgiving Parade will march through our living rooms on large screen state of the art televisions that provide crystal clear pictures and your family time will make memories you will cherish for years to come.

Winter on Cape Cod

Although the Cape is not traditionally considered a winter vacation destination, your winter holidays will contain a peaceful and joyful ambience as you celebrate Christmas and bid adieu to the old year. At Christmas Brewster looks as if it is the centerpiece of a snow globe with our New England Vacation Rentals holiday hideaways acting as the star of the show. Your holiday traditions can be experienced in these spaces and as you roll out cookie dough on stone countertops, decorate a small tree in front of the picture window in the living room, and fall asleep each night in cloud soft beds, dreaming of waking to a bow topped new car as your primary gift, your Christmas will continue to be one you will never forget. At New Year’s, the blank slate of the next 12 months of your life will shine brightly, if only because you welcomed the new year from the comfort of our Brewster escapes! Even Valentine’s Day, not traditionally considered a traveling holiday, will be all that much more romantic because you chose Cape Cod and one of our Brewster holiday rentals in which to spend the days and nights leading up to the Hallmark holiday!

Reserve Your Favorite Today

Every holiday deserves to be the happiest ones and spending your favorite holidays in our seasonal sanctuaries will ensure one the best holidays in recent memory!