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Compare 928 Vacation Homes in Chilmark with updated reviews, rates, and availability.

Coastal chic meets French Provençal in this newly renovated oceanfront home.
Coastal chic meets French Provençal in this newly renovated oceanfront home.
10.0 out of 10, Exceptional, (78)
The price is SAR 2,622
SAR 5,345 total
includes taxes & fees
18 May - 19 May

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
8.8 out of 10, Excellent, (9)

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
9.6 out of 10, Exceptional, (49)

Historic Oak Bluffs home, short walk to town, beach, and harbor.
Historic Oak Bluffs home, short walk to town, beach, and harbor.
9.6 out of 10, Exceptional, (28)

Gorgeous Spacious Victorian Cape Code Beach View Retreat
Gorgeous Spacious Victorian Cape Code Beach View Retreat

Charming coastal home with large yard, firepit, & grill - pool and beach access
Charming coastal home with large yard, firepit, & grill - pool and beach access
9.6 out of 10, Exceptional, (15)

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
10.0 out of 10, Exceptional, (168)

Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC
Coastal townhome with easy beach access, beach gear, balconies, grill, W/D, & AC
9.8 out of 10, Exceptional, (7)
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

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches
8.8 out of 10, Excellent, (9)

InnSeason Resorts Captain's Quarters
InnSeason Resorts Captain's Quarters
9.8 out of 10, Exceptional, (168)

The Club at New Seabury
The Club at New Seabury
9.0 out of 10, Wonderful, (315)
The price is SAR 709
SAR 811 total
includes taxes & fees
1 May - 2 May
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

Inn on the Square
5/5 Excellent
"Beautiful and well kept property and indoor pool. "
A verified traveler stayed at Inn on the Square
Posted 20 hours ago