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Hyannis Port Holiday Rentals

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    Hyannis Port is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 291 Rentals in Hyannis Port
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    The following rentals are within 10 kilometres of Hyannis Port.
    West Yarmouth
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    West Yarmouth
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    SOUTHSIDE OSTERVILLE NEAR VILLAGE & BEACH! 1218681 / 27
    (1)Excellent
    Osterville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Barnstable
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    • Patio
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    • Washer
    • Porch
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This expanded salt box has all the charm and ambiance of Cape Cod. The home is perfect for two families or and extended family spending a week, month or a full summer vacation on Cape Cod. The home is being updated and is available for rent in the summer of 2014. On the 2nd floor there are are...
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    Barnstable, Cape Cod 02630
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Barnstable
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking to get away from it all in a turn key monthly rental? Just show up with your belongings and start relaxing in this fully furnished townhouse. Located in the heart of Osterville Village, this lovely townhouse is available for full season or monthly rentals. Spend your summer in one of the...
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    Barnstable, Cape Cod 02655
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Osterville
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • DVD Player
    • Internet Access
    • 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
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Osterville
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stroll to the village from this lovely three bedrooms, three full bath home. Large open floor plan on first level with kitchen, dining, living room, bedroom and full bath. Go upstairs to two more bedrooms and two additional full baths. There is central air for your comfort as well as a screened-in...
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    Osterville, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Osterville
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This attractive home is situated in a wooded residential neighborhood at the end of a cul-de-sac in Osterville. The property offers three comfortable bedrooms and two baths, sleeping up to 7. The first level features an open dining room and a living room with vaulted ceilings. This room opens up,...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Centerville
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Waterfront
    • Satellite TV
    • Grill
    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On beautiful Lake Wequaquet, this waterfront home has spectacular views, 120 feet of sandy beach, and a 40 foot private dock. This stunning shingle-style Cottage has a casual, yet elegant style. As seen in "Cape & Islands Home", interior finishes include antique heart pine flooring, bead board...
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    Centerville, Cape Cod
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Barnstable
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Waterfront
    • Internet Access
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set back from it all and still close to Osterville amenities. Open and bright the first floor has a large master suite with king bed and TV, good size kitchen, dining and seating area with TV. Round the corner for the dining room and living room with piano. Screened deck and powder room compete the...
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    Barnstable, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Osterville
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Parking
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning waterfront home is a one of a kind with breathtaking views from every angle. There is a 40 pier (5.5 draw) that’s ideal for boating and fishing. This three bedroom home is perfectly appointed and comes with a private tennis court, large patio with a fire pit, and incredible views....
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    Osterville, Cape Cod
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Centerville
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for a Cape Cod family vacation, this 3BR/2.5 BA home is set on a large lot with an expansive front and back yard that the kids will love to play in. Enjoy spacious common areas to gather the group. You’ll be located directly across the street from the neighborhood’s residents only beach...
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    Centerville, Cape Cod 02632
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Barnstable
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Waterfront
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shed your shoes at the front door, and let the fresh breezes off of Nantucket Sound sweep your cares away. You are on vacation as soon as you enter this light, bright, and airy Cape Cod home overlooking the marsh, Hyannis Harbor, and Nantucket Sound. Curl up with a book in one of its many cozy...
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    Barnstable, Cape Cod 02601
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Osterville
    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This jewel box of a home is filled with treasures from an airy living room with windows on three sides, a charming dining room, an outstanding kitchen plus a den on the first floor. The second floor has three bedrooms and a study. There are five full baths and a new elevator to make it very...
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    Osterville, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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    West Yarmouth
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • 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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    Osterville
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Robert Paul Properties rental home. A lovely home in the gated community of Oyster Harbors. This home features a combination of both older well cared for and casual spaces, perfect for entertaining or quiet enjoyment. The first floor offers a bedroom (queen bed) and bath with separate entrance, a...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Osterville
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Just a few steps to Osterville village center! Well-appointed and comfortable. New custom second floor master suite has been added. Spacious deck overlooking golf and Bay! This home backs up to the 6th hole of the Wianno Golf Course and is only a few houses away to Bay access at end of the street....
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    Osterville, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Osterville
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Where else can you stroll to the Osterville village, North Bay and Wianno Golf Course? There are six bedrooms and three full and one half baths. Lush landscaping to the mahogany deck with gazebo overlooking this private backyard to the well thought out kitchen with every amenity for the gourmet...
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    Osterville, Cape Cod
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Barnstable
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Waterfront
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    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulous Osterville village location! Striking architectural details highlight this shingle style residence featuring beautiful water views, a private dock on East Bay and an in-ground pool with hot tub or walk across the street to Dowes beach. The open floor plan offers a sophisticated design...
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    Barnstable, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    Osterville
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New construction with 9 foot ceilings. This stunning Osterville rental home has spared no detail in comfort and luxury. Gourmet kitchen and seating area overlooks great back yard with seating on deck and fire pit. First floor en-suite master with queen bed, fireplace living room with TV and powder...
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    Osterville, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Yarmouth Port
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • DVD Player
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take in incredible, ever-changing marsh views from this traditional 4BR home (sleeps 8) in a quiet Yarmouth Port neighborhood. Enjoy the convenience of 2.5 bathrooms in addition to an oversized outdoor shower for rinsing off after the beach. A unique find, featuring a windmill bedroom and living...
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    Yarmouth Port, Cape Cod 02675
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Barnstable
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated in a park-like setting in the Old Kings Highway Historic District, this elegant and luxurious Barnstable home offers a perfect balance of privacy and access to all the best Cape Cod has to offer. Just steps away from dramatic views of Barnstable Harbor and with a private beach and kayak at...
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    Barnstable, Cape Cod 02630
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Osterville
    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine morning coffee on the second floor deck overlooking Crosby’s boat yard or relax on the front porch. Wonderful home close to village, Dowses Beach and all Osterville has to offer. There are three bedrooms [ and a bonus sleeping area bedroom ]and a guest cottage. This spacious home has a...
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    Osterville, Cape Cod
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    Barnstable
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a quiet location in an historic Barnstable neighborhood, this 4BR/2BA home offers a wonderful sense of seclusion, though countless local attractions sit right on your doorstep. Walk 1.2 miles to unique shops and restaurants along Main Street. Or head 1.7 miles to arrange whale watching...
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    Barnstable, Cape Cod 02630
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Osterville
    12 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Cape Cod charm at its best and most elegant. Exquisite Ocean front home with private beach making for an ideal vacation. There are 12 bedrooms and large open areas for gathering. Kitchen, pantry, dining room and sitting room overlooking the water with pool table. There is a living room with TV and...
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    Osterville, Cape Cod
    Holiday Rental House - 12 Bedrooms, 8 Bathrooms, Sleeps 15
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    Osterville
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Bright, lovely secluded home on almost three acres in prestigious Seapuit enclave of large estate homes. Main house has three bedrooms (each with private bath). Meticulously maintained with beautiful landscaping, serenity, and privacy. Royal Barry Wills inspired home is walking distance to bay...
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    Osterville, Cape Cod
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    West Yarmouth
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    This is a beautiful and cozy 3 bedroom, 3 bath home located on exclusive, guarded, Great Island! You will enjoy the very private and serene setting, as this property is the last home on a cul de sac. Enjoy the lush white sand of your own private beach just 150 steps down a private path, where you...
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    West Yarmouth, Cape Cod 02673
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Osterville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Best of both worlds, close to Dowses Beach and walk to Osterville village. First floor has large open space with eat-in kitchen, dining area, fire placed living room, half bath, and master bedroom with king bed and full bath. Walk up to the second floor for three more bedrooms and a full bath as...
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    Osterville, Cape Cod
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Osterville
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has been totally renovated from top to bottom for the rental season. There are four bedrooms, a master suite on the first level and three bedrooms upstairs. Three full baths and TV room in lower level. Sun porch with flat screen and office area. Great outside entertainment area with built...
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    Osterville, Cape Cod
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Centerville
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Pet friendly
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    About this property
    This wonderful large home has been extensively updated with fresh paint, coastal living style decor from Potterybarn, Crate & Barrel, various local shops, etc. The bathrooms have undergone a recent renovation as well with floor to ceiling glass walk in shower with river rock floors. The home has 3...
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    Centerville, Cape Cod 02632
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    West Yarmouth
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Balcony
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    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    Ideal for large or extended families with children, this ocean view home is just a few feet from a 1/4 mile long private ocean beach, swimming pool, tennis courts and playground. First floor has a new living room with a flat screen TV/ DVD, newer fully equipped kitchen with corian counter tops, a...
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    West Yarmouth, Cape Cod 02673
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Hyannis
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My house is a traditional grey cedar shake Cape Cod located in a lovely secluded but centrally located neighborhood. Great for walking and biking to all the local sights. It's an easy 15-20 minutes bike ride to the beach. You can easily walk to the Grocery store, local Diner, Liquor store, Pizza &...
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    Hyannis, Cape Cod 02601
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Yarmouth
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Quaint 3 bedrooms home in walking distance to Hyannis marina. Close to Hyannis downtown where there is plenty of shopping, restaurants, take a ferry to the islands and much more! Bedroom 1 - Queen Bedroom 2 - Full Bedroom 3 - 2 Twins Additional amenities include: coffee maker, full bath with...
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    West Yarmouth, Cape Cod 02673
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Hyannisport
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    About this property
    Relax on the back deck and enjoy the lovely views and large yard or take a walk down the path to your own private sandy beach. Captivating, forever views of Nantucket Sound for this timeless updated rental home. Enjoy your private 40 foot ocean private sandy beach or cook a meal in the gourmet...
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    West Hyannisport, Cape Cod
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Osterville
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to what we affectionately refer to as "The Black Pearl," a vintage home located in one of the Cape's most coveted locations. Oyster Harbors is a private island only accessible to residents, club members & guests! A deep water dock with access to fast water in minutes. Enjoy views of...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Osterville
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    NEW LISTING! Small Non-Shedding DOGS considered! Darling Newly Remodeled three bedroom 1.5 bath Ranch w/BEACH PASS!! 1st Offering! 2017 Season! NEWLY remodeled Open Concept three bedroom, 1.5 bath ranch with central A/C and a beautifully appointed new kitchen that includes a large breakfast...
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    Osterville, Cape Cod 02655
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Yarmouth Port
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated in a pristine setting, you will be enchanted from the moment you step into this ten room, four bedroom, four bath, custom built, hand crafted home. Architecturally designed, creating a wonderful casual elegance from the open, inviting kitchen & dining area with high end appliances. This...
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    Yarmouth Port, Cape Cod 02675
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    West Yarmouth
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A week at The Cove at Yarmouth on Labor Day weekend in a 1 bedroom/2 bath suite. Sleeps 4. Can accommodate 5 people if a roll away is brought in. With a stay at The Cove At Yarmouth, you'll be centrally located in West Yarmouth, walking distance from Putter's Paradise Miniature Golf and close to...
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    Location Information
    West Yarmouth, Cape Cod 02673
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Hyannis
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exclusive . Relax on the front patio or in the large back yard. This four bedroom, two and a half bath home is convenient to town and beaches. The first level has a large kitchen with sliders to the back yard and front deck, living room with TV and separate dining room area, two bedrooms, and one...
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    Location Information
    Hyannis, Cape Cod 02601
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Osterville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning waterfront home sits on a small bluff overlooking Cotuit Bay, Sampson's Island (Deadneck), and Martha's Vineyard on a clear day. Easy access to its own private beach and a deep water dock can accommodate boat 40+ feet with electrical hook-up. There are kayaks, a paddleboard and...
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    Location Information
    Osterville, Cape Cod 02655
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hyannis
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Groups will love all the space at this beautifully remodeled 6.5BA/4BR Hyannis home, with multiple living spaces and spacious decks. A host of local attractions and amenities are minutes away, including Kalmus Beach (half mile), known for incredible windsurfing and kitesurfing, local shops,...
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    Location Information
    Hyannis, Cape Cod 02601
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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