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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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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sweet Cottage on Private Bayside Beach Peak Summer Weekly Rates:  $3,800 Rents Saturday to Saturday Linens not included You can't beat the location. It's directly on one of the best private sandy beaches on the Bay. The tide goes way out at low tide, making it a terrific playground for kids of all...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Loads of Living Space, Water Views at Brewster Home by the Bay Peak Summer Weekly Rates:  $6,800 - $6,950 Rents Sunday to Sunday Linens not included Please click on the 'Virtual Tour' to see a 3D tour of the home This beautiful house was built in 2007 and includes all the modern amenities:...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Beautiful, Comfortable home. 4/10ths to Ellis Landing, Cntrl AC and more! 2017 Season! Beautiful, updated and very comfortable Cape Cod Summer Rental home ideal for families and larger groups. Come enjoy this fantastic location and renovated Cape in a private yet convenient location. Only 4/10ths...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A-Style, Pond & Golf Course Views, 2 ACs Ready to Rent for the 2018 Season This spacious Billington Village townhouse has lovely pond and golf course views that can be seen from the living room and patio. The first level offers a full bathroom, a fully equipped kitchen and dining area, a living...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Bay Views and Short Walk to Grandfather's Beach, Central AC Take in the stunning sunsets from the spacious deck of this 4 bedroom, 3 bath home that overlooks Cape Cod Bay and is located steps away from Grandfather's Beach in Brewster (a private association beach). This spacious home offers...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Bayside, Renovated, King Bed, Central AC, Beach #2, Association Tennis & Outdoor Pool #9 Ready to Rent for the 2018 Season! Located on Fieldstone Terrace, this beautifully decorated, end-unit townhouse was fully renovated in 2014 and features Central AC (except in the small bedroom) and hardwood...
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    Brewster, Cape Cod 02639
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pristine Brewster pond front vacation rental home right on Blueberry Pond. Gorgeous views from almost every room in the house. A/C, WIFI, deck with water views, gorgeous kitchen and plenty of space make this a perfect vacation rental home for the whole family to enjoy. Paddle board or kayak with...
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    Brewster, Cape Cod 02633
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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 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 you'll find in...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Water views, 150 feet to private beach Peak Summer Weekly Rates:  $3500 to $4500 Rents Saturday to Saturday during peak season It's a two-story vacation home with wonderful views of Cape Cod Bay from practically every room. The family room is on the second floor to take maximum advantage of the...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Paines Creek Beach!! The beautiful and comfortable Cape Cod vacation rental has 3 bedrooms & 2 full bathrooms. At this lovely Brewster rental home you can enjoy a spacious yard with a beautiful deck area. It is located just 1 mile to gorgeous Paines Creek beach on Cape Cod bay and 1 mile to...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Spacious Home, Walk to Town, Linens Included, Pets Considered PEAK SUMMER WEEKLY RATES:  $4,800 - $5,000 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 bath. The home has over 2,800 square feet of...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Ocean Edge Townhouse with A/C & Pool (fees apply) - HO00301 / 18
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A-Style, Renovated, Straight Staircase, 2 ACs, 6 Pool passes (Fees Apply) Ready to Rent for the 2018 Season This spacious, renovated Howland Village townhouse is beautifully decorated and features a straight staircase and Pergo flooring throughout the main floor. You'll find the master...
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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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    Rustic yet charming, this lakefront cottage provides privacy and spectacular waterviews from every room. Pets are welcome! Multiple sliding doors open to a private wrap around deck with lounge chairs, dining table, gas outdoor grill and an outdoor shower; all for your entertaining pleasure....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Street Level 2 Bedroom at Ocean Edge with A/C - EA01671 / 9
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Street Level, End Unit, 2 ACs This sunny, end unit apartment in Eaton Village features a nice tree-lined view. The master bedroom offers a queen bed, AC, and a private bath. The 2nd bedroom has 2 twin beds. The kitchen is fully equipped and there is comfortable seating for 4 in the dining area....
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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) Ready to Rent for the 2018 Season 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...
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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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    Upper Level, Updated Kitchen, 2 ACs Ready to Rent for the 2018 Season This is a very nice Eaton Village apartment that features newer furniture, an updated kitchen, and a 46 inch flat screen TV. The master bedroom has a queen bed,TV, AC, and private bath. The 2nd bedroom has 2 twins and TV with...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    This newly listed, beautiful 4 bedroom, 4 bath home features breathtaking panoramic views of Paine's Creek on Cape Cod Bay only 10th of a mile from the house. It's spacious layout offers sleeping for up to 12, so bring the whole family! The first level of the home offers a roomy living area with...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Ocean Edge Townhouse with King, A/C & Pool (fees apply) - BI00851 / 19
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A-Style, King Bed, Renovated, 2 ACs, 6 Pool Passes (Fees Apply) Ready to Rent for the 2018 Season This beautiful townhouse in Billington Village features a renovated kitchen, Pergo flooring in the living/dining area, renovated bathrooms, and wooded views. The master bedroom is 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 5 Quick View
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    B-Style, Close to Fletcher Pools, 1 AC, 5 Pool Passes (Fees Apply) Ready to Rent for the 2018 Season. This sunny townhouse is located at the entrance to Howland Village. The first floor master bedroom has a queen bed and TV. There is a a full bathroom on the first floor. Up the spiral...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Bayside, 2 King beds, Renovated, Central AC & Beach #2, Association Tennis & Outdoor Pool #9 'Ready to Rent for the 2018 Season' Located on Mariner Court, this lovely townhome features renovated bathrooms and kitchen, all new hardwood flooring, Central AC and 2 king size beds. Upstairs, you'll...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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: $4,000- $4,200 Rents Saturday to Saturday Linens Included Pets Considered If you're looking for an easy, quick walk to a nice private beach and a larger place with plenty of living space for your group of up to...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    4-Minute Walk to Sandy Beach, Loads of Living Space, In & Out Peak Summer Weekly Rates: $4,000 - $4,200 Rents Sunday - Sunday during peak season There is living space on three levels in this house. There's a good sized living room on the main level, which flows into the open dining area and out...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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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) Ready to Rent for the 2018 Season 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...
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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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    Street Level, Solid Flooring, 2 ACs, 6 Pool Passes (fees apply) Ready to Rent for the 2018 Season This Chilton Village apartment features a lovely golf course view and solid flooring throughout. The master bedroom has AC and offers a queen bed, flatscreen TV, ceiling fan, and a private bath....
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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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    Renovated, 2 Queen Beds, 3 Ductless ACs, WIFI & 6 Pool Passes (Fees Apply) Ready to Rent for the 2018 Season 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...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Street Level, Updated Kitchen, Murphy Bed, 1 AC Ready to Rent for 2018 Season! This is a nicely decorated, street level one bedroom, Fletcher Village apartment. The bedroom has a queen bed, TV with DVD player, and AC. The updated kitchen comes fully equipped and offers a new (2015) dishwasher,...
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    Brewster, Cape Cod 02639
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Billington Ln 701 / 13
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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 room seats 6. Flat screen TV...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Roomy, Bright Home 4 Minute Walk to Beach Peak Summer Weekly Rates: $4,500 - $4,700 Rents Sunday - Sunday during peak season The house is in the Ellis Beach Landing neighborhood of East Brewster and is a four-minute walk to a private, neighborhood association beach.    The house has 4 bedrooms,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    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
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    GOLF & POOL: Updated Street Level, 3 BR, 3 Bath, 3 ACs, 8 Passess (Fees Apply) Ready to Rent for the 2018 Season Now featuring GOLF ACCESS and RENOVATED further for 2018! This spacious 1600 sq ft, Endicott Village condo has been renovated, updated, refreshed and is well decorated. The condo...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Upscale Cottage Experience, Right on the Beach! Peak Summer Rates: $8,550 - $9,050/week Rents Saturday to Saturday Includes Linens, Bedmaking If you're looking for the ultimate beachfront experience, consider Summerwinds, this one-of-a-kind upscale bungalow on the Bay in Brewster.  From the...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lovely setting at this serene location in Brewster. This well kept home has 3 bedroom, 2 bathrooms and an outdoor eclosed shower. Here you will enjoy a quiet and private location near Nickerson State Park, easy access to the Bike Trail and convenient drive to the best beaches. There is A/C units...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Designer's Dog Friendly Home on Sheep Pond - BR03531 / 13
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Sheep Pond with Private Association Beach, Renovated, 2 ACs This stunning, ONE OF A KIND PROPERTY with access to Sheep Pond was completely renovated in 2010 and the professionally decorated interior with bamboo flooring was featured in a Cape Cod design magazine (Cape Cod View - Nov./Dec. 2010)....
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    28 Cross St., Brewster -Property ID: 116479 2018 Season! This lovely home is just 1/10 mile to a private association beach on Cape Cod Bay. Spacious living areas on both 1st and 2nd floors with 5 bedrooms, 2 full baths, plus an enclosed outdoor shower. Close to Brewster restaurants and ice cream...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Elegantly Renovated Cottage, Walk 3 Min. to Beach Peak Summer Weekly Rates: $2,800 - $3,200 Rents Saturday - Saturday during peak season Vacation at this upscale, elegantly renovated cottage, surrounded by 10 acres of Brewster Conservation Trust Land, yet only .125 mi. from the beach -- an easy...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Impeccable Vacation Home, 200 Feet from Beach. Peak Summer Weekly Rates: $4,800 - $5,000 Rents Saturday to Saturday This is an immaculate and beautifully decorated 3 bedroom, 2 ½ bath home about 200' from a private association beach in the Ellis Landing neighborhood in Brewster. There is central...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Close to pool, family friendly townhous Ocean Edge1 / 17
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
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    Make our sunny and bright home your vacation retreat. This is a family friendly townhouse. You will appreciate the only 2 minutes walk to the Fletcher indoor/outdoor pool complex ( pool passes included*). Park your car right in front of the house and come in. Enjoy the warmth of this two story...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Patio Style with Full 2nd Floor, Straight Staircase, Central AC, WIFI & 6 Pool Passes (Fees Apply) Ready to Rent for the 2018 Season This free standing patio home (maximum of 6 people) in Susanna Village was renovated in 2014 to offer a full second floor with a 3rd bedroom and bonus sitting...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Sleeps 12, One Minute Walk to Perfect Private Beach Peak Summer Weekly Rates: $5,200 - $5,500 Rents Sunday to Sunday Off-season weekends and partial weeks also considered NOTE:  This property rents Sunday to Sunday Tucked into a secluded, treed lot in a small, quiet Bayside neighborhood, this...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This Brewster rental home is located on a private dirt cul-de-sac just apprx. 1/4 of a mile to Ellis Landing beach on Cape Cod bay. From this home you can walk to the beach and up to 6A for restaurants and convenient store. There are 3 bedrooms and 1 full bathroom. The first bedroom has a full, the...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Bayside, Central AC, Beach #2, Association Tennis & Outdoor Pool #9 Ready to Rent for the 2018 Season Located on Mariner Court, this lovely townhouse is a short walk to the private association beach on Cape Cod Bay and is across the way from the association pool and tennis courts. This home...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Stunning Bay Views, Walk to Crosby Landing Beach Peak Summer Weekly Rates; $3,500 - $3,800 Rents Saturday to Saturday Without a doubt the most exceptional thing about this property is its sweeping views, looking across the lush green marshlands of East Brewster to sandy Crosby Beach and beautiful...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    This nautically-inspired 2 bedroom/2 bath garden level condo is the perfect getaway. The unit is impeccably and comfortably furnished. And it’s situated within walking distance to Fletcher or Arbor pool complexes as well as the tennis courts and the Linx Tavern. Bright white with oak edging, the...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Custom Built New Home, Three Minutes To Beach Prime Summer Weekly Rates: $5,200 - $5,400 Rents Sunday to Sunday Linens Not Included It's a custom built home in the Ellis Landing Beach section of East Brewster with a three-minute walk to a private, neighborhood beach. The house is a gem, maintained...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    This Brewster home, located in a quiet neighborhood, offers an open feel with cathedral ceilings in the livingroom and kitchen. The property offers three bedrooms, one with a king sized bed, one with a queen sized bed and the third with two bunkbeds, sleeping 8 comfortably. The property is also...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ocean Edge Lovely Patio Style with A/C & Pool (fees apply) - SU00531 / 18
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Patio Style with Full 2nd Floor w/half bath, Golf Course Views, 4 ACs, WIFI & 6 Pool Passes (Fees Apply) Ready to Rent for the 2018 Season Located in Susanna Village with lovely views of the golf course, this unique patio home offers a full second floor with a private bedroom plus a den with a...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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