Photo by Wen C.

Chilmark Hotels

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Chilmark hotel prices

Tonight
21 Nov - 22 Nov
Tomorrow night
22 Nov - 23 Nov
This weekend
22 Nov - 24 Nov
Next weekend
29 Nov - 1 Dec

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Chilmark hotels

Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Property grounds
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
8.0 out of 10, Very good, (3)
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
2 bedrooms, iron/ironing board, Internet, bed sheets
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
8.8 out of 10, Excellent, (9)
"We had such a lovely time staying at this house. It was absolutely immaculate inside and appointed with everything we could need and more. The house is light and airy inside, which helped when we had a few days of rain. The location is secluded in the woods (be careful, we did find ticks on us) but a short drive away from the beaches. We will definitely be back "
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
Beach
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
3.0 out of 10, (2)
"We were shocked when we arrived at this property. The word "rustic" should be added to its description. The front door to the property is a sliding glass does that does not from the outside. When we walked through the house upon arriving, we walked through spiderwebs on the inside of the house, the smell of mildew was overwhelming, most of the windows had been screwed closed with no way to open them, there were rodent traps in every room, the mini splits (AC units) worked extremely well, the...
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach
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.
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
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
Cozy Sanctuary with Water Views
Microwave, oven, dishwasher
Cozy Sanctuary with Water Views
Cozy Sanctuary with Water Views
Water-view home with large deck, balcony, enclosed sunroom & peaceful location
TV, books
Water-view home with large deck, balcony, enclosed sunroom & peaceful location
10.0 out of 10, Exceptional, (5)
"Spent a wonderful week at Lobsterville Landing — a delightful home perfect for time with friends and family. Only a quick walk to the beach, not that we were in a hurry to leave this beautiful home."
Water-view home with large deck, balcony, enclosed sunroom & peaceful location
Modern beach house - Walking distance to Philbin Beach
Exterior
Modern beach house - Walking distance to Philbin Beach
10.0 out of 10, Exceptional, (27)
"Beautiful spacious home near beach. Perfect setup for our family. Lovely kitchen and deck. You could hear the birds and the waves from the deck. A perfect spot to enjoy this beautiful part of the Vineyard."
Modern beach house - Walking distance to Philbin Beach
Beautiful Aquinnah Home: Ocean View, Walk to Beach
House (4 Bedrooms) | Private kitchen
Beautiful Aquinnah Home: Ocean View, Walk to Beach
3.0 star property
Beautiful Aquinnah Home: Ocean View, Walk to Beach
Luxury Home in Exclusive Aquinnah
5 bedrooms, iron/ironing board, travel cot, WiFi
Luxury Home in Exclusive Aquinnah
10.0 out of 10, Exceptional, (12)
"Great house and the host did a great job in answering all of our questions and being available when we needed them."
Luxury Home in Exclusive Aquinnah
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.
Quaint & Quiet Quitsa: 3-bedroom house with WiFi, AC in peaceful Chilmark
Smart TV
Quaint & Quiet Quitsa: 3-bedroom house with WiFi, AC in peaceful Chilmark
2.0 star property
Quaint & Quiet Quitsa: 3-bedroom house with WiFi, AC in peaceful Chilmark
Magical House in the Trees with Water View - Secluded Area
Pool
Magical House in the Trees with Water View - Secluded Area
10.0 out of 10, Exceptional, (76)
"Lisa’s home truly is unique. Located in a very beautiful part of the island. It’s far from the ferry (and the crowds :)) so it would be best to stay here if you have a car on island. Ubering could be difficult and expensive. The privacy and fenced in back yard are unbeatable. Comfortable beds, well equipped kitchen, close to gay head and lobsterville beaches. We had such an amazing stay!!"
Magical House in the Trees with Water View - Secluded Area
Airey Two Bedroom Menemsha cottage
Exterior
Airey Two Bedroom 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!"
Airey Two Bedroom Menemsha cottage
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
Property grounds
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
9.8 out of 10, Exceptional, (37)
"We enjoyed our time here. The house sits is in a very quiet landscape. Remote and relaxing. Just what we have been looking for. Quick drive to beautiful beaches and the cliffs near Gays Lighthouse. Highly recommend this gem."
Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!
Private Hillside Home with Open Property and a Fully Equipped Kitchen
Outdoor dining
Private Hillside Home with Open Property and a Fully Equipped Kitchen
9.6 out of 10, Exceptional, (8)
"The house was great"
Private Hillside Home with Open Property and a Fully Equipped Kitchen
Peaceful Chilmark Farmhouse by Menemsha Beach
Snorkelling
Peaceful Chilmark Farmhouse by Menemsha Beach
3.0 star property
Peaceful Chilmark Farmhouse by Menemsha Beach
Fully Appointed Water View House Ten Minutes Walk from Beach
4 bedrooms, iron/ironing board, WiFi, bed sheets
Fully Appointed Water View House Ten Minutes Walk from Beach
10.0 out of 10, Exceptional, (8)
"Loved the house and location. Host was very helpful. Hope to be back!"
Fully Appointed Water View House Ten Minutes Walk from 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.
Don't see what you're looking for?
See all available properties in Chilmark
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Where is the best place for a stay in Chilmark?

Located 12.4 mi (19.9 km) from the heart of Chilmark, Summercamp is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Sea Crest Beach Resort and Holiday Inn Cape Cod-Falmouth, an IHG Hotel. See all available top hotels, or vacation rentals in Chilmark.

What are some of the best holiday rentals that Chilmark has to offer?

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks: This highly rated holiday home rental in Chilmark is located near the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Chilmark.

If I need to cancel my hotel reservation in Chilmark, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chilmark.

What's the best accommodation option for a family holiday in Chilmark?

Menemsha Inn & Cottages is a top 3-star hotel on Expedia for families, and features 2 restaurants and free parking. Also, attractions in the area such as Island Cove Adventures are fun for the whole family. Find more child-friendly accommodations in Chilmark.

What's the best pet-friendly hotel in Chilmark?

Menemsha Inn & Cottages is a top hotel for people travelling with their pets, and offers 2 restaurants and a 24-hour fitness centre for its human guests. See more pet-friendly hotel accommodations in Chilmark.

What's the best hotel 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 . See more stays near the beach in Chilmark.

What are some hotels with pools in Chilmark?

Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool and a private beach. Holiday Inn Cape Cod-Falmouth, an IHG Hotel and Mansion House Inn And Spa are two additional hotels with an on-site pool. View all hotels with pools in Chilmark.

What is the best spa hotel in Chilmark?

Menemsha Inn & Cottages is a highly recommended beach spa hotel featuring a 24-hour fitness centre and outdoor tennis courts. See all spa hotels in Chilmark.

What is staying in Chilmark like?

Visitors can enjoy all that Chilmark has to offer, including the beaches, wineries and festivals. Tourists can also enjoy the city's local tours and university setting. In Chilmark, there are 81 hotels and other accommodation options to choose from. Find out more about Chilmark.

What are the top places to visit in Chilmark?

Natural beauty is on display at Lucy Vincent Beach, Menemsha Beach and Edys Island. A couple of additional sights to add to your itinerary are Chilmark Town Hall and Chilmark Public Library. Take a look at what more there is to see and do in Expedia's Chilmark guide.

What's the seasonal weather 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.