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Vacation Rentals in Vineyard Haven, MA

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    Travellers to Vineyard Haven are booking August 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 14
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 13
    4 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    Vineyard Haven, Martha's Vineyard
    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 / 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
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Porch
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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 / 42
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    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
    Location Information
    Vineyard Haven, Martha's Vineyard 02568
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    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 02568
    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
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    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 / 14
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
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    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 02568
    1 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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 02568
    1 / 24
    5 of 5 stars (3) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
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    • Parking
    • Outdoor Dining Area
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    • Washer
    • Patio
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    • Pet-friendly
    • Child-friendly
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    About this property
    DESCRIPTION:This beautiful, upscale contemporary home was built by an Island artist and builder and includes many custom features. Conveniently located just one mile from downtown Vineyard Haven yet in a private setting abutting 8+ acres of conservation land with a mile long walking trail through... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard 02568
    5 of 5 stars Reviewed 29 October 2015
    My wife and I invited two of our former au pairs, another au pair who was their close friend and one of their sisters to have a special reunion with us on Martha's Vineyard over...
    5 of 5 stars Reviewed 23 September 2015
    I recently spent a week at this wonderful house with a girlfriend. The minute we opened the door, we felt right at home! The home is open and spacious yet warm and comfy. The...
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    1 / 28
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Porch
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    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 2 August 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 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Lovely waterview home being newly updated for 2015 summer season. Gorgeous waterviews, walk or drive to lovely private association beach or Mink Meadows Golf Course. As of 5/4 the list below contains the completed items, all new photos of interior and exterior coming soon. Interior painting... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    About this property
    WOW SPECIAL!! Last week of August still available for reduced rate of only $995! Close to Vineyard Haven and across the street from playground and basketball court; 3/4 miles to Owen Way town beach with lifeguard and restrooms, charming two bedroom one bath end unit condo in desirable Causeway... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 15
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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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
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    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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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 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • x
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    About this property
    Beautiful Vineyard home located in the Mink Meadows community of West Chop. This home offers and in-ground swimming pool and lovely yard and deck for relaxing and outdoor dining. The main house has three bedrooms on the 2nd floor with a master en suite bedroom/bathroom. The first floor has a den... View all property information
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    Vineyard Haven, Martha's Vineyard 02539
    1 / 21
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Waterfront
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    • Pet-friendly
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    • x
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    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 02568
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Outstanding design in an elegant walk to town carriage house. Professionally decorated as if for a 5 star Inn. Charming with great attention to detail. Petite kitchen is set up for light cooking. Amenities and Features include... In town, High Speed Internet Additional amenities include:... 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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    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 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • x
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    About this property
    Enjoy a relaxing stay in this beautiful restored 200 year old home located in the heart of Vineyard Haven. Just a few blocks from the ferry, this home has spaces for vacationers of all ages - a TV game room for children, and adjoining reading/gathering room for adults, and bright and airy... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 26
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • Porch
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    • x
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    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 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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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
    1 / 20
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • x
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    • x
    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 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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 02568
    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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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 / 24
    3 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
    Lovely 3 bedroom 3 bath home bordered by a large lovely landscaped yard. The exterior features a shady wrap around porch with porch rockers,a perfect place to get out of the sun, read a book and enjoy the peace and quiet of the surrounding area. The back of the house overlooking the large yard has... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 26
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Child-friendly
    • x
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    • x
    About this property
    Lake Tashmoo meets the sea. Deeded access to OCEAN PRIVATE BEACH. Enjoy the serene, natural setting. Stunning 180-degree waterviews from every room Peaceful and tranquil, the house at "Kuffie's Cove" borders a 50-acre nature preserve - Vineyard wildlife abounds, walk or bike the nature trails, swim... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    • x
    About this property
    Lovely antique Greek Revival at the edge of town on Main Street. This home offers four bedrooms with the two on the first being ensuite with full bathrooms. Nicely appointed with antiques, private off street parking with pleasant gardens, patio and yard. Walk to great restaurants, shops and... View all property information
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    Vineyard Haven, Martha's Vineyard 02539
    1 / 49
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    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
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Porch
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    • Waterfront
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This cottage,designed by Island architect Jamie Weisman faces West (great sunsets!)and has expansive views of the water from the Adirondak chairs on the white sandy beach. Imagine waking up and looking out at the water with its attending wildlife, or ending your day with your favorite beverage... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • Satellite TV
    • Grill
    • Wi-Fi
    • Terrace
    • DVD Player
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    • x
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    • x
    About this property
    Completely renovated Greek Revival home (the Berkshire House) on historic William Street with walking path one block from Main Street. Every inch of this home has been thoughtfully redone while maintaining much of the original detail and character. Small rooms have been enlarged for spacious living... View all property information
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    Vineyard Haven, Martha's Vineyard 02539
    1 / 17
    4 of 5 stars (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 26 August 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 / 15
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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
    Location Information
    Vineyard Haven, Martha's Vineyard 02539
    5 of 5 stars Reviewed 24 June 2014
    Beautiful new home at top of Centre St in Vineyard Haven w/ space, comfort, and remarkable privacy very close to town. Accessible to all the island has w/ limited eco-footprint...
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    1 / 35
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Wi-Fi
    • Patio
    • Satellite TV
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    • Air Conditioning
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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
    Location Information
    Vineyard Haven, Martha's Vineyard 02539
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • DVD Player
    • Grill
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 / 17
    6 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Porch
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    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 / 19
    8 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Waterfront
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 02568
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • 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 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Grill
    • Satellite TV
    • DVD Player
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 / 18
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
    • Grill
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Porch
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This charming Vineyard house at the end of a mile long dirt road with waterviews with a private beach a few steps from the door has among the best views on the Island. Ideal Vineyard atmosphere with an up-Island feel and down-Island convenience. Spectacular views of Tashmoo Inlet and Vineyard Sound... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard 02568
    1 / 35
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    Vineyard Haven, Martha's Vineyard
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Vineyard Haven, Martha's Vineyard 02568