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East Dennis Vacation Rentals

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    The following rentals are within 10 kilometres of East Dennis.
    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Brewster, MA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Brewster, MA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    About this property
    139 Nelson St., Brewster -(ID# 95702) ~ Private Association Beach 2/10 mile 2018 Season! This great vacation home is 2/10 of a mile to a private association beach on Cape Cod Bay! This quintessential beach cottage has distant views of Cape Cod Bay from the front yard, a great screened in porch, a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Charming Cape Cod vacation house with outdoor patio and furniture, large yard and gas grill for steaks and lobsters. Deeded rights to Slough Pond just across the road. 10 minutes from multiple bay-side beaches and the world famous Brewster tidal flats. House has everything you need, including TV,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Brewster, MA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    C-Style, Straight Staircase, 2 ACs & 6 Pool Passes (fees apply) Ready to Rent for the 2018 Season! This is a nicely decorated Billington Village townhouse. The main floor features an air-conditioned living room with comfortable seating, a flatscreen TV, and a sleep sofa; a fully equipped kitchen...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Patio Style with Loft, King Bed, 3 ACs, WIFI & 8 Pool Passes (fees apply) This patio style home sleeping 8 is located in Susanna Village features tile flooring throughout the entire main floor, an open loft bedroom, updated windows and doors, and beautiful golf course views. The master bedroom...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Brewster, MA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Lovely, genuine Cape Cod home on nearly 3 beautiful acres tucked up on a hill off of Stony Brook Road near the historic Herring Run and only nine-tenths of a mile from beautiful Paines Creek Beach on Cape Cod Bay. The 2,325 square footprint plus an inviting airy enclosed screened porch, has an open...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Brewster, MA
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    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...
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    Brewster, Cape Cod 02643
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Grill
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Look at the bay from the upper floor deck in this Sea Pines town home. Community has a private beach,tennis courts and outdoor pool. Close to golf courses (3 within 10 miles) and ocean Property wifi ready and in an ideal location 200 paces to the water!
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Brewster, MA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Street Level, King Bed, 4 ACs, 8 Pool Passes (Fees Apply) This spacious Endicott Village apartment is located in a wooded area and is a short walk to the Arbor Pool, Linx Tavern restaurant, and the tennis, basketball and volleyball courts. The master bedroom has a king bed, AC, TV and a private...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Brewster, MA
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    LARGE Waterfront on Paines Creek Beach, Stunning Bayside Views, Central AC **Recently Reduced Weeks: 7/7; 7/14; 7/21; 8/18 *** Here is a spectacular, renovated and tastefully decorated, contemporary, 4+ bedroom, 4 bath home sleeeping 12 featuring panoramic views of Brewster's Paines Creek...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Patio Style w/ Enclosed Loft, Renovated, Central AC, 6 Pool Passes (Fees Apply) This nicely decorated and renovated, Allerton Village home features recently updated central AC and an enclosed loft that serves as a third bedroom. The first floor, master bedroom has a queen bed, TV with DVD player,...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Cable/satellite TV
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    • Wi-Fi
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for a large group! This fantastic large waterfront home is nestled on Upper Mill Pond in Brewster. Upper Mill Pond is one of the cleanest swimmable ponds on the Cape and perfect for all non-motorized water activities such as SUP-stand up paddle-boarding, kayaking, canoeing, etc. The...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Brewster, MA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    • Air Conditioning
    • Patio
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    C-Style: Ocean Edge: Straight Staircase, 300 feet to Pools, Central A/C & Pool (Fees Apply) Located 300 feet to the Fletcher pools, tennis & basketball courts, and this C-Style Trevor village townhouse with Central A/C and Wi-Fi also offers a very comfortable living area. A straight...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Brewster, MA
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    Built in 2007, comfortable cape style home for up to 10 guests has two floors, open style Kitchen Dining Living area. Relax on the large deck facing a memorable woodland waterfront view, enjoy the breeze and clean water with our private sandy beach on Upper Mill Pond. Master bedroom king sized bed...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    B-Style with solid flooring, 2 BR (sleeping 6), 2 bathoom, 2 A/C's with pool (fees apply) This clean, well-lit B-Style Townhouse is located in a private setting of Howland Village and features Pergo flooring in the living/dining areas and A/C both upstairs and downstairs. A spiral staircase...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
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    • Cable/satellite TV
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bayside, FULLY Renovated, Central A/C Association Beach, Pool & Tennis Located on Spicebush, this is a high quality FULLY renovated lovely 3 bedroom, 2 Bath townhome featuring fully renovated bathrooms and kitchen, hardwood flooring, Central AC and ALL New Furniture. The MAIN floor welcomes...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upper Level, Renovated Kitchen, 2 ACs & 5 pool passes (fees apply) This Eaton Village apartment has comfortable decor and a recently renovated kitchen with newer appliances. The master bedroom has a queen bed, ceiling fan, AC, TV with DVD/VCR, and a private bath. The 2nd bedroom has 2 twin...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ocean Edge Patio Home with Central A/C & Pool Access - SU02431 / 19
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Shared Outdoor Pool (Unheated)
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Patio Style with Loft, Central AC, Remodeled Kitchen, WIFI & 6 Pool Passes (Fees Apply) This lovely Susanna Village patio home features central AC and has 2 bedrooms plus an open loft. The master bedroom is located on the main floor and has a queen bed plus a private bath. The 2nd bedroom has...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    WALK TO ELLIS LANDING BAY BEACH! 2018 Season! Large spacious home sleeps 12! 4 bedrooms and 3 bathrooms, Central A/C, and outdoor shower. This fabulous home is located at the end of a quiet road. Short walk to beautiful Ellis Landing Bay beach in Brewster! Three queens beds, two double beds and...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A-Style, Remodeled, King Bed, Straight Staircase, 3 ACs, 6 Pool Passes (Fees Apply) This wonderful, 2 bedroom plus an open loft, Billington Village unit features a remodeled kitchen, and A/C in both bedrooms plus the loft area. Up the new straight staircase, you will find an open loft area that...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    This is the perfect place to enjoy some quiet time in this cozy home. Set back from the road with woods and conservation land abutting to the rear is this private, light and airy Cape contemporary. With three bedrooms upstairs (with central AC) and a well laid out living, dining and kitchen area,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    100 Pilots Way, Brewster MA (ID#121126) ~Pineland Park Association Beach 2018 Season! 1920’s classic bungalow, completely modernized and now air conditioned! Gem of the neighborhood in Pineland Park. Less than 1/10-mile to the beach! Three bedrooms, 1 1/2 baths, New 42” flat screen HD TV updated...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Brewster, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    C-Style, Updated, King Bed, Straight Staircase, 2 ACs, WIFI & 4 Pool Passes (fees apply) This newly updated, traditional townhouse unit in Howland Village has been a favorite for guests and recently had the bathrooms renovated. The new kitchen granite counter tops and the Pottery Barn accents...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Brewster House – 3 bedrooms, 2 baths – sleeps 4 – 6 This newly renovated ranch style house with new hardwood and tile floors throughout, new kitchen and baths is located near Breakwater Beach, Fisherman’s Landing and the iconic “Brewster General Store” midway between Hyannis (for ferries to...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    B-Style with Encl. Loft, 2 ACs, & 6 Pool Passes (Fees Apply) This Howland Village townhouse is located just a few minutes' walk from the Fletcher Pools and Fitness Complex. It features a full renovated kitchen (new cabinetry/quartz countertop in 2017), new appliances, new flooring, new carpeting...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
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    About this property
    A memorable Cape Cod vacation awaits at this 4BR/1.5BA home in Brewster. This quiet, beach-centric locale is perfect for biking and walking - the 26-mile Cape Cod Rail Trail is only a half mile from your door! Discover classic New England style throughout the home, along with all the comforts...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Brewster, MA
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Waterfront on Cape Cod Bay! Fantastic beachfront home with private stairway down to its own sandy shore of Breakwater Beach on Cape Cod Bay. This exquisite property is ideal for the larger gathering offering four levels of living. Beautifully yet comfortably appointed throughout with outstanding...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Look forward to a peaceful Cape Cod retreat with this 3-bedroom, 2-bathroom vacation rental house that sleeps 6 in Brewster. Enjoy spending time outside on the shaded deck, grilling up a feast or sipping cocktails while feeling worlds away in the tranquil wooded lot. This cozy home is centrally...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Spend your vacation time at the Cape's most relaxing and peaceful luxury rental home. Our Barn is a romantic, 2nd-floor (~2000 sq ft) one or two bedroom, open, loft-style property. It is self-catered. We call it a Barn - but as you'll see from the pictures below - it is a warm, well-designed and...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    New to our 2018 inventory! Walk to North side beach from this lovely three bedroom home sleeping 6. Located at the end of dead end street just .2 miles from resident's only Winslow Landing Beach in Brewster. Walk to JT's Seafood, Brewster Pizza House and OKI Japanese Cuisine. Amenities include...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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