Vacation rentals in Cuttyhunk Island

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Top-rated accommodation in Cuttyhunk Island

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Apartment in Middletown

4.98 out of 5 average rating, 266 reviews

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

$1,671 AUD total
Guest favourite

Guest suite in Oak Bluffs

4.94 out of 5 average rating, 301 reviews

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!

4 – 11 Feb

$1,475 AUD total
Guest favourite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a cape style cottage community that offers a private association beach. There are water views from both the living room and deck. Grab the provided beach chairs, water tubes, cooler and walk a 140 steps from the deck to the beach. You can also walk, bike, or fish on cape cod canal nearby. Close proximity to local restaurants, hiking trails and Golf Courses. Cape Cod Bridge 2 min away. 20% off wk!

28 Dec – 4 Jan

$1,726 AUD total

Popular amenities for Cuttyhunk Island accommodation

Other great accommodation in Cuttyhunk Island

Guest favourite

Tiny home in Smithfield

4.97 out of 5 average rating, 585 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

2 – 9 Sept

$1,732 AUD total
Guest favourite

Apartment in Portsmouth

4.92 out of 5 average rating, 141 reviews

ALL NEW! Private 1 Bed Apartment w/ Water Views

14 – 21 Feb

$1,400 AUD total
Guest favourite

Loft in Westport

4.88 out of 5 average rating, 238 reviews

Brithaven Farm

24 – 31 Dec

$2,175 AUD total
Guest favourite

Apartment in Newport

4.95 out of 5 average rating, 264 reviews

"ROOM AT BOB'S'

23 – 30 Dec

$1,732 AUD total
Guest favourite

Apartment in Fairhaven

4.97 out of 5 average rating, 208 reviews

Historic Fairhaven Village Garden-Level Suite

19 – 26 Nov

$1,445 AUD total
Guest favourite

Place to stay in Falmouth

4.94 out of 5 average rating, 297 reviews

Cottage facing fresh water pond

15 – 22 Dec

$1,821 AUD total
Guest favourite

Guest suite in Narragansett

4.89 out of 5 average rating, 399 reviews

Private Suite

2 – 9 Apr

$1,206 AUD total
Guest favourite

Guest suite in South Kingstown

4.94 out of 5 average rating, 116 reviews

Guest suite on private lake

23 – 30 Aug

$1,716 AUD total
Guest favourite

Apartment in Newport

4.98 out of 5 average rating, 218 reviews

Broadway Studio

11 – 18 Mar

$1,320 AUD total
Guest favourite

Cottage in Plymouth

4.96 out of 5 average rating, 160 reviews

Stunning ocean views, stairs down to the beach

13 – 20 Feb

$5,744 AUD total
Guest favourite

Cottage in Westport

5.0 out of 5 average rating, 23 reviews

Little Miss Sunshine: cozy New England cottage

11 – 18 Jan

$1,856 AUD total
Guest favourite

Cottage in Fairhaven

4.95 out of 5 average rating, 84 reviews

Seaside cottage

4 – 11 May

$1,369 AUD total

Destinations to explore

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