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 1,377 per night from Sep 28 to Sep 29
AED 1,377
AED 2,109 total
28 Sep - 29 Sep
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
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
The price is AED 599 per night from Oct 25 to Oct 26
AED 599
AED 895 total
25 Oct - 26 Oct
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
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
The price is AED 487 per night from Oct 12 to Oct 13
AED 487
AED 558 total
12 Oct - 13 Oct
includes taxes & fees
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
Iris Hotel Cape Cod
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 ...
9.4/10 Exceptional! (3 reviews)
"House was nice, clean, beds comfortable. It’s quite a bit down a one lane dirt road that has no street sign. We went head to head 3 times with cars coming the other way which required backing down the narrow road backwards. Two issues: 1) the mixer valve for the shower works but needs to be replaced; ..."

Reviewed on 5 September 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 ...
9/10 Wonderful! (369 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."

Reviewed on 22 September 2026

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