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Find Adventure Hotels in Chilmark, MA

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Check availability on Chilmark Adventure Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Chilmark Adventure Hotels

Terrace/patio
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3.0 star property
Falmouth
8.6 out of 10, Excellent, (154)
"great bedroom "
United States
Jessica
The price is SAR 368
SAR 421 total
includes taxes & fees
21 Dec - 22 Dec
Iris Hotel Cape Cod
Fridge, microwave, oven, stovetop
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Falmouth
10.0 out of 10, Exceptional, (210)
"We had a great stay. House is spacious, clean and well-stocked with everything we needed. We loved that we were able to walk to downtown shops and restaurants, the ferry to Martha’s Vineyard and the beach. Would definitely stay here again. "
United States
Ava B.
The price is SAR 608
SAR 1,860 total
includes taxes & fees
9 Dec - 10 Dec
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Terrace/patio
The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard

Katama
9.8 out of 10, Exceptional, (24)
"Property was perfectly kept and very comfortable. "
United States
Steve D.
The price is SAR 938
SAR 2,155 total
includes taxes & fees
22 Dec - 23 Dec
The Seashell Cove - Martha's Vineyard
5 bedrooms, desk, iron/ironing board, travel crib
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Coastal chic meets French Provençal in this newly renovated oceanfront home.

East Falmouth
10.0 out of 10, Exceptional, (88)
"Great stay! "
United States
Michael M.
The price is SAR 1,098
SAR 3,353 total
includes taxes & fees
9 Dec - 10 Dec
Coastal chic meets French Provençal in this newly renovated oceanfront home.
TV, fireplace, books
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Oak Bluffs
9.4 out of 10, Exceptional, (3)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
The price is SAR 1,314
SAR 3,354 total
includes taxes & fees
9 Dec - 10 Dec
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Interior
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs
10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
The price is SAR 2,064
SAR 4,415 total
includes taxes & fees
9 Dec - 10 Dec
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Outdoor dining
Cape Cod Escape at Casa de Leo!

Cape Cod Escape at Casa de Leo!

2.5 star property
Falmouth
The price is SAR 2,280
SAR 5,273 total
includes taxes & fees
9 Dec - 10 Dec
Cape Cod Escape at Casa de Leo!
4 bedrooms, desk, iron/ironing board, travel crib
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views

Dartmouth
10.0 out of 10, Exceptional, (13)
"Beautiful home, well maintained, incredibly hospitable and responsive host. Kitchen is well equipped and amply stocked with cooking essential and extras for feeding your guests. Wonderful spacious yard great for outdoor fun."
United States
Nick R.
The price is SAR 2,646
SAR 4,749 total
includes taxes & fees
4 Jan - 5 January 2026
Scenic 4BR/3BA Waterfront Getaway with private dock, kayaks & Stunning Views
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

Inn on the Square

Inn on the Square

10/10 Excellent
"The room was very clean and it was wonderful to have a restaurant onsite. It was only open for breakfast and lunch, but I had an excellent omlette. The staff at the Inn were professional and polite. I definitely would stay there again. The location is extremely convenient. Short walk to shops and restaurants."
Barbara 2-night trip
Posted 5 days ago
Inn on the Square

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