
Vacation rentals in Cuttyhunk Island
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Top-rated vacation rentals in Cuttyhunk Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Cuttyhunk Island vacation rentals
Other great vacation rentals in Cuttyhunk Island
Top guest favourite

Cottage in Tisbury
4.97 out of 5 average rating, 61 reviewsOne Bedroom Cottage in Vineyard Haven
Guest favourite

Tiny homes in North Kingstown
5 out of 5 average rating, 20 reviewsCam's Container
Guest favourite

Home in Sandwich
4.99 out of 5 average rating, 140 reviews*Oceanfront Beach Home*
Top guest favourite

Home in Chilmark
4.97 out of 5 average rating, 38 reviewsFun, Authentic, Waterfront Cottage/air conditioned
Top guest favourite

Home in Oak Bluffs
5 out of 5 average rating, 26 reviews#CozyBluffs #OakBluffs Walk to Beach/Town/Ferries
Top guest favourite

Home in East Greenwich
5 out of 5 average rating, 86 reviewsLuxury Cottage on the Potowomut River 2bd/2b
Top guest favourite

Apartment in Falmouth
4.96 out of 5 average rating, 298 reviewsUpscale suite w/ separate entrance.
Top guest favourite

Home in Oak Bluffs
4.97 out of 5 average rating, 37 reviewsThe Blue Lagoon, Oak Bluffs
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- Cape Cod
- Mayflower Beach
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- The Breakers
- South Shore Beach
- Goddard Memorial State Park