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.

Guest favourite
Flat in Middletown
Country Charm yet minutes to Newport
This apartment is located in the southeast sector of Middletown and is less than a mile from Newport. The area is close to the beaches of Aquidneck Island, the fabulous Cliff Walk and is three miles from Naval Station Newport. The property is well kept and offers off street parking. There is also a small deck with awning which offers a scenic and private place to relax. Two night minimum! Apartment is attached to a two hundred year old farmhouse. Note to military: 25% discount for extended stay
6–13 Nov
$171 SGD per night
4.98 out of 5 average rating, 266 reviews
Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!
19–26 Jan
$118 SGD per night
4.94 out of 5 average rating, 300 reviews
Guest favourite
Bungalow in Dartmouth
Updated Vintage Bungalow with Incredible Views
This space has been fully updated in the spring of 2020. Incredible unobstructed panoramic views. It is 400 sq' with an additional 350 sq ' of living space on the deck. The neighborhood is quiet, but you are a stones throw from I-195, making places like Boston, Providence and the Cape and Islands very easy to get to. The décor is bright and funky! Close to UMASS. Extensive custom area and house guide is at the Bungalow with everything you need to know to maximize your experience in the area!
8–15 Jun
$164 SGD per night
4.95 out of 5 average rating, 140 reviews

Popular amenities for Cuttyhunk Island holiday rentals

Other great holiday rentals in Cuttyhunk Island

Guest favourite
Flat in Tiverton
NEAT, somewhat funky STUDIO APARTMENT - WATERVIEW
7–12 Feb
$134 SGD per night
4.94 out of 5 average rating, 131 reviews
Guest favourite
Guest suite in New Shoreham
Hilltop Happiness
6–13 Oct
$188 SGD per night
4.99 out of 5 average rating, 152 reviews
Superhost
Cottage in Fairhaven
On the Beach Cottage in Fairhaven
2–9 Dec
$305 SGD per night
4.79 out of 5 average rating, 277 reviews
Guest favourite
Flat in New Bedford
Walk downtown from our terrace apartment
12–19 Aug
$135 SGD per night
4.89 out of 5 average rating, 245 reviews
Guest favourite
Home in Aquinnah
Martha's Vineyard Oceanview Retreat
16–23 Apr
$669 SGD per night
4.98 out of 5 average rating, 124 reviews
Superhost
Guest suite in Bourne
Rustic Beach Cottage
8–15 Apr
$130 SGD per night
4.78 out of 5 average rating, 136 reviews
Guest favourite
Guest suite in South Kingstown
Guest suite on private lake
22–29 Aug
$170 SGD per night
4.94 out of 5 average rating, 116 reviews
Guest favourite
Cottage in Westport
Little Miss Sunshine: cozy New England cottage
6–13 Feb
$175 SGD per night
5.0 out of 5 average rating, 23 reviews
Guest favourite
Cottage in Fairhaven
Seaside cottage
26 Feb – 5 Mar
$128 SGD per night
4.95 out of 5 average rating, 83 reviews
Guest favourite
Farm stay in Chilmark
The Cottage at Rockrose Farm
17–24 Nov
$395 SGD per night
4.96 out of 5 average rating, 23 reviews
Guest favourite
Home in Fairhaven
Cottage by the Sea
6–13 Feb
$145 SGD per night
4.84 out of 5 average rating, 31 reviews
Guest favourite
Guest house in Little Compton
Adamsville Gem: light-filled guesthouse, 2 floors
5–12 Nov
$161 SGD per night
4.98 out of 5 average rating, 55 reviews

Destinations to explore

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