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Brewster Holiday Homes

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    Travellers to Brewster are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 274 Rentals in Brewster
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    Ocean Edge - sleeps 6 - 3 A/C's & 6 pool passes (extra fees apply) - BI02421 / 17
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    60 Billington - Pelka1 / 11
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Ocean Edge - King Bed - sleeps 6 with pool pass access - HO00911 / 15
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    C-Style, King Bed, Straight Staircase, 3 ACs, 6 Pool Passes (Fees Apply) This is a lovely Howland Village townhouse that features 3 ACs, a king bed, and a 40' flat screen TV w/Blu-ray DVD player in the living room, and available Netflix/Roku streaming. A straight staircase leads to 2...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    C-Style, Straight Staircase, 2 ACs, WIFI & 6 Pool Passes (Fees Apply) This is a nicely decorated Howland Village townhouse. Both bedrooms are located up the straight staircase along with a full bathroom and a washer/dryer set. The master has a queen bed, flat screen TV with DVD player, and...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
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    Patio Style, End Unit, Central A/C, 4 Pool Passes (Fees Apply) This free-standing condo in Allerton ViIlage is a two bedroom, two bath, true end unit that features central a/c. It is 0.5 miles to the access of the Cape Cod Rail Trail bike path. The master bedroom has a queen bed, TV, ceiling...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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
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    Smoking allowed
    About this property
    A-Style, 3 Ductless AC's, WIFI & 6 Pool Passes (Fees Apply) This is a nicely decorated and well maintained Trevor Village townhome. Guests will appreciate the central location and proximity to the Fletcher indoor and outdoor pools, tennis courts, and fitness room. The master bedroom is located...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Walk to Paines Creek Beach, Enclosed Outdoor Shower, 1 AC This cozy abode is nestled amongst a small, cottage community and is the right side of a duplex. It is just a short 2/10 of a mile walk to Paines Creek Beach. Enjoy beautiful sunsets & plenty of tidal pools for children big and small...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Dramatic six-level contemporary home with association access to the freshwater of Blueberry Pond-- just two-tenths of a mile to The Cape Rail Trail. A great room with cathedral ceiling, skylights and hardwood flooring is located at the top level to take advantage of the panoramic view of Cape Cod...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upper Level, King Bed, Updated, 4 ACs, 8 Pool Passes (Fees Apply) This updated and well decorated, 3 bedroom, 2 bath, luxury condominium has 1500 sq ft of living space, three private decks and spectacular golf course views! The Arbor Pool and Linx Tavern Restaurant are just steps away. Updates...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary home on over 2 acres-- about 1/2 mile from Cape Cod Bay, but convenient to 6A! Over 3000 square feet of living space make this a wonderful vacation home for the extended family. The terrific chef's kitchen opens out to a bright great room with soaring ceilings and wall of windows that...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renovated, 2 Queen Beds, 3 Ductless ACs, WIFI & 6 Pool Passes (Fees Apply) This lovely B-Style Trevor Village townhouse is conveniently located, just a few minutes walk to Fletcher pool/fitness complex. You will find the master bedroom on the main floor with a queen size bed & AC. Up the spiral...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A-Style, King Bed, Split System AC, WIFI & 6 Pool Passes (Fees Apply) This bright and sunny, Howland Village townhouse has all the comforts of home. Up the spiral staircase, you'll find the master bedroom with a king bed, TV/DVD player, AC & a ceiling fan, with a private bath. The adjoining...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Grill
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Bayside, Central AC, King Bed, Beach #2, Association Tennis & Outdoor Pool #9 Located on Mariner Court, this lovely, 3 bedroom, 2 bath, Bayside townhouse features a nice private yard, and...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upper Level, 1 AC, WIFI, & 4 Pool Passes (Fees Apply) This is an upper level (2nd floor) Fletcher Village, one bedroom apartment that provides access to the Ocean Edge amenities. The bedroom has a queen bed with AC. The kitchen comes fully equipped; including a dishwasher and microwave. There...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Close to Seymour Pond & Bike Path, Central AC Located in a nice family friendly neighborhood, this 3 bedroom, 2 bath home is situated just minutes away from Seymour Pond & the Cape Cod Bike Trail. Seymour Pond is swimmable. All the bedrooms are on the first floor. The master bedroom has a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Charming vacation home in a quiet neighborhood with pedestrian and biking access to abutting Nickerson State Park. Great location for hiking, biking, kayaking, swimming and fishing! Explore the nature trails to nearby Cliff Pond which is less than 1/2 mile away. This 3 bedroom ranch has a finished...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Brewster Home with Pond rights, includes Bikes, Kayaks...Updated Home!1 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Satellite TV
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    • Grill
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    June Special Rate $1,100 week! At the end of a cul de sac this home is nestled between Canoe Pond and Upper Mill Pond with a deeded beach just steps away! This Comfortable 2 level home has all the comforts that you require. The Open Floor plan boasts a fire placed Living room (Queen size fold out...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Wi-Fi
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • DVD Player
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a comfortable, casual home for easy summer living. The open first floor living area combines, kitchen, living and dining rooms, sun room, and music room with direct access to an expansive deck and steps down to the in ground private pool. A separate family room off the kitchen offers...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We love the cape. Nothing like a warm and balmy day or night on the beach. Our home is in a safe and self-contained environment for family with small children. There are many activities, including swimming, golf, tennis, basketball, biking, hiking, summer camp activities for children. Our guests...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    • Ocean Views
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    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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    Our House is Your Vacation Home1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Have a luxury vacation at our Home at the Ocean Edge Resort in Brewster on Cape Cod. Tailor your vacation to meet your needs with No REALTOR Fees. You can stay a minimum of 3 days not the usual 7. Quiet setting without the traffic of main entrance. What makes us unique? Our unit is unattached :...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Price $2435 Rate includes all agency charges; Ocean Edge bills seperately to use the the resort amenities. Features a gorgeous and nautically-inspired interior, all modern amenities, lush landscaping, Central A/C, WiFi, and access to the golf course for six guests! This immaculate home has been...
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    Brewster, Cape Cod 2631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    24 Old North Road 215251 / 12
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    24 Old North Road, Brewster MA ~ Firndale Cottage ~ (ID# 21525) Close to Bay Beaches 2017 Season! Known as 'Firdale Cottage,' this lovely Cottage is 7/10ths of a mile to Point of Rocks Beach. Close-by are antique shops, great restaurants including Brewster Fish House and Brewster Coffee House and...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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
    Come stay at: Jack's Little Cape House! Updated Brewster MA Vacation Rentals with Central Air and Wifi. All amenities at our Brewster MA Vacation Rentals including Central AC and flat screens in each room. It is located in a residential neighborhood with easy access to the bike trail, bay side, and...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    About this property
    3 bedrooms, 2 master suites, central air, large private yard, near Paines Creek Beach on Cape Cod Bay.
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Our home “The Sea Glass” is located off historic Tubman Road in the heart of Brewster. The living room is open to a galley kitchen and a dining area on the first floor. There is a spacious deck off the living room overseeing a large, semi-shaded backyard, a perfect place to sit back and relax after...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We've owned this property since it was built Renovations were completed in 2014! This is an easy house to totally relax in. There are no personal collections (well, a few books!) or clutter to avoid. Just a pristine, fresh environment for personal rejuvenation. That's why we love coming here! New...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    • Shared Indoor Pool
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    • Sauna
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hello & Welcome to my Two Bedroom - Two Bath Townhouse which is an End Corner Duplex and is located in Brewster on the Premier Ocean Edge Resort & Golf Club Property~Sponsored Guest Passes are Available for Swimming Pools - Tennis Courts - Bike Rentals - State of the Art Fitness Gyms and NEW!...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    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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    1 Mile  to  the Beach - BREWSTER1 / 10
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    - This home is located in a quiet area of Brewster near Rt. 6A and is just 1 mile to beaches on Cape Cod Bay. The nearest beaches are Sea Street Beach and Paines Creak Beach. This home sits on 3/4 Acres of land offering privacy. There are 3 Bedrooms and sleeps 5. This lovely home has a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    About this property
    Price Rates $1645-$2145 Rate includes all agency charges; Ocean Edge bills seperately to use the the resort amenities. This saltbox style home abounds with sunny colors and English Country ambience. The first floor features a super comfortable living room with TV & DVD player, fully equipped eat in...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 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
    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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