House holiday rentals in Westerly
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Top-rated house rentals in Westerly
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Westerly house rentals
House rentals with a pool
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
4 – 11 Dec
Home in Sag Harbor
4.94 out of 5 average rating, 101 reviewsSag Harbor Village Cottage with Pool
12 – 19 June
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
21 – 28 Dec
Home in New London
4.88 out of 5 average rating, 130 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
30 July – 6 Aug
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
24 – 31 Oct
Home in Exeter
4.89 out of 5 average rating, 108 reviewsNature's Nook
15 – 22 Sept
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
23 – 30 Oct
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
12 – 19 Oct
Weekly house rentals
Home in South Kingstown
4.96 out of 5 average rating, 139 reviewsNewly renovated beach house close to beaches.
10 – 17 Oct
Home in Narragansett
4.95 out of 5 average rating, 124 reviewsOcean Road Residence - Walk to Ocean!
2 – 9 Apr
Home in Coventry
4.84 out of 5 average rating, 109 reviewsAwesome 3 bed vacation lake house. Great location!
1 – 8 Nov
Home in Westerly
5.0 out of 5 average rating, 35 reviewsHome Away Cottage
20 – 27 Oct
Home in Westerly
4.98 out of 5 average rating, 65 reviewsCheerful Cozy Colonial
19 – 26 Apr
Home in Westerly
4.99 out of 5 average rating, 90 reviewsCute and Close to Beaches and Town
14 – 21 Dec
Home in Stonington
4.98 out of 5 average rating, 55 reviewsA Well Appointed Pad…Flexi-Stay Options
23 – 30 Mar
Home in Westerly
5.0 out of 5 average rating, 18 reviewsNewly renovated cottage! 0.2 mi walk to the beach!
22 – 29 Sept
Private house rentals
Home in Westerly
4.97 out of 5 average rating, 36 reviewsPrivate chic waterfront retreat-newly renovated.
9 – 16 Dec
Home in Westerly
5.0 out of 5 average rating, 32 reviewsBrand New Private House in a Charming Beach Town
21 – 28 July
Home in Westerly
5.0 out of 5 average rating, 11 reviewsPrivate Beach & Salt Pond Access in Shelter Harbor
22 – 29 Oct
Home in Westerly
4.95 out of 5 average rating, 94 reviewsCharming Dunn’s Corners (Westerly) Cape
5 – 12 Nov
Home in Stonington
4.94 out of 5 average rating, 35 reviewsCharming 1870s Home Near Beaches and Casinos
28 May – 4 June
Home in Westerly
5.0 out of 5 average rating, 9 reviewsBeach House Minutes to relaxing by the ocean
14 – 21 Jan
Home in Stonington
4.9 out of 5 average rating, 80 reviewsWaterfront Home, Mystic, CT
17 – 24 July
Home in Westerly
5.0 out of 5 average rating, 10 reviewsWatch Hill Beach & Pool Escape
17 – 24 Sept
Quick stats about house rentals in Westerly
Total rentals
150 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
4.1K reviews
Destinations to explore
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