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Chilmark Vacation Rentals

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 Index in Chilmark

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The most expensive month to stay in a vacation rental in Chilmark is in August, while the cheapest month is in November. The most popular time to book a vacation rental in Chilmark is in the high season in August. Chilmark has its low season in December, 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 Monday, 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 Tuesdays.

The Weather in Chilmark

63º 13º
5.23
66º 18º
4.19
55º
4.48
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
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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

Browse accommodations from all the best providers including Airbnb, VRBO, Glamping Hub and more at AllTheRooms.com. We have 162 vacation rentals, hotels and other accommodation types in Chilmark ranging from budget options to luxury places to stay. For those trying to keep costs down, the lowest priced place to stay in Chilmark comes in at $72 per night. On average, a place to stay in Chilmark will cost you $863 per night.

If you need an internet connection during your stay in Chilmark, then you can choose from over 78 places to stay that provide WiFi internet. Driving to Chilmark? Then choose one of the 76 places to stay that comes with a parking spot included. 5 accommodations come with a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 22 accommodations that are designated as pet-friendly.

We combine a wide variety of Chilmark accommodations including vacation rentals, homestays, hostels and other unique places to stay into one easy search. We show results from more than 4 providers, including 48 places to stay from Airbnb, 28 accommodations from VRBO and 6 places to stay from Glamping Hub.

79 of our accommodations in Chilmark have been reviewed and rated. 53% are rated excellent or good. You can instantly book any of 37 places to stay right now.