Vacation rentals in Cuttyhunk Island

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Popular amenities for Cuttyhunk Island vacation rentals

Other great vacation rentals in Cuttyhunk Island

Guest favorite
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 favorite
A rustic barn structure is surrounded by well-maintained green grass and trees. Solar panels are visible on the rooftop. An archway leads to a garden area, while large windows, accented with red trim, enhance the barn's exterior. A basketball hoop is positioned nearby.
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 favorite
A screened-in porch features a wicker couch adorned with soft pillows, providing a comfortable seating area. Natural light pours in through multiple windows, allowing views of the lush greenery outside. A wooden table and a single chair offer additional seating options.
Guesthouse in West Tisbury
5 out of 5 average rating, 76 reviews

Country cottage walk to Alley's General Store

RyanRating, 5 stars6 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 favorite
A wooden staircase leads down from a porch, providing direct access to the beach. The sandy shoreline meets the ocean in the distance, with shallow waves gently lapping at the water's edge. A rock formation can be seen along the beach, surrounded by sparse greenery.
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 favorite
A serene coastal scene is captured at sunset, showcasing a rocky shoreline meeting calm waters. Gentle waves lap against smooth stones, with a vivid sky transitioning from orange to purple as the sun sets in the background, casting soft reflections on the water's surface.
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 favorite
A modern kitchen showcases stone countertops and gray cabinetry, with a large window offering views of the surrounding landscape. Stainless steel appliances, including a dishwasher, complement the space. Natural light floods the room, emphasizing the welcoming atmosphere of the open layout.
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 favorite
A hot tub is seen with bubbles gently rising from the surface. The control panel displays a temperature setting of 105°F, allowing for a comfortable soak. Soft blue lights illuminate the water, creating a relaxing atmosphere in the outdoor setting.
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 favorite
A wooden deck with a light green door provides access to the cottage. Potted plants adorn the railing, while steps lead down to the pathway. Lush greenery surrounds the area, and a seating arrangement is visible in the background, complementing the natural setting.
Cottage in Dartmouth
4.96 out of 5 average rating, 73 reviews

Little Elm Cottage

JackRating, 5 stars3 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

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