Photo by Wen C.

Find Beach Hotels in Chilmark, MA

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Pick from 55 Chilmark Beach Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
8.6 out of 10, Excellent, (22)
"We didn't realize how beautiful and unique the architecture of this residence was before we arrived. It is a gorgeous place and we were please by the cleanliness and simplicity of it. "
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Beautiful dog-friendly home with water view, balcony & washer/dryer
Beautiful dog-friendly home with water view, balcony & washer/dryer
7.8 out of 10, Good, (14)
"A Vacasa managed property that has everything you could want. We stayed 4 nights with our whole family and our small dog. It had everything we could want and we enjoyed ourselves. Recently redone, with good fit and finish and places to hang cook and relax off a dirt road that is well situated. Our only comments would be that there were some things needing fixing like the grill handle, lights not in sockets, and general disarray of bedding and supplies in the closets. While clean and fresh...
Beautiful dog-friendly home with water view, balcony & washer/dryer
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Outdoor dining
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
10.0 out of 10, Exceptional, (44)
"We were in town for a wedding in Chilmark and the property was exactly what we needed!"
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Cozy efficiency apartment/heated pool
Pool
Cozy efficiency apartment/heated pool
9.8 out of 10, Exceptional, (17)
"What a wonderful gem in the woods of Chilmark. The pool is the icing on the cake. Ronnie was such a wonderful host! Hope to return in the fall, but definitely again in the future."
Cozy efficiency apartment/heated pool
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Living area
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
10.0 out of 10, Exceptional, (21)
"My wife, 2 dogs and I visited for a week. This house was well appointed, clean and relaxing. The deck, yard and views are spectacular. We were looking for a quiet place to decompress and recharge and this house did the trick. Christian was very responsive and helpful to every question. I highly recommend."
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What is Chilmark like for travelers who love the beach?
Discover your ideal place to stay in Chilmark, which has a lot to offer the traveler looking for a beach getaway.
How many beach hotels are there in Chilmark?
Expedia has 6 beach hotels in Chilmark that are great for your beachside getaway.
When's the best time for a beach vacation in Chilmark?
Plan your trip to the beach with a look at weather throughout the year in Chilmark: The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chilmark is 50 inches.
What is there to see and do around Chilmark?
After arriving and checking into your hotel, you’ll probably want to explore your surroundings. Beach lovers can head straight to Stonewall Beach or Squibnocket Beach for some quality time by the water. Discover a variety of local attractions, which include Lucy Vincent Beach and Menemsha Beach. For even more to see and do, pay a visit to Chilmark Town Hall or Chilmark Public Library.
What's the best way to get to my beach hotel in Chilmark?
Here’s some information to help you get to and around your beach accommodation in Chilmark more easily: Make your way to Chilmark with a flight to Vineyard Haven, MA (MVY-Martha’s Vineyard), the closest major airport which is located 7.6 mi (12.2 km) from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.