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
Holiday Inn Cape Cod-Falmouth, an IHG Hotel
Holiday Inn Cape Cod-Falmouth, an IHG Hotel
3 out of 5
291 Jones Rd, Falmouth, MA
The price is SAR 349 per night from Jan 13 to Jan 14
SAR 349
SAR 400 total
includes taxes & fees
13 Jan - 14 Jan
Stay at this 3-star business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Long Pond Trail and Falmouth ...
7.4/10 Good! (780 reviews)
Not so great
"Overall, got the job done, which was a bed to sleep in. However floor felt dirty and the bathtubs caulking was awful."

Reviewed on 31 December 2024

Holiday Inn Cape Cod-Falmouth, an IHG Hotel
Mansion House Inn And Spa
Mansion House Inn And Spa
3.5 out of 5
9 Main Street, Vineyard Haven, MA
The price is SAR 653 per night from Jan 5 to Jan 6
SAR 653
SAR 766 total
includes taxes & fees
5 Jan - 6 Jan
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! (998 reviews)
"To have the restaurant open for three meals daily. The lobster bisque was excellent. Create a bus stop in front of the Mansion House for the convenience of your guest to use for traveling to other areas of the island. Or supply a shuttle service that stops in several areas of the island that benefit ..."

Reviewed on 17 December 2024

Mansion House Inn And Spa
See all 2,095 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

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

Chilmark Town Hall

After visiting Chilmark Town Hall, make a plan to see the other sights and activities in Chilmark. Wander the beaches or discover the area's sunsets.

Chilmark Town Hall

Chilmark Public Library

After visiting Chilmark Public Library, make a plan to see the other sights and activities in Chilmark. Amble around the area's beaches or experience its festivals.

Chilmark Public Library

Middle Road Sanctuary

You can take time to visit Middle Road Sanctuary during your travels to Chilmark. Take in the festivals and sunsets in the area.

Middle Road Sanctuary