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Aquinnah Vacation Rentals

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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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    Aquinnah
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Uniquely designed, 3-bedroom, 2 full bath contemporary home, divided between three floors and set upon an acre of lush grounds with waterviews overlooking Vineyard Sound and the Elizabeth Islands. Privacy enhanced with large tracts of conservation land nearby and walking distance to Lobsterville...
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    Aquinnah, Martha's Vineyard
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aquinnah
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Aquinnah, Martha's Vineyard 02535
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Aquinnah
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Amenities and Features include... Light House Rd Contemporary Retreat with Spectacular Unobstructed Waterviews over the North Shore. Sunsets, Gorgeous Aquinnah Beaches Additional amenities include: coffee maker, fans - portable, lobster pot, washer / dryer, outside shower - enclosed, outdoor...
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    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 main...
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    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 beach....
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    Pet friendly
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    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 area around the home! This is a modernized, and beautifully detailed authentic 19th century farmhouse...
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aquinnah
    6 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 6 Bedrooms, 2 Bathrooms, Sleeps 8
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    Aquinnah
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Balcony
    • Outdoor Dining Area
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    • Ocean Views
    • Washer
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    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Aquinnah
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Smoking allowed
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aquinnah
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Evolve listing 334215 is also on the property (4 Acres) - inquire for information on renting both together with room for up to 16 guests ** Escape the hustle of bustle of everyday life with this spacious 5-bedroom, 3.5-bathroom Aquinnah vacation rental house on the beautiful Martha's Vineyard....
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Aquinnah
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Aquinnah
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Aquinnah
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    • Terrace
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    Pet friendly
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Aquinnah
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Aquinnah
    Studio, 1 Bathroom, Sleeps 1 Quick View
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 1 Bathroom, Sleeps 1
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aquinnah
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Aquinnah
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    Pet friendly
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    ** Evolve listing 334214 is also on the property (4 Acres) - inquire for information on renting both together with room for up to 16 guests ** Elevate your Massachusetts retreat with a stay at this alluring 2-bedroom, 2-bathroom Aquinnah vacation rental house, which sleeps 6. Boasting top-notch...
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Aquinnah
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Aquinnah, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    The following rentals are within 5 miles of Aquinnah.
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    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 dock...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Surround yourself with mid-century style at this four-bedroom Chilmark getaway, a beautiful and iconic Martha's Vineyard home with a private pool and an oceanview deck just a short drive from the beach. Designed by the famous architect Eliot Noyes, this 1960s home was once featured in Life...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 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 or phone and I'll work with you. This home is minutes to both Lucy Vincent Beach (with both nude and regular bathing sections) and Squibnocket Beach. It is just up the hill from...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    With old-world charm aplenty and modern amenities, you'll enjoy a relaxing holiday at this Chilmark vacation rental. It's a great spot for a family looking for a quiet refuge. You're near the center of town and close to iconic businesses, but you're also not far from the cliffs at Aquina as well as...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Menemsha
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Chilmark
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Unheated)
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    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    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
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Chilmark
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    • Satellite TV
    • Hot Tub
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    Pet friendly
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    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
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    Menemsha
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    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 been...
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    Menemsha, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Air Conditioning
    • Grill
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities and Features include... Top 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 Additional amenities include: coffee maker, outdoor furniture, lobster...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • DVD Player
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    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. Amenities and Features...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious, comfortably furnished home is conveniently located between Chilmark and West Tisbury. The master bedroom and a bath are downstairs; three bedrooms and a bath are upstairs off the loft that overlooks the living and dining rooms. The living and dining rooms have a cathedral ceiling,...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pristine modern summer cottage with distant views of Lucy Vincent Beach, privately nestled on historic Eddy Farm, hillside, off of South Rd. This light filled home with acres of privacy is the perfect retreat for those looking for a long term summer stay in Chilmark with Lucy Vincent Beach just a...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE1 / 12
    (1)Very good
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Grill
    • Wi-Fi
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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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    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. Amenities and Features include... Chilmark,...
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    Chilmark, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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. Amenities and Features include......
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    Location Information
    Chilmark, Martha's Vineyard 02535
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chilmark
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reverse Contemporary Five Bedroom home just minutes to Menemsha. There are open living spaces with living room , dining room and kitchen that open to deck with waterviews of the North Shore. Just a short drive to famous Lucy Vincent Beach, Chilmark Store, library and Community Center. Walk to a...
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    Location Information
    Chilmark, Martha's Vineyard
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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