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Vacation Rentals in Cuttyhunk, MA and nearby

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    All 152 Rentals in the Cuttyhunk Area
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    From
    $1,610
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    1 / 23
    Cuttyhunk
    8 Bedrooms / 8 Bathrooms / Sleeps 22
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    From
    $729
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    1 / 7
    Cuttyhunk
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    The following rentals are within 15 kilometres of Cuttyhunk, Massachusetts.

    From
    $389
    / Night
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    1 / 26
    5 of 5 stars (2) Excellent
    Chilmark
    1 Bedroom / 1 Bathroom / Sleeps 4
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    From
    $419
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    1 / 10
    5 of 5 stars (1) Excellent
    Chilmark
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    $480
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    1 / 14
    5 of 5 stars (6) Excellent
    Aquinnah
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Built in 2007, this ocean front home has a private trail through rolling sand dunes down to a white sand beach that stretches for miles. Right out front is Dog Fish Bar, a world class fishing location. Sand bars stretch for a mile right out front making for great adventuring at low tide. A great... View all property information
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    5 of 5 stars Reviewed 26 November 2014
    I didn't think the house and views could exceed the gorgeous pictures posted, but they do! First time to Martha's Vineyard, myself, my 2 sons and their girlfriends (from NY, NJ...
    5 of 5 stars Reviewed 5 October 2014
    Perfect place for people who want to be away from the crowds and enjoy privacy. The house is clean, tidy, beautifully furnished and even better than the photos. Very spacious...
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    $2,916
    / Week
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    1 / 24
    Chilmark
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    $2,673
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    1 / 23
    Aquinnah
    2 Bedrooms / 2 Bathrooms / Sleeps 3
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $1,094
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    1 / 30
    Chilmark
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    $3,645
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    1 / 24
    Aquinnah
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Great water view property in Aquinnah - this immaculate contemporary has that unique combination of a beautifully designed and constructed, year-round home, AND an outstanding view of the Sound and Elizabeth Islands. Not only is the water view property packed with many custom details, but the... View all property information
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    $608
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    1 / 25
    Aquinnah
    4 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • 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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    From
    $4,556
    / Night
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    1 / 20
    Chilmark
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    From
    $1,938
    / Week
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    1 / 12
    Chilmark
    2 Bedrooms / 1 Bathroom / Sleeps 3
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $3,423
    / Week
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    1 / 7
    Aquinnah
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    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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    From
    $547
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    1 / 26
    Aquinnah
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $3,038
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    1 / 15
    Chilmark
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Located on South Road near Able's Hill, this family oriented house comes with access to a private South Shore beach across Chilmark Pond. Have fun boating, kayaking or canoeing across the pond to the beach. A family room in the lower level provides space for the younger members of the family to... View all property information
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    From
    $3,791
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    1 / 14
    5 of 5 stars (1) Excellent
    Menemsha
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    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
    $1,215
    / Week
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    1 / 12
    4 of 5 stars (1) Very good
    Menemsha
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $781
    / Night
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    1 / 45
    5 of 5 stars (6) Excellent
    Chilmark
    5 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This comfortable contemporary home located up-island in Chilmark, includes a key to a private beach, Blackpoint, and is ideal for laid-back Vineyard living, or elegant entertaining with both ocean and hillside view. The open floor plan for the common areas bring the outdoors inside with spectacular... View all property information
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    From
    $5,042
    / 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
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    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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    $3,645
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    1 / 23
    Chilmark
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • 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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    From
    $2,430
    / Week
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    1 / 22
    5 of 5 stars (1) Excellent
    Chilmark
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • 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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    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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    $4,131
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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
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    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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    $3,038
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    1 / 23
    5 of 5 stars (1) Excellent
    Chilmark
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Unique waterfront living in the heart of Chilmark. The Boathouse sits directly on the shores of Stonewall Pond, with sweeping water views of the Pond, Stonewall Beach and the Atlantic Ocean. You also have access to Stonewall Beach -- one of Chilmark's most prestigious private association beaches.... View all property information
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    5 of 5 stars Reviewed 27 December 2013
    we have stayed in this property 3 years running in both June and July. It's the most peaceful spot imaginable (no mobile phone signal) with unending wildlife activity ( we have...
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    $3,645
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    1 / 16
    Aquinnah
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Sitting on the beach with the water of Vineyard Sound a stone's throw away, this west-facing, casual 'beach' house has glorious views of boats, birds & golden sunsets. The double decks allow for casual get togethers, outdoor dining, and afternoon naps in the sun. A glass of iced tea, a good book... View all property information
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    $5,711
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    1 / 16
    Aquinnah
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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
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    From
    $6,075
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    1 / 15
    Aquinnah
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Lovely four bedroom, two and a half bath home located in Aquinnah.  This home has all the amenities you will need while on vacation.  Wonderful views of the ocean and the Gay Head Lighthouse.  The ground level porch has been partial enclosed, this provides a comfortable space for relaxing and... View all property information
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    From
    $11,543
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    1 / 16
    Chilmark
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    $6,075
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    1 / 20
    Menemsha
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • 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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    From
    $2,066
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    1 / 6
    Aquinnah
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    AQUINNAH: Aquinnah is the perfect destination to enjoy the serenity, uniqueness and profound beauty of Martha's Vineyard while all away from the hustle and bustle of down island tourists. On the outskirts of Chilmark, it is the sought-after sanctuary for celebrities, artists and naturalists alike.... View all property information
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    From
    $12,515
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    1 / 39
    Chilmark
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    \'Wingate Roost\' This exquisite post and beam home sits on a high ridge in one of the most desirable areas on the Vineyard. The views are stunning in every direction, spanning over the entire length of Squibnocket Pond to the fabulous dunes of the barrier beach all the way to Noman's Land. To the... View all property information
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    $3,038
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    1 / 25
    Chilmark
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Dishwasher
    • Grill
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    CHILMARK,Black Point Beach Heaven Sand Sun Surf and an immaculate house and guest quarters too................WOW This is not a fancy posh beach house. It is a wonderful relaxing, immaculate vacation destination for you and your family. You will find peace, ocean breezes, the sound of the surf,... View all property information
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    Aquinnah
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    About this property
    Tucked away on an Aquinnah hillside with sweeping water views from Menemsha Harbor and Vineyard Sound to Quitsa and Menemsha Ponds, Hilltop House is designed around those views, and an equally inspiring pool compound with lush gardens and coastal-inspired pool house suite. Starting with a roof deck... View all property information
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    Menemsha
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Satellite TV
    • Water Views
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    • Pets allowed
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    • Suitable for children
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    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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    Chilmark
    5 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Private Outdoor...
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    About this property
    Beautiful newly remodeled and newly furnished 4 bedroom home with private pool. Landscaping bordering the house and pool will be enhanced and ready for summer 2015, work to begin in April. Ten minute drive from the house to Menemsha village or Lucy Vincent beach. The house features a cook's kitchen... View all property information
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    Chilmark
    1 Bedroom / 2 Bathrooms / Sleeps 3
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    • Waterfront
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    • Pets allowed
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    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
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    Chilmark
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    This bright and cheerful, wooded retreat is truly tranquil, yet just a little over a mile from West Tisbury village, with its General Store (Alley's), Farmer's Market, Artisan's Festivals and Flea Market. This home has been recently updated by its new owners. They have chosen the loveliest colors... View all property information
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    Chilmark
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • x
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    About this property
    This colorful and spacious home has room for a large family or a smaller one with guests. On breezy days, lounge in the sun on the back deck protected from the wind. Take in the sunsets from the back deck, sunrises from the kitchen deck. The house comes with boogie boards and beach toys, beach... View all property information
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    Chilmark
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    Located on Flanders Lane, this house sits up the hill and looks toward Menemsha. It is private and protected by the trees. Walk to watch sunsets in Menemsha or dine in one of the places to eat there or take in a day at the beach. Additional amenities include: beach chairs, dock/boat-slip, coffee... View all property information
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    Chilmark
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    About this property
    Lovely 3 bedroom 2 bath home. All new kitchen and baths. Completely renovated - lots of glass for a light filled interior. This lovely home in a private setting is surrounded by mature Holly trees, Laurel and attractive native shrubs. 1 mile to Alley's General Store. 10 minute drive to Lucy Vincent... View all property information
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    Chilmark
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Private Outdoor...
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    • Pets allowed
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    • x
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    About this property
    7 acre Luxury Chilmark Estate in an Idyllic setting of stone walls, perennial gardens and orchards. Private pool and hot tub surrounded by a large deck and bordered by tiered rose gardens. A regulation tennis court is set a short walk across the meadow. There is a beautiful natural pond on the... View all property information
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    Chilmark
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Waterfront
    • Water Views
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Light and bright with floor to ceiling sliding glass doors in every room. The views over the wetland to the pond are phenomenal. A truly magical spot to watch the glow of the Menemsha Sunset. A short walk to a private sandy beach for swimming, kayaking, or sunbathing. Recent improvements... View all property information
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    Chilmark
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Water Views
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    • x
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    About this property
    Ocean Front Splendor in an elegant and comfortable beach house. Sunrise from the ocean, sunset over the adjoining 13-acre Sheriff's Meadow Foundation conservation preserve. Walk to your private beach. New 500 square foot addition, added for summer 2008, includes ground floor Master Bedroom suite,... View all property information
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    Chilmark
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Satellite TV
    • Waterfront
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    • Suitable for children
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    About this property
    Owner Transfer Ferry Tickets - Please Inquire 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 older home, very comfortably furnished with 3 bedrooms and 2 baths. High Speed Internet.... View all property information
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    Chilmark
    5 Bedrooms / 4 Bathrooms / Sleeps 12
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    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
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • x
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    About this property
    Secluded location on a cul de sac overlooking a private meadow with spreading oak trees. The traditional exterior welcomes you to our spacious contemporary. the main living area features a great room with fireplace which opens to a dining room and kitchen with an island eating bar. Off the great... View all property information
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    Chilmark
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    This house is set in a pastoral surrounding. It has beautifully tended grounds with a Peter Rabbit enclosed flower garden and rolling lawns. The well equipped gourmet kitchen overlooks the dining and living rooms. There is a four season porch off the living room and a sun bathed deck. The... View all property information
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    Aquinnah
    6 Bedrooms / 3 Bathrooms / Sleeps 11
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    About this property
    'This beautifully decorated and appointed private residence has many comforts and conveniences and is one of the premier vacation rentals on Martha's Vineyard. Spectacular sunsets & ethereal views in a serene setting make this a most desirable location. It has features which others do not: CENTRAL... View all property information
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    Chilmark
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    About this property
    Newly renovated kitchen. Great yard and deck. Tucked into the woods off South Road. 1.3 miles from West Tisbury town center. Access to Lucy Vincent and Squibnocket Beaches. Convenient location in Chilmark. West Tisbury Farmer's Market & Artisan's Market are just down the road. Relax in the privacy... View all property information
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    Aquinnah
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    Set atop a hill overlooking Menemsha, Quitsa, and Squibnocket Ponds and the Atlantic Ocean beyond, rests this stunning home. Expertly designed by the owners, sets this unique house apart. The soothing sound of a waterfall greets you as you approach the Koi-filled pond and the house. Take in the... View all property information
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    Chilmark
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Pets allowed
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    • x
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    About this property
    Newly constructed home has open concept living area with 270 degree water views, abundant natural sunlight, central AC, high end appliances, hardwood floors, rooftop deck with seating to view gorgeous island sunsets, access to several private beaches,and high speed internet wifi. Additional... View all property information
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