Chilmark

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 coastal landscape with a lighthouse, cliffs, and the ocean.
A sunset over a calm sea with a rocky shoreline and a distant buoy.
A building with a red door and a white fish sign.
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 Aug 30, 2026

Cozy efficiency apartment/heated pool
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
The price is CA $168 per night from Nov 23 to Nov 24
CA $168
CA $273 total
Nov 23 - Nov 24
includes taxes & fees
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 ...
Sea Crest Beach Resort
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
The price is CA $199 per night from Nov 15 to Nov 16
CA $199
CA $263 total
Nov 15 - Nov 16
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.
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 Aug 30, 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 ...
9/10 Wonderful! (6 reviews)
"Loved the location with lots of preserves to walk on and beaches right around the corner."

Reviewed on Oct 4, 2026

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

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