Photo by Wen C.

Chilmark Beach Hotel

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Top Chilmark Beach Hotel

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Terrace/patio
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
Fridge, microwave, oven, stovetop
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.
Aerial view
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
Outdoor pool, a heated 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.
Aerial view
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.
PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC
Outdoor dining
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
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 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 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?
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.