Holiday houses in Cuttyhunk Island

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Popular amenities for Cuttyhunk Island holiday rentals

Other great holiday rentals in Cuttyhunk Island

Guest favourite
Loft in Little Compton
4.92 out of 5 average rating, 66 reviews

The Nest at Willow Farm

DeborahRating, 5 stars4 weeks ago
As a first time Airbnb guest, I'm very satisfied with a week stay at the Nest! Luke's accessibility for requests were timely; needing an extra blanket and directions to nearest food market. Luke provided places of interest that made the most of beauty outdoors. The physical loft space is amenable, quiet, clean and cozy; the skylights a definitive plus for light even on rainy days. An added desk makes a terrific workspace near windows with a view of green and sky. The extensive back yard has lounge chairs with enough tree shade and open sky for gazing. Luke's extensive yard stone work is both whimsical and artistically wonderful. A terrific stay and I've already recommended to friends.
Top Guest favourite
Apartment in Little Compton
4.96 out of 5 average rating, 27 reviews

Welcome to our coastal paradise

CarolynRating, 5 stars2 weeks ago
We had a fantastic experience at this gorgeous apartment. The pictures don’t do it justice. Especially loved the high ceiling in the main room. It was clean, comfortable, nicely furnished in a beautiful setting. We loved the area, too! Probably the best Airbnb experience we have had! Just sorry we couldn’t stay longer.
Top Guest favourite
Guesthouse in West Tisbury
5 out of 5 average rating, 76 reviews

Country cottage walk to Alley's General Store

RyanRating, 5 stars5 days ago
John was very nice when we arrived and the house was easy to get to. Very walkable to the bus and great coffee shop down the road. John was an awesome host but also gave us our privacy. If we come back to the island we’ll definitely come back!!! 5/5
Guest favourite
Home in Mattapoisett
4.9 out of 5 average rating, 10 reviews

Buzzard Bay Getaway

AnnaRating, 5 stars8 months ago
While the weather did not cooperate (it rained the entire time) the cottage and views made up for the weather. From the table to the couch the views are wonderful. The cottage is very well stocked from towels and blankets to the kitchen. We did not need anything that wasn't supplied. The bathroom is small but functional. The shower might not work well for a larger person. The neighborhood is quiet and feels very safe and peaceful. We enjoyed our long weekend and would book this cottage again.
Top Guest favourite
Cottage in Westport
5 out of 5 average rating, 37 reviews

Little Miss Sunshine: cozy New England cottage

ChrisRating, 5 stars1 week ago
Jonathan’s place was fantastic. It was cozy, clean, and exactly what we expected. We would definitely stay there again. After checking in, I had a question, and Jonathan answered within minutes. Great host!
Top Guest favourite
Cottage in Fairhaven
5 out of 5 average rating, 9 reviews

“Valhalla” on West Island

RachelRating, 5 stars8 months ago
We had a great time, thanks!
Top Guest favourite
Home in Edgartown
5 out of 5 average rating, 23 reviews

Valentine's Retreat Hot Tub Fire Pit Trails Beach

MadelineRating, 5 stars4 weeks ago
Wonderful stay at Genainna's - it was perfect for our group of eight and two dogs. The house itself is very clean and private, and close to walking paths. We will be back!
Guest favourite
Cottage in Dartmouth
4.96 out of 5 average rating, 73 reviews

Little Elm Cottage

JackRating, 5 stars2 days ago
The cottage was wonderful! Had a cool beachy vibe, but not gaudy or overdone. They did a real nice job on the renovation and the decor. Please was very clean. Nice touch on the beach chairs and towels. This cottage had everything you need and host was super helpful and responsive. Very close to Padanaram! Don’t hesitate to book.

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Dukes County
  5. Gosnold
  6. Cuttyhunk Island