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Brewster Holiday Homes

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    Travellers to Brewster are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 179 Rentals in Brewster
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Charming Cape Cod vacation house with outdoor patio and furniture, large yard and gas grill for steaks and lobsters. Deeded rights to Slough Pond just across the road. 10 minutes from multiple bay-side beaches and the world famous Brewster tidal flats. House has everything you need, including TV,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Housekeeping Included
    • Shared Indoor Pool
    • Sauna
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    Pet friendly
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    Newly renovated, large, 1,200 square foot, 2 bedroom, 2 bath condominium. with living room and dining area. Unit has cathedral ceilings with bright open design. Unit also includes full modern kitchen, laundry and patio area with grill. Resort is centrally located in beautiful Brewster near...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Comfort & Convenience in the Heart of Brewster Peak Weekly Summer Rates: $2,500 - $2,700 (Rents Saturday - Saturday during peak season) This modern comfortable home is located in the heart Brewster, close to the beach, biking and several restaurants.  Nestled in a quiet neighborhood just south of...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    This cute, updated 3 bedroom cottage is a quick 2 minute walk to beautiful Ellis Landing Beach on Cape Cod Bay! Inside is an open layout featuring a kitchen/living/dining area. The living room offers a flat screen TV and a sleeper sofa bed for additional sleeping. There are 3 bedrooms, two with a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Balcony
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    Pristine Brewster pond front vacation rental home right on Blueberry Pond. Gorgeous views from almost every room in the house. A/C, WIFI, deck with water views, gorgeous kitchen and plenty of space make this a perfect vacation rental home for the whole family to enjoy. Paddle board or kayak with...
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    Brewster, Cape Cod 02633
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
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    125 Bog Pond Road (ID #133097) ~ Bayside four Bedroom Home ~ Brewster 2017 Season! This is a spacious open and bright home set in a private location in Brewster. This newly renovated 4 BR/2 BA home has hardwood flooring on the main level, updated furnishings & has been freshly painted. There is an...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Ocean Edge Resort has it all—3 pools, a fitness center, restaurants, ball courts, a golf course, and more! This cozy 2BR/2BA Brewster condo (sleeps 6) is nestled between beautiful Cape Cod Bay beaches, freshwater ponds, antique shops, and Nickerson State Park. INSIDE THE CONDO From the parking...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Wi-Fi
    • Satellite TV
    • Private Outdoor Pool (Unheated)
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
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    This is a comfortable, casual home for easy summer living. The open first floor living area combines, kitchen, living and dining rooms, sun room, and music room with direct access to an expansive deck and steps down to the in ground private pool. A separate family room off the kitchen offers...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Peaceful, secluded Cape Cod retreat. Artist's dream home, on private 1+ acre lot. Spacious, airy and sunlit home with vaulted ceilings and skylights galore. Freshly painted white walls and beachy grey floors make this a serene getaway for a family, two families or any metropolitan couple who...
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    Brewster, Cape Cod 02643
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    This 3 bedroom Brewster home offers a private neighborhood setting, expansive, fenced in backyard & hot tub! The first level of the home features a cozy living room with flat screen TV, fully equipped kitchen and dining area. Also on the first floor is a full bathroom with shower stall, a Master...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    1 Mile  to  the Beach - BREWSTER1 / 10
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    - This home is located in a quiet area of Brewster near Rt. 6A and is just 1 mile to beaches on Cape Cod Bay. The nearest beaches are Sea Street Beach and Paines Creak Beach. This home sits on 3/4 Acres of land offering privacy. There are 3 Bedrooms and sleeps 6. This lovely home has a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    About this property
    Private beach access at just 1000 ft!! You are certain to enjoy your Cape Cod vacation at this beautiful 3+ bedroom, 2 bath Brewster home. This rental home is located just 2/10ths of a mile from private beach access to Ellis Landing Beach on Cape Cod bay. It is situated on a lovely, private,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Brewster rental home you will have great access to the bike trail through a neighborhood private access path that runs adjacent to the property and be just 1/2 mile to Crosby Beach. There are 3 bedrooms and 2.5 bathrooms, washer / dryer, 4 A/C units as well as a whole house fan, cable TV,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    WALK TO ELLIS LANDING BAY BEACH 2017 Season! Large spacious home sleeps 12 with 4 bedrooms and 3 bathrooms. Central A/C. outdoor shower this home is located at the end of a sandy road. Short walk to Ellis Landing Bay beach. Three queens beds, two double beds and two single beds. NO Pets Accepted....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    NEW LISTING for 2017! Private Saltwater Pool, 0.3 Miles to Beach, Central AC More pictures coming soon! $4,250-$4,500 PRIME SUMMER WEEKLY RATE - Linens Included (The property rents Saturday – Saturday during July and August) This gorgeous 3-bedroom, 2.5-bath house in Brewster is just steps to the...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Grill
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come stay at: 3Suns! Popular Family Brewster Vacation Rental home close to Paines Creek.  Enjoy the 3 season Porch and Landscaped yard. A/C Units and Wifi too. Peak Summer Weekly Rates:  (last week of June until the first week in September) $1,800 to $2,100 per week. Just .5 from this home is...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First time rental! Beautifully preserved antique Cape sitting on nearly 3 acres of gorgeous grounds close to Mill Pond and just nine-tenths of a mile from Paines Creek Beach. Light and bright throughout with exceptionally authentic interior including four fireplaces and wonderful wide pine...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Custom, Upscale, Taste & Style - Paines Creek Beach Brewster (Linens included) Peak Summer Weekly Rates: $6,400 - $6,800 (Rents Saturday to Saturday during peak season) This beautiful custom home is located near Paines Creek Beach, in fact there is only one home between you and the beach. The owner...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Big, Updated Brewster Home, 2 Minutes to Beach $4,900 PRIME SUMMER WEEKLY RATE Please note: This property rents Sunday to Sunday. You will be on this home's perfect private association beach in less than a two-minute walk from the door. The home's exterior exudes traditional Cape Cod charm, while...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
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    • Ocean Views
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Look at the bay from the upper floor deck in this Sea Pines town home. Community has a private beach,tennis courts and outdoor pool. Close to golf courses (3 within 10 miles) and ocean Property wifi ready and in an ideal location 200 paces to the water!
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Price Range $2075-$2375 This completely renovated two bedroom (plus enclosed loft), two bath condo is light, bright, wireless, and exquisitely appointed. The patio affords a spectacular view of Ocean Edge's Jack Nicklaus signature #8 green and provides access to the course and the ability to make...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
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    About this property
    Spend your vacation time at the Cape's most relaxing and peaceful luxury rental home. Our Barn is a romantic, 2nd-floor (~2000 sq ft) one or two bedroom, open, loft-style property. It is self-catered. We call it a Barn - but as you'll see from the pictures below - it is a warm, well-designed and...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Satellite TV
    • Porch
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    3 bedrooms, 2 master suites, central air, large private yard, near Paines Creek Beach on Cape Cod Bay.
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Waterfront on Cape Cod Bay! Absolutely fantastic beachfront home with private stairway down to its own sandy shore of Breakwater Beach on Cape Cod Bay. This exquisite property is ideal for the larger gathering offering four levels of living. Beautifully yet comfortably appointed throughout with...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    This wonderful property is located on Historic 6a on an acre of land with 2 homes on the property. There is a main house that was built in 2007 and is an antique reproduction and also a 1920's bungalow. Both are decorated with coastal style decor like out of a spread from Coastal Living Magazine....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    About this property
    Price $1925 Middlecott Village at Ocean Edge Resort in Brewster with Pool & Tennis access. This desirable Brewster Ocean Edge Resort Patio style home is located in the Middlecott Village and sleeps 6 Guests. Inside this delightful unit your will find a fully equipped kitchen eat-in kitchen that...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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