Chilmark, MA

Travel Guide
Photo by Wen C.
Photo by Wen C.
Photo by Shobha George
Photo by Shobha George
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Chilmark
Stay at this vacation home in Chilmark. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Chilmark Public Library and Chilmark ...
8.4/10 Very Good! (16 reviews)
Amazing Property
"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."

Reviewed on 28 October 2024

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Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Mansion House Inn And Spa
Mansion House Inn And Spa
3.5 out of 5
9 Main Street, Vineyard Haven, MA
The price is AED 574 per night from Nov 26 to Nov 27
AED 574
AED 677 total
includes taxes & fees
26 Nov - 27 Nov
Stay at this 3.5-star spa hotel in Vineyard Haven. Enjoy a full-service spa, a rooftop terrace, and a health club. Our guests praise the helpful staff in our ...
9.2/10 Wonderful! (999 reviews)
"Very lovely hotel in a great area."

Reviewed on 21 November 2024

Mansion House Inn And Spa
Sea Crest Beach Resort
Sea Crest Beach Resort
3.5 out of 5
350 Quaker Rd, North Falmouth, MA
The price is AED 512 per night from Nov 26 to Nov 27
AED 512
AED 775 total
includes taxes & fees
26 Nov - 27 Nov
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (22 reviews)
Seacrest
"We complained about the first room we were given in that there were two flight's of stairs to climb(and it was teeny tiny. They accommodated us with a nicer room, with a view. The only weiired thing was there was no microwave? Fridge/freezer, coffee maker but no micro. This seemed unusual for us ..."

Reviewed on 21 November 2024

Sea Crest Beach Resort
See all 2,184 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.
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Chilmark
Stay at this vacation home in Chilmark. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Chilmark Public Library and Chilmark ...
8.4/10 Very Good! (16 reviews)
Amazing Property
"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."

Reviewed on 28 October 2024

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
Chilmark
Stay at this vacation home in Chilmark. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Fulling Mill Brook Preserve and Waskosim's ...
7.8/10 Good! (8 reviews)
Up island oasis
"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 ..."

Reviewed on 25 October 2024

Beautiful dog-friendly home with water view, balcony & washer/dryer
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Chilmark
Stay at this vacation home in Chilmark. Enjoy free WiFi, a garden, and patios. Popular attractions Edys Island and Menemsha Beach are located nearby.
9.8/10 Exceptional! (45 reviews)
Great stay!
"We were in town for a wedding in Chilmark and the property was exactly what we needed!"

Reviewed on 14 October 2024

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
See all 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.

Popular places to visit

Menemsha Beach

Why not spend a carefree afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area.

Menemsha Beach

Lucy Vincent Beach

If a restful vacation is part of your travel plans, Lucy Vincent Beach might be the perfect place to seek out during your trip to Chilmark. Take in the festivals and sunsets in the area.

Lucy Vincent Beach

The Yard

Walk around the campus at The Yard during your stay in Chilmark. Stroll along the area's waterfront, or simply savor its wineries.

The Yard

Stonewall Beach

Why not spend a lazy afternoon at Stonewall Beach during your trip to Chilmark? Stroll along the beaches or discover the area's sunsets.

Stonewall Beach

Fulling Mill Brook Preserve

Enjoy an outing to Fulling Mill Brook Preserve during your stay in Chilmark. Wander the area's waterfront or simply enjoy one of its wineries.

Fulling Mill Brook Preserve

Edys Island

Commune with nature and explore the great outdoors at Edys Island during your travels in Chilmark. Take in the festivals and sunsets in the area.

Edys Island