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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.
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    Ocean Edge - King Bed - sleeps 6 with pool pass access - HO00911 / 15
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    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
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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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    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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    2 WEEKS MINIMUM. This charming two storied home sits atop a quiet driveway that leads directly to Mants Landing Beach on Cape Cod Bay. The house is nestled high on a knoll with sweeping views over the bay. A few steps down the driveway puts your feet into the sand. A very short drive takes you to...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Grill
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    For rent is a 4 bedroom oceanfront house in Brewster, MA. The high tide mark is about 40 feet from face of house, no obstructions or trees to the view. Brewster is the site on the Cape where the tide goes out almost a mile at dead low tide. This exposes sandbars and tide pools which are great fun...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Billington Ln 701 / 13
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    NEW TO OUR 2017 INVENTORY!!! OCEAN EDGE CONDO UNIT!!! Billington Village B style townhouse with straight staircase leading to master bedroom loft with queen bed and extra full size bed. Updated glass enclosed shower in upstairs bath. Downstairs bedroom has bunk beds and full size bed. Dining...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This 4 bedroom, 3 bath Brewster home is nicely furnished and located on a quiet, wooded lot just 2.5 miles to Cape Cod Bay beaches. The first level of the home offers a fully equipped kitchen, living area and a bedroom with a queen sized bed. The second floor features three additional bedrooms, one...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    This 3 bedroom Brewster home offers a private neighborhood setting, expansive, fenced in backyard & hot tub! The first level of the home features a cozy living room with flat screen TV, fully equipped kitchen and dining area. Also on the first floor is a full bathroom with shower stall, a Master...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    3 Bedrooms, 1 Bathroom, Sleeps 10 Quick View
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    This cute, updated 3 bedroom cottage is a quick 2 minute walk to beautiful Ellis Landing Beach on Cape Cod Bay! Inside is an open layout featuring a kitchen/living/dining area. The living room offers a flat screen TV and a sleeper sofa bed for additional sleeping. There are 3 bedrooms, two with a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    This cute, recently updated, street level condo in Fletcher Village at Ocean Edge Resort is the perfect getaway for any couple! It features an open layout with beautiful views of the Jack Nicklaus design golf course! There is an updated kitchen with newer appliances, granite countertops and...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Location, location, location!! Enjoy peaceful setting and nearby private beach in a renovated cottage in exclusive area of Brewster. House has brand new carpeting throughout and new interior paint. Eat-in kitchen, living room, two bedrooms, kids bedroom/playroom, screened porch with table/bench,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This charming, immaculately kept Cape is about 2 miles to Captain’s Golf Course, just over a mile to swimming, boating and fishing on Pleasant Bay, and a short drive to Harwich or Orleans shopping centers, theaters, etc. The kids will enjoy the yard by day and the lower level play area/den by...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    About this property
    Charismatic Cape Cod house, built in the 20s by the groundskeeper for a nearby estate, shows post and beam construction, rambling New England Extended Architecture accented with all new, sustainable renovation right down to the appliances. Gather your family and friends in this beautiful Brewster...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This beautiful 3 bedroom, 2 bath home is located down a lovely road, approximately 500 feet to a private Cape Cod Bay beach at the end of desirable Nelson St. There are restaurants within 4/10ths of a mile on 6A with JTs seafood, Brewster House of Pizza and more. This home is situated in a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    First time rental! Beautifully preserved antique Cape sitting on nearly 3 acres of gorgeous grounds close to Mill Pond and just nine-tenths of a mile from Paines Creek Beach. Light and bright throughout with exceptionally authentic interior including four fireplaces and wonderful wide pine...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Brewster Home with Pond rights, includes Bikes, Kayaks...Updated Home!1 / 28
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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 8 Quick View
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    Spacious, Updated, Great Value. Walk Two Minutes to Beach. Peak Summer Weekly Rates:  $3,500 Rents Saturday to Saturday Linens not included Lock in off-season weekly rates from $1,500. Ask about off-season three-day-weekend and partial week rates. Here's one of the best private home vacation values...
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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 6 Quick View
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    About this property
    $2095-$2395 Rate includes all agency charges. Ocean Edge bills separately to use the resort amenities. This completely renovated two bedroom (plus enclosed loft), two bath condo is light, bright, wireless, and exquisitely appointed. The patio affords a spectacular view of Ocean Edge's Jack Nicklaus...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Ranch style home on golf course with loft. Sleeps 8. There are 4 twins, full size sofa sleeper and a king bed. First floor is all tile with area rugs baking it more sanitary than carpeting. Wall mounted air conditioning units in bedrooms and vaulted ceiling living area.
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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 6 Quick View
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    • Grill
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    A-Style, Fully Renovated, 2 King Beds, Straight Staircase to Enclosed Loft, 4 ACs, WIFI & 6 Pool Passes (Fees Apply) Ready to Rent for 2018 Season Wow! This A-Style townhome in Howland Village has just been completely renovated and has all the features that vacationers are looking for: king...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Edge Patio Syle with Central A/C & Pool Access - SU02441 / 19
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Patio Style with Loft, Central AC, Renovated Kitchen, WIFI & 6 Pool Passes (Fees Apply) This tastefully decorated Susanna Village patio home features central AC and has 2 bedrooms plus an open loft for additional sleeping.. The first floor master bedroom has a queen bed plus a private bath. The...
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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 8 Quick View
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    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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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
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    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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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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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    Location Information
    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Edge Patio Home with Central A/C & Pool Access - SU02431 / 19
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    Suitability
    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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    Location Information
    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • Air Conditioning
    • Parking
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Brewster rental home you will have great access to the bike trail through a neighborhood private access path that runs adjacent to the property and be just 1/2 mile to Crosby Beach. There are 3 bedrooms and 2.5 bathrooms, washer / dryer, 4 A/C units as well as a whole house fan, cable TV,...
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    Location Information
    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Patio
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront on Cape Cod Bay! Absolutely 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...
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    Location Information
    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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