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Holiday Rentals and Homes in Vineyard Haven, MA

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    Travellers to Vineyard Haven are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 14
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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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
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    Vineyard Haven, Martha's Vineyard 02568
    5 of 5 bubbles 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 bubbles 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 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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 02568
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautifully maintained 3 bedroom contemporary home in Vineyard Haven. Full Kitchen with all amenities including dishwasher; large living room 72" cable tv with VCR, WiFi wireless internet, A/C in every room house fully furnished and laundry. Large porch and deck with a Massage jet Spa Heated... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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 / 10
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    My home is only rented weekly, Sunday to Sunday, from June 28 through September 6.<BR><BR>Vineyard Haven, Martha's Vineyard vacation home for rent: 4 bedrooms/3 full baths; comfortably sleeps 8.<BR><BR>An ideal spot for a gathering of family and friends. A short walk to town, but set back in a... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    4 of 5 bubbles Reviewed 26 May 2014
    The house is clean and very well equipped. Its near to the vineyard ferry. It's a home away from the busy streets for the people who prefer privacy.
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    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    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 / 14
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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
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    1 / 10
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    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 02568
    1 / 9
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Wonderful Vineyard cottage located on third green and fourth tee on the Mink Meadows. The house offers and open floor plan and has two bedrooms with a one on the first floor and one on the second floor (accessed by a spiral staircase). The is a sleeper sofa in the living room for extra guests. You... View all property information
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    Vineyard Haven, Martha's Vineyard 02539
    5 of 5 bubbles Reviewed 16 October 2015
    This property is perfect for solo travelers, couples, small groups of friends or a small family who are looking to unwind, be close to all types of outdoor activities, yet also be...
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    1 / 32
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Porch
    • DVD Player
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    • Pet-friendly
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    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 02568
    1 / 38
    Studio, 2 Bathrooms, Sleeps 9 | 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 nine 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 / 13
    Studio, 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. Central AC on... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 20
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    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 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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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 / 17
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    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 02568
    1 / 17
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Delightful three bedroom, 2 bath home in a quiet location. Amenities and Features include... West Chop Area, Wifi, A/C Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, cd player, landscaped, outside shower - enclosed, pets... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    5 of 5 bubbles Reviewed 8 August 2014
    Not exactly in the woods, but secluded enough that it feels that way. We have been coming for years, and each year it gets better. Recent improvements include a new kitchen and...
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    1 / 26
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Waterfront on Lake Tashmoo and a PRIVATE OCEAN BEACH. Best of both worlds! Enjoy the serene, natural setting. Stunning 180-degree waterviews and sunsets from every room. Peaceful and tranquil, the house at "Kuffie's Cove" borders a 50-acre nature preserve - Vineyard wildlife abounds, walk or bike... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
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    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 / 21
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    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 02539
    1 / 26
    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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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 / 14
    Studio, 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 / 23
    Studio, 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 / 31
    6 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • x
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    About this property
    Newly updated water view home located within walking distance to downtown Vineyard Haven yet lots of privacy. Expansive decks one on the front of the house and one at the rear of the house and a screened in porch allow for outdoor entertaining, relaxing and enjoying the gorgeous views. This... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 26
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    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 / 18
    Studio, 2 Bathrooms, Sleeps 9 | 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
    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
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 26
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Stunning home where the waterfront is literally at your doorstep. Relax on the expansive waterfront deck which is the only one of it's kind on the Vineyard. Private dock at the end of the deck. Boat rentals are also available. Private tennis courts shared only with owners other home and its... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 13
    4 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    About this property
    In-town classic Vineyard Home has been lovingly restored and renovated with all modern amenities but still retains the charm of a bygone era. Many wonderful outdoor spaces and screened-in porch. Amenities and Features include... Walk to Town Additional amenities include: coffee maker, patio... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 19
    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • Terrace
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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 / 18
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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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 / 44
    5 of 5 bubbles (1) Excellent
    Studio, 4 Bathrooms, Sleeps 9 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    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 02568
    5 of 5 bubbles Reviewed 9 November 2016
    We were pleasantly surprised at the clean but homey feel of the place. I will definitely stay here again. The location was ideal and it was great to have a private room with a...
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    1 / 14
    Studio, 2 Bathrooms, Sleeps 5 | Quick View
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    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 02568
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    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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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 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 / 16
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    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 02539
    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    MVVR Exclusive: 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... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 17
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Immaculately clean cottage privately located off of Lambert;s Cover Rd, yet just a 5 minute drive to Lambert's Cove Beach and 10 minutes from Vineyard Have town center. This slightly rustic in appearance but charming home offers a spacious open floor plan with cathedral ceilings in the living... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    4 of 5 bubbles 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 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    About this property
    This newly renovated Cape is sure to please with A/C in every room, bamboo floors, new kitchen and baths. Great space and furnishings fresh and light throughout. Also includes a lower level family room. Large deck, enclosed outside shower and private spacious backyard. Walk to downtown Vineyard... View all property information
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    Vineyard Haven, Martha's Vineyard
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    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
    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
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 02568
    1 / 15
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    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 02568
    1 / 14
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
    • Satellite TV
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    • 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
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    Vineyard Haven, Martha's Vineyard 02568
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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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
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Internet Access
    • Waterfront
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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
    This charming recently renovated waterfront home atop the lagoon bluffs boasts spectacular sunsets 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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    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful, spacious contemporary home, just a short walk from the village of Vineyard Haven, Lagoon Pond and bike paths. This home is located on a private, wooded acreage with large fenced in yard, landscaped gardens, and hammock for relaxing. Features include a fully equipped gourmet kitchen with... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Air Conditioning
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    • Internet Access
    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This elegant, charming waterfront home on the lagoon features beautiful views and a lovely landscaped yard. Families are sure to enjoy the pristine interior with open living space in the chef's kitchen, living and dining area, all of which open onto a spacious deck overlooking the waterfront. The... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 23
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful home in Mink Meadows area of West Chop. Guests will enjoy the gorgeous waterviews across Mink Meadows Pond to the North Shore, swans, geese and ducks reside in the pond a visual treat for all and the sunsets are breathtaking over the North Shore. Walk or drive to a lovely private... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard