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Holiday Rentals with Pools in Brewster

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    31 Matching Rentals in BrewsterView all 137 rentals
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    Townhouse in Brewster, Ocean Edge Resort1 / 14
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Big, Beautiful New Pool for 2019! Walk 3 Minutes to Beach Linens Included, Beach Towels Provided Pets Considered Peak Summer Weekly Rates: $4,900 - $5,200 Rents Saturday - Saturday during peak season Come splash in and relax by the exquisite new 18' x 36' in-ground, heated pool with 8' max...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Cable/satellite TV
    • Internet Access
    • DVD Player
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    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    B-Style, Renovated, King Bed, Straight Staircase, Enclosed Loft, 2 ACs, 6 Pool Passes (Fees Apply) This beautiful, Howland Village townhouse features many updates that include a straight staircase, wood floors, newer carpet, updated kitchen and baths, and newer furniture. Both bedrooms have...
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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 7 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    Upper Level, Golf Access, King Bed, 4 ACs, 7 Golf & Pool Passes (Fees Apply) This spacious, Endicott Village apartment is just steps to the Arbor Pool, the Golf Clubhouse and the Linx Tavern & Bar. The master bedroom has a king size bed, AC, TV, deck and private bath. The 2nd bedroom has a queen...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Ocean Edge Upper Level Well Maintained with pool (fees apply) - ED02531 / 14
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2014
    Really pleased with the place. Set on a private golf course - very peaceful. Accommodation was well maintained, comfortable and spacious. Nice outside deck off the kitchen.
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    About this property
    Upper Level, King Bed, Renovated, 4 ACs, 7 Pool Passes (Fees Apply) Nicely renovated Edinborough Village unit features beautiful wood flooring throughout and is a short walk to the Arbor pool complex and The Linx Tavern & Bar. The master bedroom has a king bed, AC, ceiling fan, TV, private deck,...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bayside, King Bed, Central AC, Beach #2 & 6 Pool Passes (Fees Apply) Located on Fieldstone Terrace, this lovely property is a beautifully appointed townhouse with an updated kitchen and Central AC (except in the small bedroom). The master bedroom is upstairs and has a king bed, TV/DVD/VCR, private...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
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    Pet friendly
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    About this property
    4 minute walk to one of Brewster's best beaches! Stunning brand new 5 bedroom, 4.5 bath custom home with in-ground Salt Water Swimming Pool close to Point of Rocks Beach in Brewster. Air conditioning throughout. Large open first floor living. Gourmet kitchen has breakfast bar with 6 stools. Dining...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Beautiful Two Bedroom Cape Cod Townhouse at Ocean Edge Resort ~ Perfect Get Away1 / 39
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    • Shared Indoor Pool
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    • DVD Player
    • Sauna
    • Air Conditioning
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2018
    Beautifuly furnised and very comfortable.Close to CC bay. Swimming pool and hot tub a plus!A golfers paradise when in season.
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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~Daily and Weekly Sponsored Guest Passes are Available for Swimming Pools - Tennis Courts - Bike Rentals - State of the Art Fitness...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bayside, King Bed, 4 ACs, Beach #1 & Bayside Outdoor Pool #8 (Included) Other Ocean Edge Amenities Passes (Fees Apply) Located on Nickerson Lane, this Bayside townhouse is your home away from home, and provides free access to the Bayside Beach #1 and Bayside Outdoor Pool #8. The upstairs...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, 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
    A-Style, 2 ACs & 6 Pool Passes (Fees Apply) This spacious Billington Village unit features an updated kitchen, and 2 bedrooms plus a loft sleeping area. Up the spiral staircase is the master bedroom with a queen bed, flatscreen TV, AC, and private bath. The adjoining loft has a sleep sofa and...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
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    Private Saltwater Pool, 0.3 Miles to Beach, Central AC (Linens Included) $4,250-$5,200 PRIME SUMMER WEEKLY RATE The property rents Saturday – Saturday during July and August This gorgeous 3-bedroom, 2.5-bath house in Brewster is just steps to the beach and has central AC, a spacious back yard,...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Secluded Brewster Home with Private Pool, Pets Considered, Linens Included Peak Summer Weekly Rate: $4,800 - $5,000 Rents Saturday to Saturday If you're looking for a modern home with plenty of privacy and your own private in-ground pool, look no further! The home is set on 1.8 private acres on a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
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    • Patio
    • Parking
    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Patio faces golf course ninth tee,short walk to pools ,restaurants ,bike trail,borders Nickerson state park,bay a mile ,bring your own linen or rent, gas grill, parking in front of unit,decor has sea shell ocean theme,light and bright,friendly neighbors,(Ocean Edge is a pristine Resort of 500 acres...
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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 9 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Two Cottages with a Brand New Pool, ½ mile to Private Beach, Linens Included Rents from Saturday to Saturday Come enjoy this two cottage compound that features a brand new in-ground pool! These houses are also just a ½ mile to a private beach on Cape Cod Bay. This sandy stretch of beach is one of...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
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    • Grill
    • Air Conditioning
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    C-Style: Ocean Edge: Straight Staircase, Golf Access, 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...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Modern, Magnificent & Private with Heated Pool Peak Summer Weekly Rates:  $12,500 - $12,900 Sleeps 16, Seven Bedrooms, Five Baths Linens, Bed Making Included, Pets Considered Rents Sunday to Sunday in Peak Summer Please click on the 'Virtual Tour'tab to take a 3D tour of the home Larger...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
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    • Patio
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Patio Style, Fully A/C, Renovated, New Furnishings, King Bed & 6 Pool Passes (fees apply) This free standing fully air-conditioned unit located in Allerton Village will keep you cool and will make you feel welcome as you enter this completely renovated, freshly painted, free-standing patio style...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully Air Conditioned, King, Queen & 2 Twins & 6 Pool Passes (Fees Apply) This nicely decorated and well maintained Trevor Village A-sytle townhome features 3 split A/C systems giving it a fully air conditioned cool feeling. Guests will appreciate the central location and proximity to the...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Street Level with Golf View 2 BR, 2 Bath with 2 A/C's & pool (fees apply) - CH031 / 24
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Street Level with Golf View 2 BR, 2 Bath with 2 A/C's & pool (fees apply) Golf View: This is a lovely, freshly painted first floor 2 bedroom, 2 bathroom condo located in Chilton Village at Ocean Edge Resort. The Living Room has A/C, comfortable furniture, TV/DVD/VCR and a sleep sofa. The Master...
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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 4 Quick View
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    Pet friendly
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    Smoking allowed
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    Street Level, 2 BR, 2 BA, 1 ACs & 4 Pool Passes (fees apply) This extremely well decorated and maintained Eaton Village home is a street level apartment offers 2 bedrooms and 2 baths. The master bedroom is carpeted with a queen bed, ceiling fan, with TV. The 2nd bedroom is also carpeted with 2...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The family-friendly Villages side puts you footsteps from Cape Cod's only 18-hole Nicklaus Design golf course, pools and tennis courts, kayaking on Blueberry Pond, and the romantic 26-mile Rail Trail. The Beach House Spa, with expert wellness and beauty services, sits conveniently between both...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A-Style, Remodeled, 2 ACs, 6 Pool Passes (Fees Apply) This 2 bedroom plus an open loft, Billington Village unit features hardwood floors, stainless appliances in the remodeled kitchen and A/C in the living room and second bedroom. The master bedroom is located on the main floor and offers a...
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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 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    C-Style, King Bed, Updated, Straight Staircase, 2 ACs, WIFI & 6 Pool Passes (fees apply) This townhome in Howland Village has it all, an inviting private patio, charming decor, and a wonderful location close to the Fletcher Pool and Tennis Complexes and the Cardio Room. The nautical, 'beachy'...
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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 5 Quick View
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    • DVD Player
    • Patio
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    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
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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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    Ocean Edge Resort—2BR Condo on Golf Course w/ Pools1 / 24
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2018
    This is a nice condo with a lot of potential, It needs maintenance attention. Sliding glass door does not work. Bath mats need to be replaced. Chair is broken in dining room...
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    About this property
    You can have it all at Ocean Edge Resort & Golf Club. Step out from your 2BR/1.5BA condo and onto the beautiful fairway -- the course was designed by Jack Nicklaus and makes for an incredible backdrop for an afternoon game or a bike ride. Ocean Edge amenities are many: three outdoor pools, an...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    Ocean Edge Patio Syle with Central A/C & Pool Access - SU02441 / 17
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    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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    Ocean Edge Lovely Patio Style with A/C & Pool (fees apply) - SU00531 / 33
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    About this property
    Patio Style with Full 2nd Floor w/half bath, Golf Course Views, 4 ACs, WIFI & 6 Pool Passes (Fees Apply) 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 bonus half bath. The owners have...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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