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  4. Martha's Vineyard
  5. Chilmark
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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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Overview of Chilmark Vacation Rentals

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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