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Holiday Rentals and Homes in Brewster, MA

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    All 364 Rentals in Brewster
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    Travellers to Brewster are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    €1,075
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    €1,119
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    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    €873
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    3 Bedrooms / 1 Bathroom / Sleeps 6
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    1 / 21
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Short Walk to Saints Landing Beach: This is a very nice and bright 3 bedroom, 2 bath home offering central A/C, cable access internet, washer/dryer, fully equipped kitchen, large living room, formal dining room, deck along with a wonderful backyard area with enclosed outdoor shower. All bedrooms... View all property information
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    €1,787
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    1 / 18
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    139 Nelson St., Brewster -Property ID: 95702 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 wonderful outside shower, and a simply... View all property information
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    €4,388
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    1 / 11
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Waterview overlooking Cape Cod Bay and 2 houses to Shared Private Association Beach. This large 4 bedroom, 3 bath home offers Central A/C, Wireless Internet, washer/dryer, comfortable living room, sunroom with door to deck, eat-in kitchen. First Floor: Bedroom #1 – 1 Queen; Bedroom #2 – 2 Twins;... View all property information
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    €2,239
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    1 / 13
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Dryer
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    • Satellite TV
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    About this property
    Take a walk back in time to an ole Cape Cod home era 1840, where life was simple and family vacations together were memories that we carried with us for a life time. The home will help your family build these memories bringing you back to the earlier times on Ole Cape Cod with touches of today's... View all property information
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    1 / 23
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This home is situated on 2+ acres of private, spacious grounds on the 'quiet side' of the Cape. Attractively furnished, impeccably maintained and fully equipped, the 4BR/2.5BA Cape Cod style home will comfortably sleep 8. Boasting an expansive open floor plan, this home lets everyone spread out and... View all property information
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    €1,254
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Lovely home with decorative style comfortably sleeps eight. Location is perfect for biking on the Cape Code Rail Trail and exploring 22 miles of lovely Cape Cod from your bicycle. The house is also very close to several of the areas fresh water lakes and of course its just a short drive to the area... View all property information
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    €1,343
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    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Dog Friendly, Close to Nickerson and Bike Path, Central AC, WIFI & Premium Cable Pkg- Located in a quiet neighborhood close to the Cape Cod Rail Trail (bike path) and Nickerson State Park, this dog friendly home with newly installed Central AC makes a wonderful vacation getaway. Bayside beaches... View all property information
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    €2,610
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    1 / 12
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    About this property
    Bayside, Renovated, King Bed, Central AC, WIFI, Beach #2, Bayside Pool #2 & Bayside Tennis #2 - Located on Fieldstone Terrace, this beautifully decorated, end-unit townhouse was fully renovated in 2014 and features Central AC and hardwood floors. The upstairs master bedroom has a king bed,... View all property information
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    €940
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    1 / 10
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Satellite TV
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    • Pets allowed
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    About this property
    Close to Seymour Pond & Bike Path, Central AC & WIFI - Located in a nice family friendly neighborhood, this 3 bedroom 2 bath home is situated just minutes away from Seymour Pond & the Cape Cod Bike Trail. Seymour Pond is swimmable. All the bedrooms are on the first floor. The master bedroom... View all property information
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    €627
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    1 / 9
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
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    About this property
    Lower Level, Murphy Bed, 3DTV, 1 AC, WIFI & 4 Pool Passes (Fees Apply) - This lower level (downstairs from the street entrance), Fletcher Village apartment is located across from the Fletcher pools and tennis courts and features a 3D TV and a newer, memory foam mattress in the bedroom. The... View all property information
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    €1,478
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    1 / 9
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
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    • Shared Outdoor Pool...
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    • Pets allowed
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    About this property
    Ocean Edge: Lovely 2 bedroom (sleeps 6), 2 bath townhouse style unit offering A/C units in the living room and open loft area on second floor, washer/dryer, fully equipped kitchen with dishwasher, living room, dining area, spiral stairs to open loft area with beds, sleep sofa and full bath. This... View all property information
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    1 / 19
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    • Dishwasher
    • Grill
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Private Setting, Short Drive to Pleasant Bay Beach, 5 ACs & WIFI - Located in a private setting, this 3 bedroom (sleeps 7), 3 bath home is minutes away from Pleasant Bay and Captains Golf Course. All the bedrooms are on the second floor. The master bedroom has a queen size bed, AC with private... View all property information
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    €895
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    1 / 12
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
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    About this property
    This is an exceptional, completely remodeled end unit. There is a central A/C unit located in the loft which cools the entire home but has no vents (see note below). You also have wireless internet, fully equipped kitchen with dishwasher, washer/dryer, open living room with TV and queen size sleep... View all property information
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    €985
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    1 / 12
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    AFFORDABLE New 2015 Listing!! SHORT WALK TO POND! This 3 Bedroom, 1 bath home in a tranquil setting on a dead end street offers a great vacation rental opportunity! Located close to Punkhorn Park, Upper and Lower Mill ponds, enjoy hiking, swimming kayaking and more! Brewster beaches are just a... View all property information
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    €1,343
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    1 / 9
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This Brewster home, located in a quiet neighborhood, offers an open feel with cathedral ceilings in the livingroom and kitchen. The property offers three bedrooms, one with a king sized bed, one with a queen sized bed and the third with two bunkbeds, sleeping 8 comfortably. The property is also... View all property information
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    €627
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    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Indoor Pool
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Ocean Edge Resort - Nice 2 bedroom, 2 bath second floor unit on Eaton Lane with wireless internet, washer/dryer open living room & dining area with window A/C. Bedroom#1- 1 Queen; Bedroom #2 - 2 twins. Has a charcoal grill for use in back yard. Weekly Pool Pass cost to TENANT (at time of arrival to... View all property information
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    €2,149
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    1 / 18
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
    • Dryer
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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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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    €1,343
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    1 / 19
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Newly listed! Lovingly and beautifully renovated 4 Bedroom, 2 Full bath home with central AC in the heart of Brewster, is the perfect getaway for your Cape Cod vacation! Located in the desirable Stonehenge neighborhood, this home has it all! Enter to the right of the entry into the bright and airy... View all property information
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    €537
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    1 / 6
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Street Level, Updated Kitchen, 1 AC & WIFI- This is a nicely decorated, Fletcher Village apartment. The bedroom has a queen bed, TV with DVD player, and AC. The updated kitchen comes fully equipped; including a dishwasher and microwave, and there is seating in the dining area. The living room... View all property information
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    1 / 17
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
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    About this property
    Ocean Edge with Pool Passes at tenant's cost! This is a nicely decorated 2 bedroom (sleeps 6), 2 bath home with wireless internet and wall a/c unit in the living room and upstairs bedroom. There is a fully equipped kitchen with dishwasher, living room, dining room and washer/dryer.---Weekly Pool... View all property information
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    1 / 7
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    About this property
    AC added for 2015! Charming 2BR/1BA cottage under half a mile to Linnell Landing Beach. This quintessential Cape Cod cottage is nicely decorated with living area/ kitchen area and two bedrooms that sleeps up to four. Enjoy the fresh Cape air or outdoor dining on the screened in porch. Very close to... View all property information
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    1 / 1
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    About this property
    Enjoy the Summer Breezes at this cul de sac location off Robbins Hill Road and only a 5 minute walk to a great sandy beach on Cape Cod Bay! Welcome to Cape Cod! Bring the whole family to this 3 bedroom 2 bathroom home that has many custom features: Fireplaced Living Room with 2 large sofa's (1 is a... View all property information
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    €1,881
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    1 / 17
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Smoking allowed
    • Suitable for children
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    About this property
    A 3BR/2.5BA custom home offering a tranquil setting for a summer vacation with access to Sheep's Pond, close to Cape Cod Bay beaches, shopping, restaurants, golfing and entertainment. This bright, fresh, thoughtfully furnished and decorated home offers stylish multi-level living and is conveniently... View all property information
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    €1,791
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    1 / 10
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Short Walk to Beach with Waterviews: This is a contemporary “upside-down” style home with 4 bedrooms, 2 baths including wireless internet, washer/dryer, fully equipped kitchen, living room and dining area along with sliders from the living area to a nice deck where you can enjoy the sunsets over... View all property information
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    €1,433
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    1 / 15
    4 Bedrooms / 2 Bathrooms / Sleeps 9
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    About this property
    ID #HOL212 This Spacious Brewster 4 bedroom, 2 bath home is set in the Robinwood neighborhood abutting beautiful Nickerson State Park, located just in off Historic Route 6A. [~] There is access to a Fresh water swimming at Owl Pond. Also only a short drive (approx. 1.6 miles) to either Linnell... View all property information
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    1 / 30
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Dishwasher
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    • Pets allowed
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    About this property
    Elegantly Renovated Cottage, 3 Minutes to Beach $3,200 PRIME SUMMER WEEKLY RATE Book July 4th Week, Stay an Extra Night at 50% Off! Please ask for details: 508 896-3241. Vacation at this upscale, elegantly renovated cottage, surrounded by 10 acres of Brewster Conservation Trust Land, yet only .125... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Dishwasher
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
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    About this property
    Ocean Edge Resort with pool passes at tenant's cost! - Comfortable 2 bedroom, 2 bath unit with wireless internet, washer/dryer, living room with A/C, dining area and kitchen .Weekly Pool Pass cost to TENANT (at time of arrival to Ocean Edge): $48per adult & $25 per child (under 12); Daily Pool... View all property information
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    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Grill
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    • Pets allowed
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    About this property
    Breath taking view, you'll relax the minute you sit on the deck. Swim, boat, fish, and even waterski on Long Pond. And the beautiful Brewster bay beaches are only a short bike ride or drive away. Located on both Long and Black Ponds: This is a 2 bedrooms, 1 bath cottage offering wireless internet,... View all property information
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    €1,455
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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Smoking allowed
    • Suitable for children
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    About this property
    Patio Style with Enclosed Loft, King Bed, Central AC, WIFI & 6 Pool Passes (Fees Apply) - This nicely decorated, patio home in Susanna Village features Central AC, a spacious open floor plan with newer carpeting/laminate flooring, new windows and slider, and a fully enclosed loft. There are 2... View all property information
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    1 / 11
    Studio / 1 Bathroom / Sleeps 2
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Pets allowed
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    About this property
    This Unit will book fast don't delay!! Charming and bright studio on Greenland Pond! This quaint studio has its own private entrance is located on the second floor of a private home in a picturesque and secluded area overlooking Greenland Pond. It abuts conservation land, has access to a shared... View all property information
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    1 / 15
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Internet Access
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    About this property
    Only 2/10’s mile to Sheep Pond with Central A/C: This is a lovely 3 bedroom, 1 ½ bath home with a very short walk to private association beach on Sheep Pond, this home offers central A/C, washer/dryer, both wireless internet or cable access internet located in the living room near the bookshelves,... View all property information
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    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    This A style townhome has many improvements and is quite luxurious! Located on the 9th Fairway with views. Split A/C to keep you cool and a gas fireplace for those cool evenings. Fully equipped with everything that you need to make your vacation a memorable one! If you are accustomed to the finer... View all property information
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    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
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    About this property
    Waterfront on Paines Creek Beach, Stunning Bayside Views, Central AC, WIFI & Premium Cable Pkg. - Here is a spectacular, renovated and tastefully decorated, contemporary, 4+ bedroom, 4 bath home featuring panoramic views of Brewster's Paines Creek Beach. Imagine watching incredible sunsets... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dryer
    • Internet Access
    • Private Indoor Pool
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
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    About this property
    Meticulous Eaton Village 2/BR unit with peeks of the golf course and lots of amenities. Spacious open floor plan with cathedral ceilings, two full baths, and wall ac unit. Pool passes are included but fees associated are NOT included. $100 Administrative Fee. Linen package for 6 available upon... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Only 6/10’s mile to Private Sheep Pond Association Beach: This is a relaxing 3 bedroom, 2 bath ranch style home offering wireless internet, washer/dryer, ping pong table, fully equipped kitchen with new refrigerator and dishwasher, dining area, living room and sliders to deck and outside enclosed... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Private, Clean, Quiet - 3-Minute Walk to Beach$2,900 PRIME SUMMER WEEKLY RATE It's unusual to find this much privacy and seclusion so close to a beautiful Brewster beach - only a three-minute walk away. The cottage fronts on an unpaved cart way and is set back from the road on a large, nearly... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    Pet Friendly!! Ideally located in the heart of Brewster,close to Route 137, this property offers easy access to the Captains Golf Course, Biking Rail Trail and Brewster Beaches just a short drive away. This 3 bedroom and den, 2.5 bath home is quite affordable and a bargain waiting to be had!! This... View all property information
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    €895
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Dryer
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Secluded ranch set far back off the road in a wooded setting. This meticulous home offers 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 beaches. Additional... View all property information
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    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
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    • Suitable for children
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    Short Walk to Beach only 4/10’s mile away: This 2 bedroom, 1 bath cottage offers you an affordable and comfortable vacation with a fully equipped kitchen, living room, dining area, washer/dryer, deck and enclosed outside shower. This home is nestled at the end of a cul-de-sac surrounded by... View all property information
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    €4,030
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    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
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    About this property
    This expansive 5BR/3BA home is perfect for large groups or reunions. Just recently purchased this owner is fully committed to making your Cape Cod vacation a wonderful and memorable one. Recent upgrades will include new hardwood flooring in kitchen and living area, new interior paint, large flat... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Grill
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    About this property
    AC for 2015!! Short walk to town bay beach too! Relax and enjoy this comfortable and affordable four bedroom. two bath home. Quiet location with porch and nice backyard. Max occp 10. 2 first floor bedrooms have 1 queen and 2 twins. 2 second floor bedrooms have 1 full and 3 twins. No A/C. Wireless... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
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    • Shared Outdoor Pool...
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    • Pets allowed
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    About this property
    Sea Pines: 3 bedroom 2 bath condo located in Sea Pines. Short walk to the beach. There is a pool and tennis courts. Central A/C and washer/dryer. First Floor: Bedroom#1 - 1 King with full bath; Bedroom#2 - 1 Full; Loft: Bedroom #3 is an enclosed loft with 2 Twins. NO PHONE, NO INTERNET. 4 WEEK... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    165 Mill Pond Drive Lovely, like-new spacious Cape near the Mill Ponds in Brewster for fresh water sports including kayaking, canoeing, sailing fishing and swimming and about 2 miles to Paines Creek beach on Cape Cod Bay. Three spacious bedrooms with master on the first floor with california king... View all property information
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    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
    • Satellite TV
    • Waterfront
    • Water Views
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Sweet Cottage on Private Bayside Beach PRIME SUMMER WEEKLY RATE: $3,700 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... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Short Walk to public town bay beach: Nicely decorated and furnished 3 bedrooms, 2 bath ranch style home with Central A/C, washer/dryer, wireless internet. Open living/dining room area with sliders to the deck with enclosed outside shower. Located on a quiet private road, direct TV includes NESN,... View all property information
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    €1,066
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
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    • Suitable for children
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    About this property
    Just renovated historic Carriage House with waterview in the heart of Brewster's Main Street. Approximately 1 mile to Saint's Landing Beach and a short distance to General Store and churches. Galleries and antique stores nearby and short drive to Cape Cod Rail Trail for biking and hiking. This... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
    • Satellite TV
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    • Pets allowed
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    About this property
    ID #YANK408 Nice Landscaping, Granite Kitchen Counters and Tiled Baths. [~]This beautifully decorated Brewster Vacation home has many amenities to offer such as HIGH SPEED Internet access, HD TV's, multiple A/C units, brand new eco-friendly washer and dryer and Ocean Edge Resort amenity access... View all property information
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