Book Holiday Homes in Westerly

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Featured Holiday Homes in Westerly

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
With a stay at this vacation home in Stonington, you'll be 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
Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic

Mystic
The price is AU$542 per night from 5 Nov to 6 Nov
AU$542
5 Nov - 6 Nov
includes taxes & fees
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 ...
Opens in a new windowCharming Historic House in Downtown Mystic
Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Unique Retreat w/ Private Patio, 4 King Beds & BBQ

Groton
The price is AU$811 per night from 5 Nov to 6 Nov
AU$811
5 Nov - 6 Nov
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Mystic, within a 10-minute drive of Mystic Seaport and Mystic Aquarium and Institute for ...
Opens in a new windowUnique Retreat w/ Private Patio, 4 King Beds & BBQ
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Oak Grove Cottage - in the foothills of Mystic

Oak Grove Cottage - in the foothills of Mystic

Groton
The price is AU$674 per night from 5 Nov to 6 Nov
AU$674
5 Nov - 6 Nov
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
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Mystic
The price is AU$436 per night from 18 Nov to 19 Nov
AU$436
18 Nov - 19 Nov
includes taxes & fees
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.
Opens in a new windowCharming 1845 Home in the Heart of Mystic – Walk to Everything!
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
When you stay at this vacation home in Narragansett, you'll be by the sea, a 2-minute drive from Narragansett Beach and 9 minutes from Block Island Ferry.
Opens in a new window1 Block-Ocean! AC, Narragansett Beach, 10 passes incl, walk-shops/restaurants!
Experience Paradise! Stunning Beachfront Home, Your Ultimate Coastal Retreat!

Experience Paradise! Stunning Beachfront Home, Your Ultimate Coastal Retreat!

Narragansett
With a stay at this vacation home in Narragansett (Galilee), you'll be within a 5-minute walk of Block Island Ferry and Salty Brine State Beach.
Opens in a new windowExperience Paradise! Stunning Beachfront Home, Your Ultimate Coastal Retreat!
1 mile to Scarborough Beach-CENTRAL AIR! Block Island Ferry, Narragansett, 7 bed

1 mile to Scarborough Beach-CENTRAL AIR! Block Island Ferry, Narragansett, 7 bed

Narragansett
The price is AU$2,787 per night from 5 Nov to 6 Nov
AU$2,787
5 Nov - 6 Nov
includes taxes & fees
With a stay at this vacation home in Narragansett (Briggs Farm), you'll be within a 15-minute drive of Block Island Ferry and Narragansett Beach.
Opens in a new window1 mile to Scarborough Beach-CENTRAL AIR! Block Island Ferry, Narragansett, 7 bed
Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Norwich
The price is AU$1,503 per night from 5 Nov to 6 Nov
AU$1,503
5 Nov - 6 Nov
includes taxes & fees
Located in Norwich, this vacation home is within a 15-minute drive of Mohegan Sun Casino and Foxwoods Resort Casino.
Opens in a new windowYour Charming 4BR Retreat Home Minutes from Casino Excitement!
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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
935 Holiday Homes
Lowest Price
AU$220
Highest Price
AU$2,787
Popular accommodation
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages, Charming Historic House in Downtown Mystic, Unique Retreat w/ Private Patio, 4 King Beds & BBQ, Oak Grove Cottage - in the foothills of Mystic, Charming 1845 Home in the Heart of Mystic – Walk to Everything!, 1 Block-Ocean! AC, Narragansett Beach, 10 passes incl, walk-shops/restaurants!, Experience Paradise! Stunning Beachfront Home, Your Ultimate Coastal Retreat!, 1 mile to Scarborough Beach-CENTRAL AIR! Block Island Ferry, Narragansett, 7 bed, Your Charming 4BR Retreat Home Minutes from Casino Excitement!

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$220 per night from 15 Nov to 16 Nov
AU$220
15 Nov - 16 Nov
includes taxes & fees
With a 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
Breezeway Boutique Hotel

Breezeway Boutique Hotel

2.5 out of 5
70 Winnapaug Road, Westerly, RI
With a stay at Breezeway Boutique Hotel in Westerly, you'll be by the ocean, within a 5-minute drive of Misquamicut State Beach and East Beach.
Opens in a new windowBreezeway Boutique Hotel
Pleasant View Inn

Pleasant View Inn

3 out of 5
65 Atlantic Ave, Westerly, RI
When you 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
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Sandy Shore Motel

Sandy Shore Motel

2.5 out of 5
149 Atlantic Ave, Westerly, RI
When you stay at Sandy Shore Motel in Westerly, you'll be on the beach, within a 15-minute walk of Misquamicut State Beach and East Beach.
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.