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Holiday Rentals and Homes in Brewster, MA

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    All 221 Rentals in Brewster
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    €4,111
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    1 / 24
    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    5 Bedrooms / 2 Bathrooms / Sleeps 8
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    3 Bedrooms / 1 Bathroom / Sleeps 6
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    $3400 PRIME SUMMER WEEKLY RATE When most vacationers picture a Cape Cod beach front cottage, this is the image that comes to mind. From its perfect perch above the Bay you have panoramic 180-degree water views. The steps down to the beach are just off the deck, which spans the entire width of the... View all property information
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    €8,313
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    1 / 42
    5 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Waterfront
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    $8,000 PRIME SUMMER WEEKLY RATE If you're looking for the ultimate beachfront experience, consider Summerwinds, this one-of-a-kind upscale bungalow on the Bay in Brewster. From the renowned artists' work adorning the walls to the luxurious bed linens and terry robes provided, you'll feel pampered,... View all property information
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    €6,029
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    1 / 26
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Satellite TV
    • Waterfront
    • Water Views
    • Wi-Fi
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    About this property
    $5,800 PRIME SUMMER WEEKLY RATE It's a beach cottage almost directly on a private, sandy neighborhood beach in Brewster. Panoramic views of Cape Cod Bay are maximized from the open deck and main living space. The beach is less than 100 feet from your door! Good sized yard with privacy hedges... View all property information
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    €3,243
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    1 / 24
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Satellite TV
    • Water Views
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    $3,300 PRIME SUMMER WEEKLY RATE Book July 4th Week, Stay an Extra Night at 50% Off! Please ask for details: 860 896-3241 Without a doubt the most exceptional thing about this property is its sweeping views, looking across the lush green marshlands of East Brewster to sandy Crosby Beach and... View all property information
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    €5,572
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    1 / 34
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
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    • Pets allowed
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    $5,400 PRIME SUMMER WEEKLY RATE What a great location! Dune Road is an unpaved quiet road that runs parallel to the beach. The house sits on a private treed lot with fantastic views of the water. There is a small private path from the back yard to the sandy association beach. The yard is very... View all property information
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    €2,740
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    1 / 28
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
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    • Waterfront
    • Wi-Fi
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    • Pets allowed
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    About this property
    $4,500 PRIME SUMMER WEEKLY RATE This two-story beach house is directly on the beach and Bay, with outstanding 180-degree views of the water. It’s elevated setting makes the views that much more stunning. When it’s extreme high tide, the water can come almost up to the stone revetment, leaving... View all property information
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    1 / 14
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Dishwasher
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    • Pets allowed
    • Smoking allowed
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    About this property
    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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    €9,135
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    1 / 24
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Waterfront on Cape Cod Bay! Absolutely fantastic beachfront home with a stairway down to its private sandy shore of Breakwater Beach. This exquisite property offers outstanding waterviews, multiple decks, lovely separate guest quarters, central air-conditioning and is beautifully appointed... View all property information
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    €913
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    1 / 12
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
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    • Pets allowed
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    About this property
    Bright contemporary three bedroom, two bath home with finished basement near direct access to bike trail and just over a mile to Breakwater Beach. Also close to school tennis courts and Brewster White Caps home field. This beautiful home offers well-equipped kitchen with cathedral ceilings, dining... View all property information
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    €913
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    1 / 11
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
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    About this property
    Renovated beach cottage with private stairs to association beach across the road. This delightfully clean and bright home offers a new kitchen, combination living room and dining area, master bedroom, laundry room, full bath with shower and lovely screened porch all on the main floor. The second... View all property information
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    €3,654
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    1 / 20
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
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    About this property
    Waterfront Home Located in the lovely Sears Point Association Area: This is a luxurious 3 bedroom, 2 ½ bath waterfront home with garage, central A/C, washer/dryer, wireless internet, private association beach, tennis courts and pool with 2 week minimum stay. This home offers a fully equipped... View all property information
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    €1,142
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    1 / 9
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Grill
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Clean, comfortable and cozy three bedroom, two bath home located on a quiet dead-end street in the heart of Brewster. Nice open living-dining-kitchen area with new hardwood floors with sliders to deck and private back yard. Convenient to bike trail, easy bike ride to public bay beaches, shopping... View all property information
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    €2,284
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    1 / 16
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Dishwasher
    • Grill
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Pond Front Overlooking Scenic Lower Mill Pond with Dock & Central A/C: This 5 bedroom, 3.5 bath home with dock for swimming, canoe or fishing (no motor boats), also offering a large deck and screened porch along with central A/C, wireless internet, washer/dryer, fully equipped kitchen with... View all property information
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    €1,462
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    1 / 13
    4 Bedrooms / 1 Bathroom / Sleeps 8
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    • Dishwasher
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Short Walk to the Beach: This is an outstanding newly renovated 4 bedroom, 1 ½ bath home with wireless internet, open and bright kitchen with a dishwasher, washer/dryer, dining area, family room with French doors leading to the beautiful new rear deck and an outside enclosed shower. New for 2013,... View all property information
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    €617
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    1 / 8
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Internet Access
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    • Pets allowed
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    About this property
    Short Walk to Private Association Beach: This is an affordable cozy 3 bedroom, 1 bath home is just a stone's throw away from the beach! Offering wireless internet, washer/dryer, fully equipped kitchen, dining area and living room, this home has all you need for the quintessential Cape Cod Vacation!... View all property information
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    €3,106
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    1 / 23
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    108 King Fisher Cartway Waterfront on Cape Cod Bay! 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. The second floor master bedroom/ bath... View all property information
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    1 / 9
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Air Conditioning
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
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    About this property
    53 Eagle Wing Lane - ID# 62637 Charming and immaculate 2BR/1BA single level cottage 1/2 mile to Linnell Landing Beach. Convenient to shopping, local restaurants, and bike trail in Brewster. Enjoy the tranquility of beautiful Brewster and the gorgeous Cape Cod sunsets. Bedrooms include 1 Q bed and... View all property information
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    €1,462
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    1 / 21
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    Spacious Home on cul-de-sac-Swimmable pond at end of street with small beach and scenic overlook Peaceful and private setting on quiet cul-de-sac. Large home with spacious rooms. 3 bedrooms, 2 full baths, living room, dining area, and well equipped kitchen. 4 TVs, internet. Nice deck overlooking... View all property information
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