Book Holiday Homes in Westerly

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Westerly

Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

Stonington
With a stay at this vacation home, you'll be centrally located in Mystic, within a 5-minute drive of Mystic Seaport and Mystic Aquarium and Institute for ...
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Stonington
When you stay at this vacation home in Stonington, you'll be near the beach, within a 10-minute drive of Mystic Aquarium and Institute for Exploration and Mystic ...
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Coates Suite · Cheerful Historic 3 BR Townhouse - Downtown Mystic

Coates Suite · Cheerful Historic 3 BR Townhouse - Downtown Mystic

Stonington
With a stay at this vacation home in Mystic, you'll be within a 5-minute drive of Mystic Seaport and Mystic Aquarium and Institute for Exploration.
Coates Suite · Cheerful Historic 3 BR Townhouse - Downtown Mystic
Save an average of 15% on thousands of hotels when you're signed in
Exceptional Historic "The Wakefield" Downtown/Beaches

Exceptional Historic "The Wakefield" Downtown/Beaches

South Kingstown
The price is AU$3,124 per night from 1 Dec to 2 Dec
AU$3,124
includes taxes & fees
1 Dec - 2 Dec
With a stay at this vacation home, you'll be centrally located in South Kingstown, within a 10-minute drive of University of Rhode Island and Narragansett ...
Exceptional Historic "The Wakefield" Downtown/Beaches
Spectacular Large Historic home - Wakefield - Narragansett - Central Air!

Spectacular Large Historic home - Wakefield - Narragansett - Central Air!

South Kingstown
With a stay at this vacation home in South Kingstown (Wakefield-Peacedale), you'll be within a 10-minute drive of University of Rhode Island and Narragansett ...
Spectacular Large Historic home - Wakefield - Narragansett - Central Air!
3 Bedroom house 1 mile from East Matunuck Beach - Snug Harbor

3 Bedroom house 1 mile from East Matunuck Beach - Snug Harbor

South Kingstown
With a stay at this vacation home in South Kingstown (Snug Harbor), you'll be within a 15-minute drive of Narragansett Beach and East Matunuck State Beach.
3 Bedroom house 1 mile from East Matunuck Beach - Snug Harbor
Perfect 3-bedroom family house in beautiful Westerly, Rhode Island!

Perfect 3-bedroom family house in beautiful Westerly, Rhode Island!

2 out of 5
Westerly
Located in Westerly, this vacation home is by the sea, within a 5-minute drive of Misquamicut State Beach and East Beach.
Perfect 3-bedroom family house in beautiful Westerly, Rhode Island!
Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos

Montville
The price is AU$357 per night from 4 Nov to 5 Nov
AU$357
includes taxes & fees
4 Nov - 5 Nov
With a stay at this vacation home in Montville, you'll be within a 5-minute drive of Mohegan Sun Arena and Mohegan Sun Casino.
Cozy, comfy,quiet &close to casinos
Unbeatable Downtown Mystic Location

Unbeatable Downtown Mystic Location

Mystic
With a stay at this vacation home in Mystic, you'll be within a 5-minute drive of Mystic Seaport and Mystic Aquarium and Institute for Exploration.
Unbeatable Downtown Mystic Location
Don't see what you're looking for?
See all available properties in Westerly
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Westerly Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Westerly vacation homes are the perfect way for you to wing it.

Holiday houses in Westerly let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Westerly in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Westerly adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Westerly with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Westerly vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Westerly Holiday Homes essential information

Accommodation
719 Holiday Homes
Lowest Price
AU$227
Highest Price
AU$3,124
Popular accommodation
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic. , Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village, Coates Suite · Cheerful Historic 3 BR Townhouse - Downtown Mystic, Exceptional Historic "The Wakefield" Downtown/Beaches , Spectacular Large Historic home - Wakefield - Narragansett - Central Air!, 3 Bedroom house 1 mile from East Matunuck Beach - Snug Harbor, Perfect 3-bedroom family house in beautiful Westerly, Rhode Island!, Cozy, comfy,quiet &close to casinos, Unbeatable Downtown Mystic Location

Top trending hotels in Westerly

Winnapaug Inn

Winnapaug Inn

2 out of 5
169 Shore Road, Scenic Route IA, Westerly, RI
The price is AU$256 per night from 14 Nov to 15 Nov
AU$256
includes taxes & fees
14 Nov - 15 Nov
When you stay at Winnapaug Inn in Westerly, you'll be next to a golf course, within a 5-minute drive of Misquamicut State Beach and East Beach.
Winnapaug Inn
Pleasant View Inn

Pleasant View Inn

3 out of 5
65 Atlantic Ave, Westerly, RI
When you a stay at Pleasant View Inn in Westerly, you'll be on the beach, just steps from Misquamicut State Beach and East Beach.
Pleasant View Inn
Sandy Shore Motel

Sandy Shore Motel

2.5 out of 5
149 Atlantic Ave, Westerly, RI
The price is AU$227 per night from 14 Nov to 15 Nov
AU$227
includes taxes & fees
14 Nov - 15 Nov
With a stay at Sandy Shore Motel in Westerly, you'll be on the Strip, just a 3-minute walk from East Beach and 14 minutes by foot from Misquamicut State ...
Sandy Shore Motel
Save an average of 15% on thousands of hotels when you're signed in
Breezeway Resort

Breezeway Resort

2.5 out of 5
70 Winnapaug Road, Westerly, RI
When you stay at Breezeway Resort in Westerly, you'll be by the ocean, within a 5-minute drive of Misquamicut State Beach and East Beach.
Breezeway Resort
Don't see what you're looking for?
See all available properties in Westerly
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.