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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 home today, and have the perfect trip.
    34 Matching Rentals in BrewsterView all 136 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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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Waterfront on Black Pond and Long Pond1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    About this property
    The Beauty of Brewster 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....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly cottage. This is one of two rustic cottages available. Rent one or both....Perfect for friends or family traveling together but wanting own space! Steps from Brewster beach Linnell Landing. 2 bedroom, 1 bath cottage with enclosed outdoor shower. You are just off historic route 6A,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
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    4 minute walk to one of Brewster's best beaches! Stunning brand new 5 bedroom, 4.5 bath custom home with in-ground Salt Water Swimming Pool close to Point of Rocks Beach in Brewster. Air conditioning throughout. Large open first floor living. Gourmet kitchen has breakfast bar with 6 stools. Dining...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    On the Dunes Overlooking Cape Cod Bay1 / 17
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Located atop the dunes overlooking Cape Cod Bay this amazing home is the answer to your vacation wish list. You will enjoy a private stretch of sandy beach near Ellis Landing, gorgeous views of the bay from Plymouth to Provincetown...this is a dream cottage! Main level is very welcoming with a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    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
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Upscale Lake Front Home with Spectacular Views and Large Private Deck Linens Included & Beds Made 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 you. You will...
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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: $1,750 - $2,250 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
    Elegantly Renovated, Walk 3 Min. to Beach -- 113-B1 / 32
    (1)Excellent
    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
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    Reviewed 16 July 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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    Big, Beautiful New Pool for 2019! Walk 3 Minutes to Beach Linens Included, Beach Towels Provided Pets Considered Peak Summer Weekly Rates: $4,600 - $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 depth,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
    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 Linens not included Tucked into a secluded, treed lot in a small, quiet Bayside...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    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...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Striking Bay & Crosby Landing Beach Vista--168-B1 / 33
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Reviewed 16 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 ALREADY LOW FALL RATES REDUCED STILL MORE -- MORE THAN 60% OFF PEAK SUMMER RATES! Peak Summer Weekly Rates: $3,300 - $4,200  Rents Saturday to Saturday -- Off-Season Weekends and Partial Weeks Available Pets Considered The first thing that strikes...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    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
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
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    Smoking allowed
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    Private Saltwater Pool, 0.3 Miles to Beach, Central AC (Linens Included) $5,100-$5,800 PEAK 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 10
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    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
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Spacious Home, Walk to Town, Updated Kitchens & Bathrooms, Linens Included/Beds Made, Pets Considered PEAK SUMMER WEEKLY RATES:  $4,800 - $5,400 Rents Saturday - Saturday during peak season Expansive home in the heart of Brewster, north of 6A! The home has 5 bedrooms, 3 full baths and 1 half...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 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
    Two Cottages with a New Pool, ½ mile to Private Beach, Linens Included Rents from Saturday to Saturday Come enjoy this two cottage compound that features a 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 the best in...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Brewster Beachfront Oasis For The Whole Family1 / 28
    (1)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Ocean Views
    • Waterfront
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    Reviewed 2 weeks ago
    Amazing! Had a blast at the Brewster Beachfront Oasis! The views were awesome. The sunsets were even better. Plenty of room for the whole family. Perfect location in the bay...
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    From the house, the views are stunning, but just a few steps down your private path and your toes are in the sand. With your favorite beverage in your hand and the waves lapping quietly at your feet, you scan the waterfront to see if you recognize the towns of the lower Cape that dot the beach...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    About this property
    Modern, Magnificent & Private with Heated Pool Sleeps 16, Seven Bedrooms, Five Baths Linens, Bed Making Included, Pets Considered Rents Sunday to Sunday in Peak Summer Remaining Weeks Reduced 15% Please click on the 'Virtual Tour'tab to take a 3D tour of the home Larger vacation groups will...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Two-Minute Walk to Beach, Loads of Living Space, Brewster Prime Summer Weekly Rates: $3,900- $4,800 June & September Weeks Reduced $300! 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...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    A Sydenstricker cottage built in 1969, but fully updated to preserve its period charm. The main house features 2 bedrooms, 1 bath, an outdoor shower. Enjoy glamping? Check out the jazzy, free standing couple’s cottage or kids bunkhouse sleeps (3-4) with electricity just steps from the back door and...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Garden
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    About this property
    Beautifully landscaped family home. Nestled in the heart of Brewster, this sun filled home features a bright and open floor plan, a full kitchen connecting to a dining area. With a fire place in living room. Three bedrooms 1st. -Queen-2nd - Double with a sitting area- 3rd-Twin brass beds. Home...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    About this property
    Spacious Family Waterfront Home on 260 Acre Lake, Sleeps 14 Linens and towels included for stays of 7 days or more. Rents Sunday to Sunday during July and August Perfect for a large group!  This fantastic large waterfront home is nestled in the Punkhorn Parklands on Upper Mill Pond in Brewster. ...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Barn Reborn as Upscale Charmer Rents Saturday to Saturday in Peak Season Linens Included, Beds Made NEW Listing for 2019!   Except for the magnificently refinished barn flooring and a few attractive exposed beams and posts, this surely doesn't feel like you're living in a barn!  Rather, you're...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Relaxation comes easy at this 3BR/2BA Brewster home, set beside the tranquil waters of Schoolhouse Pond. With direct access to a private dock, you can bring your SUP or kayak for a nice paddle in the freshwater. Drive minutes to local favorites, including Sheep Pond, Nickerson State Park, Paine’s...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    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
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