Chilmark, MA

Travel Guide

A dock with boats, a small wooden structure, and a forested shoreline.
A beach with large rock formations and the ocean in the background.
A sunset over a calm sea with a rocky shoreline and a distant buoy.
A coastal landscape with a lighthouse, cliffs, and the ocean.
A building with a red door and a white fish sign.
Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool

Chilmark MA
The price is AED 1,451 per night from Oct 13 to Oct 14
AED 1,451
AED 2,203 total
13 Oct - 14 Oct
includes taxes & fees
Stay at this apartment in Chilmark. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Edys Island and Squibnocket Pond are located ...
9.6/10 Exceptional! (26 reviews)
"Beautiful property with an amazing pool. Great place to stay!"

Reviewed on 30 August 2026

Cozy efficiency apartment/heated pool
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Chilmark MA
Book a stay at this family-friendly vacation home in Chilmark. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Waskosim's Rock ...
8.8/10 Excellent! (5 reviews)
"We had a wonderful stay. The cabin was well equipped, cozy and clean. I will definitely stay at this cabin in the future."

Reviewed on 1 October 2026

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
The price is AED 459 per night from Oct 12 to Oct 13
AED 459
AED 617 total
12 Oct - 13 Oct
includes taxes & fees
Stay at this hotel in Falmouth. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
Inn on the Square
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.
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

Chilmark MA
Book a stay at this family-friendly vacation home in Chilmark. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Waskosim's Rock ...
8.8/10 Excellent! (5 reviews)
"We had a wonderful stay. The cabin was well equipped, cozy and clean. I will definitely stay at this cabin in the future."

Reviewed on 1 October 2026

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool

Chilmark MA
Stay at this apartment in Chilmark. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Edys Island and Squibnocket Pond are located ...
9.6/10 Exceptional! (26 reviews)
"Beautiful property with an amazing pool. Great place to stay!"

Reviewed on 30 August 2026

Cozy efficiency apartment/heated pool
The Club at New Seabury

The Club at New Seabury

3.5 out of 5
95 Shore Drive West Mashpee MA
Book a stay at this beach aparthotel in Mashpee. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions South Cape Beach State Park and Popponesset ...
The Club at New Seabury
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.

Stay near popular Chilmark attractions