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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

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Recent Chilmark property reviews

  • Midland, Virginia

    "My husband and I have spent over thirty years vacationing on the Island and this year chose to stay in a different area. We were attracted by the privacy and solitude of what comes close to being your own island. The delightful vistas and tranquil setting is perfect for someone wanting to kick back and relax. Being close to Menemsha and its excellent fish markets we enjoyed seafood feasts on the lawn surrounded by unforgettable sunsets. Our two dogs roamed the property as if it was their own. This idyllic setting and large and comfortable house will make this a "repeat" vacation spot for us."
    Guest: Jude Date of Stay: June 2012 Review Submitted: July 24, 2012
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  • Great House, Great Setting

    "This house is filled with light. The BR, LR, kitchen, screened porch and deck all face the ocean. It's up a hard-packed, typical Vineyard dirt road, easy to travel with car or mountain bike. Perfect location, between West Tisbury and Chilmark with easy access to OB and E-town. Small but well-appointed kitchen, good firm bed, excellent outdoor shower, easy access to boats no more than 20 feet from the dock. Dark skies at night make for great constellation sightings."
    Guest: Larry Date of Stay: July 2014 Review Submitted: August 5, 2014
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  • Chilmark house

    "Very nice and clean "lodge" like home in a farm land setting with 100 acre views and comfortable air conditioned accommodations. Fishing with the owner is a special and memorable experience every time we visit. The private beach is a very nice bonus to this rental. Would recommend this property for families or up to 5 couples."
    Guest: jerry Date of Stay: July 2012 Review Submitted: July 23, 2012
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  • Great house in Chillmark

    "We had a great time on Pinkletink Rd. House was great and views overlooking the harbor and the lighthouse were amazing. In the evenings, deer, turkeys are rabbits romp through the back yard. Private setting with great open spaces in the house. Make sure you hit OakBluffs or Edgartown if you would like wine or beer, Chillmark is dry - delivery service is available. Owner's instruction sheet was very helpful. Got to town hall with lease agreement for beach sticker open 9am- 1pm 7 days a week. We prefered Squibnocket, and it was cheaper than Lucy Vincent."
    Guest: Colin Date of Stay: July 2013 Review Submitted: July 25, 2013
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Chilmark Travel Tips

Experience the Best of Martha's Vineyard with Chilmark Vacation Rentals

Chilmark, Massachusetts is a 34-square-mile town on the western end of the island of Martha's Vineyard steeped in history and culture. The town features buildings that are more than one hundred years old and still in use. The town hall was built in about 1897, and an old church nearby was built in 1843. And children from pre-kindergarten through fifth grade still learn in the one-room schoolhouse that was put up in about 1850. When you stay in Chilmark vacation rentals, you get to experience a little piece of Martha's Vineyard as it was more than a century ago.

Chilmark's Local Fare: There's Something for Everyone

Though the town of Chilmark is small, the agriculture there is strong and varied. If you're interested in eating and buying organically and locally, Chilmark has a wide array of products to offer you. During your stay at one of the Chilmark beach homes, you can drink milk from local cows, eat eggs laid by free-range chickens, nibble on bacon from island-raised pigs, or cozy up in some wool shorn from the town's sheep. Of course, there's always a fresh catch of the day up for grabs at the town's two fish markets. And don't forget dessert! Get in line at Chilmark Chocolates to experience the town's trademark sweet.

The Perfect Small-Town Vacation

When it comes to Martha's Vineyard lodging, Chilmark vacation rentals have it all: access to amazing beaches with spectacular sunsets; delicious, fresh local food; top-notch historical sites; and unique, exciting live theater. The tiny town has all the activities and attractions you could ask for in a great vacation destination, and it's all wrapped up in a quaint, peaceful package that's full of original Martha's Vineyard character.

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