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Brewster Luxury Vacation Rentals

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    Travellers to Brewster are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    19 Matching Rentals in BrewsterView all 127 rentals
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    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,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Rights to Brewster's Best Private Beach1 / 14
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    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...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Custom Beach House Directly on the Water, Linens Included! Prime Summer Weekly Rates:  $5,800-$6,200 pus tax Rents Saturday to Saturday PLEASE NOTE:  July 4, 2020 is a Saturday To avoid an unpopular rental turnover day on the July 4th holiday, this property provides for a six-night term from...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
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    About this property
    Big and Beautiful on the Beach in Brewster -- Sleeps 14+ Peak Summer Weekly Rates: $11,500- $14,000 plus tax Rents Saturday to Saturday during peak season Linens included Please click on the 'Virtual Tour' to see a 3D tour of the home This truly is a special property, the ideal vacation...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Loads of Living Space, Water Views at Brewster Home by the Bay Peak Summer Weekly:  $6,100 - $6,500 plus tax Sleeps 10 Rents Sunday to Sunday Please click on the 'Virtual Tour' to see a 3D tour of the home This beautiful house was built in 2007 and includes all the modern amenities: central AC,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    New Construction Right on the Beach! Peak Summer Weekly:  $6,300 - $8,900 plus tax Sleeps 8  Linens Included Rents Saturday to Saturday EARLY BIRD SPECIAL:  BOOK BY DECEMBER 31, SAVE 10% OFF LISTED RATES!   PLEASE NOTE:  July 4, 2020 is a Saturday To avoid an unpopular rental turnover day on the...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Elegantly Renovated, Walk 3 Min. to Beach -- 113-B1 / 25
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Reviewed July 15, 2019
    This house located within short walking distance of the beach was perfect for our family. We enjoyed the house, yard and pool every day. The gas fire pit near the pool was a...
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    About this property
    Expanded, Totally Renovated – Big Heated Pool, Walk Three Minutes to Beach, Linens Includes, Pets Considered, Sleeps 12 Rents Saturday to Saturday Peak Rates $8,100 - $8,500 plus tax PLEASE NOTE:  July 4, 2020 is a Saturday To avoid an unpopular rental turnover day on the July 4th holiday, this...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 12
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Upscale Cottage Experience, Right on the Beach Peak Summer Rates: $8,750 - $9,200/week Rents Saturday to Saturday Includes Linens, Bedmaking   PLEASE NOTE:  July 4, 2020 is a Saturday To avoid an unpopular rental turnover day on the July 4th holiday, this property provides for a six-night term...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    108 King Fisher Cartway Brewster MA (ID# 18141) ~Waterfront on Cape Cod Bay! 2020 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....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
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    Pet friendly
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    About this property
    Secluded Brewster Home with Private Pool, Pets Considered, Linens Included Peak Summer Weekly Rate: $4,600 - $5,800 plus tax Rents Saturday to Saturday   If you're looking for a modern home with plenty of privacy and your own private in-ground pool, look no further! The home is set on 1.8 private...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Custom, Upscale, Taste & Style - Paines Creek Beach Brewster  Peak Summer Weekly Rates: $5,750 - $6,800 plus tax Rents Saturday to Saturday during peak season Linens included This beautiful custom home is located near Paines Creek Beach, in fact there is only one home between you and the beach....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Impeccable Vacation Home, 200 Feet from Beach. Peak Summer Weekly Rate: $4,900 Rents Saturday to Saturday Linens not included This is an immaculate and beautifully decorated 3 bedroom, 2 ½ bath home about 200' from a private association beach in the Ellis Landing neighborhood in Brewster. There...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Sleeps 16, Modern, Magnificent & Private with Heated Pool, Pets Considered Seven Bedrooms, Five Baths Rents Sunday to Sunday in Peak Summer Peak Rates $10,500 - $10,900 plus tax Please click on the 'Virtual Tour'tab to take a 3D tour of the home Larger vacation groups will savor this nearly...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home located on Nickerson State Park, right near Cape Cod Bike Trail entrances, and about 1.5 miles from 6A beautiful beaches. Huge yard in private neighborhood. Plenty of space for cookouts, fire pit in yard. Trails into Nickerson State Park. 4 bedrooms, plenty of extra space for air mattresses....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Private Garden
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    Kid friendly
    Smoking allowed
    About this property
    Huge air conditioned beach house in upscale $million-plus neighborhood. Four large bedrooms, two full baths.. Sleeps 8 with two queens and four twins. 100 yards to private Pineland Park Association beach. Custom upside-down design provides great views of Cape Cod Bay from second floor living-dining...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    10 Bedrooms, 10 Bathrooms, Sleeps 22 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Magnificent Mansion, Privacy, Pool, Water Views in Brewster New Construction, New Listing as of July 29, 2019! Sleeps 22 in 10 Bedrooms, 9.5 Baths Linens and Bed Making Included     Just completed in 2019, here is the perfect luxury retreat for your discerning group of up to 22. The 'Quiviett...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 22
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