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Vacation Rentals in Vineyard Haven, MA

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    Travelers to Vineyard Haven are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 14
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 stars (3) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 17
    6 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Enjoy expansive harbor views and passing tall masted schooners from the breezy wrap-around porch of this delightful five bedroom classic Vineyard home over the harbor. Stroll to the village center, tennis, fine and family dining, library, art galleries, and shopping. The first floor includes a... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 35
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Tucked away in the private area surrounding Mink Meadows Golf course, this outstanding contemporary home has abundant natural light, is freshly painted throughout, new furnishings are being set up through June. Interior photos will be updated once all furnishings are in place. Families can walk or... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 26
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Multi-level decks and beautifully landscaped grounds grace this three-level contemporary home in the desirable Oak Bluffs community of Meadow View Farms. Conveniently located close to downtown Oak Bluffs with easy access to both Vineyard Haven and Edgartown, and in a quiet vacation-oriented... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Families are sure to enjoy this custom designed home with open spaces and light filled rooms. Privately located yet a walk to town. There are three living spaces so guests can relax together or find a space to call your own. The main living level features a gourmet kitchen, dining area which opens... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 43
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Waterfront hillside, overlooking Lagoon Pond, this sleek modern estate has a manicured, private landscaped yard with dramatic water views. It features interconnected and expansive living spaces with a combination of glass walls, stunning architecture and contemporary art pieces. This home is... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Privately nestled atop a dune with breathtaking views and just steps from private swimming beach. This immaculate 2 bedroom, 1 bath beachfront cottage offers a tastefully furnished interior with sun filled rooms and panoramic views on both sides of the cottage.. Steps from the house is large... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This newly renovated Cape is sure to please with A/C in every room, bamboo floors, new kitchen and baths. Great space and furnishings fresh and light throughout. Also includes a lower level family room. Large deck, enclosed outside shower and private spacious backyard. Walk to downtown Vineyard... View all property information
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    Vineyard Haven, Martha's Vineyard
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    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Waterfront on the lagoon. Kayak and skiff rentals right around the corner. This is a delightful two bedroom cottage. Quiet and private location, yet just a short walk to shops, movies, spa and restaurants. Amenities and Features include... Hines Point, Waterview, Walk to town Additional... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 14
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    This is a comfortable split level house with plenty of amenities and a large deck. It was recently remodeled with you and your family in mind. On the upper level is the living room, equipped with TV, wifi, fireplace, and dining room, designer”s eat in kitchen which is fully equipped with dishwasher... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Country Cottage Retreat. This completely renovated gem is located just at the head of the West Chop area in Vineyard Haven. 2008 will bring all new country antiques and contemporary furnishing together for a summer cottage interior. The interior layout features four bedrooms, dining room, family... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A 15 minute walk from Main Street and Vineyard Haven Ferry Terminal (as well as playground near by), makes this new construction, contemporary farmhouse a real gem! Relax in the hanging swing on the wrap-around farmer's porch and enjoy the peaceful vineyard pace. This rental has it all, bright open... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 40
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This luxury, in-town home was built by one of the island’s preeminent craftsmen and no expense was spared in creating the millwork details and sleek designer styling of the interior. The hand-crafted architectural detail includes reclaimed wood ceilings, unique cabinetry, and inspired wainscoting... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Light filled contemporary home with gorgeous views and picturesque path to private sandy North Shore beach. Open and airy 1st level features tastefully and comfortably furnished living room with TV and office area, dining area, well equipped kitchen, separate TV Room and a half bath. The 2nd level... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 12
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    On the beach! Adorable one of a kind beach cottage, you will not find many left with this kind of location still classified as a beach cottage. No need to drive to the beach as it is directly in front of you , kayak swim, fish, or just relax on the beachfront deck with its gorgeous waterviews and... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Amenities and Features include... Tashmoo Cove, Walk to Association Beach, Tennis and Pool, Central Air, WiFi Additional amenities include: coffee maker, patio table and chairs, pool - association/shared, lobster pot, washer / dryer, cd player, landscaped, outside shower - enclosed, private... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 42
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Beautiful 5 Bedroom, 3.5 bath family compound with pool, situated in Mink Meadows Association, Mink Meadows Public Golf Course just a short drive from this home to the club house. Families can walk from this home to a Private association beach or if you prefer you can drive and park at the beach... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Gracious home features an open, airy floor plan. The large living area with all glass walls opens to a large private deck. Patio furnishings and dining table provide additional space for relaxing and barbecues. Spacious modern kitchen is equipped with all modern amenities. This lovely home is... View all property information
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    Vineyard Haven, Martha's Vineyard
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    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Amenities and Features include... Tashmoo Cove Condominimum, Association Pool, Tennis and Beach, Central Air Additional amenities include: coffee maker, patio table and chairs, pool - association/shared, lobster pot, washer / dryer, cd player, landscaped, outside shower - enclosed, private beach... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 15
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Charming, open, airy, 3 bedroom condominium. Two minute walk to association tennis and pool. Short drive or walk to association beach. Amenities and Features include... 1 Mile to Town, Association Pool, Tennis and Beach, Wifi Additional amenities include: coffee maker, patio table and chairs,... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Stunning Makonikey Contemporary: Completed in 2006, this fabulous home features gourmet kitchen, butler's pantry, wine cooler, professional cook stove, 2 ovens and 2 dishwashers. Large open family room with fireplace surrounded by windows and opens to deck and large landscaped yard. This gorgeous... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 22
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
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    Contemporary design, this spacious home has just been updated and features two spacious living areas, 5 bedrooms and 3.5 bath. Designed to accommodate two families the lower level features a large family TV room, two bedrooms and a bath. The main living level has an updated kitchen with double... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
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    Amenities and Features include... Impeccable Lagoon Waterfront Cottage, Designer Details, Gorgeous Views and Lanscaping, 2nd Level Deck, Screened Porch Additional amenities include: coffee maker, patio table and chairs, waterfront lagoon, lobster pot, washer / dryer, landscaped, porch -... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 49
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
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    Stunning 7 bedroom 6.5 bath home sleeps 14 comfortably. This former Sea Captain's Home, with an in-town location has been completely renovated and expanded. This gracious home features a spectacular professional chef's kitchen with eat in dining area, adjacent Multiple living areas include a large... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 17
    4 of 5 stars (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    MVVR EXCLUSIVE: Serene setting looking out on green grassy meadow, offers complete privacy and peaceful surroundings yet is only 2 1/2 miles from the nearest beach and 4 miles to town. Property abuts reservation land offering miles of trails. Amenities and Features include... Lambert's Cove,... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    4 of 5 stars Reviewed August 26, 2014
    This home is extremely secluded - a rustic log cabin sort of home, a dirt road leads you to the home and you have complete privacy. One caution is that ticks are rampant on the...
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    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Tashmoo Cove Condominium Amenities and Features include... Tashmoo Cove Condominium, Private Association Pool, Tennis and Beach, Central Air, WiFi Additional amenities include: coffee maker, patio table and chairs, pool - association/shared, lobster pot, washer / dryer, outside shower - open,... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 18
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Tashmoo Waterfront Home located on over six acres. Impeccably maintained. Perfect family compound with over 700 feet of deepwater frontage on Lake Tashmoo. A sandy beach, just steps away from the front porch, slopes gently into the water and is ideal for young children. The house has five... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Waterfront Cottage - Sweet 2 bedroom cottage with gorgeous views and fronts on the lagoon. Small beach, great area for young children to splash and play, also the lagoon is a favorite with those who love to kayak. Kayak rentals close by and delivered if rented by the week. This cottage is a guest... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 31
    6 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • x
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    • x
    About this property
    Newly updated water view home located within walking distance to downtown Vineyard Haven yet lots of privacy. Expansive decks one on the front of the house and one at the rear of the house and a screened in porch allow for outdoor entertaining, relaxing and enjoying the gorgeous views. This... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 26
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past flower gardens and through the trees to your private shore front on Lagoon Pond or just enjoy the view as you... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 37
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Classic Royal Barry Wills-designed cedar-shingled Vineyard home, beautifully sited on five private landscaped acres with water views of Vineyard Sound and Elizabeth Islands. Three bedrooms (plus bunk loft), three and a half baths, gourmet kitchen, sun-swept upper and lower outdoor decks, and two... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This elegant, charming waterfront home on the lagoon features beautiful views and a lovely landscaped yard. Families are sure to enjoy the pristine interior with open living space in the chef's kitchen, living and dining area, all of which open onto a spacious deck overlooking the waterfront. The... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 13
    4 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    In-town classic Vineyard Home has been lovingly restored and renovated with all modern amenities but still retains the charm of a bygone era. Many wonderful outdoor spaces and screened-in porch. Amenities and Features include... Walk to Town Additional amenities include: coffee maker, patio... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Spacious, contemporary townhouse with expansive deck, open floor plan, cathedral ceilings, central air conditioning and gas grill. Upper level has master bedroom with queen size bed, cathedral ceiling, Jacuzzi tub, and second bedroom with queen size bed and private bath. Main level has living room... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 30
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    Extended families will enjoy this lovely 5 bedroom, 3 bath home featuring expanded living space with a first floor living room and second floor family/tv room. Spacious modern kitchen with prep island and breakfast bar opens to living and dining area. French doors open to a nicely sized back deck... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 35
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Privacy, waterviews, walk to private beach. Kayak on scenic Aunt Rhoda's pond. Wonderful post and beam family compound. Sleeps 14. 6 bedrooms, 3.5 baths. An area of the Vineyard few will ever experience yet convenient to town, dining, theaters, golf, galleries, etc... This home is for families who... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Located on a quiet residential circle in Vineyard Haven, this home with oversized windows is contemporary yet rustic with exposed wooden beams and a cathedral ceiling. New natural travertine floors unify the open and light filled freshly painted and fully appointed kitchen, dining, and living room... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Delightful three bedroom, 2 bath home in a quiet location. Amenities and Features include... West Chop Area, Wifi, A/C Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, cd player, landscaped, outside shower - enclosed, pets... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    5 of 5 stars Reviewed August 8, 2014
    Not exactly in the woods, but secluded enough that it feels that way. We have been coming for years, and each year it gets better. Recent improvements include a new kitchen and...
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    1 / 18
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautifully appointed with a mix of Asian and Tibetan antique furniture, furnishings from Napa Valley, Sundance and Pottery Barn, and original art work, this highly desirable townhouse provides a luxurious but comfortable setting for a memorable Vineyard vacation. The living room features cathedral... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 27
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    • Patio
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Grand West Chop Home, designed to by a noted Vineyard Architect to highlight the magnificent water views. Surrounded by lush grounds and featuring an expansive bluestone patio, -a place to gather, dine, relax and take in the magnificent ocean views. The entry level features a spectacular great room... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Quality craftsmanship in an all new contemporary waterfront cottage. Completely furnished from Crate and Barrel, top level beds and lovely linens. Views from every room, gorgeous wrap around deck overlooking the water and a stairway to private lagoon beach. Kayak on the lagoon or relax on the beach... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 15
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Internet Access
    • Porch
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful, spacious contemporary home, just a short walk from the village of Vineyard Haven, Lagoon Pond and bike paths. This home is located on a private, wooded acreage with large fenced in yard, landscaped gardens, and hammock for relaxing. Features include a fully equipped gourmet kitchen with... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 35
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Waterfront
    • Grill
    • Porch
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Relax and enjoy the picturesque views of the outer harbor, with its plethora of boats going by each day, from the screened Gazebo, porch and patio areas. The wide, sandy private beach offers excellent swimming for both adults and children. The large yard with beautiful gardens bordering the lawn... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 28
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautifully maintained four bedroom contemporary home in private North Shore location. Just a short walk or drive to the beach. This beach is great for walking and kayaking and can be sandy or rocky depending on seasonal storms. Large porch and deck, privacy yet less than 3 miles to town.... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    5 of 5 stars Reviewed August 2, 2015
    We had a wonderful time. The house is well located, not to far from downtown. The neighbors are far away and the house is surrounded with trees, just beautiful. The house is big...
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    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Amenities and Features include... Walk to Town, WiFi Additional amenities include: coffee maker, patio table and chairs, lobster pot, food processor, washer / dryer, landscaped, outside shower - enclosed, outdoor furniture, ironing board. View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This wonderful 4 bedroom, 3.5 bath home is located in the desirable West Chop. Walk to town. Lovely state of the art kitchen and spacious dining area open to a large deck. The wonderful family home has central A/C, ceiling fans in all bedrooms. An open living, kitchen and dining area create a great... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 40
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Porch
    • Satellite TV
    • Patio
    • Waterfront
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A truly spectacular way to spend your time on the island of Martha's Vineyard. Enjoy the good life! Waterfront Lagoon: Gorgeous Contemporary with waterviews from just about every room. Spectacular lighting and a baby grand player piano draw you in, absolutely romantic atmosphere from the moment you... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 21
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Waterfront
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Gracious Beach Home. A spacious open floor plan with views from every room. First floor Master Suite opens to a wrap around deck. Small detached guest house with full bathroom. Private white sand beach. Amenities and Features include... Waterfront and Beachfront, Hi Speed Internet Additional... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard