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Holiday Rentals and Homes in Chilmark, MA

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    From
    €308
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    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    From
    €3,352
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    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    From
    €805
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    5 Bedrooms, 4 Bathrooms, Sleeps 12
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    €223
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    5 Bedrooms, 2 Bathrooms, Sleeps 9
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    • TV
    • Watersports Nearby
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Water Views
    • Stereo System
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
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    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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    Chilmark, Martha's Vineyard 02535
    From
    €1,426
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    2 Bedrooms, 1 Bathroom, Sleeps 3
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    • 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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    Chilmark, Martha's Vineyard 02535
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    €3,129
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    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Enquiry
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    • 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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    Chilmark, Martha's Vineyard
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    €256
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    1 / 21
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8
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    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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    Chilmark, Martha's Vineyard 02535
    5 of 5 stars Reviewed 17 June 2014
    We stayed at this gorgeous home with a large family group in March. Fortunately for us, the weather was ideal. We had a lovely stay - everything at the house was wonderful and...
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    €5,810
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    1 / 18
    4 Bedrooms, Sleeps 7
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    • Deck
    • Dishwasher
    • Microwave
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wonderful cape style house up on the hill in Abel's Hill. This sprawling house offers great space and is perfect for entertaining. Large deck off of the back offer lovely field views. Enjoy lovely summer evenings under the stars next to the fire pit. Association access to tennis equipped with Omni... View all property information
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    Chilmark, Martha's Vineyard 02535
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    €2,682
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    1 / 23
    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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    €1,073
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    1 / 12
    3 Bedrooms, Sleeps 6
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    Amenities & Details
    • Microwave
    • Deck
    • Satellite TV
    • Internet Access
    • Fireplace
    • Water Views
    • Stereo System
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Delightful Cape GUEST HOUSE situated on the grounds of a hilltop Chilmark estate. (Estate's Main House is rented separately and may be occupied). Magnificent views over Menemsha Pond. Access to Hancock Beach with adjacent parking and Menemsha Pond within walking distance. First floor has an open... View all property information
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    Chilmark, Martha's Vineyard
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    From
    €128
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    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
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    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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    Chilmark, Martha's Vineyard 02535
    From
    €1,341
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    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
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    • DVD Player
    • Stereo System
    • Internet Access
    • Satellite TV
    • Waterfront
    • Fireplace
    • Washer
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    What could be a more elegant, peaceful and romantic hideaway for a week than the Pond House? It sits at the conjunction of ocean and land, pond and meadow, with a view beyond dazzling outside and a warm fire in the fireplace inside. Gourmet kitchen. Antique and comfortable furniture. Quality... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    €1,788
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    1 / 26
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Stereo System
    • Waterfront
    • Washer
    • Fireplace
    • DVD Player
    • Internet Access
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sunrise from the ocean, sunset over Stonewall Pond and view towards Squibnocket Beach. Old Vineyard look and feel, an elegant and comfortable beach house with landscaped gardens. Recently built 500 sq ft addition includes ground floor MBR suite offering full amenities. Services include: cleaning 3X... View all property information
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    Chilmark, Martha's Vineyard 02535
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    €3,129
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    1 / 35
    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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    Chilmark, Martha's Vineyard
    From
    €2,682
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    1 / 26
    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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    Chilmark, Martha's Vineyard
    From
    €1,788
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    1 / 23
    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
    €2,235
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    1 / 21
    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
    €11,174
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    1 / 31
    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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    Chilmark, Martha's Vineyard
    From
    €11,174
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    1 / 29
    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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    Chilmark, Martha's Vineyard
    From
    €2,682
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    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • TV
    • Internet Access
    • Deck
    • Washer
    • Dryer
    • Patio
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Enjoy sweeping water views across Stonewall Pond and Beach, as well as access to the private ocean beach at prestigious Stonewall Beach. Lenom House is tucked away between Stonewall and Quitsa Ponds, with dramatic water views of both well known Chilmark Ponds, plus the south shore and Stonewall... View all property information
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    Chilmark, Martha's Vineyard
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    From
    €1,341
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    1 / 9
    2 Bedrooms, Sleeps 5
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    • Satellite TV
    • Microwave
    • Dishwasher
    • Stereo System
    • Deck
    • Grill
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Post and Beam Martha's Vineyard vacation rental in a lovely rural setting in Chilmark. Two bedrooms with large decks and distant waterview of Lucy Vincent beach. Additional amenities include: wood stove, television: regular, outdoor shower: enclosed, check in time: 2:00, flipkey header: #2006 post... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    €25,029
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    1 / 30
    6 Bedrooms, Sleeps 13
    Overview Make Enquiry
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    Amenities & Details
    • Deck
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Water Views
    • Waterfront
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Chilmark retreat at its finest. This tranquil and extremely private setting is on the south side side of Martha's Vineyard within close proximity of the stunning Lucy Vincent Beach. This sprawling well designed six bedroom fully air conditioned ranch style home gives you plenty of indoor lounging... View all property information
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    Chilmark, Martha's Vineyard
    From
    €9,207
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    1 / 35
    5 Bedrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Water Views
    • DVD Player
    • Internet Access
    • Fireplace
    • Deck
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Through the private gate this home is set up on the hill with stunning views of Squibnocket Pond and the South Shore of the Atlantic. With endless windows to capture the natural surroundings and decks to enjoy the sun. 5 bedrooms and 5 baths allow the entire family their own space. An open kitchen... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    €2,235
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    1 / 17
    5 Bedrooms, Sleeps 10
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    • Deck
    • Stereo System
    • Grill
    • Internet Access
    • Satellite TV
    • Water Views
    • Microwave
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A grand summer house on Martha's Vineyard where memories are made. This landmark, hilltop Victorian offers magnificent 270-degree views over meadows, Menemsha Pond and the North shore. Access to Hancock Beach with adjacent parking, as well as Menemsha pond within walking distance. Two spacious... View all property information
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    Chilmark, Martha's Vineyard
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    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
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    • Patio
    • TV
    • Dryer
    • Grill
    • DVD Player
    • Internet Access
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This historic farmhouse is quietly tucked away above Menemsha Pond with sweeping sunset and water views of The Pond and Menemsha Harbor. The tranquil setting is classic Chilmark with rolling hills and stonewalls, plus a private association beach just a short stroll away on Menemsha Pond.... View all property information
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    Chilmark, Martha's Vineyard
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    €3,129
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    1 / 14
    4 Bedrooms, Sleeps 10
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    Overview
    Amenities & Details
    • Dishwasher
    • Water Views
    • Stereo System
    • Internet Access
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sweeping views over Quitsa and Menemsha Ponds to the Elizabeth islands and Vineyard sound. Contemporary Martha's Vineyard vacation rental in Chilmark with open kitchen, dining and living area. Natural light from picture windows and sky lights. Shared Dock access. Great property for fun in the sun... View all property information
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    Chilmark, Martha's Vineyard
    From
    €4,470
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    1 / 21
    3 Bedrooms, Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Deck
    • DVD Player
    • Grill
    • Fireplace
    • Stereo System
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Chilmark waterview vacation rental. Driving down the wooded, rural road to this property you will see the grounds and water views open up to you as you approach. Wonderful yard with lots of space for afternoon picnics, lounging on the patio and cocktails in the evening after a great day on the... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    €11,174
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    1 / 26
    7 Bedrooms, Sleeps 10
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    Overview
    Amenities & Details
    • Fireplace
    • Water Views
    • DVD Player
    • Stereo System
    • Internet Access
    • Deck
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    SPECTACULAR and expansive views of the Vineyard Sound with 2-miles of private association beach to meander anytime your heart desires, lots of exploring or jumping from the infamous rock into the ocean below for the more adventuresome, all with Seven Gates tennis courts, trails and 2 Docks at your... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    €8,939
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    1 / 19
    4 Bedrooms, Sleeps 9
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Water Views
    • Stereo System
    • DVD Player
    • Fireplace
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stunning Chilmark property with wonderful privacy, peace and tranquility. This Martha's Vineyard vacation rental offers access to two keyed private association beaches Squibnocket Association and Long Beach, distant peak of a view to the Atlantic Ocean with classic Chilmark living and access to... View all property information
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    Chilmark, Martha's Vineyard
    From
    €939
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    1 / 13
    4 Bedrooms, Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Deck
    • DVD Player
    • Internet Access
    • Satellite TV
    • Microwave
    • Stereo System
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Four Bedroom Cape located in Chilmark on a circular drive. This Martha's Vineyard vacation rental offers private back yard with large deck for out door dining and sunning. Access to Lucy Vincent and Squibnocket Beaches just up the road. Additional amenities include: beach chairs, outdoor shower:... View all property information
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    Chilmark, Martha's Vineyard
    From
    €17,878
    / Week
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    1 / 15
    6 Bedrooms, Sleeps 12
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Deck
    • DVD Player
    • Waterfront
    • Water Views
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stunning Chilmark rental home. This newly constructed contemporary home is situated high up from the water with fabulous views of the North Shore. There are numerous paths great for a hike or a run in the woods. Privacy, privacy, privacy. Great space in the main house with five bedrooms on the main... View all property information
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    Chilmark, Martha's Vineyard
    From
    €5,810
    / Week
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    1 / 25
    4 Bedrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dishwasher
    • Air Conditioning
    • Stereo System
    • Deck
    • Microwave
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Located on 7.2 private acres in Chilmark, this 4500 sq. ft. home features a key to Quansoo beach, one of the most beautiful private association beaches on Martha's Vineyard Island. Professionally decorated with British West Indies style furnishings. Large gourmet kitchen includes a subzero... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    From
    €5,810
    / Week
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    1 / 15
    5 Bedrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Grill
    • Waterfront
    • Water Views
    • DVD Player
    • Stereo System
    • Internet Access
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Vacation in Chilmark on the pristine shores of the Tisbury Great Pond in this 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 luxurious setting by the... View all property information
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    Chilmark, Martha's Vineyard
    From
    €5,363
    / Week
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    1 / 10
    4 Bedrooms, Sleeps 6
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    Overview
    Amenities & Details
    • Waterfront
    • Microwave
    • Deck
    • Stereo System
    • Water Views
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Wonderful, vintage Martha's Vineyard cottage. Simple living in Chilmark with modern conveniences. House offers four bedrooms with wonderful views over rolling meadow to Squibnocket Pond and Atlantic Ocean. Access to key beach in Gay Head. Additional amenities include: dock/boat-slip, house style:... View all property information
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    Chilmark, Martha's Vineyard
    From
    €1,609
    / Week
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    1 / 8
    4 Bedrooms, Sleeps 9
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    Overview
    Amenities & Details
    • Dishwasher
    • Satellite TV
    • Microwave
    • Stereo System
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Quintessential Chilmark farm house on 12 acre estate. Renovated 1700's house offering antique qualities with the modern conveniences. Very private and tranquil. Enjoy the beautiful south shore Chilmark beaches with this rental. Additional amenities include: cleaning fee: $180, check in time: 4:00,... View all property information
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    Chilmark, Martha's Vineyard
    From
    €1,788
    / Week
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    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Dryer
    • Stereo System
    • DVD Player
    • TV
    • Patio
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Quietly tucked away in a pastoral setting on Blueberry Ridge, Meadow House features a modern interpretation of a sleek barn. The home is designed to enjoy the views of the surrounding secluded meadows both inside and out. The main living space features an open design floorplan with Living and... View all property information
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    Chilmark, Martha's Vineyard
    From
    €894
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    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms, Sleeps 8
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Waterfront
    • Internet Access
    • Stereo System
    • Water Views
    • Satellite TV
    • Fireplace
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Chilmark waterfront rental home located on Quitsa Pond with views across Quitsa and Menemsha ponds out to the Elizabeth Islands. This martha's vineyard rental property offers dock, mooring along with access to small beach area just down the path on Clam Point Cove. Named appropriately, it is an... View all property information
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    Chilmark, Martha's Vineyard
    5 of 5 stars Reviewed 3 September 2014
    Our family thoroughly enjoyed our week at the Mayhew home in Chilmark. We rented kayaks for some boating right off the private pier, picked clams, swam off the docked and cooked...
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    From
    €1,564
    / Week
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    1 / 8
    2 Bedrooms, Sleeps 4
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    Overview
    Amenities & Details
    • Fireplace
    • Satellite TV
    • Internet Access
    • Stereo System
    • Deck
    • Grill
    • Dishwasher
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    A perfect up-island retreat - this charming two bedroom cottage has all that you could possibly imagine, nicely updated and comfort throughout. Enjoy Chilmark's famous beaches by day, relax on the screened porch with a book before dinner -- this is the meaning of rest and relaxation! Additional... View all property information
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    Location Information
    Chilmark, Martha's Vineyard 02535
    From
    €510
    / Night
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    1 / 5
    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
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    • Smoking allowed
    • Elder access
    • x
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    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
    From
    €4,246
    / Week
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    1 / 13
    3 Bedrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Stereo System
    • Deck
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Peaceful Chilmark rental home offering privacy along with great proximity to West Tisbury town center and Chilmark beaches. You will feel the quiet tranquility that is so treasured in Chilmark. Lovely open space on the first floor that opens up to a large deck and patio with lovely field views. You... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    €2,682
    / Week
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    1 / 13
    4 Bedrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Water Views
    • Satellite TV
    • Internet Access
    • Dishwasher
    • Microwave
    • Stereo System
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Lovely four bedroom home in Menemsha Hills, Chilmark. House offers distant views from upper level over Menemsha on one side and across to Vineyard Sound on the other. Nicely appointed furnishings. The house has a patio off the dining room and kitchen overlooking grounds and gardens. Just minutes to... View all property information
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    Chilmark, Martha's Vineyard
    From
    €3,129
    / Week
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    1 / 18
    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
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    • Smoking allowed
    • Elder access
    • x
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    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
    €4,470
    / Week
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    1 / 17
    3 Bedrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Deck
    • Dishwasher
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stunning Chilmark property in Abel's Hill. Convenient location with great proximity to association beach and tennis, not far from Chilmark and West Tisbury town centers. Surrounded by open rolling hills with Japanese garden and fire pit, offering great privacy. Just steps to wonderful walking... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    From
    €1,788
    / Week
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    1 / 8
    2 Bedrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dishwasher
    • Air Conditioning
    • DVD Player
    • Stereo System
    • Deck
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    A Chilmark Cottage situated with privacy in a wooded area not too far from beaches and Alley's General Store. Enjoy peaceful mornings and evenings on the private deck while heading to the beautiful South Shore on Lucy Vincent Beach during sunny Vineyard days. Walk into this cottage and kick back... View all property information
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    Chilmark, Martha's Vineyard 02535
    From
    €4,916
    / Week
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    1 / 9
    4 Bedrooms, Sleeps 9
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Microwave
    • Water Views
    • Deck
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely, Chilmark home in close proximity to Menemsha House offers four bedrooms with comfortable kitchen, living and dining area. Great deck off back of house with views of Vineyard Sound. Very relaxing Martha's Vineyard vacation rental. Additional amenities include: longitude: -70.7598000, dinner... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    From
    €17,878
    / Week
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    1 / 7
    5 Bedrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Stereo System
    • Internet Access
    • Satellite TV
    • Grill
    • Shared Outdoor Pool...
    • Water Views
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Spectacular contemporary Martha's Vineyard vacation rental offering 5,000 square feet of casually elegant living space. Overlooking Chilmark pond and Lucy Vincent Beach with professionally landscaped grounds. Enjoy lounging on the deck with an in-ground negative edge swimming pool. Additional... View all property information
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    Chilmark, Martha's Vineyard
    From
    €7,151
    / Week
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    1 / 26
    4 Bedrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Deck
    • Internet Access
    • Satellite TV
    • Dishwasher
    • Fireplace
    • Water Views
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spectacular waterviews! This Martha's Vineyard vacation rental is situated on 3+ acres overlooking the Elizabeth Islands and the Vineyard sound. On a clear day you can catch a lovely view of the Aquinnah lighthouse. The outdoor living space is truly where you want to be. Each area used for various... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    From
    €1,788
    / Week
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    1 / 13
    4 Bedrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dishwasher
    • Grill
    • Satellite TV
    • Microwave
    • Deck
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A very special Windy Gates offering. Four bedroom converted barn offers a large open first floor with kitchen, dining and living space. Great barn doors open to patio seating outside. Four bedrooms upstairs with one hall bath and a second bath at the bottom of the stairs. Enjoy this Martha's... View all property information
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    Chilmark, Martha's Vineyard
    From
    €6,704
    / Week
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    1 / 15
    5 Bedrooms, Sleeps 9
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Deck
    • Internet Access
    • Water Views
    • Dishwasher
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    A rare Chilmark find! This house sits up on a bluff with the most spectacular Atlantic views over Squibnocket Beach. There are two paths down to the beach as well as keys to two of the most pristine island beaches within the gated association. The Bluff house blends the traditional Chilmark retreat... View all property information
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    Location Information
    Chilmark, Martha's Vineyard
    From
    €2,235
    / Week
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    1 / 36
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Dryer
    • Stereo System
    • Deck
    • Washer
    • TV
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Featuring one of the most stunning water views and waterfront locations in Chilmark, The Beach House At Stonewall is just that. Stonewall Beach is directly at the property's edge. There is a private beach, and south-facing views of Stonewall Beach & Pond, Squibnocket Point, and on out to No Man's... View all property information
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    Location Information
    Chilmark, Martha's Vineyard