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

Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!

Groton
Stay at this vacation home in Groton. Enjoy balconies, an in-room coffeemaker, and air conditioning. Popular attractions Ocean Beach Park and Mystic Seaport ...
Groton Home < 1 Mi to Beach on Long Island Sound!
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Pawcutuck
Book a stay at this family-friendly vacation home in Stonington. Enjoy free WiFi, a garden, and patios. Popular attractions Saltwater Farm Vineyard and Quimper ...
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Exceptional Historic "The Wakefield" Downtown/Beaches

Exceptional Historic "The Wakefield" Downtown/Beaches

South Kingstown
The price is NZ$3,154 per night from 5 Mar to 6 Mar
NZ$3,154
includes taxes & fees
5 Mar - 6 Mar
Book a stay at this family-friendly vacation home in South Kingstown. Enjoy a garden, tennis courts, and a pool table. Popular attractions The Contemporary Theater ...
Exceptional Historic "The Wakefield" Downtown/Beaches
Save an average of 15% on thousands of hotels when you're signed in
Sweet Mystic Retreat

Sweet Mystic Retreat

Stonington
Stay at this vacation home in Mystic. Enjoy free WiFi, a garden, and patios. Popular attractions Mystic Seaport and Mystic Aquarium and Institute for Exploration ...
Sweet Mystic Retreat
3 Bedroom house 1 mile from East Matunuck Beach - Snug Harbor

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

South Kingstown
Stay at this vacation home in South Kingstown. Popular attractions East Matunuck State Beach and Block Island Ferry are located nearby.
3 Bedroom house 1 mile from East Matunuck Beach - Snug Harbor
Brand new home minutes to casino

Brand new home minutes to casino

Ledyard
Stay at this vacation home in Ledyard. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Foxwoods Resort Casino and Mohegan Sun Arena ...
Brand new home minutes to casino
Pet-Friendly Narragansett Home w/ Deck + Gas Grill

Pet-Friendly Narragansett Home w/ Deck + Gas Grill

Narragansett
Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Bonnet Shores Beach and Gilbert Stuart Birthplace and Museum are located nearby.
Pet-Friendly Narragansett Home w/ Deck + Gas Grill
Beautiful Oceanview Townhouse in Narragansett RI with Private Beach Access

Beautiful Oceanview Townhouse in Narragansett RI with Private Beach Access

Narragansett
Book a stay at this beach vacation home in Narragansett. Enjoy a beach locale, patios, and cable/satellite TV service. Popular attractions Salty Brine State ...
Beautiful Oceanview Townhouse in Narragansett RI with Private Beach Access
 Historic home in downtown Mystic-1 block from green, river, shops & restaurants

Historic home in downtown Mystic-1 block from green, river, shops & restaurants

Stonington
Book a stay at this beach vacation home in Mystic. Enjoy a beach locale, a garden, and patios. Popular attractions Mystic River Bascule Bridge and Mystic Arts ...
Historic home in downtown Mystic-1 block from green, river, shops & restaurants
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
726 Holiday Homes
Lowest Price
NZ$291
Highest Price
NZ$3,154
Popular accommodation
Groton Home < 1 Mi to Beach on Long Island Sound!, Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages, Exceptional Historic "The Wakefield" Downtown/Beaches , Sweet Mystic Retreat , 3 Bedroom house 1 mile from East Matunuck Beach - Snug Harbor, Brand new home minutes to casino, Pet-Friendly Narragansett Home w/ Deck + Gas Grill, Beautiful Oceanview Townhouse in Narragansett RI with Private Beach Access, Historic home in downtown Mystic-1 block from green, river, shops & restaurants

Top trending hotels in Westerly

Pleasant View Inn

Pleasant View Inn

3 out of 5
65 Atlantic Ave, Westerly, RI
Stay at this 3-star beach hotel in Westerly. Enjoy free parking, a beach locale, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff ...
Pleasant View Inn
Winnapaug Inn

Winnapaug Inn

2 out of 5
169 Shore Road, Scenic Route IA, Westerly, RI
The price is NZ$291 per night from 24 Mar to 25 Mar
NZ$291
includes taxes & fees
24 Mar - 25 Mar
Book a stay at this beach hotel in Westerly. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the clean rooms in our reviews. ...
Winnapaug Inn
Sandy Shore Motel

Sandy Shore Motel

2.5 out of 5
149 Atlantic Ave, Westerly, RI
The price is NZ$291 per night from 5 Mar to 6 Mar
NZ$291
includes taxes & fees
5 Mar - 6 Mar
Book a stay at this beach motel in Westerly. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions ...
Sandy Shore Motel
Save an average of 15% on thousands of hotels when you're signed in
Beach Cottage 1 Mile From Weekapaug & Misquamicut

Beach Cottage 1 Mile From Weekapaug & Misquamicut

Westerly
Stay at this vacation home in Westerly. Enjoy a water park, a garden, and patios. Popular attractions Fenway Beach and East Beach are located nearby.
Beach Cottage 1 Mile From Weekapaug & Misquamicut
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.