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Vacation Rentals and Cottages in Brewster, MA

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    Travelers to Brewster are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 38
    5 of 5 stars (5) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 23
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Very close to the beach for family fun! This magical 4 bedroom 2 bathroom home on a quiet cul-de-sac on Cape Cod in the Sea Captains' town of Brewster. Close to everything including directly across the street from Nickerson State Park and the bike trail. Enjoy lazy summer days in the sun or long... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 4 days ago
    The house was spacious, clean, and perfect for a family get together. Everything we needed was provided, the host was responsive and welcoming. The location was perfect! An easy...
    5 of 5 stars Reviewed August 27, 2015
    Very nice property. Location is excellent, quiet end of cul-de-sac, 10 minute walk to very nice beach, easy access to Rte 6A and all that Brewster has to offer. Very near state...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Sleeps 6, Private Patio with Grill, option to purchase Pool and Sports passes Purchase of up to 6 pool and sports passes are available with this property. Please see bottom of the listing for details. This is a clean, family-friendly two-floor, 2 bedroom, 1.5 bath townhouse located in private... View all property information
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    Brewster, Cape Cod 02631
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    For rent is a 4 bedroom oceanfront house in Brewster, MA. The high tide mark is about 40 feet from face of house, no obstructions or trees to the view. Brewster is the site on the Cape where the tide goes out almost a mile at dead low tide. This exposes sandbars and tide pools which are great fun... View all property information
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    Brewster, Cape Cod 02631
    1 / 29
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    STEPS TO SAINT'S LANDING BEACH, BREWSTER Privacy and seclusion close to a beautiful Brewster beach...the cottage fronts on an unpaved lane and has conservation land behind it. A 2-minute walk via the lane/sandy path or via the paved road takes you to Saint's Landing beach, a beautiful beach on... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed September 7, 2015
    My family and I were so happy that this home had all of the charm and quaintness we had hoped to find. It is located on a very quiet street. Décor was up to date/new and we...
    5 of 5 stars Reviewed August 18, 2014
    We had such an amazing time. The house was better than expected. We had 5 kids with us and the house was sooo accommodating. The house was clean, roomy, had everything we...
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    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Updated Cape Cod Vacation Rental home in Brewster with Central Air and Wifi. Peak Summer Weekly Rates: last week of June until the first week in September: $1,600/week. All amenities including Central AC and flat screens in each room. It is located in a residential neighborhood with easy access to... View all property information
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    Brewster, Cape Cod 02631
    1 / 34
    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: $1,900 - $2,100/week Special for the week of 8/27/16. Stay until Monday September 5th for only $1,900.... View all property information
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    Brewster, Cape Cod 02631
    1 / 24
    5 of 5 stars (9) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located in quiet west Brewster among the pines, this newly renovated vacation home can sleep up to six people. It has a comfortable living/dining area with gas fireplace and cable TV, a fully furnished kitchen, a study (or baby's room), laundry, screened porch, and outdoor decks on each level... View all property information
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    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed August 24, 2015
    The home was beautiful, had all the amenities, and Cheryl was knowledgeable and helpful about the area. We would definitely recommend it to others.
    5 of 5 stars Reviewed July 19, 2015
    This beautiful home is absolutely perfect for an escape. It was so clean, comfortable and fully stocked. We really could have cut back on much of our packing. Plenty of room for...
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    1 / 30
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Have a luxury vacation at our Home at the Ocean Edge Resort in Brewster on Cape Cod. Tailor your vacation to meet your needs with No REALTOR Fees. You can stay a minimum of 3 days not the usual 7. Quiet setting without the traffic of main entrance. What makes us unique? Our unit is unattached :... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 37
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    Secluded home on the beach on Cape Cod Bay! $5,500 - $5,700 PRIME SUMMER WEEKLY RATE What a great location! Dune Road is an unpaved quiet road that runs parallel to the beach. The house sits on a private treed lot with fantastic views of the water. There is a small private path from the back yard... View all property information
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    Brewster, Cape Cod 02631
    1 / 29
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    NOTE: Listed rates reflect a $400 reduction for open weeks! Sleeps 10 Near Crosby Landing Beach, Brewster An 8-10 minute walk from this big and neat-as-a-pin two-story home brings you to sweeping Crosby Landing Beach, considered Brewster's best by many. It's a beautiful sandy, bay beach with gentle... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 24
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Sweet Cottage on Private Bayside Beach You can't beat the location. It's directly on one of the best private sandy beaches on the Bay. The tide goes way out at low tide, making it a terrific playground for kids of all ages. The large covered porch adds bonus living space with Bay views you'll never... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 11
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Wi-Fi
    • Central Heating
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    • x
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    Waterfront on Cape Cod Bay! Completely renovated beach front cottage with gorgeous views and amazing sunsets. Private stairway to the beach to put your toes right in the sand. Exquisite details inside include hardwood floors and fully equipped Kitchen. The space is perfect for entertaining with the... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed 1 week ago
    A great place to stay!! Owner was very thoughtful and accommodating! Will definitely stay here again.
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    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Porch
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    About this property
    Contemporary home on over 2 acres-- about 1/2 mile from Cape Cod Bay, but convenient to 6A! Over 3000 square feet of living space make this a wonderful vacation home for the extended family. The terrific chef's kitchen opens out to a bright great room with soaring ceilings and wall of windows that... View all property information
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    Brewster, Cape Cod 02631
    1 / 21
    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
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    This immaculate Cape house was custom-built in 2000 and is conveniently located in desirable East Brewster close to Orleans center. The one-acre plot overlooks a tranquil cranberry bog and Vespers Pond via sun dappled woods, with a rustic country feel of the Cape. Enjoy modern amenities such as... View all property information
    Location Information
    Brewster, Cape Cod 01863
    5 of 5 stars Reviewed July 23, 2015
    Our family needed a relaxing vacation and this charming home met our need. The house is very clean and extremely spacious. Every cabinet holds supplies such as paper goods...
    4 of 5 stars Reviewed July 20, 2014
    The location of the house is convenient to the entire Cape and the secluded location is overall very quiet. The kitchen was well stocked with utensils and supplies. Linens were...
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    Amenities & Details
    • Hot Tub
    • Shared Indoor Pool
    • DVD Player
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    • Sauna
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    • x
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    About this property
    Make our sunny and bright home your vacation retreat. This is a family friendly townhouse. You will appreciate the only 2 minutes walk to the Fletcher indoor/outdoor pool complex ( pool passes included*). Park your car right in front of the house and come in. Enjoy the warmth of this two story... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed August 27, 2015
    The vacation rental is clean, spacious and everything has been thoughtfully provided by the owners. We enjoyed the DVD collection, puzzles for the children and even found beach...
    5 of 5 stars Reviewed September 28, 2014
    This townhouse was a great place to stay as it was well appointed, bright and a good location. There was a nice selection of DVDs and games for all ages. It was easy to get to...
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    1 / 31
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    New & Upscale, Near Lakes, Bike Trail, Sleeps 12$4,700 PRIME SUMMER WEEKLY RATE If you've got a group of up to 12 and want a new home with upscale amenities throughout, this could be your best vacation choice. It's part of a new neighborhood in the scenic lakes section of Brewster at the Harwich... View all property information
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    Brewster, Cape Cod 02631
    1 / 40
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Waterfront
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    Renovated beauty on the beach in Brewster $5,800 PRIME SUMMER WEEKLY RATE The property is as close to the water as you can get! 4 steps from the main level deck brings you to the private stairs down to the private beach only shared by 3 other homes. Cape Cod Bay provides warm calm water and of... View all property information
    Location Information
    Brewster, Cape Cod 02631
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Patio faces golf course ninth tee,short walk to pools ,restaurants ,bike trail,borders Nickerson state park,bay a mile ,bring your own linen or rent, gas grill, parking in front of unit,decor has sea shell ocean theme,light and bright,friendly neighbors,(Ocean Edge is a pristine Resort of 500 acres... View all property information
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    Brewster, Cape Cod 02631
    1 / 13
    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    We rent our property by the week, Saturday to Saturday.<BR><BR>This bright, freshly remodeled home in a lovely, quiet setting features something for everyone in your vacationing group...<BR><BR>For the gourmet: a fun, light, stainless and Corian kitchen, fully equipped with new appliances, butcher... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed July 18, 2015
    My family and extended family total 10 people including my 2 year old nephew stayed here July 11-18th and we had a blast! This house is truly charming with its different decor and...
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    1 / 54
    5 of 5 stars (16) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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
    5 of 5 stars Reviewed June 15, 2016
    Outstanding house! Big enough for our group of 7. Awesome view over Sheep Pond! In the 'middle' of the cape, so can get everywhere quite easily. Really nice...
    5 of 5 stars Reviewed September 24, 2015
    House was clean, comfortable and had great views. Neighborhood was quiet. If we travel to the Cape again we will definitely look to stay there.
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    1 / 30
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    NOTE: RATE LISTED FOR JUNE 26 - JULY 3 HAS BEEN REDUCED $1,000! RATE LISTED FOR JULY 17-24 HAS BEEN REDUCED $500! Sleeps 12, One Minute Walk to Perfect Private Beach 97-B (Pets Considered) Off-season weekends and partial weeks also considered NOTE: This property rents Sunday to Sunday Tucked into a... View all property information
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    Brewster, Cape Cod 02631
    1 / 11
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Beachfront cottage, panoramic Bay views, sleeps 8 PRIME SUMMER WEEKLY RATES: $5,500 - $5,900 Owners are replacing the orginal cottage on this property with a totlaly new, two-story beach house to be completed by June 2016. Please see the photo gallery for renderings of elevations and floor plans.... View all property information
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    Brewster, Cape Cod 02631
    1 / 17
    4 of 5 stars (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This large 4 bedroom house is located on a one acre wooded lot adjacent to Nickerson State Park and close to all the amenities of beautiful Cape Cod. The house has an open space floor plan on the first floor, all hardwood floors and tiled baths. There is a large deck with wrap around benches and a... View all property information
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    Brewster, Cape Cod 02631
    1 / 35
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    NOTE: LISTED RATES FOR OPEN WEEKS REFLECT REDUCTIONS UP TO $600! Striking Bay & Crosby Landing Beach Vista 168-B (Pets Considered) The first thing that strikes you when you drive up to this house is how secluded it is from neighboring properties, tucked at the end of a long driveway with plenty of... View all property information
    Location Information
    Brewster, Cape Cod 02631
    5 of 5 stars Reviewed May 15, 2016
    A wonderful vacation property set on the edge of the flats with panoramic views of Cape Cod Bay. It had everything our family needed to enjoy a restful break, a hidden gem!
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    1 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    NOTE: LISTED RATES ARE REDUCED UP TO $600 FOR OPEN WEEKS! Water views, 150 feet to private beach It's a two-story vacation home with wonderful views of Cape Cod Bay from practically every room. The family room is on the second floor to take maximum advantage of the view. There are 4 bedrooms and 2... View all property information
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    Brewster, Cape Cod 02631
    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    WEEK OF JUNE 25- JULY 2 REDUCED 15%+ -- NOW ONLY $2,950! Directly on the Bay in Brewster with AC Peak Summer Weekly Rate: $4000 It's rare to find a Brewster family cottage with this much seclusion, directly on a private neighborhood beach! Perched atop the dunes and virtually invisible from... View all property information
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    Brewster, Cape Cod 02631
    1 / 23
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Bay Views, 2 Minute Walk to Beach, Sleeps 10 Adjusted Rates Shown for Open Weeks Reflect Reductions Up to $500! 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 neighborhood road that... View all property information
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    Brewster, Cape Cod 02631
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Secluded ranch set far back off the road in a wooded setting. This meticulous home offers one level living with newer furnishings throughout, air conditioning and all amenities. A nice location with easy access to the Cape Cod Rail Trail, Nickerson State Park and a short drive to the bayside... View all property information
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    Brewster, Cape Cod 02631
    1 / 30
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    Two-Story Cottage Directly on Brewster Beach! $3,900 PRIME SUMMER WEEKLY RATE Off-season weekly rates from $2,000 You can't beat the location. It's directly on one of the best private sandy beaches on the Bay. The tide goes way out at low tide, making it a terrific playground for kids of all ages.... View all property information
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    Brewster, Cape Cod 02631
    1 / 22
    3 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    NOTE: Rates Listed Have Been Reduced Up to $200 for Available Peak Summer Weeks! Elegantly Renovated Cottage, Walk 3 Min. to Beach 113-B Vacation at this upscale, elegantly renovated cottage, surrounded by 10 acres of Brewster Conservation Trust Land, yet only .125 mi. from the beach -- an easy... View all property information
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    Brewster, Cape Cod 02631
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Why pay the new Homeaway/VRBO surcharge? Book with confidence and save when you book direct with Pretty Picky. Roomy, Bright Home 4 Minute Walk to Beach 047-BPlease note: This property rents Sunday to Sunday. Peak Summer Weekly Rates: $4,500 - $4,700 The house is in the Ellis Beach Landing... 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 two bedroom, two bath, pet-friendly home offers pond views from almost every room and is just a short walk away from the Cape Cod Rail Trail! This newly renovated property is situated on a private, wooded lot and offers an open layout, new hardwood floors and fresh paint. Both the living and... View all property information
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    Brewster, Cape Cod
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    6 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    This spacious home has recently been renovated. There is central AC and WiFi throughout. Walk or bike to beautiful Cape Cod Bay’s Sea Street and Cold Storage Beaches or the harbor approx one mile away. This home is situated on a hill with great sunset views and is on a quiet cul de sac street.... 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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    Why pay the new Homeaway/VRBO surcharge? Book with confidence and save when you book direct with Pretty Picky. Beachfront Brewster with Elevated, Sweeping Bay Views 116-BK $5,100 - $5,300 PRIME SUMMER WEEKLY RATE This two-story beach house is directly on the beach and Cape Cod Bay, with outstanding... View all property information
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    Brewster, Cape Cod 02631
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Beautiful, Comfortable home. 4/10ths to Ellis Landing, Cntrl AC and more! 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 to Ellis... View all property information
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    Brewster, Cape Cod 02631
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    NOTE: LISTED RATES ARE REDUCED UP TO $700 FOR OPEN WEEKS! Updated, 2 Minutes to Beach, Private Yard, Loads of Character While trees do not permit a view of the Bay, you are very, very close here -- less than two minutes walk to the beach. Beach chairs provided. And it's one of the very best,... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Spacious, Updated Value, 2 Minutes to Beach $3,400 PRIME SUMMER WEEKLY RATE Enjoy off-season weekly rates from $1300. Ask about off-season weekend and partial week rates. Here's one of the best private home vacation values you'll find in Brewster. Just a two minute walk from one of the town's best... View all property information
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    Brewster, Cape Cod 02631
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Dramatic six-level contemporary home with association access to the freshwater of Blueberry Pond-- just two-tenths of a mile to The Cape Rail Trail. A great room with cathedral ceiling, skylights and hardwood flooring is located at the top level to take advantage of the panoramic view of Cape Cod... 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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    NEW LISTING! Charming vacation home in a quiet neighborhood with pedestrian and biking access to abutting Nickerson State Park. Great location for hiking, biking, kayaking, swimming and fishing! Explore the nature trails to nearby Cliff Pond which is less than 1/2 mile away. This 3 bedroom ranch... 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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    This quintessential beach cottage has views of Cape Cod Bay from the front yard. Gorgeous vacation home just .1 mile to a private association beach on Cape Cod Bay! You will love the screened in porch, a wonderful outside shower, and a simply relaxing and charming atmosphere. Home has 4 large... View all property information
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    Brewster, Cape Cod 02631
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Great opportunity to rent this 4 bedroom house starting at $1000 per week. This charming home is located less than a mile from Breakwater Beach and a short distance from the Brewster General Store. The first floor offers a kitchen with a separate dining room, ample living room with a flat screen... View all property information
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    Brewster, Cape Cod 02631
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Upscale cottage, right on the beach! $8,500 PRIME SUMMER WEEKLY RATE If you're looking for the ultimate beachfront experience, consider Summerwinds, this one-of-a-kind upscale bungalow on the Bay in Brewster. From the renowned artists' work adorning the walls to the luxurious bed linens and terry... 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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    Beachfront, Mesmerizing Bay Views $3,500 JUNE AND SEPTEMBER WEEKLY RATE This two-story beach house is directly on the beach and Bay, with outstanding 180-degree views of the water. It's elevated setting makes the views that much more stunning. When it's extreme high tide, the water can come almost... 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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    Walk to Sheep's Pond, Brewster, sleeps 10 Pets considered Peak Summer Weekly Rates: $3,400 - $3,600Nestled on a private lot in a private Sheep's Pond neighborhood, this well equipped vacation home offers a unique Brewster experience. Just a 3-5 minute walk down a scenic wooded trail brings you to... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Custom Built New Home, 3 Minutes To Beach$5,200 PRIME SUMMER WEEKLY RATE Please Note: This property rents Sunday to Sunday during July and August. See tempting off-season rate reductions for June and September It's a custom built home in the Ellis Landing Beach section of East Brewster with a... 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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    NOTE: Rates Listed Have Been Reduced Up to $400 for Available Peak Summer Weeks! New Listing for 2016 One-Minute Walk to Private Beach, Cape Cod Bay View Peak Summer Weekly Rate: $3,800-$4,000 Elevated views of Cape Cod Bay and its sensational sunsets from the second level deck! This upside down... 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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    Attractive, well maintained, comfortable Cape in a quiet neighborhood convenient to Captain's Golf Course, Long Pond, Sheep Pond, Nickerson State Park and the Cape Cod Rail Trail Trail. It has a lovely sunroom, patio, and private backyard - perfect for relaxing after a day at the beach, on the... View all property information
    Location Information
    Brewster, Cape Cod