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Compare 129 Cottages in Chilmark with updated reviews, rates, and availability.
Cape Cod Holiday Estates, a VRI resort
Cape Cod Holiday Estates, a VRI resort
9.6 out of 10, Exceptional, (120)
Martha's Vineyard Getaway Cottage
Martha's Vineyard Getaway Cottage
10.0 out of 10, Exceptional, (2)
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
8.6 out of 10, Excellent, (79)
Cozy Massachusetts Escape w/ Patio, Near Beaches!
Cozy Massachusetts Escape w/ Patio, Near Beaches!
10.0 out of 10, Exceptional, (1)
Chappy cottage with private beach
Chappy cottage with private beach
10.0 out of 10, Exceptional, (14)
Cape Cod Cottage steps from Private Beach
Cape Cod Cottage steps from Private Beach
10.0 out of 10, Exceptional, (32)
Cozy Beach Cottage
Cozy Beach Cottage
10.0 out of 10, Exceptional, (41)
WATERFRONT Downtown Cottage w/ Beach
WATERFRONT Downtown Cottage w/ Beach
10.0 out of 10, Exceptional, (41)
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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Other property types in Chilmark
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks
8.6 out of 10, Excellent, (22)
Beautiful dog-friendly home with water view, balcony & washer/dryer
Beautiful dog-friendly home with water view, balcony & washer/dryer
7.8 out of 10, Good, (14)
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl 2 EV charger.
10.0 out of 10, Exceptional, (44)
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.
Recent reviews of Chilmark hotels
Recent reviews of Chilmark hotels
5/5 Excellent
"Great location… short walk to center of town "
A verified traveler stayed at Inn on the Square
Posted 3 days ago