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Pet Friendly Holiday 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.
    21 Matching Rentals in BrewsterView all 135 rentals
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    Walk to Beach, Beautiful Brewster Home! Crosby1 / 26
    (4)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Spectacular Beach Front Home on Cape Cod Bay1 / 12
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Upscale Lake Front Home with Spectacular Views and Large Private Deck Peak Summer Weekly Rates: $4,800 - $5,200  Rents Saturday - Saturday during peak season Please click on the 'Virtual Tour' to see a 3D tour of the home If you love nature, privacy and water views this comfortable home is for...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Classic Cape Cottage One House Back from Private Beach Peak Summer Weekly Rates: $2,050 - $2,550 Rents Saturday to Saturday Pets Considered Enjoy a bayside beach vacation in a timeless cottage tucked into the dunes near Ellis Landing.  This classic cottage is a mere 15- seconds from a private...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
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    • Internet Access
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the family home of your dreams at this four-bedroom Brewster retreat, a picturesque Cape Cod escape with an abundance of New England charm, a sun-splashed back deck, provided adult- and child-size bicycles, and an incredible lakefront location overlooking Sheep Pond. Built in 2009 in the...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Big, Beautiful New Pool for 2019! Walk 3 Minutes to Beach Linens Included, Beach Towels Provided Pets Considered Peak Summer Weekly Rates: $4,900 - $5,200 Rents Saturday - Saturday during peak season Come splash in and relax by the exquisite new 18' x 36' in-ground, heated pool with 8' max...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Sleeps 12, One Minute Walk to Perfect Private Beach Peak Summer Weekly Rates: $5,200 - $5,700 Rents Sunday to Sunday Off-season weekends and partial weeks also considered NOTE:  This property rents Sunday to Sunday Tucked into a secluded, treed lot in a small, quiet Bayside neighborhood, this...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Striking Bay & Crosby Landing Beach Vista--168-B1 / 33
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed 15 May 2016
    A wonderful vacation property set on the edge of the flats with panoramic views of Cape Cod Bay. It had everything our family needed to enjoy a restful break, a hidden gem!
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    Striking Bay & Crosby Landing Beach Vistas    Peak Summer Weekly Rates: $3,300 - $4,200  Rents Saturday to Saturday Pets Considered Linens Not Included The first thing that strikes you when you drive up to this house is how secluded it is from neighboring properties, tucked at the end of a long...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Pet friendly cottage. This is one of two rustic cottages. Renting both cottages would be perfect for friends or family traveling together. Steps from Brewster beach Linnell Landing. 2 bedroom, 1 bath cottage with enclosed outdoor shower. You are just off historic route 6A, Cobie, Nickerson state...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upscale home, 200 feet from private beach near Ellis Landing (Linens included) Peak Summer Weekly Rates: $4,100 - $5,200 (Pets Considered)  Rents Saturday to Saturday during peak season This is a newer beach house built in 2005. It is a 3 bedroom, 2 ½ bath home about 200' from a private...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Indoor Pool
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The family-friendly Villages side puts you footsteps from Cape Cod's only 18-hole Nicklaus Design golf course, pools and tennis courts, kayaking on Blueberry Pond, and the romantic 26-mile Rail Trail. The Beach House Spa, with expert wellness and beauty services, sits conveniently between both...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Walk to Brewster's beautiful Crosby Landing Beach, one of Cape Cod's most desirable bay beaches from this spacious, stylish, and privately situated home. Attractively furnished, impeccably maintained and fully equipped, this 3-BR, 2-Bath ranch sleeps six-to-nine. It is configured to happily...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private Saltwater Pool, 0.3 Miles to Beach, Central AC (Linens Included) $4,250-$5,200 PRIME SUMMER WEEKLY RATE The property rents Saturday – Saturday during July and August This gorgeous 3-bedroom, 2.5-bath house in Brewster is just steps to the beach and has central AC, a spacious back yard,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    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
    Kid friendly
    Smoking allowed
    About this property
    Secluded Brewster Home with Private Pool, Pets Considered, Linens Included Peak Summer Weekly Rate: $4,800 - $5,000 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 acres on a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two Cottages with a Brand New Pool, ½ mile to Private Beach, Linens Included Rents from Saturday to Saturday Come enjoy this two cottage compound that features a brand new in-ground pool! These houses are also just a ½ mile to a private beach on Cape Cod Bay. This sandy stretch of beach is one of...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    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
    Kid friendly
    Smoking allowed
    About this property
    Modern, Magnificent & Private with Heated Pool Peak Summer Weekly Rates:  $12,500 - $12,900 Sleeps 16, Seven Bedrooms, Five Baths Linens, Bed Making Included, Pets Considered Rents Sunday to Sunday in Peak Summer Please click on the 'Virtual Tour'tab to take a 3D tour of the home Larger...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rustic yet charming, this lakefront cottage provides privacy and spectacular waterviews from every room. Pets are welcome! Multiple sliding doors open to a private wrap around deck with lounge chairs, dining table, gas outdoor grill and an outdoor shower; all for your entertaining pleasure....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two-Minute Walk to Beach, Loads of Living Space, Brewster Prime Summer Weekly Rates: $3,900- $4,800 Rents Saturday to Saturday Linens Included Pets Considered If you're looking for an easy, quick walk to a nice private beach and a larger place with plenty of living space for your group of up to...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk to Sheep Pond, Brewster, sleeps 10 Pets considered Peak Summer Weekly Rates: $3,400 - $3,600 Nestled on a private lot in a private Sheep's Pond neighborhood, this well equipped vacation home offers a unique Brewster experience. Just a 3-5 minute walk down a scenic wooded trail brings you to...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE TURNKEY ADVANTAGE Our property is TurnKey Rental Certified. All photos, amenities, calendar, and rates are 100% accurate. We will notify you proactively when early check-in / late check-outs are possible and you'll receive the comforts of home with a starter supply of shampoo, soaps, paper...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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