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Compare 922 Vacation Homes in Chappaquiddick Island with updated reviews, rates, and availability.

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
10.0 out of 10, Exceptional, (139)
The price is SAR 1,069
SAR 2,229 total
includes taxes & fees
1 Apr - 2 Apr

Cape Cod cottage
Cape Cod cottage
9.6 out of 10, Exceptional, (99)

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, (75)
The price is SAR 1,159
SAR 3,452 total
includes taxes & fees
1 Apr - 2 Apr

Nantucket - edge of town
Nantucket - edge of town
9.8 out of 10, Exceptional, (75)
The price is SAR 664
SAR 1,806 total
includes taxes & fees
3 Apr - 4 Apr

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, (48)

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
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 Chappaquiddick Island

Chappy Summer Cabin!
Chappy Summer Cabin!
8.2 out of 10, Very Good, (33)

Sleeps 12, amazing view, tennis court, basketball court, beaches
Sleeps 12, amazing view, tennis court, basketball court, beaches
9.6 out of 10, Exceptional, (37)

InnSeason Resorts Captain's Quarters
InnSeason Resorts Captain's Quarters
9.8 out of 10, Exceptional, (162)
The price is SAR 441
SAR 504 total
includes taxes & fees
1 Apr - 2 Apr
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 Chappaquiddick Island hotels
Recent reviews of Chappaquiddick Island hotels

Anchor In Distinctive Waterfront Lodging
5/5 Excellent
"The manager Sandy was great. Very friendly and personable. Bed was very comfortable. Pet friendly too!"
A verified traveler stayed at Anchor In Distinctive Waterfront Lodging
Posted 22 hours ago
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