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
Stay at this family-friendly holiday home in Narragansett. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Narragansett Beach and Scarborough ...
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
Stay at this holiday home in Narragansett. Enjoy laundry facilities, patios and in-room jetted baths. Popular attractions Narragansett Beach and North Beach ...
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
Stay at this holiday home in Pawcatuck. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Mystic Aquarium and Institute for Exploration ...
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
Stay at this holiday home in Stonington. Enjoy laundry facilities and air conditioning. Popular attractions Mystic Aquarium and Institute for Exploration and ...
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
Stay at this family-friendly holiday home in Narragansett. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Narragansett Beach and Fishermen ...
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
Stay at this holiday home in Narragansett. Enjoy a garden, laundry facilities and patios. Popular attractions Narragansett Beach and The Towers are located ...
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
Stay at this family-friendly holiday home in Niantic. Enjoy free Wi-Fi, laundry facilities and tennis courts. Popular attractions Attawan Beach and Giants Neck ...
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
Stay at this family-friendly holiday home in Preston. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Foxwoods Resort Casino and Mohegan Sun ...
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 NZ$731 per night from 1 Jan to 2 Jan
NZ$731
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this holiday home in Groton. Enjoy a garden, laundry facilities and an in-room coffee maker. Popular attractions Mystic Seaport and Mystic Aquarium and ...
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
NZ$263
Highest Price
NZ$731
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 NZ$263 per night from 26 Dec to 27 Dec
NZ$263
26 Dec - 27 Dec
includes taxes & fees
Stay at this beach hotel in Westerly. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the clean rooms in their reviews. Popular ...
Opens in a new windowWinnapaug Inn
Pleasant View Inn

Pleasant View Inn

3 out of 5
65 Atlantic Ave Westerly RI
Stay at this 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 in ...
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
Stay at this motel in Westerly. Enjoy free Wi-Fi, an outdoor pool and room service. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowAquastar Inn
Save an average of 15% on thousands of hotels when you're signed in
Sandy Shore Motel

Sandy Shore Motel

2.5 out of 5
149 Atlantic Ave Westerly RI
Fully refundableReserve now, pay when you stay
Stay at this beach motel in Westerly. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the helpful staff in their reviews. Popular attractions ...
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.