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Vacation Rentals in Cuttyhunk, MA and nearby

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    From
    $1,750
    / Night
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    Cuttyhunk
    8 Bedrooms, 8 Bathrooms, Sleeps 22
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    From
    $660
    / Night
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    Cuttyhunk
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Overview

    The following rentals are within 15 kilometres of Cuttyhunk, Massachusetts.

    From
    $1,127
    / Night
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    1 / 14
    5 of 5 stars (6) Excellent
    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
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    From
    $456
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    1 / 10
    5 of 5 stars (1) Excellent
    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    other traveller has booked this property
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Deck
    • Washer
    • Internet Access
    • DVD Player
    • Fireplace
    • Stereo System
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Chilmark, Martha's Vineyard 02535
    From
    $5,547
    / Week
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    Aquinnah
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Overview
    Amenities & Details
    • Ocean Views
    • Watersports Nearby
    • Stereo System
    • Water Views
    • Satellite TV
    • Central Heating
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Walk to Philbin Beach from this lovely, easy, breezy vacation home with secret garden, acres of privacy, birdsong and oceanbreezes and views will make your stay relaxing and restore your senses and refresh your body mind and soul. We offer an ECO Green house, providing only the best 100% Cotton... View all property information
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    Location Information
    Aquinnah, Martha's Vineyard 02535
    From
    $660
    / Night
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Ocean Views
    • DVD Player
    • Deck
    • Wi-Fi
    • Watersports Nearby
    • TV
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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,... View all property information
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    Location Information
    Aquinnah, Martha's Vineyard 02535
    From
    $3,368
    / Week
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    Aquinnah
    4 Bedrooms, 4 Bathrooms, Sleeps 9
    other traveller has booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • TV
    • Water Views
    • Central Heating
    • Stereo System
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the Ocean views from this breezy hillside Aquinnah home. It is light and bright with lots of windows and glas sliders out to a generous deck. Two stories that sit higher, as the first level is on the second floor. A third level affords fantastic views from a sweet cocktail deck. There are 2... View all property information
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    Location Information
    Aquinnah, Martha's Vineyard 02535
    From
    $2,906
    / Week
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    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 3
    other travellers have booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Grill
    • Internet Access
    • Stereo System
    • DVD Player
    • Deck
    • Water Views
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This house is the perfect spot for enjoying the beauty and calm of Aquinnah. Light-filled, inviting and private, the house has multiple levels and sits on over an acre of wooded land with stone walls and a stream running through the property. Inside, the house offers wood floors throughout, a... View all property information
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    Location Information
    Aquinnah, Martha's Vineyard 02535
    From
    $4,622
    / Week
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    1 / 25
    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • TV
    • Stereo System
    • Dryer
    • Internet Access
    • Washer
    • Patio
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A quiet oasis tucked away on Blueberry Ridge, the Hillside Hideaway enjoys a tranquil country setting with rolling meadows, and thoughtfully designed outdoor landscaping with patios and outdoor living spaces set amid nicely manicured grounds and gardens. Inside, the house is designed to enjoy the... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    From
    $330
    / Night
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    Chilmark
    5 Bedrooms, 2 Bathrooms, Sleeps 9
    Overview Make Enquiry
    Overview
    Amenities & Details
    • TV
    • Watersports Nearby
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Water Views
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enter our vacation world up a 0.2 mile paved driveway through the woods to the private hilltop with only two other houses. Open the gate and delight at the expanse of ocean view from the deck over oak trees - our 3 1/2 acres adjacent to a sanctuary seem like 100. Listen to the birds and the surf... View all property information
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    Location Information
    Chilmark, Martha's Vineyard 02535
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    From
    $3,720
    / Week
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveller has booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • TV
    • Ocean Views
    • Water Views
    • DVD Player
    • Air Conditioning
    • Watersports Nearby
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    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. There are three bedrooms, an updated kitchen, dining area, washer and dryer. The house sits on nearly four acres.... View all property information
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    Location Information
    Aquinnah, Martha's Vineyard 11215
    From
    $1,189
    / Night
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    Chilmark
    5 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Deck
    • Fireplace
    • Central Heating
    • Washer
    • Stereo System
    • Dryer
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. Relax on the two level deck or on the beach at Lucy Vincent, Squibnocket, or nearby Menemsha. The remarkable design makes great use of over 3500-square-foot space by joining the... View all property information
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    Location Information
    Chilmark, Martha's Vineyard 02535
    From
    $4,953
    / Night
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Set on 5 acres of woods and meadow. A small farm setting with chickens and pigs and a garden for you to enjoy. Be a farmer for a week, without the work! Our hens lay eggs that you can collect every morning. The pigs love your dinner scraps and we invite you feed them if you wish. The animals are... View all property information
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    Location Information
    Chilmark, Martha's Vineyard 02535
    From
    $2,107
    / Week
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 3
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    • Refrigerator
    • Stereo System
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Great location. Menemsha Village. 2 bedroom cottage. Sunny interior. 1 bath, plus outdoor shower. Storage barn, cable tv, High Speed internet, washer. Walk to beach, harbor, dock, stores, restaurants. Currently available August only. $1595 per week. 2 wk minimum. Maximum occupancy 2 adults,... View all property information
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    Location Information
    Chilmark, Martha's Vineyard 02535
    From
    $378
    / Night
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    1 / 21
    5 of 5 stars (1) Excellent
    Chilmark
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Satellite TV
    • Deck
    • DVD Player
    • Fireplace
    • Wi-Fi
    • Water Views
    • Waterfront
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Chilmark, Martha's Vineyard 02535
    5 of 5 stars 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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    From
    $330
    / Night
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    1 / 13
    4 of 5 stars (1) Very good
    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Waterfront
    • Deck
    • TV
    • Water Views
    • Wi-Fi
    • Central Heating
    • Private Fishing...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Private beach with mooring!Hot fishing spot known as Dogfish bar!Beautiful renovated home.1 minute walk to the beach through our deeded sand dune!Views through out this home.It has everything! Granite kitchens and baths! Seating for at least 12. Open floor plan. Hardwood floors. 3 BR 2 Full... View all property information
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    Location Information
    Aquinnah, Martha's Vineyard 02535
    4 of 5 stars Reviewed 22 July 2014
    Open and spacious home that had an amazing backyard for our kids to run around. Ocean views and French doors that made every morning and evening inviting. We loved our stay at...
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    From
    $189
    / Night
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    1 / 14
    Chilmark
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Water Views
    • Satellite TV
    • DVD Player
    • Boat Available
    • Waterfront
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Chilmark, Martha's Vineyard 02535
    From
    $1,132
    / Night
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    1 / 22
    Aquinnah
    7 Bedrooms, 6 Bathrooms, Sleeps 14
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Deck
    • Stereo System
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • Water Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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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    Location Information
    Aquinnah, Martha's Vineyard 02535
    From
    $943
    / Night
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    1 / 21
    Menemsha
    4 Bedrooms, 3 Bathrooms, Sleeps 9
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Grill
    • Dishwasher
    • Linens Provided
    • Fireplace
    • Satellite TV
    • Water Views
    • Stereo System
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Menemsha, Martha's Vineyard 02552
    From
    $4,622
    / Week
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    1 / 35
    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • TV
    • Dryer
    • Deck
    • Dishwasher
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Hill House sits atop a bluff along the shores of Stonewall Pond with panoramic water views of the Pond and Stonewall Beach, as well as views over Quitsa Pond in the other direction. There is also access to Stonewall Beach, one of Chilmark's most prestigious private association beaches. Hill House... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
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    From
    $471
    / Night
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    1 / 8
    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Dishwasher
    • Microwave
    • Deck
    • Air Conditioning
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Aquinnah, Martha's Vineyard 02535
    From
    $5,481
    / Week
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    1 / 10
    4 of 5 stars (1) Very good
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Internet Access
    • Stereo System
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Deck
    • Dishwasher
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Owner Transfer Ferry Tickets - Please Inquire 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...... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    4 of 5 stars 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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    From
    $5,547
    / Week
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    1 / 30
    Menemsha
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Grill
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Dishwasher
    • Satellite TV
    • Patio
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Menemsha, Martha's Vineyard
    From
    $3,599
    / Week
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    1 / 14
    Chilmark
    5 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Stereo System
    • DVD Player
    • Satellite TV
    • Deck
    • Dishwasher
    • Internet Access
    • Water Views
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Classic coastal cottage remodeled in 2000. Charming open and sunny interior feautres 3 bedrooms and 2 baths in the main house. 2nd level Master bedroom opens onto private deck with views of Menemsha Harbor. Seperate guest cottage has Qeen bedroom and a full bath. Outdoor spaces for your vacation... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    From
    $3,962
    / Week
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    1 / 26
    Chilmark
    5 Bedrooms, 3 Bathrooms, Sleeps 9
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Patio
    • DVD Player
    • Deck
    • Dryer
    • TV
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The ultimate artist or family retreat tucked away amid the rolling hills and stonewalls of Squibnocket Pond in Chilmark. The panoramic water views look out across the Pond, the barrier beach and sand dunes of the Island's southwestern most point, and on out to No Man's Island and the Atlantic... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    From
    $10,235
    / Week
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    1 / 22
    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Stereo System
    • Internet Access
    • Water Views
    • Private Outdoor...
    • Deck
    • Satellite TV
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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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    Location Information
    Aquinnah, Martha's Vineyard
    From
    $2,575
    / Week
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    1 / 17
    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Water Views
    • Satellite TV
    • Stereo System
    • Internet Access
    • Deck
    • DVD Player
    • Dishwasher
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
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    Location Information
    Aquinnah, Martha's Vineyard
    From
    $6,471
    / Week
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    1 / 21
    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Waterfront
    • Patio
    • DVD Player
    • Dryer
    • TV
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Walk off the deck of this wonderful beach house right onto the dunes! Enjoy swimming, fishing, sailing, snorkeling, or just relaxing the day away. At the end of the day, watch the spectacular sunsets! When Dogfish bar surfaces, collect sand dollars. Comb the beach for shells and sea glass. Live in... View all property information
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    Location Information
    Aquinnah, Martha's Vineyard 02535
    From
    $754
    / Night
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    1 / 5
    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Fireplace
    • Wi-Fi
    • Air Conditioning
    • Linens Provided
    • Satellite TV
    • Deck
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A perfect vacation house with miles of hiking trails and the best vineyard beach at your doorstep. Relax in the pool ~ it's heated! The 'play' pool is 4 feet deep. Built with water therapy and children in mind; handicapped accessible. Total privacy, in one of the nicest parts of the island. The... View all property information
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    Chilmark, Martha's Vineyard 02535
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    $3,962
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Stereo System
    • Dryer
    • Deck
    • Patio
    • TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Pine Ridge Farm sits peacefully tucked away on three acres of gently rolling meadows surrounded by stone walls. At the center of the compound is a classic Royal Barry Wills cape that has been smartly designed and finely appointed. An open Great Room with Living and Dining Areas has a two-story... View all property information
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    Chilmark, Martha's Vineyard
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    $849
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Water Views
    • Satellite TV
    • Private Outdoor...
    • Fireplace
    • DVD Player
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A fascinating, lovely classic Eliot Noyes (architect) contemporary in a private setting with spectacular views off the water looking toward Lucy Vincent beach and East towards West Tisbury. There is a great room (with dining, and living room and kitchen) with decks on either side (4-10 feet off the... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    $4,622
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Refrigerator
    • Internet Access
    • Linens Provided
    • Deck
    • Satellite TV
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tastefully furnished and decorated with antiques and art. This upscale 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;... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    $784
    / Night
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    1 / 8
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Grill
    • Dishwasher
    • Water Views
    • Stereo System
    • Porch
    • Internet Access
    • Satellite TV
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Chilmark, Martha's Vineyard 02535
    From
    $12,547
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    1 / 16
    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Waterfront
    • Satellite TV
    • DVD Player
    • Patio
    • Water Views
    • Wi-Fi
    • Fireplace
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautifully restored, maintained, and furnished, this 1740 Island farmhouse is situated on 80 private acres of glorious Chilmark hills overlooking Menemsha Pond and includes a small private association beach on Menemsha Pond to wend your way down to. A little bit of heaven on earth! Additional... View all property information
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    Chilmark, Martha's Vineyard 02539
    From
    $2,641
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Patio
    • TV
    • Stereo System
    • Washer
    • Dryer
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Luxurious beachfront living in Chilmark with sweeping water views of Stonewall Beach, Squibnocket Ridge, and Stonewall Pond. The Pond House sits directly on the intersection of Stonewall Beach and Pond, with water views throughout the house and across the large wraparound deck. Walls of windows and... View all property information
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    Chilmark, Martha's Vineyard
    From
    $12,547
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    1 / 15
    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Deck
    • DVD Player
    • Grill
    • Wi-Fi
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Chilmark, Martha's Vineyard 02539
    From
    $20,471
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    Chilmark
    5 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Water Views
    • Air Conditioning
    • Refrigerator
    • Grill
    • Stereo System
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in a tranquil setting overlooking Chilmark Pond off of South Road this is a magical summer vacation spot. Additional amenities include: coffee maker, outdoor shower, lobster pot, food processor, cd player, wine glasses, washer & dryer, ironing board. View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    $754
    / Night
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    5 of 5 stars (1) Excellent
    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Fireplace
    • Satellite TV
    • Deck
    • Hot Tub
    • Water Views
    • DVD Player
    • Wi-Fi
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Chilmark, Martha's Vineyard 02552
    5 of 5 stars 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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    From
    $1,132
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    Chilmark
    6 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Water Views
    • Private Outdoor...
    • Fireplace
    • Satellite TV
    • Wi-Fi
    • Patio
    • Stereo System
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
    From
    $3,302
    / Week
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    1 / 21
    Chilmark
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Internet Access
    • Deck
    • Dryer
    • TV
    • DVD Player
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Privately tucked away in the rolling hills of the historic Tea Lane area, surrounded by conservation land, the newly renovated Chilmark Retreat features a sleek modern style, with a sunny, open floor plan. There are sharp designer touches throughout, mixed with monochromatic shades of white and... View all property information
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    Chilmark, Martha's Vineyard
    From
    $2,689
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    1 / 24
    Chilmark
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Refrigerator
    • Private Outdoor...
    • Stereo System
    • Satellite TV
    • Fireplace
    • Hot Tub
    • Linens Provided
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A complete complex in a beautiful, peaceful setting: main house and barn with built-in pool, hot tub, private tennis court and pond. One can walk to a lovely North Shore beach. This complex is surrounded by roses and perennials. Also, beach stickers for Lucy Vincent and Squibnocket are provided.... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    $236
    / Night
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    4 of 5 stars (1) Very good
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Refrigerator
    • Porch
    • Microwave
    • Water Views
    • Satellite TV
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Chilmark, Martha's Vineyard 02552
    From
    $330
    / Night
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    1 / 11
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Refrigerator
    • Stereo System
    • Grill
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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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    Location Information
    Chilmark, Martha's Vineyard 02535
    From
    $18,490
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    Chilmark
    5 Bedrooms, 6 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Boat Available
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Vacation in Chilmark near the pristine shores of the Tisbury Great Pond in this brand new, custom contemporary built with only the best materials. Four-bedroom main house with a detached guest suite. Open living / dining/ kitchen area with cathedral ceilings and exposed beams overlooking a... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    $16,509
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    1 / 31
    Chilmark
    7 Bedrooms, 4 Bathrooms, Sleeps 9
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dryer
    • Stereo System
    • DVD Player
    • Patio
    • Washer
    • Internet Access
    • Grill
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Serenely tucked away on the rolling hills and meadows of prestigious Seven Gates Farm, this Classic Chilmark home sits directly on the north shore with stunning water views of Vineyard Sound and the Elizabeth Islands, with its own curving coastline of Seven Gates beach. There is vintage charm... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    From
    $1,414
    / Night
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    1 / 17
    Chilmark
    6 Bedrooms, 6 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Fireplace
    • Water Views
    • DVD Player
    • Deck
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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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    Location Information
    Chilmark, Martha's Vineyard 02535
    From
    $849
    / Night
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    Chilmark
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Water Views
    • Wi-Fi
    • Stereo System
    • Deck
    • Satellite TV
    • DVD Player
    • Patio
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Unique combination of 1940's camp-style home and new (2007) two-story addition. Beautiful Ocean views from all floors, two decks, two living rooms and wonderful prevailing SW breezes. Five minute walk to Ocean Beach adjacent to Lucy Vincent Beach. Access to private Able's Hill Association beach and... View all property information
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    Location Information
    Chilmark, Martha's Vineyard 02535
    From
    $754
    / Night
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    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Grill
    • DVD Player
    • Satellite TV
    • Fireplace
    • Water Views
    • Stereo System
    • Wi-Fi
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Aquinnah, Martha's Vineyard 02535
    From
    $4,490
    / Week
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    1 / 25
    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Grill
    • Stereo System
    • DVD Player
    • Deck
    • Microwave
    • Internet Access
    • Satellite TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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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    Location Information
    Chilmark, Martha's Vineyard
    From
    $16,509
    / Week
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    1 / 29
    Chilmark
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Deck
    • DVD Player
    • Dryer
    • Stereo System
    • Patio
    • Washer
    • Internet Access
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Tucked away in the prestigious Quansoo area of Chilmark, this architect-designed compound sits peacefully on the shores of the Tisbury Great Pond. There are sophisticated touches inside and out, with a Main House, Guest House, and key access to Quansoo Beach. The Main House is centered around a... View all property information
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    Location Information
    Chilmark, Martha's Vineyard