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Holiday Rentals and Apartments in Vineyard Haven, MA

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    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    1 / 15
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    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
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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 / 12
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
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    • Waterfront
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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 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    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
    1 / 22
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • x
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    About this property
    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 / 29
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Air Conditioning
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    • x
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    • x
    About this property
    Plan your next family getaway at this comfy Vineyard Haven home. Spacious enough to play host to up to 11 guests (eight adults maximum), and close to local attractions, your stay promises to be hassle-free. With a prime location that blends a peaceful neighborhood with the convenience of easy walks... 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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    • x
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    • x
    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
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    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
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • x
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    • 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
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    Vineyard Haven, Martha's Vineyard
    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • x
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    • x
    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 / 32
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Porch
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Lovely four bedroom vacation home with 3500 sq ft of living space in Martha's Vineyard. Bring your boat, kayak or canoe and enjoy Lake Tashmoo. Play tennis on the nearby tennis courts or walk to town. This home is perfectly suited for relaxing or taking advantage of all the island has to offer.... 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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    • Porch
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    • x
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    • 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
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    Vineyard Haven, Martha's Vineyard
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    Impeccable summer home, professionally decorated interior to the delight of all who have visited. For those who love the convenience of an in town location this 3 bedroom 2.5 bath home is sure to please those looking for an upscale Inn feel in a private residence. The interior decor features a... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This home is within walking distance of some of the finest golf on the island as well as the beach. It is casual, attractive and immaculate. Sliders in the living area look out to the deck with the water in the distance. The surrounding yard is beautifully landscaped. Note: Beach is a 7 minute... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
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    • x
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    • x
    About this property
    Located on the beach with spectacular views of the Vineyard Sound, Elizabeth Islands and glorious sunsets. Across the road is Lake Tashmoo with its fabulous clamming. This light and bright cottage is decorated with comfortable and attractive contemporary furnishings. A great Vineyard spot.... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • DVD Player
    • Grill
    • Parking
    • Air Conditioning
    • Private Garden
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • 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
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
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    • Waterfront
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    • x
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    • x
    About this property
    This waterfront ranch style home is the perfect rental for a couple or family who likes a casual, seaside environment with easy access to town. The living room, dining room, kitchen and master bedroom have lovely views of the lagoon. Lounge on the long deck, play summertime games on the large... View all property information
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    Vineyard Haven, Martha's Vineyard
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    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • x
    About this property
    Privacy and space abound! Relax on comfortable outdoor furniture on the shady wraparound front porch or the sunny side deck of this contemporary farmhouse that is situated 500 feet from Vineyard Sound on 3+ wooded acres in exclusive Makoniky. It is only 3.5 miles from the Vineyard Haven ferry. End... 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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    • Air Conditioning
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    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 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy this beautiful home within walking distance to Vineyard Haven. This home has a main floor with two sitting areas and wonderful big kitchen. There is also a lower level great for kids to play and watch TV. It also offers a outdoor patio with gas grill where you can relax and have dinner after... 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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    • Satellite TV
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    • Internet Access
    • DVD Player
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    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 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    This magnificently furnished waterfront home has been impeccably maintained with great attention to detail. Original antiques and artwork throughout. Large patio dining area overlooks yard and Lagoon. Boat enthusiasts will enjoy the private dock. Amenities and Features include... Waterfront,... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 14
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
    • Grill
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    • Pet-friendly
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    • x
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    • x
    About this property
    Fabulously located on a barrier beach with ocean in the front and a saltwater pond in the back. Traditional beach cottage features a bedroom right on the ocean side and a separate studio for kids or guests. Located ON THE SOUND the sunsets are astounding--the views over Lake Tashmoo are exquisite.... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 18
    4 of 5 stars (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Spacious contemporary townhouse with expansive deck, cathedral ceilings, open floor plan, central air conditioning and gas grill. Upper level has 2 bedrooms with Queen beds and 2 bathrooms. Main level has living with 2 story cathedral ceilings, dining area with window seats, eat-in kitchen and den.... 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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    • Internet Access
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    • Pet-friendly
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    • x
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    • x
    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 / 21
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Satellite TV
    • Waterfront
    • DVD Player
    • Porch
    • Air Conditioning
    • Wi-Fi
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    A Beautifully designed and decorated comfortable home just one mile from downtown Vineyard Haven. Sweeping water views for the Master bedroom will have you entranced. The summer breezes provide a cooling caress. The many amenities offer solace during your much needed vacation. Come and play or just... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 19
    8 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    A very well maintained, charming, Vineyard Classic, with a wrap around porch on which you may recline, sip iced tea, and watch the yachts go by! a towel out of the towel basket on the porch, walk down the steps to the beach, sun yourself on the sand or jump in your kayak and explore the outer and... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 15
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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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
    Beautiful, newly built 3 bedroom, 3.5 bath home. Close to town, boat and beach. Each bedroom has en suite bath. First floor bedroom is handicap accessible. Lower level has a large family room. Great screened in porch. Nice yard. Quiet area. Additional amenities include: coffee maker, close to... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • x
    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
    1 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Makonikey with Up-Island Feel & Down Island Convenience. New central air conditioned home. Total privacy - 3 acre zoning. Gourmet kitchen - granite counter tops, eat in area, 36'' commercial style gas range, Sub-Zero refrig, 2nd gas oven, butlers pantry with 2nd dishwasher and wine refrigerator.... 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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    • x
    About this property
    Set in the historic district of Vineyard Haven on a private lane conveniently located near all the town has to beaches, shops, restaurants, Owen Park, theatre, library. This four bedroom home is only a 10 minute walk from the ferry. This tastefully decorated home is bright, spacious, clean and... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Outdoor Dining Area
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful two bedroom poolside condo in Vineyard Haven. Fully equipped with cable and WiFi included. Short walk to town and ferry. Playground and basketball court close by. Bike racks, barbeque grills, manicured grounds, and coin operated laundry for guests and owners. 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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    • x
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    • x
    About this property
    Lovely Vineyard Haven Home within walking distance to town. Additional amenities include: ping pong table, coffee maker, fans, close to town, washer & dryer. View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 44
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • x
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    • x
    About this property
    With plenty of room and an expansive deck, this home on Martha's Vineyard is a wonderful place watch the sunrises and sunsets while you take it easy with your nearest and dearest. Located a quarter-mile away from Lake Tashmoo, it's an easy drive of just two miles to the beach either to the north or... 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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    • x
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    • x
    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
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Porch
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    • x
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    • x
    About this property
    From the bricked terrace of this charming one story cape house, you can gaze out at the sail boats and passing island ferries on Vineyard Sound. Situated on a hilltop in the middle of two private acres, the property boasts specimen plantings and gardens. Inside, the comfortable layout includes 3... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 29
    3 of 5 stars (1) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    A beautiful and private spot for your family vacation, reunion of friends, or just a space to be alone and creative. This contemporary 4-bedroom home boasts a large open living space on both the first and second floors. The sleeping loft looks over into the wide open living area. Lots of glass... View all property information
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    Vineyard Haven, Martha's Vineyard
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    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    • Parking
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 38
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Patio
    • Internet Access
    • Porch
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Iconic, historic house located on Main Street within a short walk to ferry, beach or town. The house was originally built in the 1770's by a Revolutionary War soldier who was also a local blacksmith. The house was completely renovated and restored in 2014, incorporating state of the art systems, a... 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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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    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 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Porch
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Patio
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Families with children will love the location of this beautiful in-town home. Nestled in Vineyard Haven Proper, this special home, offers beautiful harbor views and is nicely appointed with comfortable furnishings accented with antiques. With this convenient downtown location it is the perfect... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This spacious waterfront home offers spectacular 180-degree Lagoon views, lagoon beach area perfect for launching kayaks and a great play beach area for children. This lovely home boasts all the amenities is just minutes away from the central town areas of Edgartown, Oak Bluffs and Vineyard Haven.... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 34
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Porch
    • DVD Player
    • Internet Access
    • Satellite TV
    • Patio
    • Waterfront
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Relaxed water front home with sweeping waterviews and very private location, yet just a 10 minute drive to town, fine dining, shopping, galleries, movies This casual and comfortably furnished home features 4 bedrooms and 4.5 baths with multiple living areas, wrap around deck, cliff side lookout... 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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    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