Photo by Wen C.

Find Beach Hotels in Chilmark, MA

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chilmark Beach Hotels

Tonight
8 Jul - 9 Jul
Tomorrow
9 Jul - 10 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Top Chilmark Beach Hotels

Cozy efficiency apartment/heated pool
Outdoor pool, a heated pool

Cozy efficiency apartment/heated pool

9.4 out of 10, Exceptional, (18)
"My best friend and I had such a lovely time staying at Ronni’s place in the quieter town of Chilmark! It was such a fabulous bonus to have access to her in-ground pool, outdoor shower, and a guest pass to Lucy Vincent
beach
(arguably the most breathtaking on the island, especially for sunrise). We preferred the location being a short 20 minute drive away from the typical tourism, and felt we really got to see the most of the island being out in the suburbs. With that being said, we definitely...
Blair M.
Cozy efficiency apartment/heated pool
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
Aerial view

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

10.0 out of 10, Exceptional, (51)
"This cottage was so much better than I imagined. The views are incredible and it has everything you need. Literally around the corner from the
beach
! Loved it"
Dawn M.
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.
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, (23)
"If you are looking for a great home in the island, this is it! It’s very private and off the beaten path. For us, we loved it as the beaches were just a short drive away, as were the nearby villages too. The home is very unique and have a great floor plan. It’s full of local art, keepsakes and has lovely grounds. Absolutely beautiful! The home is rustic maybe to some, but had all the amenities we needed. The pool was an added bonus too. We were happy to leave the hustle and bustle of Edgartown...
Anonymous traveler
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Post and Beam home with westward views of the ocean and sunsets
Miscellaneous

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."
Robert M.
Post and Beam home with westward views of the ocean and sunsets
Bright and cozy menemsha cottage
Fridge, microwave, oven, stovetop

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!"
Rachel B.
Bright and cozy menemsha cottage
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, (23)
"Beautiful modern house with strong relationship to the landscape and views. Stunning daylight. Private and quiet, it secluded off of a dirt road. Views of pond and ocean with stunning sunsets. Very comfortable open kitchen/living space, private and comfortable bedrooms, well-designed bathrooms. Would have loved to be able to use the fireplace or a fire pit on cool nights, but overall a fantastic stay."
David T.
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Peaceful Chilmark Farmhouse by Menemsha Beach
Miscellaneous

Peaceful Chilmark Farmhouse by Menemsha Beach

3.0 star property
Peaceful Chilmark Farmhouse by Menemsha Beach
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 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 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?
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.