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Hyannis Port Rentals with Pools

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    Travelers to Hyannis Port are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    26 Matching Rentals in the Hyannis Port AreaView all 245 rentals
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    Hyannis Port
    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    The following rentals are within 5 miles of Hyannis Port.
    Barnstable Village   Private Pool1 / 15
    (4)Excellent
    Barnstable
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Steps to the beach, Pool, Oceanview,1 / 30
    (45)Excellent
    Hyannis
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Ocean views, Beach, pool, cottage 6B Hyannis cape1 / 20
    (25)Excellent
    Hyannis
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Ocean Views
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 12, 2018
    Our stay at this great cottage was perfect. The cottage was clean, had everything we needed for a perfect vacation. Great view of the water and very close to the ferry and all...
    Reviewed July 15, 2018
    6B Breakwaters was a clean,cozy comfortable cottage.Many great restaurants within walking distance.Pool was a nice addition.It helped that the weather was outstanding the whole...
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    About this property
    This cozy one bedroom, one bath cottage is just steps to Sea Street and Keyes Beach. Cottage features a newly renovated open living room, fully equipped kitchen, dining area and spacious bedroom. AC in the bedroom and living room. Enjoy the lovely water views and breathtaking sunsets over the ocean...
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    Hyannis, Cape Cod 02601
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Oliver's Cottage1 / 41
    (13)Excellent
    West Yarmouth
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 26, 2018
    I posted the prior review and it accidentally posted three stars, but it should have been five. Contacted TripAdvisor to fix the error, but they seem to be having a hard time...
    Reviewed August 1, 2018
    We ALL had a wonder filled time. Not easy to please 16, 13, 5 and 3 year old, but all loved it. Getting up to breakfast in house and returning at the end of the day to...
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    About this property
    Spacious cape-style house with beautiful fenced-in yard and in-ground pool!!! The whole family will appreciate the indoor and outdoor space. Custom modern kitchen, living room with gas fireplace and lots of sleeping space. Two bedrooms on first floor: one is a double bedroom, consisting of two...
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    West Yarmouth, Cape Cod 02673
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Condo, Great Ocean Views, Private Beach, Pool1 / 15
    (2)Excellent
    Hyannis
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Washer
    • Wi-Fi
    • Waterfront
    • Porch
    • Air Conditioning
    • Secure Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 17, 2018
    The views and condo are even better than what the pictures show. Tons of room (3 good sized bedrooms - 1 queen and 2 twins in each of the others). Beach was right there and very...
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    About this property
    The Yachtsman is a beachfront community of condominiums located on Hyannis Harbor and Nantucket Sound in a perfect spot for a wonderful late spring, summertime or early fall vacation or holiday. Our condominium is a multi-level townhouse with fantastic ocean views. It has been completely updated...
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    Hyannis, Cape Cod 02601
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sweet Seaside cottage... love nest or family haven1 / 21
    (31)Excellent
    Hyannis
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Parking
    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 24, 2018
    The cottage was delightful and set in a gloriously peaceful location. It really was two minutes to the beach. And the cottage really has been equipped with everything you could...
    Reviewed July 24, 2018
    We really enjoyed our stay and are planning to return next year. The area had a lot of things to do but we never felt the need to go anywhere other that the beach and the pool...
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    About this property
    Book any summer week (june,july,or august) (2018) before April 1 and receive a $50 gift certificate to a local grocery store or restaurant upon your arrival. This sweet, ranch style end unit is just a few homes away from beautiful Keyes Beach and close to several others including Craigville,...
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    Hyannis, Cape Cod 02601
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Osterville
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Waterfront
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. Welcome to Osterville! This spacious newly renovated rental property is located in the gated community of Oyster Harbors with a heated infinity pool, spectacular water views of West Bay and a private dock. Drink your coffee on the terrace,...
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    Osterville, Cape Cod 02655
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Osterville
    6 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Waterfront
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. The very best of old + new! 4500+ square feet of vintage Cape charm conscientiously updated for today’s lifestyles. 1930’s summer home on Nantucket Sound. Private beach with ocean views from every room. Modern amenities include heated pool, full...
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    Osterville, Cape Cod 02655
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 10
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    Magical home built around Windmill with views of ocean1 / 26
    (11)Excellent
    Centerville
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 31, 2016
    Our family of 13: two grandparents (my husband and I), our 3 adult kids and their spouses, and our 5 grandchildren, ages 4 to 21, spent a lovely week at Fernbrook Windmill...
    Reviewed August 11, 2016
    An impressive beach house with its own wind mill tower, close to all local attractions. Sleeps 3 couples (6) and 6 children, for 12 total. Beautiful grounds although the...
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    About this property
    As you drive down the secluded 500-foot driveway off Main Street, you'll catch a breathtaking view of a modernly constructed home built around a windmill built in 1881. As you enter the main door, the expansive kitchen to the left invites you. This luxurious property has 6 bedrooms, 5 bathrooms...
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    Centerville, Cape Cod 02632
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Osterville
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Grill
    • Patio
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. Unique opportunity to enjoy panoramic views of Cotuit and North Bay from this stunning home located in prestigious Oyster Harbors on the aptly named Sand Point. With an eye towards preserving the Cape Cod charm of the property, owner and...
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    Osterville, Cape Cod 02655
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Osterville
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sit by the heated pool and relax after a day at Dowses beach or take a stroll to Osterville village. This classic Cape Cod home is situated in the heart of Wianno on a secluded and lushly landscaped approx. acre of land. Great deck for entertaining stretching along the back of the house with gas...
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    Osterville, Cape Cod 02655
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Barnstable
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    • Parking
    • Grill
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sited at the end of a long and winding driveway this expansive Cape style home offers over 3,900 square feet of living space. Fronting Bog Pond and with views also of North Bay in the distance the home offers not only privacy on over 3 acres but sweeping lawns and extensive plantings as well as a...
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    Barnstable, Cape Cod 02655
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    West Yarmouth
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Housekeeping Included
    • Grill
    • Shared Indoor Pool
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Mariner Motor Lodge is the closest hotel to Cape Cod's Sea Gull Beach and the green fairways of Bayberry Hills Golf Course. An easy walk to excellent restaurants, shopping and amusements. Take a short drive to Hyannis and Barnstable Harbor which offer whale watching tours, fishing excursions,...
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    West Yarmouth, Cape Cod 02673
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Spacious Modern Home with huge pool! : 011-Y1 / 26
    (1)Excellent
    Yarmouth Port
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 4, 2014
    We were a party of 10, 2 grandparents, 4 parents and 4 children. The house looked so beautiful we were afraid it would not live up to our expectations but we were very...
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    About this property
    Spacious Modern Home with huge pool! Peak Summer Weekly Rates: $6,350-$6,800 Please note: This property rents Sunday to Sunday. This stately Colonial style home is located in a beautiful, quiet Cape Cod neighborhood in Yarmouth Port. This 5 bedroom home has plenty of room inside and out for a...
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    Yarmouth Port, Cape Cod 02675
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Osterville
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Cape Cod home in the heart of the village! Lovely brand new to rental market home with resort heated pool and stunning area in back yard. Home has first floor bedroom, living room, powder room, kitchen, and dining room, The 2nd floor features two charming bedrooms and a full bath....
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    Osterville, Cape Cod 02655
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Hyannis
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience 'Hyannis Seaside Serenity'. Paradise found at this luxury vacation rental offering a pool and access to the powdery white shores of Sea Street Beach just 800 feet away. From the gardens, to the heated in-ground Gunite pool, and the contemporary coastal décor; this home is everything...
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    Hyannis, Cape Cod 02601
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Hyannisport
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEEDED BEACH RIGHTS TO NANTUCKET SOUND ! LUXURY TRADEWINDS TOWNHOME! AUGUST WEEKS STILL AVAILABLE! BOOK NOW! WOW! This LUXURY vacation property awaits you! Just steps away from deeded rights to a 100 foot stretch of SANDY BEACH on Nantucket Sound & abutting the world-famous Craigville Beach!...
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    West Hyannisport, Cape Cod 02636
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Centerville
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful Cape Code home is located in a serene setting only a few steps away from a beautiful lake and 2 miles from well known Craigville Beach. The house offers gorgeous salt water private pool with the outdoor shower. Vast and open living space newly and beautifully renovated. Offers 7...
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    Centerville, Cape Cod 02632
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Osterville
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury Collection. This comfortable Oyster Harbors rental home has been completely renovated and features expansive views of the golf course and a spectacular floor plan. The large kitchen with granite counters and custom cabinets open into the dining area and sitting room...
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    Osterville, Cape Cod 02655
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Osterville
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Grill
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury collection rental home. This beautiful five bedroom home is nestled on a private three acre lot in the desirable area of Seapuit, close to Osterville village center. The exterior is highlighted by lush landscaping and a stunning heated swimming pool and pool house...
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    Osterville, Cape Cod 02655
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    Osterville
    6 Bedrooms, 8 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
    • Parking
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury Collection rental home. One of a kind Luxury rental home in Prestigious Oyster Harbors. From the minute you walk in the grand entrance and every room you enter is so lovely and comfortable. This home is one of a kind and brand new to the rental market. Heated...
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    Osterville, Cape Cod 02655
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 10
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    5 Bedroom LUXURY HOME with inground HEATED POOL in Historic Barnstable Village1 / 61
    (4)Excellent
    Barnstable
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • DVD Player
    • Sauna
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 15, 2018
    Our party included one set of grandparents and our daughter, son-in-law and two granddaughters, 7 and 10. This house met all our needs perfectly. The bedrooms were centrally...
    Reviewed August 28, 2018
    Great location, lovely large house for families and a super pool. Hosts were really helpful. Friends came to join us from the UK. All in all an excellent base for a Cape...
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    About this property
    NEW to the vacation rental market in 2016 ,this custom built 6000 sq foot home with extra large heated in ground pool is conveniently located in the quiet neighborhood of Historic Barnstable Village. This SPRAWLING year round home has 5 Bedrooms, 4 full and 2 half baths,with a total of 15...
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    Barnstable, Cape Cod 02630
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    West Yarmouth
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Shared Indoor Pool
    • Washer
    • Air Conditioning
    • Ocean Views
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    - Modern oceanfront vacation condo home situated inside the Colonial Acres Resort - Enjoys the beautiful views of Lewis Bay and Nantucket Sound - Neighboring Hyannis (JFK Library), Dennis, and Chatham (Light House) - Beautifully and newly decorated and furnished - Three Rooms: ~ Tranquil Living...
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    West Yarmouth, Cape Cod 02673
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    West Yarmouth
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beach-centric stay is yours at this historic 4BR/2.5BA West Yarmouth home. A large, private backyard is ideal for the kids to explore, and a large swimming pool invites you to cool off June through Labor Day. Mealtime is a family affair in the spacious kitchen and dining area, and the...
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    West Yarmouth, Cape Cod 02673
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Osterville
    5 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Parking
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties Luxury Collection rental home. Oyster Harbors gem with first and second floor master suites, an open floor plan and private backyard oasis! Situated on 1.36 acres, this large five bedroom, six bath home is the perfect Cape Cod vacation destination spot. . A pool cabana with...
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    Location Information
    Osterville, Cape Cod 02655
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 8
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