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Vacation Rentals in Chilmark, MA

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$320
Per Night
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1 / 26
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1 Bedroom, 1 Bathroom, Sleeps 4
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$345
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1 / 10
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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$900
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1 / 30
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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$3,750
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1 / 20
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Number Of Bedrooms
  • # Of Bathrooms
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  • 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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$1,595
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1 / 12
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2 Bedrooms, 1 Bathroom, Sleeps 3
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Amenities & Details
  • TV
  • Microwave
  • DVD Player
  • Stereo System
  • Satellite TV
  • Grill
  • Ceiling Fans
  • Washer
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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$6,250
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1 / 19
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Washer
  • Internet Access
  • TV
  • Stereo System
  • # Of Bathrooms
  • Satellite TV
  • Deck
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sit on the porch of this fabulous four bedroom home and take in the panoramic water views. Enjoy watching the sheep grazing around the property which is part of a working farm. Access a gorgeous south shore private beach by canoe or kayak. The home is private, comfortable and convenient to the... View all property information
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$528
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1 / 64
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3 Bedrooms, 4 Bathrooms, Sleeps 9
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Amenities & Details
  • Stove
  • DVD Player
  • Garage
  • Grill
  • Fireplace
  • Microwave
  • Washer
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sprawling Hilltop Glass House admits views and entertains peace from every angle. Large south facing stone terrrace has hot tub and large table to enjoy guests and family. Please note: The calendar may not display the 1st and last dates of booked property as this house may turn over on the same... View all property information
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5 of 5 stars Reviewed August 15, 2013
This was a fabulous family retreat. Plenty of bathrooms, very comfortable beds, and a great outdoor patio for grilling or lounging. We hope to come back next year!
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$3,700
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1 / 55
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3 Bedrooms, 1 Bathroom, Sleeps 7
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Amenities & Details
  • Stove
  • Deck
  • Dryer
  • DVD Player
  • Grill
  • Microwave
  • Satellite TV
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This home is 1/2 mile from Chilmark Center If you are having trouble with FERRY RESERVATIONS contact me via email or phone and I'll work with you for a shorter stay if need be or assist you. This home is minutes to both Lucy Vincent Beach (with both nude and regular bathing sections) and... View all property information
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4 of 5 stars Reviewed July 7, 2014
Just spent a very relax vacation in this country style house that gived us a family home feel outside of our home. The house is surround by green trees with beautiful wood logs...
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1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • DVD Player
  • Toaster
  • Satellite TV
  • Guest Count
  • Number Of Bedrooms
  • Internet Access
  • Dishwasher
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The minute you enter this stunning property, you will be mesmerized by the ever changing sights and sounds of Stonewall Pond and Atlantic Ocean beyond. The views are unsurpassed and the house comfortable and casually elegant. A sweeping lawn leads to a private dock on the pond for swimming and... View all property information
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$643
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1 / 45
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5 Bedrooms, 4 Bathrooms, Sleeps 9
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Amenities & Details
  • Refrigerator
  • Stove
  • DVD Player
  • Dishwasher
  • Washer
  • TV
  • Parking
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
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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1 / 13
3 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • DVD Player
  • Satellite TV
  • Internet Access
  • Dryer
  • Microwave
  • # Of Bathrooms
  • Deck
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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$7,500
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1 / 17
4 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Washer
  • Stereo System
  • Patio
  • DVD Player
  • Microwave
  • Fireplace
  • Deck
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This spacious ten room, architectural award winning design home is perched high on a hill with panoramic views of the Vineyard Sound and the Elizabeth Islands. There are five bedrooms, four and one half baths, a large deck for entertaining and watching the breathtaking sunsets, and three outdoor... View all property information
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$11,000
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1 / 15
5 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Dryer
  • Patio
  • DVD Player
  • Dishwasher
  • Microwave
  • Deck
  • Fireplace
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Contemporary, private, exquisite home set right on Tisbury Great Pond. Drive to Quansoo or kayak right from the house. Large, gorgeous gourmet kitchen, spacious living room with stylish fire place, large screened porch, water views through the trees all contribute to the heightened appeal of this... View all property information
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$3,000
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1 / 18
5 Bedrooms, 2 Bathrooms, Sleeps 9
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Amenities & Details
  • Washer
  • DVD Player
  • Microwave
  • Internet Access
  • TV
  • Satellite TV
  • Grill
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Reverse Contemporary Five Bedroom home just minutes to Menemsha. There are open living spaces with living room , dining room and kitchen that open to deck with waterviews of the North Shore. Just a short drive to famous Lucy Vincent Beach, Chilmark Store, library and Community Center. Walk to a... View all property information
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From
$2,250
Per Week
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1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Porch
  • Grill
  • Deck
  • TV
  • Microwave
  • Water Views
  • Satellite TV
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Charming Chilmark cottage with panoramic South Shore waterviews. A five minute stroll to South surf beach. Private tennis courts shared with owners and other tenants. Access to Stonewall Pond for launching canoes and kayaks. Seaside cottage charm has been maintained throughout with tung and groove... View all property information
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From
$2,700
Per Week
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1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Dishwasher
  • Microwave
  • Deck
  • Washer
  • Dryer
  • Stereo System
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$12,500
Per Week
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1 / 16
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Microwave
  • Grill
  • Stereo System
  • Patio
  • Dryer
  • Dishwasher
  • Garage
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$2,200
Per Week
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1 / 21
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • TV
  • Internet Access
  • Stereo System
  • Deck
  • Grill
  • DVD Player
  • Microwave
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This special summer retreat affords unforgettable views, a quiet and private setting, an awesome deck to sit and watch and let it all go. Newly renovated gourmet kitchen. The hgouse has views from every room. Watch the sailboat races on Menemsha Pond, the herons, the deer and the hawks on the... View all property information
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From
$3,450
Per Week
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1 / 15
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • # Of Bathrooms
  • DVD Player
  • Guest Count
  • TV
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Perched high above the surrounding terrain, this affordable Chilmark rental offers sweeping views of the ocean and upisland all the way to Aquinnah. See the sunsets from the deck. It is spacious with 4 bedrooms to accommodate family and friends. See Chilmark rental #CH224 for family reunions or... View all property information
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From
$3,500
Per Week
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1 / 35
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • TV
  • Guest Count
  • Microwave
  • Deck
  • DVD Player
  • Washer
  • Internet Access
  • Grill
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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From
$2,500
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1 / 36
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Stereo System
  • Porch
  • TV
  • Washer
  • Grill
  • Dryer
  • Deck
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This quintessential beach house offers proximity to Menemsha while being removed from traffic and the hustle and bustle. It comes with an updated and well equipped kitchen for dining delights with the fresh fish just around the corner. A screen porch looking out over the view. The perfect seat for... View all property information
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From
$4,000
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1 / 20
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Deck
  • TV
  • Microwave
  • Stereo System
  • Dishwasher
  • Dryer
  • DVD Player
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Fabulous Chilmark home offers two levels of living sapce. On the first floor there is a fully equipped kitchen open to the dining room, a living room with fireplace, built-ins and sliders to a deck overlooking a meadow and the most incredible water views. There is a half bath, a master suite with... View all property information
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From
$7,500
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1 / 23
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Washer
  • Microwave
  • Grill
  • Stereo System
  • Internet Access
  • Fireplace
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This Chilmark contemporary home offers views over Chilmark Pond to the South Shore. There are four bedrooms three full baths an open floor plan that includes a kitchen, living room and dining room that open up to decks and additional living space. Includes canoe to take over the pond to beautiful... View all property information
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From
$8,000
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1 / 23
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • TV
  • Dryer
  • Air Conditioning
  • Stereo System
  • Grill
  • DVD Player
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Panoramic Views of South Shore from across the Allen Farm to Noman's Land and beyond. This carefully designed and decorated home sets you in beauty and comfort. The deck features a gazebo. The yard is carefully landscaped and tended with trees strategically planted to offer privacy between the main... View all property information
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$2,500
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1 / 23
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Internet Access
  • Stereo System
  • DVD Player
  • Deck
  • Grill
  • VCR
  • Microwave
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • 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 December 27, 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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$6,000
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1 / 29
6 Bedrooms, 2 Bathrooms, Sleeps 11
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Amenities & Details
  • Microwave
  • Dryer
  • Grill
  • Stereo System
  • TV
  • Dishwasher
  • Washer
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Style, warmth, and comfort define this delightful farm house in Menemsha with a water view to the Vineyard Sound. The property is spacious and private. There is a tennis court shared by the occupants of the neighboring barn. The house comes with a key to a beach in Aquinnah on Moshup trail and a... View all property information
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$8,000
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1 / 24
4 Bedrooms, 2 Bathrooms, Sleeps 2
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Amenities & Details
  • Stereo System
  • TV
  • Washer
  • Deck
  • Fireplace
  • Dishwasher
  • Patio
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located in Menemsha down a dirt road to privacy and serenity, this house is constructed carefully and artfully. The space is light filled with cathedral ceilings in the living area grounded by a hand built fireplace. All decorations and objects have been carefully picked to accent the space with... View all property information
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$2,500
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1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Guest Count
  • Microwave
  • Dryer
  • Satellite TV
  • Washer
  • TV
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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
$3,325
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1 / 17
6 Bedrooms, 2 Bathrooms, Sleeps 14
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Amenities & Details
  • Deck
  • Internet Access
  • Satellite TV
  • Grill
  • Microwave
  • Dryer
  • Dishwasher
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A large rambling old family home where memories are made. The extended family can all join in a vacation full of laughter and play. The grounds are full of places for hide-and-go-seek. Privately set on Middle Road in the woods yet bathed in sunlight. The house has a string of bedrooms for all the... View all property information
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From
$4,000
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • VCR
  • Deck
  • Waterfront
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Steps from Menemsha Pond – look across the ever-changing surface of the water to Menemsha, the Creek, the Lobsterville dunes, Vineyard Sound and the Elizabeth Islands. Magnificent sunsets from the living room. This cathedral-ceiling Modernist masterpiece is constructed entirely of Western red... View all property information
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From
$5,500
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1 / 18
5 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • TV
  • DVD Player
  • Satellite TV
  • Washer
  • Internet Access
  • Dishwasher
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$2,000
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1 / 22
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Washer
  • Dryer
  • Porch
  • Dishwasher
  • TV
  • DVD Player
  • Grill
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$2,500
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1 / 12
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Deck
  • Stereo System
  • DVD Player
  • Dryer
  • Fireplace
  • Washer
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This newly remodeled 3 bedroom 2 bath has a spacious master bedroom suite, cozy sun room and updated kitchen. It has a great yard with garden landscaping, a perfect spot for outdoor dining. 1.5 miles from Alley's store. 3.3 miles to Lucy Vincent Beach.The bathrooms are fully remodeled. An easy,... View all property information
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From
$7,000
Per Week
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1 / 18
6 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Dryer
  • Garage
  • Fireplace
  • Stereo System
  • DVD Player
  • Patio
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This gracious Vineyard elongated Cape overlooks the Keith Farm and the Atlantic Ocean beyond. The gourmet kitchen has just been beautifully renovated and is a dream. The living areas are all decorated with charm and all have views. The separate main house, with four bedrooms, and guest house, with... View all property information
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From
$10,000
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1 / 32
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • DVD Player
  • Grill
  • Air Conditioning
  • Patio
  • Fax
  • Deck
  • Microwave
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$3,200
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1 / 17
3 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Fireplace
  • Grill
  • Toaster
  • Washer
  • Dryer
  • Microwave
  • Internet Access
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Rustic colorful camp with a gorgeous water view right on Chilmark Pond. Sleeps six. Simple kitchen with all necessities. Wow your guests with gourmet meals from this quaint kitchen. Comfortable living-dining overlooking the pond. A special get-away like old times. Not many of these left! Row or... View all property information
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From
$5,000
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1 / 19
5 Bedrooms, 2 Bathrooms, Sleeps 9
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Amenities & Details
  • DVD Player
  • Fireplace
  • Grill
  • Stereo System
  • Fax
  • TV
  • Deck
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sweeping views of Squibnocket Pond, Dunes, the South Shore, Nomans Land, to sunsets over Aquinnah. A great family getaway with access to Chilmark's famed Lucy Vincent and Squibnocket Beaches as well as a private association beach in Aquinnah. Roomy and inviting, this house offers 5 five bedrooms... View all property information
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From
$4,800
Per Week
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1 / 21
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Patio
  • Grill
  • Dishwasher
  • Dryer
  • DVD Player
  • TV
  • Stereo System
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
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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From
$4,150
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1 / 10
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Microwave
  • Grill
  • Stereo System
  • Ceiling Fans
  • DVD Player
  • TV
  • Dishwasher
  • Air Conditioning
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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4 of 5 stars Reviewed August 11, 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
$6,200
Per Week
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1 / 9
4 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Water Views
  • TV
  • Dishwasher
  • Beach Or Lakeside...
  • Satellite TV
  • Number Of Bedrooms
  • Waterfront
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Black Smith Valley. Classic Cape overlooking acres of pastoral meadows and across Squibnocket Pond to open ocean. Immaculate home accented with country antiques and comfortable beds with linens provided. Walk to Squibnocket Beach or drive to Lucy Vincent Beach or make use of the private association... View all property information
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From
$2,975
Per Week
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1 / 16
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Satellite TV
  • Microwave
  • DVD Player
  • Air Conditioning
  • Stereo System
  • # Of Bathrooms
  • Dishwasher
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Ferry Tickets available for weeks 7/4-7/11, 7/11-7/18, 7/18-7/25 and 7/25-8/1 - Please Inquire Charming 4 bedroom, 3 bath traditional summer cottage. Enjoy this impeccably maintained summer home surrounded by a mature landscaped yard with lots of flowering shrubbery. A large deck offers privacy and... View all property information
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From
$4,450
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1 / 18
4 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Water Views
  • Grill
  • Satellite TV
  • Microwave
  • VCR
  • DVD Player
  • Porch
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Panoramic South Shore ocean vista from this outstanding private rental home. Less than one mile to famous Lucy Vincent Beach. Owner also offers private beach rights to the south side via canoe or kayak (provided by owners.) Classic style and modern luxury combine to make this family retreat a very... View all property information
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From
$3,800
Per Week
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1 / 29
4 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Ceiling Fans
  • VCR
  • Dishwasher
  • TV
  • Air Conditioning
  • Deck
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This incredible home is furnished with one of a kind artisan wood and textile pieces, as well as Donghia soft seating and is filled with art, vintage stain glass, antiques, and one of kind artisan furniture. The ocean view is spectacular from the great room (living room, dining area and kitchen,... View all property information
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From
$4,150
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1 / 14
4 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Deck
  • Water Views
  • TV
  • Internet Access
  • Microwave
  • Satellite TV
  • Grill
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Sweeping water view over Vineyard Sound to the Elizabeth Islands. Freshly renovated Cape-style, three bedrooms, with sofa beds in den and sunroom, sleeps 8-10 people. Short walk to lovely Menemsha Village, and less than two miles to Lucy Vincent's Beach. Large, landscaped treed lot of 2.3 acres on... View all property information
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From
$3,000
Per Week
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1 / 21
5 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Washer
  • Dishwasher
  • Dryer
  • Deck
  • Grill
  • DVD Player
  • Microwave
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Privately tucked away on 20 acres of rolling hills and meadows that run along the shoreline of Squibnocket Pond, this mission-style home enjoys stunning sunset and water views across the Pond, the sand dunes of the Island's most southwestern point, and on across the Atlantic Ocean out to No Man's... View all property information
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From
$4,500
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1 / 18
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Microwave
  • Ceiling Fans
  • TV
  • Air Conditioning
  • Deck
  • Satellite TV
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Amenities and Features include... Quansoo (with private beach key), Central Air, Waterview, Waterfront Additional amenities include: coffee maker, internet - ethernet cord required, pets considered, lobster pot, washer / dryer, cd player, porch - screened, outside shower - enclosed, private... View all property information
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From
$20,700
Per Week
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1 / 38
Studio, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Water Views
  • Dishwasher
  • Microwave
  • Stereo System
  • Deck
  • Internet Access
  • Grill
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Expansive views of Chilmark Pond and the Atlantic Shoreline. Deeded access to pond, dock and private ocean beach (please inquire for more information). Newly completed 5400 square foot luxury home with ... multiple decks overlooks the masterfully landscaped grounds, stone walls, and ocean views... View all property information
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From
$2,925
Per Week
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1 / 24
4 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • DVD Player
  • Internet Access
  • # Of Bathrooms
  • TV
  • VCR
  • Microwave
  • Water Views
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Casual immaculately clean in picturesque Menemsha, Chilmark waterfront. Beautiful views. A short stroll to the beach, fish market, boutiques, fishing, and shore dinners. Guest House - Main House on property nearby may be occupied by Tenants or Owner. Amenities and Features include...... View all property information
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From
$1,250
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1 / 13
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Microwave
  • DVD Player
  • Deck
  • Grill
  • Water Views
  • Dishwasher
  • TV
  • Toaster
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Amenities and Features include... Menemsha, Waterview, Walk to beach Additional amenities include: coffee maker, fans - portable, lobster pot, food processor, washer / dryer, cd player, outside shower - enclosed, vacuum, outdoor furniture, ironing board. View all property information
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From
$10,300
Per Week
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1 / 40
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • TV
  • Microwave
  • Dishwasher
  • Stereo System
  • Deck
  • Grill
  • DVD Player
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Aptly named for its stunning perch in prestigious Squibnocket Farm on the shores of Squibnocket Pond, The Roost features panoramic water views that stretch from the far southwestern shoreline of Martha's Vineyard, across Chilmark's Squibnocket and Stonewall Beaches, and continue along the Island's... View all property information
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Suitability

  • Wheelchair access (1)
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  • Smoking allowed (0)

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