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Vacation Rentals in Vineyard Haven, MA

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    Travelers to Vineyard Haven are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 14
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    1 / 9
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 15
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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 02568
    1 / 9
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 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
    Location Information
    Vineyard Haven, Martha's Vineyard 02539
    5 of 5 bubbles Reviewed October 16, 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 / 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 / 9
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Easy access to Vineyard Haven, beaches and marina... Best features: This charming home has a great central location, a very large LR. with hardwood floors and a beach stone fireplace. A huge enclosed front porch (35' by 14') is a great spot for breakfast or late afternoon activities. Enjoy a... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    5 of 5 bubbles Reviewed June 24, 2015
    This home was beautiul and centrally located to attractions and entertainment. There was enough room for all guest that attended.
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    1 / 20
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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 / 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
    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
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    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 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • Terrace
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    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 / 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 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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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 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Central Heating
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    • Washer
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    • x
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    • x
    About this property
    This house is a traditional Vineyard saltbox, on a two acre, secluded, beautifully landscaped section of West Tisbury near Lambert's Cove. It has a huge deck, that extends from the south to the west side of the house, with an outdoor shower, and outdoor furniture. It is fully equipped with... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 18
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Waterfront
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    • x
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    • 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
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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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 / 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
    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
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    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Spacious, contemporary townhouse with expansive deck, open floor plan, cathedral ceilings, central air conditioning and gas grill. Upper level has master bedroom with queen size bed, cathedral ceiling, Jacuzzi tub, and second bedroom with queen size bed and private bath. Main level has living room... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 20
    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 / 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 August 8, 2014
    Not exactly in the woods, but secluded enough that it feels that way. We have been coming for years, and each year it gets better. Recent improvements include a new kitchen and...
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    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This wonderful 4 bedroom, 3.5 bath home is located in the desirable West Chop. Walk to town. Lovely state of the art kitchen and spacious dining area open to a large deck. The wonderful family home has central A/C, ceiling fans in all bedrooms. An open living, kitchen and dining area create a great... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 14
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This is a comfortable split level house with plenty of amenities and a large deck. It was recently remodeled with you and your family in mind. On the upper level is the living room, equipped with TV, wifi, fireplace, and dining room, designer”s eat in kitchen which is fully equipped with dishwasher... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Country Cottage Retreat. This completely renovated gem is located just at the head of the West Chop area in Vineyard Haven. 2008 will bring all new country antiques and contemporary furnishing together for a summer cottage interior. The interior layout features four bedrooms, dining room, family... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 14
    3 Bedrooms, 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
    1 / 10
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 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 / 17
    4 of 5 bubbles (1) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    MVVR EXCLUSIVE: Serene setting looking out on green grassy meadow, offers complete privacy and peaceful surroundings yet is only 2 1/2 miles from the nearest beach and 4 miles to town. Property abuts reservation land offering miles of trails. Amenities and Features include... Lambert's Cove,... View all property information
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    Vineyard Haven, Martha's Vineyard
    4 of 5 bubbles Reviewed August 26, 2014
    This home is extremely secluded - a rustic log cabin sort of home, a dirt road leads you to the home and you have complete privacy. One caution is that ticks are rampant on the...
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    1 / 30
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 Additional amenities include:... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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
    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 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 / 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 / 9
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Perfectly cozy, this cute efficiency condo is situated just at the edge of town and is part of the Causeway, Harborview Complex. There is a common pool for when you are not at the beach, pay per wash laundry facilities at the complex and common picnic area on the grounds. Parking is just a few feet... View all property information
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    Vineyard Haven, Martha's Vineyard 02568
    1 / 19
    8 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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 / 18
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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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 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    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 / 28
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautifully maintained four bedroom contemporary home in private North Shore location. Just a short walk or drive to the beach. This beach is great for walking and kayaking and can be sandy or rocky depending on seasonal storms. Large porch and deck, privacy yet less than 3 miles to town.... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    5 of 5 bubbles Reviewed August 2, 2015
    We had a wonderful time. The house is well located, not to far from downtown. The neighbors are far away and the house is surrounded with trees, just beautiful. The house is big...
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    1 / 18
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • DVD Player
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Vineyard Haven, Martha's Vineyard 02568
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Amenities and Features include... Tashmoo Cove, Walk to Association Beach, Tennis and Pool, Central Air, WiFi Additional amenities include: coffee maker, patio table and chairs, pool - association/shared, lobster pot, washer / dryer, cd player, landscaped, outside shower - enclosed, private... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 02568
    1 / 17
    6 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Internet Access
    • Grill
    • Porch
    • Waterfront
    Suitability
    • 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 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Quality craftsmanship in an all new contemporary waterfront cottage. Completely furnished from Crate and Barrel, top level beds and lovely linens. Views from every room, gorgeous wrap around deck overlooking the water and a stairway to private lagoon beach. Kayak on the lagoon or relax on the beach... View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 15
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Charming, open, airy, 3 bedroom condominium. Two minute walk to association tennis and pool. Short drive or walk to association beach. Amenities and Features include... 1 Mile to Town, Association Pool, Tennis and Beach, Wifi Additional amenities include: coffee maker, patio table and chairs,... View all property information
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    Vineyard Haven, Martha's Vineyard
    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Porch
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Amenities and Features include... Walk to Town, WiFi, Room A/C Additional amenities include: coffee maker, patio table and chairs, lobster pot, food processor, washer / dryer, landscaped, outside shower - enclosed, outdoor furniture, ironing board. View all property information
    Location Information
    Vineyard Haven, Martha's Vineyard
    1 / 18
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Vineyard Haven, Martha's Vineyard 02568
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • 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
    Location Information
    Vineyard Haven, Martha's Vineyard
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