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Holiday Rentals and Homes in Brewster, MA

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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 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Brewster Park, Stunning Bay Views, Perfect Sandy Beach, Kids Programs. Central Air, Pets Considered, Linens Provided. Prime Summer Weekly Rate:  $4,700 - $4,900 (Rents Saturday to Saturday during peak season) Sample the unique Brewster Park family vacation experience. Delight in panoramic, elevated... View all property information
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    Brewster, Cape Cod 02631
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    C-Style, King Bed & Full over Full Bunk Bed, Straight Staircase, Golf Course Views, 3 ACs, 6 Pool Passes (fees apply) This 2 bedroom, 1.5 bath townhome is located in a very private and quiet area of Billington Village that offers beautiful golf course views. On the main floor, you'll find a... 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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    [~]This saltbox style home abounds with sunny colors and English Country ambience. The first floor features a super comfortable living room with TV & DVD player, fully equipped eat in kitchen with a/c and ceiling fan, a full bathroom with tub/shower combination, laundry, and a queen size bedroom... 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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    Classic Brewster Cottage Steps from Private Beach, Water Views, Pets Considered. Prime Summer Weekly Rate:  $2,900-$3,200/week (Rents Saturday to Saturday during peak season) A classic Brewster cottage perched overlooking Cape Cod Bay, this property is an ideal beach retreat.  The large open yard... 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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    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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    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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Superb Bay Views, Walk to Paine's Creek Beach, AC, Pets Considered Peak Summer Weekly Rate: $3,200 - $3,500 (Rents Saturday to Saturday during peak season) Hidden away at the end of a dead-end road on the way to Paine's Creek Beach in Brewster, you'll find this cheery, appealing property built for... View all property information
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    Brewster, Cape Cod 02631
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    1 / 7
    4 Bedrooms, 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
    1 / 24
    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
    1 / 53
    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
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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, 3 Bathrooms, Sleeps 8 | Quick View
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    Just listed! 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 flooring.... 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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    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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    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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    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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    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Sauna
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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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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Patio Style with Loft, Renovated, Fully Air Conditioned, 6 Pool Passes (Fees Apply) This beautiful patio home in Allerton Village has been renovated and features solid flooring throughout the main floor, and a new ductless AC system (2016). The first floor, master bedroom has a queen bed, TV with... 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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    Bayside, Central AC, Beach #2, Bayside Pool #2 & Bayside Tennis #2 Located on Mariner Court, this smaller sized bayside condo is a short walk to the private association beach on Cape Cod Bay and is across the way from the association pool and tennis courts. This home offers 2 bedrooms and 2... 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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    Bay Views and Short Walk to Grandfather's Beach, Central AC Take in the stunning sunsets from the spacious deck of this 4 bedroom, 3 bath home that overlooks Cape Cod Bay and is located steps away from Grandfather's Beach in Brewster (a private association beach). This spacious home offers... View all property information
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    Brewster, Cape Cod 02631
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    C-Style, Straight Staircase, Close to Fletcher Pools, 3 Ductless AC's, WIFI & 6 Pool Passes (Fees Apply) Located close to the Fletcher pools, tennis & basketball courts, this Trevior village townhouse features a very comfortable living area and golf course views. A straight staircase leads 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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    A-Style, 3 ACs & 6 Pool Passes (Fees Apply) This 2 bedroom plus an open loft, Billington Village unit features stainless appliances in the kitchen and ductless AC in both bedrooms and the loft. The master bedroom is located on the second floor and offers a queen bed, ductless AC, flat screen... 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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    B-Style, Updated Kitchen, King & 2 Queen Beds, Ductless AC, WIFI Nice golf views. This is a nicely decorated townhouse in a great location in Trevor Village that features views of the golf course and an updated kitchen. You'll find the master bedroom on the main floor with a king bed, and a... 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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    Patio Style, End Unit, King Bed, Golf Views, Central A/C, 4 Pool Passes (Fees Apply) This free-standing condo in Middlecott ViIlage is a two bedroom, two bath, true End unit that features central a/c and beautiful views of the golf course. It is also close to the access of the Cape Cod Rail... 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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    A-Style, Remodeled, King Bed, 3 ACs, 6 Pool Passes (Fees Apply) This is a wonderful 2 bedroom plus an open loft, Billington Village unit features hardwood floors, remodeled kitchen and AC in both bedrooms and the loft area. Up the straight staircase (installing by 5/1/17) you will find an... 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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    A-Style, Renovated, 3 Ductless ACs, WIFI & 6 Pool Passes (Fees Apply) This impeccably maintained and renovated Trevor Village townhome features ductless AC throughout. Guests will appreciate the central location and proximity to the Fletcher indoor and outdoor pools, tennis courts, and fitness... View all property information
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    Brewster, Cape Cod 02631
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Street Level, 1 AC This is a nicely decorated, well kept Fletcher Village apartment. The bedroom has a queen bed with a flatscreen TV and AC. The kitchen comes fully equipped; including a dishwasher and microwave. There is seating for 4 in the dining area. The living room has a flatscreen TV... View all property information
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    Brewster, Cape Cod 02631
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    C-Style, Renovated, Straight Staircase, Close to Fletcher Pools, 2 Ductless ACs, WIFI & 4 Pool Passes (Fees Apply) Located close to the Fletcher pools, tennis & basketball courts, this desirable Trevor Village townhouse features renovated bathrooms and kitchen, plus new furniture in the living... View all property information
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    Brewster, Cape Cod 02631
    1 / 9
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Street Level, End Unit, 2 ACs This sunny, end unit apartment in Eaton Village features a nice tree-lined view. The master bedroom offers a queen bed, AC, and a private bath. The 2nd bedroom has 2 twin beds. The kitchen is fully equipped and there is comfortable seating for 4 in the dining area.... View all property information
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    Brewster, Cape Cod 02631
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    C-Style, Straight Staircase, 2 ACs & 6 Pool Passes (fees apply) This is a nicely decorated Billington Village townhouse. The main floor features an air-conditioned living room with comfortable seating, a flatscreen TV, and a sleep sofa; a fully equipped kitchen with new tile flooring and all... 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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    Sunset Beach at just 500 Ft.! 4 bedrooms / 3 full bathrooms. This is a beautiful home in a fantastic location. From the house it is apprx. a few hundred feet down a private lane & sand path to a gorgeous private association only Cape Cod Bay Beach (Sunset Beach). This is an exclusive spot. The... View all property information
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    Brewster, Cape Cod 02631
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Upper Level, Murphy Bed, 2 ACs & 4 Pool Passes (Fees Apply) This bright, updated, Fletcher Village apartment overlooks the golf course from the deck. The air-conditioned bedroom has a queen bed and ceiling fan. The fully equipped kitchen has all the amenities of home and there is a dining area... 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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    Private Saltwater Pool King Bed, Association Tennis, Bike Path This modern, 4 bedroom, 2 bath, split-level home is located in the desirable Seaview neighborhood of Brewster where you can enjoy the private salted (unheated) swimming pool, association tennis court, shuffle board, & horseshoe pit,... View all property information
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    Brewster, Cape Cod 02631
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    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Dog Friendly, Sheep Pond with Private Association Beach, Renovated, 2 ACs This stunning, ONE OF A KIND PROPERTY with access to Sheep Pond was completely renovated in 2010 and the professionally decorated interior with bamboo flooring was featured in a Cape Cod design magazine (Cape Cod View -... View all property information
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    Brewster, Cape Cod 02631
    1 / 9
    1 of 5 bubbles (1) Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    C-Style, Straight Staircase, Updated Flooring, 2 new A/Cs, 6 Pool Passes (Fees Apply) This bright & cheery Howland Village townhouse features laminate flooring throughout the main floor, newer carpeting upstairs, and new AC units. Up the straight staircase, you'll find both bedrooms, a full bath... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Paines Creek Beach!! The beautiful and comfortable Cape Cod vacation rental has 3 bedrooms & 2 full bathrooms. At this lovely Brewster rental home you can enjoy a spacious yard with a beautiful deck area. It is located just 1 mile to gorgeous Paines Creek beach on Cape Cod bay and 1 mile to... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    • Parking
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Upper Level, 1 AC, 6 Pool Passes (Fees Apply) Nicely decorated 2 bedroom, 2 full bathroom unit with cathedral ceilings overlooking the 5th Green of the Jack Nicholas golf course. Great location - walk to the Linx Tavern, 'Shark Bah'/Arbor Pool, Fletcher Indoor/Outdoor Pool, Tennis Courts &... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Shared Outdoor Pool...
    • Parking
    • DVD Player
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    B-Style, King Bed, Hardwood Floors, 3 ACs, WIFI & 6 pool passes (fees apply) This lovely Howland Village townhouse features nice hardwood floors in the main living area, and 3 AC units. The master bedroom on the main floor has a king size bed, AC and a full bath located just outside the... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Grill
    • Parking
    • Internet Access
    • Patio
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Street Level, Updated Kitchen, 2 ACs, 6 Pool Passes (fees apply) This nicely decorated property has updates that include newer kitchen cabinets and fixtures. The sunny master bedroom has a queen bed, AC, TV, private bath, and sliders to the patio. The 2nd bedroom has 2 twin beds and a new... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • DVD Player
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Upper Level, Renovated Kitchen, 2 ACs & 5 pool passes (fees apply) This Eaton Village apartment has comfortable decor and a recently renovated kitchen with newer appliances. The master bedroom has a queen bed, ceiling fan, AC, TV with DVD/VCR, and a private bath. The 2nd bedroom has 2 twin... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Parking
    • Grill
    • Shared Outdoor Pool...
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A-Style, King Bed, 2 ACs, 6 Pool Passes (Fees Apply) This bright and sunny, Howland Village townhouse has all the comforts of home. Up the spiral staircase, you'll find the master bedroom with a king bed, TV, AC, and a private bath. The adjoining open loft is a cozy place to enjoy some quiet... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Patio
    • Satellite TV
    • Parking
    • DVD Player
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    B-Style, Close to Fletcher Pools, 1 AC, 5 Pool Passes (Fees Apply) This sunny townhouse is located at the entrance to Howland Village. The first floor master bedroom has a queen bed and TV. Up the spiral staircase, you will find the 2nd bedroom (open loft) which offers a full bed plus a twin... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 12
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    • Patio
    • DVD Player
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Street Level, King Bed, 2 ACs, 4 Pool Passes (Fees Apply) This is a lovely, 2 bedroom, 2 bath, apartment-style unit in Chilton Village that features a new king bed, new carpeting in the bedrooms, and solid flooring in the living area. The master bedroom offers a new king bed, AC, TV, and a... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Patio
    • Parking
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Street Level, 1 AC, Updated, 4 Pool Passes (Fees Apply) This lovely Eaton Village apartment is located in a quiet area and features peeks of the golf course, solid flooring throughout the entire unit, and an updated kitchen. The master bedroom has a queen bed, TV and private bath. The 2nd... View all property information
    Location Information
    Brewster, Cape Cod
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Porch
    • Wi-Fi
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Brewster, Cape Cod 02631