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Holiday Rentals and Homes in Vineyard Haven, MA

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    Travellers to Vineyard Haven are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 49
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    1 / 44
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 29
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The next time you visit Martha's Vineyard, stay at Natures Pocket, a serene and secluded Vineyard Haven vacation rental. Well maintained and sitting near a lagoon, this spot is a delight. Walk to or take a short drive to must-visit spots nearby. A half mile away lies the lagoon beach and Vineyard... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    This lovely home on Martha's Vineyard has a full kitchen, cozy ambiance, and nearby beach access for up to six guests (four adults) to have an idyllic vacation! Located in the Vineyard Haven community, the ferry drops you off just a few blocks from the house. You'll have restaurants and the marina... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    It's everything that is wonderful about the Vineyard! A private up-island feel that's still close to town and restaurants. Three bedrooms and a sleeping loft sited beautifully on 3 acres with access to hundreds of acres of private farm land. Recent renovations include new bathrooms, appliances,... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Be among the first to enjoy this spacious light filled vacation home. Tucked away in a private community centrally located just minutes from Oak Bluffs, Edgartown and several beautiful beaches. The landscaping will be completed early by mid June and will feature a patio with outdoor dining and... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 29
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Enjoy the peace and comfort of this Vineyard Haven vacation rental for your next romantic escape. Sleeping up to four guests, and with a convenient location near shopping and dining, you won't have to go far for fun. A quick four-block walk puts you on the shores of Martha's Vineyard, and it's only... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 17
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Come and enjoy this completely renovated Vineyard Haven home. This home offers an open floor plan with an additional library in the front of the house and TV room at the back of the home. The first floor has one bedroom with two twin beds and en suite bathroom. The second floor has a master... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 13
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located steps from the Vineyard Haven Yacht club is this charming Vineyard home. There is access to a small public beach. Enjoy an evening stroll to town for ice cream or dinner. Four bedrooms and two bathrooms. This home has everything you need for your relaxing stay on the island. Additional... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
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    1 / 40
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    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
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    Vineyard Haven, Martha's Vineyard
    1 / 18
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Enjoy a view of Vineyard Haven harbor from most rooms of this 1898 Captain's home. The Captain Henry Stevenson house was recently renovated with stone countertops, stainless steel appliances, two flat screen TV's, central air and hardwood floors. Enjoy five large bedrooms, two baths, kitchen,... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 38
    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Best suited for large groups, this Vineyard Haven vacation rental on Martha's Vineyard has private beach access, gorgeous ocean views, and more than enough space for up to 11 guests. Have your next family reunion, wedding reception, or any other celebration at this four-bedroom home! Located on... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This completely renovated in town house is just a 5 minute walk to town, restaurants, shopping, etc... Completely private back yard and deck. Amenities and Features include... In Town, Central Air Conditioning Additional amenities include: coffee maker, patio table and chairs, lobster pot,... 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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    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 / 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 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    MVVR EXCLUSIVE: Wonderful family friendly waterfront home. Impeccably maintained, this 4 bedroom, 4 bath home has multiple living spaces. Nice yard to the water's edge and a large deck overlooks the Lagoon. Quiet, private neighborhood, a convenient walk to town. Beaches and golf nearby. Amenities... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 18
    6 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Discover the simple pleasures of ocean breezes and picturesque sunsets from this waterfront 4 bedroom home. Large decks for reading or just relaxing overlook the water. Lovely grounds surround this tastefully furnished home. Water views from almost every room create a tranquil atmosphere. Dock and... View all property information
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    Vineyard Haven, Martha's Vineyard
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    This spectacular summer beach house sits nestled in the dunes and directly on white sand beach. Recently remodeled and decorated to maintain beach house charm. The waterfront side of the house features a large deck overlooking the beach and views that are just gorgeous. House features 3 bedrooms... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    This charming recently renovated waterfront home atop the lagoon bluffs boasts spectacular sunets and panoramic waterfront views of the Lagoon, outer Vineyard Haven Harbor and Cape Cod from patios, living room, dining room and two upstairs bedrooms. Stairs down to private beach. Amenities and... View all property information
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    Vineyard Haven, Martha's Vineyard
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    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • x
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    About this property
    Gorgeous Lagoon Waterfront. Features a dock in a quiet, private location. Walk to town. A large patio and lawn area to water's edge provide for great family fun. A large sun porch and screened porch overlook the yard with lovely views of the Lagoon. Amenities and Features include... Hines... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 33
    8 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Waterfront Property with Main and Guest Houses. This great waterfront home has some A/C in the following locations: Main house 1st level 2 queen bedrooms, 2nd level, and guest house. Amenities and Features include... Waterfront, Tashmoo Beachfront, A/C Additional amenities include: coffee... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Porch
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    • x
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    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
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    Vineyard Haven, Martha's Vineyard
    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
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    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
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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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    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
    1 / 25
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    Relaxed waterfront cottage offers views that will amaze and a wonderful swimming beach just a few steps from the deck and porch areas. Large spacious deck and covered porch both provide gorgeous views while you relax in the shade or sun bathe on the deck. Outstanding area for swimmers, windsurfers... 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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    • x
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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 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    This newly renovated home features a large open floor plan with gourmet kitchen, media area off the kitchen, formal living room and spacious dining area. A half bath and laundry room complete the first level. There are three bedrooms on the second level including a large master suite with private... 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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    • x
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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 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Delightful private summer retreat with magnificent beach rights just a 5 minute walk away. Open and airy pristine house complimented by a large deck. One and a half miles from town, close to Mink Meadows Golf Course. Amenities and Features include... Shared private beach adjacent to Mink... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 20
    6 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    • Waterfront
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    • x
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    About this property
    Summer Compound in a majestic location. Vintage vacation home perfect for large family gatherings. Enjoy sweeping ocean views from the large comfortably furnished veranda. A large screened porch offers seating for up to 16 - a great spot for dinners and sunset views. Stroll across the lawn to the... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 18
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • 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 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    1840 Greek Revival Home is located only a short stroll from the harbor and downtown. The house is tastefully decorated to maintain its antiquity. The kitchen and bathroom have been completely renovated. Amenities and Features include... In-Town, Wifi Additional amenities include: coffee maker,... 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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    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 / 20
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • x
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    About this property
    Enjoy a view of Vineyard Haven harbor from this 1898 Captain's home. Walk to town, tennis, dining, library, etc.... The Captain Henry Stevenson house is currently being renovated with stone countertops, new stainless steel appliances including a gas stove, 2 flat screen TV's, and central air. Enjoy... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • Private Garden
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    • x
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    • x
    About this property
    This property is in downtown Vineyard Haven within the historic district. The barn has a sleeping loft, open living, dining & kitchen area. The efficiency kitchen has a two burner cooktop,under counter refrigerator,coffee maker,microwave and large capacity convection toaster oven. There is a... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    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
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Parking
    • Private Garden
    • Housekeeping...
    • Patio
    • Balcony
    • Terrace
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    • Pet-friendly
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    • x
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    About this property
    AVAILABLE JUNE 11-15 // 5 Minute Walk from Vineyard Haven Ferry, Island Transit, Restaurants & Shops Relax and Socialize Meet fellow vacationers on the patio or in the lobby… Play the piano or watch TV in the recreation room… Cook-out on the patio… Enjoy the sun and harbor view from our sun deck…... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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 / 30
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    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 / 25
    3 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Exquisitely furnished condo features wonderful spaces not found in every unit such as formal dining room and a study for reading or office use with hi speed internet. There is a light filled open living and kitchen area, both of which open to a large private deck. Additional features include a... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • Porch
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    MVVR EXCLUSIVE: Distinctive Waterfront Property located on 3 private acres including 140 feet of water frontage on Tashmoo. Tashmoo is a tidal inlet off of the North Shore and there is access to the Vineyard Sound for boaters. Designed by renowned local architect Mark Hutker this spacious home... 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
    Location Information
    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
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Porch
    • Grill
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Amenities and Features include... Bayes Hill Beauty - Central A/C, Wifi, Association Tennis, Bose Soundock II Additional amenities include: coffee maker, fans - portable, lobster pot, washer / dryer, cd player, landscaped, outside shower - enclosed, outdoor furniture, tennis -... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 39
    6 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    Amenities & Details
    • Satellite TV
    • Waterfront
    • Grill
    • Porch
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Built in 1758, this historic waterfront home was originally a tavern, until the 1850's, with renovations in the 1920's and 1998. From the front porch, you will enjoy expansive views of Vineyard Haven harbor, East Chop and Vineyard Sound. The path with stairs to the shore include an outdoor shower... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Internet Access
    • Porch
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Expansive waterviews of Vineyard Sound from this elegant tri-level contemporary. Multiple decks open from the living, dining and master bedroom areas. All decks are comfortably furnished with attractive patio furniture not shown in photos. The interior of this home features a spacious and open... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 21
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    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
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Grill
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Magnificent summer home, 4 Bedroom, 3-1/2 Bath contemporary. Formal living room and 3 family rooms with 2 large screen televisions. Sun porch fully furnished for dining or relaxing, opens to private deck. This home is impeccably decorated and furnishedfor total comfort. One minute walk to private... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Gorgeous Luxury Home on Historic William St, just a short walk to Vineyard Haven Village Center. This home features large great room and a separate family/TV room. A gourmet kitchen with professional appliances overlooks the spacious dining area seating 10. The 2nd level features a gorgeous master... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard