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

Home in New Bedford
4.92 out of 5 average rating, 12 reviewsThe Whalehouse - The Main House
Guest favourite

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

Tiny home in North Kingstown
5 out of 5 average rating, 19 reviewsCam's Container
Guest favourite

Guest house in West Tisbury
4.96 out of 5 average rating, 85 reviewsVineyard Meadow Artist Studio
Top guest favourite

Cottage in Westport
5 out of 5 average rating, 39 reviewsLittle Miss Sunshine: cozy New England cottage
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 East Greenwich
5 out of 5 average rating, 86 reviewsLuxury Cottage on the Potowomut River 2bd/2b
Top guest favourite

Home in Oak Bluffs
4.97 out of 5 average rating, 36 reviewsThe Blue Lagoon, Oak Bluffs
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Cape Cod
- Mayflower Beach
- Charlestown Beach
- West Dennis Beach
- Brown University
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Point Judith Country Club
- Easton Beach
- Blue Shutters Beach
- Oakland Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Second Beach
- Roger Williams Park Zoo
- Ninigret Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Island Park Beach
- South Shore Beach
- Inman Road Beach
- The Breakers