Photo by Wen C.

Chilmark Hotel Guide - Beach Hotels in Chilmark, Massachusetts

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Top Chilmark Beach Hotels

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

10.0 out of 10, Exceptional, (51)
"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 + Lvl2 EV charger.

Cozy efficiency apartment/heated pool

9.4 out of 10, Exceptional, (18)
"This is a great property for an individual or a couple looking to explore the island!"
Cozy efficiency apartment/heated pool

Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

10.0 out of 10, Exceptional, (23)
"Nice place and very compact Good location, nice view"
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

8.6 out of 10, Excellent, (23)
"Wonderful place for a getaway to MV. Well appointed, comfy home with great pool. Plenty of privacy but easy to get to. Enjoyed our stay"
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

Post and Beam home with westward views of the ocean and sunsets

10.0 out of 10, Exceptional, (8)
"Wonderful home and property in a great location. House has historic character along with updated amenities. The host and his family were wonderful."
Post and Beam home with westward views of the ocean and sunsets

PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC

10.0 out of 10, Exceptional, (2)
"We rented this beautiful home for three days for a family wedding. The location could not have been better as we were able to walk to the wedding at the Captain Flanders Inn across the street. We had perfect weather and an amazing time. The house was ideal for two families sharing the space. We loved the two outdoor showers, the two living spaces, and all the outdoor areas. There were so many games and puzzles that we didn’t even have time to enjoy so next time we will stay longer. Everyone...
PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC

Bright and cozy menemsha cottage

10.0 out of 10, Exceptional, (4)
"Peaceful location near conservation trail and a short drive to Lucy Vincent and the Chilmark Store. Clean, spacious and comfortable for our family of six adults. The owner mailed the key and information about the house ahead of our stay, which was helpful. Highly recommended!"
Bright and cozy menemsha cottage
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.

Frequently asked questions

What is Chilmark like for travellers who love the beach?
Discover your ideal place to stay in Chilmark, which has a lot to offer the traveller looking for a beach getaway.
What's the best accommodation option to stay near the beach in Chilmark?
Menemsha Inn & Cottages is a top beach hotel offering 2 restaurants and free WiFi, located within a short 15-minute walk of Menemsha Beach .
How many beach hotels will I find in Chilmark?
Expedia has 6 beach hotels in Chilmark that are great for your beachside getaway.
When's the best time for a beach holiday 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 temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Chilmark is 1272 mm.
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 Menemsha Beach and Lucy Vincent 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?
This travel information can 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 centre. If you'd like to explore around the area, you may want to rent a car for your trip.