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Holiday Homes and Apartments 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Street Level, Updated, 3 Bedrooms, 3 Full Baths, 3 ACs, WIFI, Phone Land Line & 8 Pool Passes (Fees Apply) - RENOVATED and UPDATED for 2017! This spacious 1600 sq ft, Endicott Village condo has been renovated, updated, refreshed and is well decorated. The condo can accommodate 8 people and is... 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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    This beautiful 3 bedroom, 2 bath home is located down a lovely road, approximately 500 feet to a private Cape Cod Bay beach at the end of desirable Nelson St. There are restaurants within 4/10ths of a mile on 6A with JTs seafood, Brewster House of Pizza and more. This home is situated in 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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    Just 1500 ft. to Private Beach!! This gorgeous 4 bedroom, 2 bath Brewster vacation rental home is located just 2/10th of a mile to a fantastic neighborhood beach on Cape Cod Bay. This lovely home is done in and out. The amenities include washer / dryer, A/C, internet, cable TV, DVD, deck, deck... View all property information
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    This newly listed, beautiful 4 bedroom, 4 bath home features breathtaking panoramic views of Paine's Creek and Cape Cod Bay. It's spacious layout offers sleeping for up to 12, so bring the whole family! The first level of the home offers a roomy living area with sliders to the patio, sunroom with... View all property information
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    Brewster, Cape Cod
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    165 Mill Pond Drive, Brewster MA (ID# 106329) ~ Mil Pond and Paines Creek Area 2017 Season! 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... 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, Pond & Golf Course Views, 2 ACs This spacious Billington Village townhouse has lovely pond and golf course views that can be seen from the living room and patio. The first level offers a full bathroom, a fully equipped kitchen and dining area, a living room with AC and large, flat screen... View all property information
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    Brewster, Cape Cod 02631
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    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    A-Style, Renovated, Straight Staircase, 2 ACs, 6 Pool passes (Fees Apply) This spacious, renovated Howland Village townhouse is beautifully decorated and features a straight staircase and Pergo flooring throughout the main floor. You'll find the master bedroom upstairs with a queen bed,... 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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    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
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    Brewster, Cape Cod 02631
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    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Close to Nickerson, Bike Path & Golf, King Bed, Updated, AC's in All Bedrooms This 3 bedroom, 2 bath home is located on a quiet, dead end street in a family friendly neighborhood in Brewster, and is a short distance from several Brewster area attractions, such as: Nickerson State Park, the Cape... View all property information
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    Brewster, Cape Cod 02631
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Charismatic Cape Cod house, built in the 20s by the groundskeeper for a nearby estate, shows post and beam construction, rambling New England Extended Architecture accented with all new, sustainable renovation right down to the appliances. Gather your family and friends in this beautiful Brewster... 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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    At this lovely Brewster vacation rental home you will be in a great location! Just 1/2 mile down a private lane to private beach access to Crosby Beach, the best beach in Brewster! You will stroll right behind Crosby Mansion on the way to a gorgeous Cape Cod Bay beach. At the top of Crosby Lane... 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, Updated Kitchen, Murphy Bed, 1 AC This is a nicely decorated, one bedroom, Fletcher Village apartment. The bedroom has a queen bed, TV with DVD player, and AC. The updated kitchen comes fully equipped and offers a new (2015) dishwasher, and new (2016) over-the-range microwave.... View all property information
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    Brewster, Cape Cod 02639
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Spacious 4 Bedroom Vacation Rental Home in Brewster on quiet residential lane -sleeps 10 -perfect for your family. Peak Summer Weekly Rates:last week of June until the first week in September: $2,100/week Convenient To: Cape Cod Rail Trail, Conservation Area, Golf and Brewster beaches. A/C units in... 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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    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
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    Brewster, Cape Cod 02631
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    This immaculate Brewster home sits directly on Upper Mill Pond, one of the largest kettle ponds on the Cape. Come and enjoy the beautiful view and great swimming right in back of the house! The winding stairway in back of the house will take you from the back yard, down to your own private dock.... View all property information
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    Brewster, Cape Cod
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    3 of 5 bubbles (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    25 Oak Lane Brewster MA (ID#18523) ~ Wonderful Home in Brewster with Central Air close to Nickerson State Park and the Bike Trail 2017 Season!Comfortable and inviting vacation home in a large residential neighborhood. Gourmet kitchen. One floor living with all the requested amenities including... 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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    We've owned this property since it was built Renovations were completed in 2014! This is an easy house to totally relax in. There are no personal collections (well, a few books!) or clutter to avoid. Just a pristine, fresh environment for personal rejuvenation. That's why we love coming here! New... View all property information
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    Brewster, Cape Cod 02631
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    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    108 King Fisher Cartway Brewster MA (ID# 18141) ~Waterfront on Cape Cod Bay! 2017 Season! This charming and traditional waterfront home overlooks Cape Cod Bay! You will find panoramic waterviews, beautiful sunsets, and sunrises atop the sandcliffs that lead down to the property s own sandy beach.... View all property information
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    Brewster, Cape Cod 02631
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    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Patio Style with Full 2nd Floor w/half bath, Golf Course Views, 4 ACs, WIFI & 6 Pool Passes (Fees Apply) Located in Susanna Village with lovely views of the golf course, this unique patio home offers a full second floor with a private bedroom plus a den with a bonus half bath. The owners have... View all property information
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    Brewster, Cape Cod 02631
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Waterfront on Black Pond and Long Pond this cottage has 2 docks. Yes 2 Docks!! Inside you will find the charm of Cape Cod from the moment you open the door. Nautically inspired interior design with a focus on maximized use of space, this vacation home is a dream come true. The living room is... 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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    Bayside, Central AC, Beach #2, Bayside Pool #2 & Bayside Tennis #2 Located on Mariner Court, this lovely townhouse 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 3 good size bedrooms, 2 full... 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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    Private Dock on Lower Mill Pond, Waterviews Built in 2004, this recently painted home faces southwest on Lower Mill Pond for magnificent sunsets in a beautiful, secluded setting. Take a morning dip in the pond from your own private dock just 50 feet from the house. (Use our Virtual Tour to take a... 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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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    This Brewster rental home is located on a private dirt cul-de-sac just apprx. 1/4 of a mile to Ellis Landing beach on Cape Cod bay. From this home you can walk to the beach and up to 6A for restaurants and convenient store. There are 3 bedrooms and 1 full bathroom. The first bedroom has a full, the... View all property information
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    Brewster, Cape Cod 02631
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    Upper Level, Golf Access, King Bed, 4 ACs, 7 Golf & Pool Passes (Fees Apply) This spacious, Endicott Village apartment is just steps to the Arbor Pool, the Golf Clubhouse and the Linx Tavern & Bar. The master bedroom has a king size bed, AC, TV, deck and private bath. The 2nd bedroom has a queen... 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, 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
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    Brewster, Cape Cod 02631
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    B-Style, King Bed, Renovated, 2 ACs, 6 Pool Passes (Fees Apply) This lovely, Howland Village townhouse is privately located and features a renovated kitchen and bathrooms, Pergo floors, and a ductless AC unit to cool the property. You will find the master bedroom on the main floor. It offers a... 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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    Peaceful, secluded Cape Cod retreat. Artist's dream home, on private 1+ acre lot. Spacious, airy and sunlit home with vaulted ceilings and skylights galore. Freshly painted white walls and beachy grey floors make this a serene getaway for a family, two families or any metropolitan couple who... View all property information
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    Brewster, Cape Cod 02643
    1 / 33
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    This stunning, nicely renovated Brewster home is located just 1/2 of a mile to beautiful Crosby Beach and just 1/10th of a mile to the bike trail at Nickerson State Park. There are 6+ lovely bedrooms & 4 full and 1 half bathrooms. The gorgeous kitchen is equipped with all of the needed cooking... 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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    Totally renovated home capturing the charm of yesteryear with the convenience of today. This home features kitchen with stainless steel appliances, open floor plan, master bath with whirlpool tub and separate shower and first floor laundry room. The home is tastefully furnished and well... 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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    Bayside, Bonus Family Room, Central AC, Beach #2 & 8 Pool Passes (Fees Apply) Located on Fieldstone Terrace, this spacious property features a finished lower-level family room with a futon, TV, AC , private patio area, plus a full bathroom. The upstairs master bedroom has a queen bed, private... 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Middlecott Village Patio Home with loft - sleeps 6. Central Air and WiFi! This property currently includes pool privileges which are available at an additional fee.* Spend hours on the over-sized patio and enjoy the excitement of golf right in front of you, or the tranquility of the pond to your... View all property information
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    Brewster, Cape Cod 02631
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    Patio Style, Golf Course Views, 3 ACs, WIFI & 6 Pool Passes (Fees Apply) This Susanna Village patio home is located on the 15th green and offers ductless AC units in both bedrooms. The master bedroom has a queen bed, AC, ceiling fan, flat screen TV, and private bath. The 2nd bedroom has 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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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Brewster, Cape Cod 02631
    1 / 13
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Internet Access
    • Washer
    • Grill
    • Satellite TV
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Brewster, Cape Cod 02631
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Satellite TV
    • Patio
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Upper Level, 1 AC, & WIFI This is a lovely end-unit, 2 bedroom, 2 full bath apartment in Eaton Village that overlooks the 5th green. The master bedroom has a queen bed, TV, and a private bath. The 2nd bedroom has 2 twin beds. The kitchen is fully equipped and there is comfortable seating in... View all property information
    Location Information
    Brewster, Cape Cod
    1 / 9
    1 of 5 bubbles (1) Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • DVD Player
    • Internet Access
    • Parking
    • Satellite TV
    • Patio
    • Grill
    Suitability
    • 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
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Washer
    • Internet Access
    • DVD Player
    • Patio
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Brewster, Cape Cod 02631
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Terrace
    • Internet Access
    • Satellite TV
    • Porch
    • Air Conditioning
    • Parking
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    We are inviting you and your family to spend a great time in this cute Ocean Edge condo. It is clean, comfortable and very well maintained. This garden end unit features 2 bedrooms, 2 updated full bathrooms, bright and airy cathedral ceilings and furnished outdoor deck with a view of Wider Hole... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 13
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Internet Access
    • Grill
    • Washer
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Short walk to a private path to Cape Cod Bay. Extensive renovations make this home the perfect place for your vacation. This classic summer home sits at the end of a sandy lane. Updated from stem to stern this great home has 5 bedroom, 2 full baths, Internet, outdoor shower, large back deck,... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 4
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    • Patio
    • Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Situated down a lane surrounded by woods, lawns & flower gardens our home is an oasis from the busy Cape Cod summer. The house sits on over 2 1/2 acres of privacy. We are located within 1 mile of both salt and fresh water swimming, boating and fishing. Close by are a number of world class golf... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Parking
    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Lower Level, Murphy Bed, 3DTV, 1 AC, 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
    Location Information
    Brewster, Cape Cod 02631
    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • Internet Access
    • Satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Brewster, Cape Cod 02631
    1 / 19
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Privacy abounds in the open floor contemporary home nestled conveniently between Greenland and Long Pond. This spacious and clean home offers easy and relaxing summer living with 2 sliders accessing the large deck. The huge master suite features a private balcony for morning coffee, private bath... View all property information
    Location Information
    Brewster, Cape Cod
    1 / 9
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    • Parking
    • Patio
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Upper Level, King Bed, Renovated, 4 ACs, 7 Pool Passes (Fees Apply) This nicely renovated Edinborough Village unit features beautiful wood flooring throughout and is a short walk to the Arbor pool complex and The Linx Tavern & Bar. The master bedroom has a king bed, AC, ceiling fan, TV, private... View all property information
    Location Information
    Brewster, Cape Cod 02631
    1 / 14
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    28 Cross St., Brewster -Property ID: 116479 2017 Season! This lovely home is just 1/10 mile to a private association beach on Cape Cod Bay. Spacious living areas on both 1st and 2nd floors with 5 bedrooms, 2 full baths, plus an enclosed outdoor shower. Close to Brewster restaurants and ice cream... View all property information
    Location Information
    Brewster, Cape Cod 02631