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Vacation Rentals in Cuttyhunk, MA and nearby

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    1 / 7
    Cuttyhunk
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 23
    Cuttyhunk
    8 Bedrooms, 8 Bathrooms, Sleeps 22 | Quick View
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    The following rentals are within 15 kilometres of Cuttyhunk, Massachusetts.

    1 / 14
    4 of 5 bubbles (1) Very good
    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 10
    5 of 5 bubbles (1) Excellent
    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Patio
    • Porch
    • Internet Access
    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02535
    1 / 50
    4.5 of 5 bubbles (4) Very good
    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Parking
    • Hot Tub
    • Outdoor Dining Area
    • Satellite TV
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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. I do have some reservations for August and July. This home is minutes to both Lucy Vincent Beach (with both nude and regular bathing sections) and... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02535
    4 of 5 bubbles 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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    1 / 14
    Chilmark
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    Amenities & Details
    • Waterfront
    • Satellite TV
    • DVD Player
    • Porch
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    'The Little House' on the beach. Two minute stroll to South surf beach. Incredible views from sunrise to sunset. Private tennis courts shared with owners and other tenants. Access to Stonewall Pond for launching canoes and kayaks. This wonderful cottage is a one of a kind. A pet will be considered... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 22
    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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. A large deck offers privacy and a wonderful setting for those summer barbecues. A modern well equipped kitchen opens to the... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 18
    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Contemporary Post and Beam home, private location, bounded by large oaks and stone walls. Enjoy this impeccably maintained 3 bedroom, 3 bath home. Custom designed and featuring a chef's kitchen. The cathedral ceiling great room is open to the spacious dining and kitchen area. Custom features... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 15
    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Internet Access
    • Satellite TV
    • Grill
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Amenities and Features include... North Slope Hilltop House. Private yard, Screeen Porch and Patio, All new AC Throughout, 8 minute drive to Lucy Vincent Beach or Menemsha Village Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, cd... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 29
    4 of 5 bubbles (1) Very good
    Aquinnah
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Porch
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful new custom home is situated on a private road and 4 acres overlooking expansive Atlantic Oceans views. Professionally decorated, this home features 5 bedrooms (all en suite) and 1 1/2 additional baths. The great room design hosts three distinct seating areas - seating for TV viewing,... View all property information
    Location Information
    Aquinnah, Martha's Vineyard
    4 of 5 bubbles Reviewed 1 August 2016
    This was a lovely large house in a beautiful setting. Overall a good stay, but the house is suffering from some wear and tear issues. Hopefully these will be easily remedied and...
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    1 / 20
    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Grill
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautifully maintained five bedroom traditional style post and beam house, located in a very private area with waterviews over Lobsterville Beach and the Elizabeth Islands. Additional amenities include: games, coffee maker, ipod dock, outdoor shower, lobster pot, food processor, cd player, wine... View all property information
    Location Information
    Aquinnah, Martha's Vineyard 02535
    1 / 16
    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • DVD Player
    • Grill
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02535
    1 / 39
    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Stunning Waterfront Views. Kayak or swim across the pond to Stonewall Beach or just relax on the expansive decks overlooking the water. This is an immaculate updated home with waterviews from just about every room and, is tastefully furnished, features a chef's kitchen 3 bedrooms, - master ensuite... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 14
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • DVD Player
    • Internet Access
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Sweeping water view over Vineyard Sound to the Elizabeth Islands. Freshly renovated Cape-style, three bedrooms, with sofa beds in den and sunroom, sleeps 8-10 people. Short walk to lovely Menemsha Village, and less than two miles to Lucy Vincent's Beach. Large, landscaped treed lot of 2.3 acres on... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 16
    Aquinnah
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Grill
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Aquinnah, Martha's Vineyard
    1 / 30
    Menemsha
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Menemsha, Martha's Vineyard
    1 / 11
    Chilmark
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • DVD Player
    • Internet Access
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 10
    4 of 5 bubbles (1) Very good
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Situated on a cul-de-sac overlooking a private meadow with spreading oaks ensures privacy. The screened porch, meadow bench, hammock and second floor deck off the master bedroom provide quiet spots to get away. Amenities and Features include... Wifi, A/C in Master Additional amenities include:... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    4 of 5 bubbles Reviewed 11 August 2014
    Great vacation. Home was clean, property is private and quiet and as always, very comfortable. Convenient location for our family vacation needs. Lack of recycling at house...
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    1 / 25
    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Porch
    • Grill
    • Satellite TV
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 15
    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Waterfront
    • Satellite TV
    • Internet Access
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Aquinnah, Martha's Vineyard
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    1 / 23
    Aquinnah
    2 Bedrooms, 3 Bathrooms, Sleeps 3 | Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Grill
    • Washer
    • Balcony
    • DVD Player
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Aquinnah, Martha's Vineyard 02535
    1 / 31
    Chilmark
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • DVD Player
    • Grill
    • Porch
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 8
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
    • Satellite TV
    • Grill
    • DVD Player
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Main House on the same property may be occupied by Owner or another Tenant. Peaceful private setting on one of the most beautiful areas on the South Shore. Amenities and Features include... Waterfront Guest House, Private Beach Additional amenities include: coffee maker, patio table and... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 13
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • DVD Player
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Amenities and Features include... Menemsha, Waterview, Walk to beach Additional amenities include: coffee maker, fans - portable, lobster pot, food processor, washer / dryer, cd player, outside shower - enclosed, vacuum, outdoor furniture, ironing board. View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 12
    4 of 5 bubbles (1) Very good
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Porch
    • Wi-Fi
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02535
    1 / 21
    Menemsha
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Menemsha, Martha's Vineyard 02535
    1 / 24
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Waterfront
    • Internet Access
    • Grill
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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...... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 8
    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Aquinnah, Martha's Vineyard 02535
    1 / 23
    Chilmark
    6 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Internet Access
    • Satellite TV
    • Patio
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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. Amenities and Features include...... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 33
    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Internet Access
    • Grill
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Steps from Menemsha Pond – look across the ever-changing surface of the water to Menemsha, the Creek, the Lobsterville dunes, Vineyard Sound and the Elizabeth Islands. Magnificent sunsets from the living room. This cathedral-ceiling Modernist masterpiece is constructed entirely of Western red... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 33
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • DVD Player
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    • Grill
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 12
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
    • Waterfront
    • Wi-Fi
    • Grill
    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Come and enjoy the wonderful waterviews from this Chilmark cottage. The first floor has a nice living room and eat in kitchen with waterviews. There are also two bedrooms and a full bathroom on the first floor. The second floor has two additional bedrooms and full bathroom with a shower. The... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02535
    1 / 20
    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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. This lovely home is tastefully and comfortably furnished. All modern amenities are provided. Peaceful, quiet, magnificent... View all property information
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    Aquinnah, Martha's Vineyard
    1 / 10
    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Private Outdoor...
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 12
    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Charming recently renovated summer cottage features large open living room with sliders leading on to a screened porch and private deck beyond. Porch is fully furnished for dining and relaxing, providing aditional outdoor living space. The deck is private and surrounded by the yard area. The house... View all property information
    Location Information
    Chilmark, Martha's Vineyard
    1 / 14
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02535
    1 / 8
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Porch
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    C-H-A-R-M-I-N-G is the only word to describe this privately set little contemporary with a big heart, tucked right into the woods in Spring Point. Lovely view of the Sound over the tree tops from the full length inside comfort of screened-in porch. Convenient kitchen opens into living and dining... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02535
    1 / 11
    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
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spacious and comfortably furnished contemporary Cape is conveniently located between Chilmark and West Tisbury. The master bedroom and 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... View all property information
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    Chilmark, Martha's Vineyard 02535
    1 / 18
    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Porch
    • Satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
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    Chilmark, Martha's Vineyard
    1 / 22
    Aquinnah
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Grill
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Aquinnah, Martha's Vineyard 02535
    1 / 24
    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
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    Chilmark, Martha's Vineyard
    1 / 25
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
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    Chilmark, Martha's Vineyard
    1 / 21
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Internet Access
    • Satellite TV
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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. Amenities and Features include... Waterfront, Hi Speed Internet Additional... View all property information
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    Chilmark, Martha's Vineyard
    1 / 17
    Chilmark
    6 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Chilmark, Martha's Vineyard 02535
    1 / 19
    Chilmark
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Patio
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Chilmark, Martha's Vineyard 02535
    1 / 13
    5 of 5 bubbles (1) Excellent
    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Porch
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Menemsha! This 3 bedroom home is located on a 2.3 acre wooded lot in a very quiet setting with superb water views toward the Elizabeth Islands. The private yard has a wooden deck for outdoor grilling and dining. The interior is comfortable and clean. The first floor Master bedroom has a... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02535
    5 of 5 bubbles Reviewed 1 July 2013
    If I could take this house and bring it home I would!! What a charming cottage all decorated in a nautical theme just as I expected. The cleanest place I"ve stayed so far. Loved...
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    1 / 21
    Chilmark
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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. Amenities and Features include... Additional... View all property information
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    Chilmark, Martha's Vineyard
    1 / 9
    Chilmark
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Balcony
    • Terrace
    • Patio
    • Parking
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This charming 5 bedroom, 4 bath home located at Prospect Hill in Chilmark has a great layout and excellent location. Main level has generous kitchen, open living dining area, and master bedroom and bath, all light and bright with extensive decking and French doors to connect the interior to the... View all property information
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    Chilmark, Martha's Vineyard 02535
    1 / 22
    5 of 5 bubbles (1) Excellent
    Chilmark
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Grill
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02535
    5 of 5 bubbles Reviewed 16 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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    1 / 15
    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Chilmark, Martha's Vineyard 02539