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Holiday Rentals in Aquinnah

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    Travellers to Aquinnah are booking June dates now. Secure your holiday home today, and have the perfect trip.
    All 68 Rentals in Aquinnah
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Aquinnah
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Aquinnah
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The surrounding area is a throwback to a different time as there really isn’t much going on except beautiful beaches, extraordinary sunsets, the sound of the waves crashing in the distance as you sit on the deck with the clearest night skies you’ve ever seen. Spacious & well decorated, this home is...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • 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
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
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    • Grill
    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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    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Guest House (see #1289 for Main House)is approximately 1400SF and includes a Master Bed and Bath with a stand up glass enclosed shower. There is an additional bedroom and bathroom with a tub. A special feature is the state of the art kitchen as well as a great family room. There is an outside...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    11 State Road,1 / 28
    (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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    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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    Aquinnah
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Balcony
    • Outdoor Dining Area
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Ocean Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private 3 Bedroom, Huge Yard, A/C, Walk to Beach, 2.5+ Acres, 2nd Floor View 12 Lobsterville Rd, Aquinnah is a private 3 Bedroom, 2.5 Bath with a huge yard set on 2.5+ acres of lush grounds, A/C, 5 min walk to Lobsterville Beach, 2nd floor ocean views of vineyard sound. Uniquely designed,...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary home set on a quiet hilltop offers families a chance to kick back and enjoy a slower pace. This beautifully maintained home boasts two living spaces -TV/family room on the entry level and a sun filled open concept living, kitchen and dining area on the 2nd level. Each of these rooms...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The following rentals are within 10 kilometres of Aquinnah.
    Menemsha
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Don't miss this rare opportunity to vacation in a beautifully renovated 275 year old antique New England Cape. Private beach front on Menemsha Pond is a short walk from the house. Built in the 1700's for Captain John Pease and his wife, Hannah, this 3 bedroom home is steeped in history and has...
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    Menemsha, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Menemsha
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Menemsha! Enjoy your stay in this country style four bedroom home with three full baths. First floor bedrooms include two with Queen beds and one bedroom with a full bed. The second floor bedroom is equipped with three twins for the children in your group. The linens are provided for you...
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    Menemsha, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 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
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    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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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of a kind retreat, oceanfront, private beach. This extraordinary location usually reserved only for renters of estates is one of the most desirable cottage homes in Chilmark. The deck and breathtaking views will make you never want to leave. A short stroll and you are at Stonewall Beach,...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Patio
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an updated 5-bedroom, 1/2 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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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Note: New for 2017, all new master bath, new larger dining table and chairs in the dining area and a new teak dining table on the screened porch Charming recently renovated summer cottage features large open living room with sliders leading on to a screened porch and private deck beyond. Porch...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    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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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Outstanding private rental home nestled on 7.5 private acres in the seaside community of Chilmark on the Island of Martha's Vineyard, features a key to Quansoo Beach, one of the most beautiful private association beaches on the island. Warmth, comfort and charm await you and your family in this...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
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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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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, custom 4-bedroom house in an exclusive neighborhood with private association beach and tennis court. Spacious, comfortable living and dining room with cathedral ceilings, open to kitchen and upstairs loft with office. TV/sitting room nook off dining room. Expansive deck with stunning...
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    Chilmark, Martha's Vineyard 02539
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Chilmark
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
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    • 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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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immaculate waterfront gem on Stonewall Pond. Breathtaking views across pond to barrier beach. Perfect for honeymoon getaway. Sleeps four - please ask agent for details. Walk or kayak to Stonewall Beach. Pets Considered. \n Amenities and Features include...\n \nWaterfront, Hi Speed Internet
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • DVD Player
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    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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    CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE1 / 12
    (1)Very good
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What a location! Located in Menemsha with classic Vineyard fishing village views this cottage is the quintessential vacation home. You can walk to the beach to picnic, fish or watch beautiful sunsets and you can also walk to one of the Island's most popular seafood restaurants. It is light, airy...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A perfect vacation house with miles of hiking trails and the best vineyard beach at your doorstep. Enjoy the 'play' pool which is 4 feet deep and nice to relax in on a beautiful sunny vineyard day. Built with water therapy and children in mind; handicapped accessible. Total privacy, in one of the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Pet friendly
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    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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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
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    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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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    CHILMARK - Deer Run-French Country Style Farmhouse w/ Hot Tub1 / 50
    (4)Very good
    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Parking
    • Hot Tub
    • Outdoor Dining Area
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2014
    Just spent a very relax vacation in this country style house that gived us a family home feel outside of our home. The house is surround by green trees with beautiful wood logs...
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    About this property
    This home is 1/2 mile from Chilmark Center If you are having trouble with FERRY RESERVATIONS contact me via email I have transferable FERRY TIX RT for vehicle for all July / Aug weeks UNLESS it is less than 30days prior to departure from Woods Hole.. (We must turn them in at that point)..( you...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    \n Amenities and Features include...\n \nTop Side Cottage, set in the Iconic Village of Menemsha and Overlooking all of Menemsha Harbor, 300 Yards to the Beach, 50 Yards to the Market, 200 yards to Village, Fish Markets and Eateries
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    High in the hills of peaceful Chilmark with distant panoramic waterviews, this four bedroom impeccably maintained house with in gound pool is surrounded by beautifully landscaped grounds. Expansive decks invite you to make the most of summer living. \n Amenities and Features include...\n...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An award winning architectural design coupled with Vineyard charm and seclusion, this house has two wings allowing for multiple family co-existance. This vacation home is open, spacious and filled with light with a wrap-around deck for sun or shade. \n Amenities and Features include...\n \n
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming 4 bedroom, 3 bath traditional summer cottage. Enjoy this impeccably maintained summer home surrounded by a mature landscaped yard with lots of flowering shrubbery. The large deck offers privacy and a wonderful setting for those summer barbecues. The deck has patio table that seats 6...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Historic 18th century New England home in a private landscaped setting on two and 1/2 acres with a waterview over Vineyard Sound and the Elizabeth Islands; a detached two-car garage, bunkhouse; tennis court and in-ground heated lap pool located on Menemsha Inn Road in the Town of Chilmark. The...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous Views of Stonewall Pond from this immaculate 4 bedroom three bath home. Cathedral ceilings add to the spacious feeling of this contemporary home and the open kitchen, living and dining areas provide the perfect space for your summer vacation. There is a spacious loft area that opens to the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    Spacious, well furnished and equipped, comfortable home in quiet neighborhood on 3 acres. Two master bedrooms, one on each floor; pool table. Within walking distance (about 1 mile) to small North Shore beach (Great Rock Bite). Three mile drive to Lucy Vincent Beach. \n Amenities and Features...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Chilmark
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    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
    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy private association beach rights at one of the most beautiful south shore beaches, - Quansoo Beach, private tennis court, and an exquisite 6 bedroom home tucked away on several acres in the Qaunsoo area of Chilmark. Expansive deck across the front of the house overlooks the private yard and...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Waterfront
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This quintessential Chilmark cottage/home has been impeccably maintained, The dining and living areas with spectacular views across Menemsha Channel to Aquinnah open to a wrap around deck. Enjoy spectacular water views and never forget sunsets from just about every area in and outside this...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    MVVR EXCLUSIVE: Spectacular 5 bedroom, 4.5 bath retreat. Lovely distant waterviews overlooking the South Shore. Hilltop setting with privacy and a five minute drive to Lucy Vincent Beach. This spacious custom home has been decorated by one of the island's premier professionals. A combination of...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Chilmark
    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
    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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    ATLANTIC OCEAN BREEZES, GLORIOUS VIEWS!1 / 22
    (1)Excellent
    Chilmark
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2014
    We stayed at this gorgeous home with a large family group in March. Fortunately for us, the weather was ideal. We had a lovely stay - everything at the house was wonderful and...
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    About this property
    A boutique hotel experience in an unrivaled setting at the end of a one mile single lane road. Enjoy the sunrise from the ocean, sunset over the adjoining 13 acre Sheriff's Meadow Foundation conservation preserve. This home has a wonderful view toward Squibnocket Beach, a mile away, and the...
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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 8 Quick View
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    • Cable/satellite TV
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning Waterfront with spectacular views across Stone Pond to Stonewall Beach. Relax on the expansive decks overlooking the water with ocean views beyond. This is an immaculate updated home with waterviews from just about every room and is tastefully furnished, features a new chef's kitchen, 3...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Pond House, located on Stonewall beach in Chilmark, is a charming cottage is situated on the edge of the rolling lawns of the main house. The beauty and serenity experienced here are what the Vineyard is all about; Stonewall Pond to the west, the Atlantic to the southeast. The house has two...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Secluded Unique Natural Vacation House1 / 8
    (1)Terrible
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
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    • Porch
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at end of a dead-end dirt road on 1.5 acres with tall pines and oaks. Modified saltbox, owner designed & built in 1978 for potential active solar. First floor has a large country kitchen, living room, bathroom with antique claw foot bathtub & w/d, & 2 decks. Second floor has 2 bedrooms with...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Chilmark
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • DVD Player
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    • Hot Tub
    • Cable/satellite TV
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    • Grill
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    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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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Cable/satellite TV
    • Terrace
    • Balcony
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    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make summer memories to last a lifetime at this oceanfront Chilmark home, a newly renovated, dog-friendly escape on Martha's Vineyard with incredible sunset views of the water, a furnished terrace that overlooks the beach, and direct access to the sand and ocean waves below. What's nearby: You'll...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tastefully furnished and decorated with antiques and art. This Chilmark summer home is an original Yankee Barn located off South Road that has all the accouterments for summer entertaining. The post and beam structure features a beautiful cathedral living room brightened by southern light; has...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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