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Holiday Homes near Sail Away On Wing - Private Trips

Lake Tashmoo, West Tisbury, Martha's Vineyard, Massachusetts 02575
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    Travellers to West Tisbury are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in West Tisbury
    2018 Martha's Vineyard Vacation Home1 / 10
    (4)Very good
    1.3 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    DONVJ - Meadow House,  5 Minute Drive to Lambert's Cove Beach1 / 17
    (1)Very good
    2.8 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Classic beach house near town w/ grill & great outdoor space!1 / 44
    (2)Very good
    0.9 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    END OF SUMMER SPECIAL!! Vineyard Haven 2 bedroom end unit  condo1 / 17
    (3)Excellent
    1.7 kilometres from Sail Away On Wing - Private Trips
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 2018
    Kids and I thoroughly enjoyed this condo which is convenient to everything on Martha's Vineyard! Beautiful pool and very quiet location!!
    Reviewed 22 August 2017
    We had a great family trip in Vineyard Haven! John, the owner, was fantastic to work with. He was friendly, easy to communicate with and responded to all questions in a timely...
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    About this property
    SPECIAL!! Last minute cancellation makes first week in September available! Special offer of only $795 ..Hurry! Won't last at this unbelievable rate for prime summer rental on beautiful Martha's Vineyard! VACATION WHERE THE PRESIDENTS STAY! Close to Vineyard Haven and across the street...
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    Vineyard Haven, Martha's Vineyard
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beautiful & Well-Appointed Home ~ 3 bedrms, 4 bathrms, in Ideal Private Location1 / 23
    (4)Excellent
    2.2 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Patio
    • Grill
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 24 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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    About this property
    DESCRIPTION: This spacious, well-decorated home is conveniently located at the end of a quiet residential street abutting 8 acres of conservation land. The house is fully furnished, exceptionally clean, and well-maintained. The main living area consists of a bright and airy open-concept...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Charming, dog-friendly home near beaches, wineries and marina!1 / 25
    (1)Excellent
    1.9 kilometres from Sail Away On Wing - Private Trips
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2017
    So appreciate that this home was pet friendly. Perfect size and conveniently located for access to the whole island. Actually had a water view that I enjoyed from the deck!
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    About this property
    This lovely home on Martha's Vineyard has a full kitchen, cozy ambiance, and nearby beach access for up to six guests to have an idyllic vacation! Located in the Vineyard Haven community, the ferry drops you off just a few blocks from the house. You'll have restaurants and the marina within a...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beautiful estate w/large lawn made for socializing & kids' play room!1 / 45
    (1)Very good
    2.4 kilometres from Sail Away On Wing - Private Trips
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Patio
    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a spacious interior ranging from formal to casual, a separate play room for the kids, and a large lawn, this Martha's Vineyard vacation home is a great choice for your next family trip. Located in the town of Tisbury, this home is just a short distance away from the shores of Lagoon Pond,...
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    Martha's Vineyard, Massachusetts
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    0.6 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Grill
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in Tashmoo Woods an enclave of private homes and condominium units with association amenities,- pool and tennis courts just a short walk from the unit. This unit has a private deck with patio table, additional outdoor seating and grill. Upon entering this spacious unit you are greeted with...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 5
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    1.0 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.2 kilometres from Sail Away On Wing - Private Trips
    7 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy this wonderful West Chop home! Step back in time to the simpler days on the island and enjoy this well-kept quintessential Vineyard Home. There are seven bedrooms allowing ample space for family and friends, the home sleeps 9. There is a traditional floor plan with formal living...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 9
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    1.9 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upon entering this pristine clean cape, you are greeted by an open floor plan and light filled rooms. A double living area with multiple seating areas and TV, features lovely waterviews and opens to the deck and yard area. The spacious dining area is adjacent to the kitchen and also allows for...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    1.2 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Cable/satellite TV
    • Air Conditioning
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vineyard Haven In-Town Luxury With Water Views. This four bedroom, four and a half bath home has all the modern luxuries you will need during your summer vacation. The first floor of features an spacious great room designed for entertaining, with living and dining areas, plus a large gourmet...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    SPACIOUS TOWNHOUSE WITH AIR CONDITIONING AND ACCESS TO ASSOCIATION POOL1 / 18
    (1)Very good
    0.6 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.8 kilometres from Sail Away On Wing - Private Trips
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FROG-Finished Room Over Garage for maximum, TWO(2) ADULTS ONLY. Not suitable for children. Located in a quiet residential neighborhood that is walking distance from the Vineyard Haven ferry, town, restaurants, shopping and beach. 2 night minimum. No Smoking, No Pets. OPEN MAY-OCTOBER ONLY. The...
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    Vineyard Haven, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1.7 kilometres from Sail Away On Wing - Private Trips
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    • Secure Parking
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable new cottage, 10 minute walk to Vineyard Haven. Linens and towels included. Gas grill, full kitchen with all appliances and accessories.The bedroom has a king size be with comfy linens and down pillows. There is internet TV and DVD player. The bathroom is large and has full size shower....
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    0.7 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.1 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    1.1 kilometres from Sail Away On Wing - Private Trips
    7 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Grill
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked in off of Main St and at the beginning of the West Chop Area of Vineyard Haven sits this exquisite 5 bedroom, 5 bath main and guest cottage. All newly furnished in 2018. The location is ideal for vacationers and families as it is only a 7 to 10 minute walk to Main St shops, dining, movies,...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 10
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    2.2 kilometres from Sail Away On Wing - Private Trips
    8 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • DVD Player
    • Waterfront
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 8 Bedrooms, 3 Bathrooms, Sleeps 10
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    1.5 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and enjoy the picturesque views of the outer harbor, with its plethora of boats going by each day, from the screened Gazebo, porch and patio areas. The wide, sandy private beach offers excellent swimming for both adults and children. The large yard with beautiful gardens bordering the lawn...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.9 kilometres from Sail Away On Wing - Private Trips
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Waterfront
    • DVD Player
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2.3 kilometres from Sail Away On Wing - Private Trips
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Tranquil and beautifully decorated w/ well-appointed decks - short drive to town1 / 44
    (2)Excellent
    1.8 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Balcony
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    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2017
    The house was so lively ... warm, inviting, well-appointed, clean, picturesque grounds, just lovely.
    Reviewed 10 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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    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    1.0 kilometres from Sail Away On Wing - Private Trips
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    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 has been renovated to include a nicely sized kitchen with stone countertops, cook island with breakfast bar and stainless steel appliances....
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    0.7 kilometres from Sail Away On Wing - Private Trips
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    1.4 kilometres from Sail Away On Wing - Private Trips
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gracious Beach Home. A spacious open floor plan with views from every room. First floor Master Suite opens to a wrap around deck. Small detached guest house with full bathroom. Private white sand beach. \n Amenities and Features include...\n \nWaterfront and Beachfront Additional amenities:...
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.7 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    0.7 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    1.1 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    2.3 kilometres from Sail Away On Wing - Private Trips
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary design, this spacious home has just been updated and features two spacious living areas, 5 bedrooms and 3.5 bath. Designed to accommodate two families the lower level features a large family TV room, two bedrooms and a bath. The main living level has an updated kitchen with double...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.5 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.9 kilometres from Sail Away On Wing - Private Trips
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1.7 kilometres from Sail Away On Wing - Private Trips
    6 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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    0.4 kilometres from Sail Away On Wing - Private Trips
    Studio, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Patio
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely three bedroom home located on the beautiful waters of Tashmoo (tidal saltwater lake connecting to Vineyard Sound). The modern open floor plan, kitchen, living, dining with water views from every window is a great place for families to gather. The side patio offers gorgeous views and...
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Condo/Apartment - 2 Bathrooms, Sleeps 6
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    1.1 kilometres from Sail Away On Wing - Private Trips
    6 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Ocean Views
    • DVD Player
    • Balcony
    • Grill
    • Patio
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Mill Hill” is a wonderful in-town historic home which comfortably sleeps 11 people. The property sits a close five-minute walk to downtown Vineyard Haven, Owen Park Beach, restaurants, shopping, and is in very close proximity to the Vineyard Haven Yacht Club. It is located directly across Main...
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 11
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    1.6 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shelbourne House. This wonderful house was originally built in 1924 and is located in a quiet neighborhood ten minutes' walk from Main Street Vineyard Haven, the Steamship Authority ferry, and Owen Park and Beach. This wonderful home has been lovingly renovated over the past year and a half with...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.9 kilometres from Sail Away On Wing - Private Trips
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Internet Access
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable Waterfront and Beachfront cottage. Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to private, sandy beach, great area for young children and adults. Kayak enthusiasts will enjoy this...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.9 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.7 kilometres from Sail Away On Wing - Private Trips
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Central Heating
    • Parking
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming 1920s summer cottage offers the quintessential vacation experience close to Vineyard Haven center. Walk to the beach at the end of the lane in this quiet residential neighborhood in West Chop. The art collector owner provides a delightful setting for your family vacation. Large...
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2.4 kilometres from Sail Away On Wing - Private Trips
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exquisite waterfront family compound sleeps 12, with 270 degree waterview of the Lagoon, perfect private sandy on lagoon beach, private dock for boaters. Owner provides 2 kayaks! Larger boats, skiffs, paddle boards and various other water gear can rented and delivered to the waterfront or bring...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    1.2 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1.2 kilometres from Sail Away On Wing - Private Trips
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    1.0 kilometres from Sail Away On Wing - Private Trips
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    2.5 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1.0 kilometres from Sail Away On Wing - Private Trips
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In-town Classic Vineyard Home recently updated with central AC added in 2017. The outdoor living spaces are to be enjoyed by all, featured area a deck on one side offering outdoor patio dining and grill area and the screened porch on the opposite side of the house with additional out door dining...
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    2.9 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy, quaint waterfront property offers beautiful sunsets and great harbor views. Swimming, boating, kayaking, are just steps from this warm and charming quintessential Vineyard cottage. \n Amenities and Features include...\n \nWaterfront, Waterview Additional amenities: Dock/Boat-slip,...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.1 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable home located walking distance to downtown Vineyard Haven. Stroll down the hill after dinner and grab an ice cream cone for desert! Three bedrooms and one and a half bath home with tasteful furnishings. Lovely updated kitchen that flows into the dining room. Enjoy the afternoon reading a...
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2.2 kilometres from Sail Away On Wing - Private Trips
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Grill
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.7 kilometres from Sail Away On Wing - Private Trips
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the lovely private community of homes and condos, this lovely two bedroom 2 and a half bath unit is just a five minute walk to the association pool and tennis courts and just two miles from Vineyard Haven Village Center. Relax on the large back deck with patio dining table seating 4...
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2.3 kilometres from Sail Away On Wing - Private Trips
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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