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Chilmark Vacation Rentals

Our Favorite Vacation Rentals in Chilmark

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Chilmark Vacation Rentals with Wi-Fi

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Chilmark Pet-Friendly Vacation Rentals

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Chilmark Travel Guide

The town of Chilmark is in the heart of Martha's Vineyard and is a great place for being at one with nature, or embarking along one of the best wine trails in the United States.

Things to Do in Chilmark

One of the best things to do in Chilmark is to participate in a tour or tasting of the many wineries and vineyards scattered throughout the area. Take a Martha's Vineyard tour, venture further afield to the Cape Cod Winery, or taste locally-brewed ales and hops at the Bad Martha Farmer's Brewery.

Best Time to Visit Chilmark

Chilmark is best visited during the warm summer months.

Price and Availability in Chilmark

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The most expensive month to stay in a vacation rental in Chilmark is in July, while the cheapest month is in October. The most popular time to book a vacation rental in Chilmark is in the high season in August. Chilmark has its low season in October, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Chilmark tends to be Sunday, while the most expensive day tends to be Friday. Vacation homes in Chilmark tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.

The Weather in Chilmark

83º 37º
1.72
86º 36º
2.94
91º 40º
1.98
92º 49º
1.25
88º 43º
3.16
78º 23º
6.41
66º 15º
9.01
58º 13º
3.89
55º
4.48
54º 12º
7.88
63º 13º
5.23
66º 18º
4.19
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Rainy days
This climate histogram shows you the weather patterns in Chilmark. The warmest months in Chilmark are May and June, when temperatures reach 92 ˚F. The coolest month is January, when temperatures drop to 1 ˚F. The wettest month in Chilmark is November with 9.01 inches of rain, while the driest month is August with 1.25 inches of rain.

What Expert Travelers Think

Vacation Rentals in Chilmark

Choose the perfect rental for your trip at AllTheRooms.com. We compare Airbnb, VRBO, Glamping Hub and many more. AllTheRooms has 160 vacation rentals, hotels and other great places to stay while you enjoy Chilmark, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. If you are trying to keep costs down, the lowest priced place to stay in Chilmark is only $72 per night. The average price of an accommodation is $853 per night.

Those looking to get some work finished during their trip to Chilmark can choose from 79 places to stay that include WiFi. We have 3 accommodations that include a breakfast included. Driving to Chilmark? Then choose one of the 76 places to stay that comes with a parking spot included. We have 4 places to stay that have a pool or jacuzzi.

AllTheRooms has 23 pet-friendly places to stay in Chilmark, so if you're traveling with your cat or dog you won't have any problems.

We combine a wide variety of Chilmark accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 4 providers, including 49 places to stay from Airbnb, 27 accommodations from VRBO and 6 places to stay from Glamping Hub.

78 accommodations in Chilmark have been reviewed; 52% are rated highly. 35 accommodations allow instant booking.

Destinations near Chilmark