Westerly vacation rentals

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Top-rated vacation rentals in Westerly

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

Guest favorite
Home in Westerly
BarreCoast Stay: beach pass, casinos, vineyards
Welcome to BarreCoast Stay! My name is Kristen and I am the owner of this beautiful home, as well as BarreCoast the top barre, yoga, boxing studio in RI. This year-round getaway is great for a family vacation, girls or couples trip . This impeccable home sleeps 8 and is in an ideal location. A short 10 minute drive to beaches, 2 min walk to BarreCoast, High Tide Juice Bar, Pizza, Junk Java Coffee Shop, 5 min drive to downtown restaurants, nightlife and Wilcox Park. 20 minutes from casinos.
Apr 24 – May 1
$206 per night
4.96 out of 5 average rating, 299 reviews
Guest favorite
Guesthouse in Stonington
True Artist Loft, 5 minutes to downtown Mystic
The Dacha, as it has lovingly been called for almost 80 years was built in 1945 originally as a studio for the artist that resided on the property. The unique structure is truly one of a kind, fully insulated for winter and tucked away from the road, sitting on a quiet piece of land, just 5 minutes to downtown Mystic. Enjoy modern comforts and a designers decor, while settling in front of the fire, or taking a short drive to all that Mystic has to offer- hiking, water, shops and restaurants.
Aug 11 – 18
$218 per night
4.98 out of 5 average rating, 214 reviews
Guest favorite
Apartment in Stonington
The Moss Farm-private apt- Pawcatuck/Stonington
This very private one bedroom apartment is on the second floor of a farmhouse built in 1714. Located in the village of Pawcatuck in Stonington, CT, it is walking distance to downtown Westerly, RI. A short drive to Mystic, Watch Hill, CT/RI beaches, & casinos. Connecticut College, US Coast Guard Academy and the Groton Sub Base are nearby. The apartment is comfortably furnished with a full size bed and pull out sofa to accommodate a party of four. Exposed beams add character to a modern space.
Dec 4 – 11
$97 per night
4.98 out of 5 average rating, 132 reviews

Popular amenities for Westerly vacation rentals

Stay near Westerly's top sights

Ocean House64 locals recommend
Atlantic Beach Park3 locals recommend
Paddy's Beach Club18 locals recommend
The Andrea29 locals recommend
The Haversham26 locals recommend
Wilcox Park26 locals recommend

Westerly beach vacation rentals

Guest favorite
Home in Westerly
South County House
Feb 23 – Mar 2
$314 per night
4.97 out of 5 average rating, 100 reviews
Guest favorite
Guesthouse in Charlestown
Cozy All Season Cabin Near Beach at Rockbriar Farm
Jan 26 – Feb 2
$83 per night
4.88 out of 5 average rating, 266 reviews
Superhost
Cottage in Charlestown
Pet-Friendly Private Beach Oceanfront Cottage A/C
Dec 17 – 24
$388 per night
4.88 out of 5 average rating, 124 reviews
Guest favorite
Guesthouse in Mystic
Gorgeous Waterfront Getaway
Oct 29 – Nov 3
$158 per night
4.98 out of 5 average rating, 532 reviews
Guest favorite
Apartment in Stonington
Waterfront Marina Living
Jun 16 – 23
$155 per night
4.95 out of 5 average rating, 131 reviews
Guest favorite
Condo in Westerly
Misquamicut Beach Cozy Condominium
Jun 11 – 18
$170 per night
4.82 out of 5 average rating, 110 reviews
Guest favorite
Home in Stonington
Perfect New England Getaway has a pool/ hot tub
Jan 23 – 30
$450 per night
4.97 out of 5 average rating, 177 reviews
Guest favorite
Apartment in Stonington
Stunning Ocean View in Historic Stonington Borough
Aug 2 – 9
$446 per night
4.96 out of 5 average rating, 205 reviews
Guest favorite
Cottage in South Kingstown
Waterfront Cottage, steps to Matunuck Oyster Bar!
Oct 20 – 27
$285 per night
4.97 out of 5 average rating, 211 reviews
Superhost
Cottage in Old Lyme
Private Beach Cottage
Mar 21 – 28
$90 per night
4.81 out of 5 average rating, 162 reviews
Guest favorite
Home in Stonington
Romantic Seaside Cottage in Mystic
Jun 19 – 26
$244 per night
4.95 out of 5 average rating, 165 reviews
Guest favorite
Cottage in South Kingstown
The Snug Cottage- Walk to Water-Newly Renovated
Oct 5 – 12
$140 per night
4.93 out of 5 average rating, 107 reviews

Westerly cottage rentals

Guest favorite
Cottage in Waterford
Classic CT Cottage w/ Trail by Harkness Park/Ocean
Mar 23 – 30
$136 per night
4.99 out of 5 average rating, 102 reviews
Guest favorite
Cottage in Groton
EASY BEAT
Jan 31 – Feb 7
$136 per night
4.94 out of 5 average rating, 130 reviews
Guest favorite
Cottage in Voluntown
Lakeside Cottage in the Forest
Apr 18 – 25
$124 per night
4.95 out of 5 average rating, 177 reviews
Guest favorite
Cottage in Ledyard
Waterfront cottage overhanging the water!
Mar 29 – Apr 5
$200 per night
4.9 out of 5 average rating, 135 reviews
Guest favorite
Cottage in Hopkinton
Lakeside Cottage in Hope Valley, RI
Jun 10 – 17
$174 per night
4.98 out of 5 average rating, 123 reviews
Guest favorite
Cottage in East Lyme
Your Nest Near The Beach
May 7 – 14
$186 per night
4.97 out of 5 average rating, 230 reviews
Guest favorite
Cottage in Narragansett
♥CozyGetaway-Narragansett-15min to Newport-HotTub♛
Apr 30 – May 7
$172 per night
5.0 out of 5 average rating, 179 reviews
Guest favorite
Cottage in South Kingstown
John Potter Farmhouse c.1775 URI
Apr 21 – 28
$174 per night
4.95 out of 5 average rating, 243 reviews
Guest favorite
Cottage in Chester
Updated cottage "Beriozka" on Cedar Lake
Mar 12 – 19
$166 per night
4.98 out of 5 average rating, 225 reviews
Guest favorite
Cottage in Waterford
Coastal Cottage Private Studio
Mar 12 – 19
$143 per night
4.99 out of 5 average rating, 105 reviews
Guest favorite
Cottage in Narragansett
The Frenchman Cottage · Close to Newport, Beaches
Apr 13 – 20
$240 per night
4.91 out of 5 average rating, 514 reviews
Guest favorite
Cottage in Clinton
Shalom Cottage with beach rights.
Feb 14 – 21
$87 per night
4.87 out of 5 average rating, 384 reviews

Beach cottage rentals in Westerly

Guest favorite
Cottage in Montauk
Montauk Oceanview
Oct 17 – 24
$335 per night
4.91 out of 5 average rating, 507 reviews
Guest favorite
Cottage in Newport
Beach Break Guest Cottage
Apr 22 – 29
$186 per night
4.97 out of 5 average rating, 243 reviews
Guest favorite
Cottage in Swansea
Romantic Beach Cottage Getaway - Swansea MA
Oct 23 – 30
$237 per night
4.93 out of 5 average rating, 161 reviews
Guest favorite
Cottage in Montauk
Waterfront Cottage, Fort Pond MTK
Sep 20 – 27
$514 per night
4.87 out of 5 average rating, 216 reviews
Guest favorite
Cottage in Middletown
Quahog Cottage- Full Home with a private yard
Mar 1 – 8
$359 per night
4.95 out of 5 average rating, 123 reviews
Guest favorite
Cottage in Portsmouth
Boathouse Cottage-Waterfront Yearound studio suite
Mar 5 – 12
$181 per night
4.96 out of 5 average rating, 225 reviews
Superhost
Cottage in North Kingstown
5-STAR Cove Cottage near Newport - Walk to Beach
Aug 1 – 8
$360 per night
4.87 out of 5 average rating, 161 reviews
Guest favorite
Cottage in Portsmouth
Cozy Cottage Near Newport. Water Views & Fireplace
Jul 28 – Aug 4
$485 per night
5.0 out of 5 average rating, 107 reviews
Guest favorite
Cottage in Portsmouth
Cozy updated home w/ new mattresses! Near Newport
Jan 27 – Feb 3
$254 per night
4.97 out of 5 average rating, 110 reviews
Guest favorite
Cottage in Bristol
Downtown Historic Cottage-2 or 4 guests
May 8 – 15
$167 per night
5.0 out of 5 average rating, 134 reviews
Guest favorite
Cottage in Bristol
Near waterfront, town, RWU, 12 miles to Newport
May 5 – 12
$224 per night
5.0 out of 5 average rating, 138 reviews
Guest favorite
Cottage in Westerly
Romantic water view cottage - CASITA AL MAR
Mar 27 – Apr 3
$145 per night
4.95 out of 5 average rating, 78 reviews

Quick stats about vacation rentals in Westerly

Total rentals

280 properties

Rentals with dedicated workspaces

130 properties have a dedicated workspace

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

200 properties are a good fit for families

Total number of reviews

9.1K reviews

Destinations to explore