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Best Resorts in Chilmark

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Resorts in Chilmark

The Island Inn on Martha's Vineyard
Two single beds with white linens and wooden headboards, a desk and chair, and a large window with beige curtains.

The Island Inn on Martha's Vineyard

2.5 star property
8.4 out of 10, Very Good, (8)
"The property was very family oriented."
$454 nightly
The price is $507
Sep 3 - Sep 4
Total includes taxes and fees
The Island Inn on Martha's Vineyard
Cozy History Resort Located in the center of the city
Harbor Landing offers outdoor seating areas with umbrellas and a welcoming entrance.

Cozy History Resort Located in the center of the city

4.8 out of 10, (3)
"Lovely community. No restaurant onsite but the location is in the center of plenty of shopping and places to dine. Excellent staff."
Cozy History Resort Located in the center of the city
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
Relax by the pool surrounded by lounge chairs and umbrellas.

Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool

10.0 out of 10, Exceptional, (1)
"The Inn was beautiful and very accommodating. The staff was great and the location perfect."
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
Deluxe suite at the oceanfront Surfside Resort
Relax by the pool with a view of the surrounding buildings through large windows.

Deluxe suite at the oceanfront Surfside Resort

Deluxe suite at the oceanfront Surfside Resort
Charming 2-bedroom resort with AC, WiFi in tranquil Falmouth
Relax by the pool surrounded by lounge chairs and umbrellas, with a lifeguard station nearby.

Charming 2-bedroom resort with AC, WiFi in tranquil Falmouth

Charming 2-bedroom resort with AC, WiFi in tranquil Falmouth
Studio Villa directly across from beach. Sleeps 4
Wade into the calm waters of this serene beach, where a natural breakwater invites exploration.

Studio Villa directly across from beach. Sleeps 4

Studio Villa directly across from beach. Sleeps 4
Coastal Family Haven: Spacious Retreat Near Old Silver Beach
Enjoy dining or socializing on this deck with a glass-top table and comfortable seating.

Coastal Family Haven: Spacious Retreat Near Old Silver Beach

Coastal Family Haven: Spacious Retreat Near Old Silver Beach
Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Stunning marina surrounded by diverse homes with easy access to boating activities.

Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16

Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.
Situated at the waterfront marina, this bench offers serene views of the calm water.

Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.

Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.
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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Top Chilmark Hotel Reviews

Falmouth Tides

Falmouth Tides

10/10 Excellent
"I"
Olivia 2-night trip
Posted 2 days ago
Falmouth Tides