Photo by Wen C.

Search B&B in Chilmark

    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

Compare 13 B&B in Chilmark with updated reviews, rates, and availability.

The Christopher, The Edgartown Collection
Front of property
The Christopher, The Edgartown Collection
3.0 star property
9.8 out of 10, Exceptional, (163)
"Amazing "
The price is AED 1,976
AED 2,168 total
includes taxes & fees
21 Jul - 22 Jul
The Christopher, The Edgartown Collection
Frederick William House
Front of property
Frederick William House
3.5 star property
9.6 out of 10, Exceptional, (222)
"Our door to the hallway had a big gap under it. I felt like anyone in the hall could hear us talking. No screen on a window left us sweltering all night. Other window had road noise. Great shower pressure! Mattress horrible. Seaview suite was a room with a bathroom and parking lot/roof view. Great breakfast. "
The price is AED 955
AED 1,093 total
includes taxes & fees
15 Jul - 16 Jul
Frederick William House
Inn on the Sound
Beach
Inn on the Sound
3.5 star property
9.8 out of 10, Exceptional, (173)
"Such a relaxing and beautiful stay. Looking forward to returning soon"
The price is AED 1,392
AED 1,593 total
includes taxes & fees
23 Jun - 24 Jun
Inn on the Sound
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
The Palmer House Inn
Exterior
The Palmer House Inn
3.5 star property
9.6 out of 10, Exceptional, (154)
"This precious gem is located in the center of Falmouth. Restaurants, pubs and shops are within walking distance. B&B owners are helpful and accommodating. We are looking toward booking with Palmer next year. Thank you Bill and Tom."
The Palmer House Inn
Delano Homestead Bed & Breakfast
Exterior
Delano Homestead Bed & Breakfast
3.0 star property
9.6 out of 10, Exceptional, (126)
"room and host -Perfect"
The price is AED 659
AED 737 total
includes taxes & fees
26 Jun - 27 Jun
Delano Homestead Bed & Breakfast
waterfront guest house, historic fishing village
Westport Point, our porch
waterfront guest house, historic fishing village
waterfront guest house, historic fishing village
Woods Hole Inn
Exterior
Woods Hole Inn
3.5 star property
10.0 out of 10, Exceptional, (1)
"So welcoming and felt like home. From warm breakfast and great coffee, to super comfortable bed and a great nights sleep. Staff was absolutely friendly and helpful in answering our questions and giving guidance and recommendations for our trip into Martha’s Vineyard. I’m sure we’ll be back! "
Woods Hole Inn
Narragansett House
Front of property
Narragansett House
2.5 star property
8.8 out of 10, Excellent, (47)
"very clean and very helpful staff. breakfast only continental not very good for celiacs. stairs not good for older people"
Narragansett House
The Dexter
Room
The Dexter
3.0 star property
The Dexter
Captain Lawrence Inn
Boating
Captain Lawrence Inn
3.5 star property
8.8 out of 10, Excellent, (64)
"We arrived at the inn at 5pm and were told there was no electricity due to the storm the day before. The power had been off for 14 hours at that time. We came back after dinner and there was still no power. I'm sympathetic to their plight, but If the owners had told us about this many hours sooner we would have had time to find another place to stay, but by then we stopped at two places that were fully booked and finally decided to drive back to our home in Boston."
Captain Lawrence Inn
The 1720 House
Exterior
The 1720 House
2.5 star property
6.8 out of 10, (41)
"Overpriced dirty rundown great location"
The 1720 House
Crocker Inn
Front of property
Crocker Inn
3.0 star property
Crocker Inn
The Little B&B in Aquinnah
Property grounds
The Little B&B in Aquinnah
2.0 star property
The Little B&B in Aquinnah
Don't see what you're looking for?
See all available properties in Chilmark
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.

Other property types in Chilmark

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
8.4 out of 10, Very Good, (18)
"Overall my friends and I have come twice to the Noyes house and are planning to come back next year. As long as you’re comfortable not staying near the main towns, it’s an ideal location - close to the markets and stores of west tisbury, several of the best beaches on the island (Lucy Vincent and Aquinnah in particular), the Chilmark general store, and some of the best farms like beetlebung. The house is something between rustic and luxury, which is deal for a group of friends. It’s not a big...
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
9.4 out of 10, Exceptional, (8)
"Overall, the house was great — very clean, lots of space, beautiful property. My 3 star review has to do with a couple of issues and a lack of responsiveness from the owner/property manager. When we arrived, the code to open the lockbox didn’t work. I texted the owner (maybe a bot rather than a live person?) who could not solve the problem. I was told “our local team is working on the issue.” We wondered around the house and eventually found an open door. The “local team” never came or got in...
Beautiful dog-friendly home with water view, balcony & washer/dryer
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Property grounds
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
10.0 out of 10, Exceptional, (38)
"This beautiful little cottage with a view of the harbor was a perfect escape from our City life. The space is smartly laid out and the living room with glass walls on three sides is the perfect spot to relax with a book -- it was equally beautiful to watch a storm approach as it was to watch the sun set."
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
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

Searching for B&Bs in Chilmark?
If you’re looking for something a little quirkier than your standard hotel experience, a bed and breakfast could be the perfect alternative for your trip. During your time in Chilmark, you might want to spend some time strolling along the water at Lucy Vincent Beach and Menemsha Beach.
How do you know if a B&B is a good option for your stay?
B&Bs all have a unique charm. Whether it’s a garden for guests to admire or a beautiful breakfast room, the quaint details are what make bed and breakfasts a home away from home.
When is the best time to stay at a B&B in Chilmark?
When you’re planning your stay in Chilmark, be sure to take into account the year-round temperatures. 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 do in Chilmark?
If you’re looking to find something to do during your travels, you might consider checking out Chilmark Chocolates and Menemsha Blues Charters. You might put Lucy Vincent Beach and Menemsha Beach on your list if you want to see more of the area.
How can I get to and around Chilmark?
Planning your excursions in and around Chilmark is easier with these transportation options. Fly into Vineyard Haven, MA (MVY-Martha’s Vineyard), which is located 7.6 mi (12.2 km) from the heart of the city. You can also search for flights into New Bedford, MA (EWB-New Bedford Regional), which is 25.4 mi (40.8 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.

Recent reviews of Chilmark hotels
Expedia verified reviews

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

5/5 Excellent
"This is an older motel that has it’s blemishes and quirks, but easily one of the best lodging views on the island — which has picnic tables… So take-out dinner can be a breath-taking affair. Great for families with kids."
A verified traveler stayed at Vineyard Harbor Motel - Private Beach
Posted 10 hours ago
Vineyard Harbor Motel - Private Beach