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 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 CA $560 per night from Oct 13 to Oct 14
CA $560
CA $850 total
Oct 13 - Oct 14
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 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 $216 per night from Oct 25 to Oct 26
CA $216
CA $329 total
Oct 25 - Oct 26
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 CA $189 per night from Oct 14 to Oct 15
CA $189
CA $216 total
Oct 14 - Oct 15
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 ...
8.4/10 Very good! (408 reviews)
"Lovely property. Would stay here again. Comfortable beds. Nice ambience in lobby. Great breakfast. Views at check in area beautiful. They have a little patio out front where u can sit and stare at the lake. There is a road between hotel and view of lake. Very peaceful there."

Reviewed on Sep 29, 2026

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 ...
8.6/10 Excellent! (4 reviews)
"It’s a beautiful property that deserves some love. We had a wonderful weekend despite this tired little house. We rented the last weekend of the summer, 3 nights total for around 2000. It’s overpriced. Oven does not work properly. The tv is outdated (could not cast from your smart devices). The shower ..."

Reviewed on Sep 21, 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 Aug 30, 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.

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