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Holiday Rentals and Homes in Brewster, MA

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    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    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! View all property information
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    Brewster, Cape Cod 02631
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    Studio, 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... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Privacy abounds in the open floor contemporary home nestled conveniently between Greenland and Long Pond. This spacious and clean home offers easy and relaxing summer living with 2 sliders accessing the large deck. The huge master suite features a private balcony for morning coffee, private bath... View all property information
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    Brewster, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This 3 Bedroom home sleeps 6 and is on 3/4 Acres and offers a private quiet area. There is a fully equipped kitchen with a Lobster Pot, a large Deck With a barbecue grill , an outdoor shower, a washer and dryer, wireless Internet Access and Cable TV. LOCATION - House is on the North Bay side of... View all property information
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    Brewster, Cape Cod 02631
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Magical Waterfront Vacation Home on Freshwater Pond. Announcing a kitchen make over for 2014, includes a new floor, counter tops and fresh coat of paint. Three bedroom, 1 and a half bath house offers a tranquil setting for a summer vacation close to beaches, shopping, restaurants, golfing and... View all property information
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    Brewster, Cape Cod 02631
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    2 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,... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    Brand New, Upscale, Saltwater Views, 3 Minute Walk to Beach (Pets Considered) Peak Summer Weekly Rates: $5,800 - $6,200 (Rents Sunday - Sunday during peak season) Built in 2015, this brand new home with central air-conditioning throughout is located in the Ellis Landing Beach section of East... View all property information
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    Brewster, Cape Cod 02631
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    1 / 22
    Studio, 2 Bathrooms, Sleeps 10 | Quick View
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    Bay Views, 2 Minute Walk to Beach, Sleeps 10 $3,900 - $4,800 PRIME SUMMER WEEKLY RATES (Rents Saturday - Saturday during peak season) This home is very close to its private neighborhood beach, just to the west of Brewster's public Breakwater Beach. The beach is a two-minute walk along the quiet... View all property information
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    Brewster, Cape Cod 02631
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Situated down a lane surrounded by woods, lawns & flower gardens our home is an oasis from the busy Cape Cod summer. The house sits on over 2 1/2 acres of privacy. We are located within 1 mile of both salt and fresh water swimming, boating and fishing. Close by are a number of world class golf... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    Beautiful, Comfortable home. 4/10ths to Ellis Landing, Cntrl AC and more! 2017 Season! Beautiful, updated and very comfortable Cape Cod Summer Rental home ideal for families and larger groups. Come enjoy this fantastic location and renovated Cape in a private yet convenient location. Only 4/10ths... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 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... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    Large, recently renovated home, right on the beach in Brewster. $6,900 PRIME SUMMER WEEKLY RATE (Saturday to Saturday rental only) Tucked out of sight from the unpaved cart way that runs by it, this expansive 5 bedroom home is situated directly on the beach on nearly an acre of privacy in an... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Spacious 4 Bedroom Vacation Rental Home in Brewster on quiet residential lane -sleeps 10 -perfect for your family. Peak Summer Weekly Rates:  last week of June until the first week in September: $2,100/week Convenient To: Cape Cod Rail Trail, Conservation Area, Golf and Brewster beaches. A/C units... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    Brewster, Cape Cod 02631
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    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful renovated home with all the amenities. Stainless steel appliances, lovely furnishings, master bath with whirlpool tub and separate shower. The separate guest suite has 2 bedrooms, one with a double bed and one with two twins. They shore a common bath. The yard is very private, level... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    #801 Hillcrest House: Family Retreat! 300 Ft. from clear spring fed water at Sheep pond Private association beach. A hop and skip to crystal clear Sheep Pond, spring fed and one of Cape Cods cleanest. Water views and 1-minute walk down the hill to private association beach for swimming, kayaking... View all property information
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    Brewster, Cape Cod 02631
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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... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    100 Pilots Way, Brewster MA (ID#121126) ~Pineland Park Association Beach 2017 Season! 1920’s classic bungalow, completely modernized and now air conditioned! Gem of the neighborhood in Pineland Park. Less than 1/10-mile to the beach! Three bedrooms, 1 1/2 baths, New 42” flat screen HD TV updated... View all property information
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    Brewster, Cape Cod 02631
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    4 of 5 bubbles (2) Very good
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    51 Puritan Drive Brewster MA (ID# 49063) ~ Close to Beaches Summer 2017 Season! Spacious 4BR/2BA Cape style home close to Linnell Landing Beach on the bayside of Brewster! This home offers air conditioning, WIFI and convenience to beaches, bike trail, Nickerson State Park, antique shopping along... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 2 Bathrooms, Sleeps 12 | Quick View
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    28 Cross St., Brewster -Property ID: 116479 2017 Season! This lovely home is just 1/10 mile to a private association beach on Cape Cod Bay. Spacious living areas on both 1st and 2nd floors with 5 bedrooms, 2 full baths, plus an enclosed outdoor shower. Close to Brewster restaurants and ice cream... View all property information
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    Brewster, Cape Cod 02631
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    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... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    139 Nelson St., Brewster -(ID# 95702) ~ Private Association Beach 2/10 mile 2017 Season! This great vacation home is 2/10 of a mile to a private association beach on Cape Cod Bay! This quintessential beach cottage has distant views of Cape Cod Bay from the front yard, a great screened in porch, a... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    NEW TO OUR 2017 INVENTORY!!! OCEAN EDGE CONDO UNIT!!! Billington Village B style townhouse with straight staircase leading to master bedroom loft with queen bed and extra full size bed. Updated glass enclosed shower in upstairs bath. Downstairs bedroom has bunk beds and full size bed. Dining... View all property information
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    Brewster, Cape Cod 02631
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    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... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    Newly Renovated Brewster Home, Walk to Beach and General Store $4,300-$4,500 Peak Weekly Summer Rate This home is a classic 4 bedroom cape, with 2 bedrooms and a bathroom upstairs and 2 bedrooms, a full bath and a half bathroom downstairs. The owners are doing some fabulous renovations that will be... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Feel right at home in our spacious 4BR, 2.5BA vacation rental, just a half-mile stroll from Ellis Landing Beach! Perfect for group vacations, our remodeled home offers a secluded location that’s close to Nickerson State Park, Cape Cod Bay and many bayside restaurants. Walk 8 minutes to the beach,... View all property information
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    Brewster, Cape Cod 02631
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This first-floor Brewster condo is the ideal launch pad for your bike, walk, or run through Cape Cod’s spectacular scenery. The Ocean Edge paths connect your back door directly to the Cape Cod Rail Trail, Nickerson Park, and beyond. Bring your bike and your running shoes! INSIDE THE CONDO The... View all property information
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    Brewster, Cape Cod 02631
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    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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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... View all property information
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    Brewster, Cape Cod 02631
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    3 bedroom, 2 bath home located right off bike trail and less than five minute walk to sandy swimming beach on Seymour Pond. Borrow our kayak and enjoy paddling around the pond. Roll down the driveway and jump on the bike trail. Enjoy the big yard with a private deck and patio. House includes master... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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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... View all property information
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    Brewster, Cape Cod 02631
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    ThisThis charming 2-bedroom, 2-bath plus a loft townhouse promises a fantastic stay on the Cape! Newly renovated and filled with natural light, this rental features warm wood floors and modern marble-touched bathrooms. Brewster is famous for its beautiful bay beaches, fresh water ponds, antique... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Nestled on three lots in private association, only minutes walk from private beach. Perfect for guests to enjoy high and low tides on Cape Cod Bay, finishing the days with brilliant sunsets. Centrally located on the Lower Cape, Brewster has quick access to all that a vacation on Cape Cod has to... View all property information
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    Brewster, Cape Cod 02631
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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... View all property information
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    Brewster, Cape Cod 02631
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Our spacious and nicely furnished two-floor townhouse is centrally located in Ocean Edge, Cape Cod's premier resort. The private Master bedroom has a queen bed with ceiling fan and sliders overlooking our private patio and backyard. The second bedroom has twin beds and TV/DVD. We also provide a... View all property information
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    Brewster, Cape Cod 02631
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    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The perfect vacation home with beautiful water view from the highest point on Sheep Pond!Vacation in winter is also possible."The winter view from our bedroom window shows the pond's unfrozen area, which marks the upwelling of the natural spring feeding Sheep Pond, giving it the cleanest water in... View all property information
    Location Information
    Brewster, Cape Cod 02631
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    4.5 of 5 bubbles (93) Very good
    Brewster Green Resort
    Apartment / Speciality Lodging
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