Book Holiday Homes in Westerly

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Featured Holiday Homes in Westerly

Make the Holidays Unforgettable—Book Now for Hanukkah, Friendsgiving & Christmas

Make the Holidays Unforgettable—Book Now for Hanukkah, Friendsgiving & Christmas

Narragansett RI
With a stay at this vacation home in Narragansett (Eastward Look), you'll be within a 15-minute drive of University of Rhode Island and Narragansett Beach.
Opens in a new windowMake the Holidays Unforgettable—Book Now for Hanukkah, Friendsgiving & Christmas
Secluded 7000sq foot  home 5 minutes from the beach and 15 minutes from Newport!

Secluded 7000sq foot home 5 minutes from the beach and 15 minutes from Newport!

Narragansett RI
Located in Narragansett, this vacation home is within a 15-minute drive of Narragansett Beach and University of Rhode Island.
Opens in a new windowSecluded 7000sq foot home 5 minutes from the beach and 15 minutes from Newport!
Secluded Waterfront Location With Dock

Secluded Waterfront Location With Dock

Stonington CT
Located in Pawcatuck, this vacation home is by the sea, within a 10-minute drive of Atlantic Beach Park and Wilcox Park.
Opens in a new windowSecluded Waterfront Location With Dock
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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

Stonington CT
Located in Stonington (Wequetequock), this vacation home is within a 10-minute drive of Mystic Aquarium and Institute for Exploration and Mystic Seaport.
Opens in a new windowAmazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Coastal Paradise! Stunning Water Views, Steps From Beach, Perfect Family Getaway

Coastal Paradise! Stunning Water Views, Steps From Beach, Perfect Family Getaway

Narragansett RI
When you stay at this vacation home in Narragansett, you'll be by the sea, within a 15-minute drive of University of Rhode Island and Narragansett Beach.
Opens in a new windowCoastal Paradise! Stunning Water Views, Steps From Beach, Perfect Family Getaway
1 Block-Ocean! AC, Narragansett Beach, 10 passes incl, walk-shops/restaurants!

1 Block-Ocean! AC, Narragansett Beach, 10 passes incl, walk-shops/restaurants!

Narragansett RI
With a stay at this vacation home in Narragansett (Narragansett Pier), you'll be a 2-minute drive from Narragansett Beach and 9 minutes from University of Rhode ...
Opens in a new window1 Block-Ocean! AC, Narragansett Beach, 10 passes incl, walk-shops/restaurants!
Walk to the  beach at Black Point, Niantic, Ct.

Walk to the beach at Black Point, Niantic, Ct.

Niantic CT
When you stay at this vacation home in Niantic, you'll be near the beach and within a 5-minute drive of Attawan Beach.
Opens in a new windowWalk to the beach at Black Point, Niantic, Ct.
Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge

Preston CT
When you stay at this vacation home in Preston, you'll be on the waterfront, within a 5-minute drive of Foxwoods Resort Casino and Grand Theater at Foxwoods ...
Opens in a new windowWaterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge
Oak Grove Cottage - in the foothills of Mystic

Oak Grove Cottage - in the foothills of Mystic

Groton CT
The price is AU$643 per night from 1 Jan to 2 Jan
AU$643
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this vacation home in Groton, you'll be within a 10-minute drive of Mystic Aquarium and Institute for Exploration and Mystic Seaport.
Opens in a new windowOak Grove Cottage - in the foothills of Mystic
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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
917 Holiday Homes
Lowest Price
AU$229
Highest Price
AU$643
Popular accommodation
Make the Holidays Unforgettable—Book Now for Hanukkah, Friendsgiving & Christmas, Secluded 7000sq foot home 5 minutes from the beach and 15 minutes from Newport!, Secluded Waterfront Location With Dock, Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages, Coastal Paradise! Stunning Water Views, Steps From Beach, Perfect Family Getaway, 1 Block-Ocean! AC, Narragansett Beach, 10 passes incl, walk-shops/restaurants!, Walk to the beach at Black Point, Niantic, Ct., Waterfront 3-bedroom house less an 1 mile to Foxwoods and Great Wolf Lodge, Oak Grove Cottage - in the foothills of Mystic

Top trending hotels in Westerly

Winnapaug Inn

Winnapaug Inn

2 out of 5
169 Shore Road Westerly RI
The price is AU$229 per night from 26 Dec to 27 Dec
AU$229
26 Dec - 27 Dec
includes taxes & fees
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.
Opens in a new windowWinnapaug 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.
Opens in a new windowPleasant View Inn
Aquastar Inn

Aquastar Inn

2 out of 5
110 Post Road Westerly RI
Fully refundableReserve now, pay when you stay
When you stay at Aquastar Inn in Westerly, you'll be near the airport, within a 5-minute drive of Babcock-Smith House and Westerly Hospital.
Opens in a new windowAquastar Inn
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Sandy Shore Motel

Sandy Shore Motel

2.5 out of 5
149 Atlantic Ave Westerly RI
Fully refundableReserve now, pay when you stay
With a stay at Sandy Shore Motel in Westerly, you'll be on the beach, just a 3-minute walk from East Beach and 14 minutes by foot from Misquamicut State ...
Opens in a new windowSandy Shore Motel
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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.

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^Subject to availability and chosen travel dates.