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Menemsha Holiday Rentals

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    Don't let other travellers get your favourite Menemsha area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 124 Rentals in Menemsha
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    Menemsha
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Menemsha
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 10 kilometres of Menemsha.
    Charming Lambert's Cove Beach House1 / 12
    (4)Excellent
    West Tisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    West Tisbury
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely welcoming retreat consists of a 5 bedroom home 4 baths on 6 beautifully landscaped acres with original stone walls is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife Reserve. (Cedar Tree is a...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Charming Chilmark 3 Bedroom 3 Bath Vacation Home1 / 10
    (1)Excellent
    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Porch
    • Internet Access
    • DVD Player
    • Grill
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Chilmark on Martha's Vineyard, this 3 bedroom, 3 bathroom property is a perfect spring, summer or fall getaway. Cathedral ceilings create bright, airy spaces. Amenities include air conditioning, high speed internet, washer/dryer, gas fireplaces, TV in all rooms, outdoor shower, slate...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    11 State Road,1 / 14
    (1)Very good
    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 November 2015
    We booked this home sight unseen. It's a classic rental on the island. It's informal and cozy. Perfect place to hang out.We were excited to be able to bring our best...
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    About this property
    This 'up island' house is on a hill overlooking Menemsha Pond, on Martha's Vineyard, very near the famous clay cliffs. Watch the sunrise from the wall of windows in the living room or the outdoor deck. There are three bedrooms, an updated kitchen, dining area, washer and dryer. The house sits on...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Tisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Washer
    • DVD Player
    • Grill
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll love your stay in this peaceful, quiet retreat on the most beautiful fresh-water pond on Martha's Vineyard. Enjoy swimming, canoeing (canoe provided) and fishing from your private dock on Ice House Pond. Eat dinner on the deck, watching the sun set over the pond. This spacious home with...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Lovely Saltbox1 / 29
    (1)Excellent
    West Tisbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Note: New for 2019, Living area is being expanded, fireplace removed along with walls on either side.The living area is being bumped out and into the screened porch area while the screen porch to is being bumped further into the yard.There will be a wall of glass doors the full width of the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Open, airy contemporary set high on a hilltop with expansive waterviews. Relax and enjoy the views from the large deck or spend time with family and friends at the pool and patio area. This lovely home has AC, is beautifully and comfortably furnished. All modern amenities are provided. The...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hilltop House is located on one of the highest points on the Island displaying broad views across the rolling hills to beautiful waterviews beyond. Acres of undisturbed privacy and a beautiful yard bordered by ancient stone walls surround this home! Enjoy views of Menemsha Pond and the South...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Panoramic South Shore ocean vista from this outstanding private rental home. Less than one mile to famous Lucy Vincent Beach. Owner also offers private beach rights to the south side via canoe or kayak (provided by owners.) Classic style and modern luxury combine to make this family retreat a very...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Coastal cottage nestled in the dunes on a private and gorgeous North Shore beach. This peaceful beach retreat is a world away and just perfect for those looking to kick back in a seaside cottage and relax in the warm summer sun. Just a short walk down your private path to private North Shore...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Tisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Light filled contemporary farmhouse with newly updated main living room, master bedroom, delux master bath and kitchen. This lovely home is located in the Long Point Beach area of West Tisbury, no traffic to traverse on the way to the beach as the house is located just off of road to the beach....
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on 5 acres of woods and meadow. A small farm setting with chickens and pigs and a garden for you to enjoy. Be a farmer for a week, without the work! Our hens lay eggs that you can collect every morning. The pigs love your dinner scraps and we invite you feed them if you wish. The animals are...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Tisbury
    7 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous, unique rental offering with heated pool, spectacular pastoral views across stone walls and acres of open fields bordered by mature oaks. The yard around the house is beautifully landscaped with spacious grounds bordered by perennial beds and mature plantings. Families will enjoy the large...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 12
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    West Tisbury
    5 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a lovely home with a pool located in West Tisbury. There are four bedrooms on the second floor and one bedroom on the first floor with a daybed. Enjoy the cozy living room/dining room that open to the backyard. There is a well stocked kitchen to make all your wonderful island meals. The...
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    West Tisbury, Martha's Vineyard 02539
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 7
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    Chilmark
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Impeccably maintained 4 bedroom, 4.5 bath home set on quiet private acreage, beautiful outdoor living spaces enhanced by the nature that surrounds this quiet retreat. Lucy Vincent Beach, Chilmark Village Center and Menemsha are all just a short drive from this lovely oasis. The interior boasts...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for a private peaceful location and beach rights to beautiful Lucy Vincent beach all the while enjoying a spacious updated vacation home, look no further, This lovely updated 3 bedroom 2.5 bath home located off of North road features a large open kitchen with center prep island , breakfast...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aquinnah
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    \n Amenities and Features include...\n \nLight House Rd Contemporary Retreat with Spectacular Unobstructed Waterviews over the North Shore. Sunsets, Gorgeous Aquinnah Beaches
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Privately situated on 3.5 acres of rolling and manicured landscape on the south side of Chilmark with distant water views, this luxury home is set on a high ridge in an immaculate pairing of quiet nature and sophisticated architecture. The sublime combination of modern and traditional design...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    2018 Martha's Vineyard Vacation Home1 / 10
    (5)Very good
    West Tisbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Grill
    • Outdoor Dining Area
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The home was very accommodating and Bob couldn't have been nicer. We spent 11 nights on beautiful Martha's Vineyard and can't wait to return same time next year. The property...
    Reviewed 7 September 2018
    The location is convenient and close to main thoroughfares, making moving around the Island easy. The house is very well maintained and really is as advertised. That is...
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    About this property
    Vineyard Haven (Tisbury): Three bedrooms (air-conditioned). Walk to shops and restaurants, 1.5 baths, washer/dryer, dishwasher, cable television, Wi-Fi, wrap-around deck, Weber gas grill and outside shower. Borders town forest; less than one mile from the harbor; offering an easy walk to the...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Tisbury
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Housekeeping Included
    • Hot Tub
    • Washer
    • Grill
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Well appointed Farmhouse Colonial, on two private acres on private road. Conveniently located in Vineyard Meadow Farms abutting the entrance to Long Point Beach, considered by many to be the best beach on the Island. Home was built for families in mind, with three bedrooms upstairs, master with...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    West Tisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Expansive (5 acres), well-groomed property offers solitude and privacyand the exclusive and private Upper Makonikey beaches are within easy walking distance-parking also available. Perfect for family and friends looking for a real Vineyard experience. Great fishing and site of Vineyard's landmark...
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    Location Information
    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Chilmark
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Washer
    • Parking
    • Outdoor Dining Area
    • Grill
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. Relax on the two level deck or on the beach at Lucy Vincent, Squibnocket, or nearby Menemsha. The remarkable design makes great use of over 3500-square-foot space by joining the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    West Tisbury
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the old-world charm of Martha's Vineyard in this delightful Sea Captain's home. Located in the small island hamlet of West Tisbury this Victorian home was chosen by the White House Staff in 1998. The house features an elegant curved staircase in the foyer and a 'secret' back staircase...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Tisbury
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Outdoor Dining Area
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location: the open land around Tisbury Great Pond is exceptional. It's low, wide, and alive with wildlife, and the sound of surf rolls in across the landscape. It's a different climate within a mile of the ocean. The pond offers an endless supply of activities & places to explore. The ocean beach...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    West Tisbury
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hilltop Cottage, beautiful custom crafted with attention to details guests will appreciate. A completed gut renovation that includes AC throughout, two bedrooms and two baths, open main living area with beamed cathedral ceiling, wall of glass running the full width of the house with sliders...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Quiet home with beach & dock access, peek-a-boo ocean views!1 / 29
    (1)Very good
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2017
    Tucked away at the south side of Martha's Vineyard, this cozy 2 room unit is perfect if you want to be around the one of the best beach of MV which is Moshup Beach. The unit is...
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    About this property
    You'll be all atwitter about the Bird's Nest at Chilmark Pond. Gather your family or friends and enjoy this Martha's Vineyard vacation home, with ocean views, during a June getaway. Whether you bring your own watercraft or rent from the home-delivery service, Book-a-Boat, you can launch from the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    West Tisbury
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    • Patio
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the ultimate in indoor/outdoor living in a beautiful new property on over 3 acres in exclusive Deep Bottom Pond with heated pool 18 x 40' lap pool. Step from the interior of the house out onto the raised bluestone patio with seating and dining areas and step down onto the lush lawn...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    West Tisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Easy, breezy and comfortable beach house with 4 Bedrooms and 3 baths, located in most desirable Long Point Beach area, on the south shore side of West Tisbury. Quietly tucked away on two acres and surrounded by a large manicured yard this lovely home offers vacationing families a perfect getaway...
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    Location Information
    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Tisbury
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a pastoral setting on four acres of open field near the edge of Tisbury Great Pond this is a little piece of heaven. Sit on the deck with a good book and a glass of iced tea in the relative peace of a country setting, or play one of those wonderful summer lawn games, or stroll down to...
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    Location Information
    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    West Tisbury
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
    • Patio
    • Washer
    • Terrace
    • Parking
    • Balcony
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Not your average house! Ideal vacation get away!! Nestled in the woods, yet close to great beaches, this contemporary designed house offers great sunsets and big rooms to relax in, including an outside patio with gas grill and lawn furniture. Wide pine floors through-out the house and big...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Patio
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dramatic ocean views, idyllic one of a kind location in gated community, private ocean beaches are but a few of the desirable features of this all new 5 bedroom, 5 bath contemporary home, set in one of the most Idyllic landscapes on Martha's Vineyard. Situated hilltop this gorgeous summer home...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Internet Access
    • Washer
    • Parking
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Romance is a Chilmark vacation rental with ocean views on a quiet plot of land, featuring a shared dock, spacious yard, and studio cottage. Bring your friends and loved ones to this sweet New England farmhouse on Martha's Vineyard. In summer you'll be able to use the home's semi-private...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    West Tisbury
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Country living in a majestic setting. The historic farm house exudes charm and comfort. Arrowhead Farm is a beautiful equine center and options for bringing your horse can be arranged. The rental home is private from the barns with a private drive, yet close enough for you to experience the...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated at the end of a private road, this five-bedroom, custom-built post and beam home has views of Vineyard Sound and Elizabeth Islands. It offers many special places to sit and relax both inside and outside on the decks. On the first floor, the living room, sun room and family room are warm...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    West Tisbury
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Washer
    • Secure Parking
    • DVD Player
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Colonial style, open-plan, air-conditioned home, with 4 bedrooms, 2.5 bathrooms, a sprawling lawn (front and back) for kids to run around and enjoy. Large wraparound porch to enjoy morning coffee or dinners al fresco from the outdoor BBQ. The fully equipped chefs kitchen leaves no culinary wish...
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    Location Information
    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    West Tisbury
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely South Shore Area West Tisbury Retreat! Families are sure to enjoy this spacious lovely home that is impeccably maintained by the owners. The main living level offers an open floor plan perfect for relaxing with friends and family. Th living room is comfortably furnished with TV and is...
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    Location Information
    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pristine renovated barn set on acres of extreme privacy with ocean views and private ocean beach. This is an extraordinary residence with exposed beams and glass walls framing expansive views of meadows and the Atlantic ocean beyond. The refined interior offers open living spaces, large dining area...
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    Location Information
    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casual immaculately clean in picturesque Menemsha, Chilmark waterfront. Beautiful views. A short stroll to the beach, fish market, boutiques, fishing, and shore dinners. Guest House - Main House on property nearby may be occupied by Tenants or Owner. \n Amenities and Features include...\n...
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    Location Information
    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Tisbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming home is truly a hidden gem! Located in a quiet, private association, this light filled West Tisbury home features bright, three spacious bedrooms, two hangout spaces, a well-stocked kitchen, large deck and beautiful grounds. Centrally located minutes from downtown Vineyard Haven, it...
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    Location Information
    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a peaceful, recently built, four-bedroom, four-bathroom Cape located directly on Chilmark Pond with a highly desirable Hancock Beach Association key. The house has all modern amenities—air conditioning, wireless, high speed Internet, four TVs, etc. Tastefully decorated, the house has a mix...
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    Location Information
    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean and family friendly. Centrally located, the cottage is only fifteen minutes from most island towns including Edgartown and Aquinnah, where dining and shopping are world renowned. Lovely wooded setting offers privacy with large comfortable deck and yard. Outdoor shower adds to the Vineyard...
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    Location Information
    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Chilmark
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an updated 5-bedroom, 3½ bath, farmhouse set back behind ancient Chilmark stonewalls with a key to Hancock Beach! The house lies between West Tisbury (Alley’s General Store, 7A Foods, Farmer’s Market, Artisan’s Market, galleries, etc.) and Chilmark (Chilmark Store, Chilmark Tavern,...
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    Location Information
    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Grill
    • Washer
    • Balcony
    • DVD Player
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is the perfect spot for enjoying the beauty and calm of Aquinnah. Light-filled and private, the house has multiple levels and sits on over an acre of wooded land with old stone walls and a stream running through the property. Inside, this inviting house offers wood floors throughout, a...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    West Tisbury
    6 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Patio
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming West Tisbury Vacation Home, all newly updated with designer touches throughout, wonderful retreat for extended families with 6 bedrooms three of which are en-suite including the two master bedrooms. Two guest bedrooms on the 2nd level share a jack and jill bath and bedroom 6 children’s...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 8
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    West Tisbury
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed and built by one of the island premier firms and tucked in the exquisite community of homes known as Deep Bottom, this gracious home is sited on 2.78 acres with gorgeous views across the Deep Bottom pond and meadows. Adding to the serenity of this bucolic setting you will view horses in...
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    Location Information
    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Chilmark
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    • Cable/satellite TV
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary Home commands one of Martha's Vineyard's most spectacular views overlooking the Elizabeth Islands and Vineyard Sound. Breathtaking sunsets. Outdoor patios and deck and multiple living areas provide many options for family gatherings or quiet times. \n Amenities and Features...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    Chilmark
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • DVD Player
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious, 10 room, architectual award-winning design home perched atop a hill w/panoramic view of Vineyard Sound and the Elizabeth Islands. The large deck has marvelous water views and the sunsets are spectacular! Its charming interior includes a Living Room with vaulted ceilings,fireplace and...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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