Book Holiday Homes in Charlestown

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Featured Holiday Homes in Charlestown

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

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

Groton
When you stay at this vacation home in Groton, you'll be by the sea, within a 15-minute walk of Shennecossett Golf Course and Eastern Point Beach.
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
With a stay at this vacation home in Stonington, you'll be on the waterfront, a 5-minute walk from Saltwater Farm Vineyard and a 2-minute drive from Captain ...
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 AU$2,820 per night from 23 Feb to 24 Feb
AU$2,820
includes taxes & fees
23 Feb - 24 Feb
A stay at this vacation home places you in the heart of South Kingstown, within a 10-minute walk of The Contemporary Theater Company and South County ...
Exceptional Historic "The Wakefield" Downtown/Beaches
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3 Bedroom 3 Bath w/ Roof Top Deck in the Heart of Newport

3 Bedroom 3 Bath w/ Roof Top Deck in the Heart of Newport

Newport
A stay at this vacation home places you in the heart of Newport, steps from Thames Street and Newport Harbour.
3 Bedroom 3 Bath w/ Roof Top Deck in the Heart of Newport
Sweet Mystic Retreat

Sweet Mystic Retreat

Stonington
A stay at this vacation home places you in the heart of Mystic, within a 15-minute walk of Mystic Seaport - The Museum of America and the Sea and Mystic River ...
Sweet Mystic Retreat
Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!

Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!

Middletown
The price is AU$493 per night from 6 Feb to 7 Feb
AU$493
includes taxes & fees
6 Feb - 7 Feb
With a stay at this vacation home in Middletown, you'll be a 4-minute walk from Easton Pond and 6 minutes by foot from Atlantic Beach.
Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!
Your search ends here!

Your search ends here!

Newport
A stay at this vacation home places you in the heart of Newport, steps from Thames Street and 3 minutes by foot from Newport Harbour.
Your search ends here!
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 a 3-minute drive from East Matunuck State Beach and 8 minutes from Samuel E. Perry ...
3 Bedroom house 1 mile from East Matunuck Beach - Snug Harbor
Beautiful Oceanview Townhouse in Narragansett RI with Private Beach Access

Beautiful Oceanview Townhouse in Narragansett RI with Private Beach Access

Narragansett
With a stay at this vacation home in Narragansett (Galilee), you'll be within a 5-minute walk of Salty Brine State Beach and Block Island Ferry.
Beautiful Oceanview Townhouse in Narragansett RI with Private Beach Access
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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.

Charlestown 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 Charlestown vacation homes are the perfect way for you to wing it.

Holiday houses in Charlestown 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 Charlestown 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 Charlestown adventures, obvs.

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

Charlestown Holiday Homes essential information

Accommodation
774 Holiday Homes
Lowest Price
AU$123
Highest Price
AU$2,820
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 , 3 Bedroom 3 Bath w/ Roof Top Deck in the Heart of Newport, Sweet Mystic Retreat , Ellery Beach Bungalows #51- 1/4 mile walk to beach, - 5 min drive to Newport!, Your search ends here!, 3 Bedroom house 1 mile from East Matunuck Beach - Snug Harbor, Beautiful Oceanview Townhouse in Narragansett RI with Private Beach Access

Top trending hotels in Charlestown

The Newport Harbor Hotel & Marina

The Newport Harbor Hotel & Marina

3 out of 5
49 America's Cup Ave, Newport, RI
Fully refundableReserve now, pay when you stay
The price is AU$258 per night from 6 Feb to 7 Feb
AU$258
includes taxes & fees
6 Feb - 7 Feb
A stay at The Newport Harbor Hotel & Marina places you in the heart of Newport, steps from Thames Street and Bowen's Wharf.
The Newport Harbor Hotel & Marina
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino

3.5 out of 5
411A & 411B Norwich Westerly Road, North Stonington, CT
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 12 Feb to 13 Feb
AU$187
includes taxes & fees
12 Feb - 13 Feb
Located in North Stonington, Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino is within a 10-minute drive of Lake of Isles and Jonathan Edwards ...
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Hotel Viking

Hotel Viking

4 out of 5
1 Bellevue Avenue, Newport, RI
Fully refundableReserve now, pay when you stay
The price is AU$331 per night from 28 Jan to 29 Jan
AU$331
includes taxes & fees
28 Jan - 29 Jan
With a stay at Hotel Viking, you'll be centrally located in Newport, within a 10-minute walk of Thames Street and International Tennis Hall of Fame and ...
Hotel Viking
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Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

3 out of 5
55 Whitehall Avenue, I-95 and Rte 27 at Exit 90, Mystic, CT
Fully refundableReserve now, pay when you stay
The price is AU$123 per night from 29 Jan to 30 Jan
AU$123
includes taxes & fees
29 Jan - 30 Jan
When you stay at Spark by Hilton Mystic Groton in Mystic, you'll be near the beach, within a 5-minute drive of Mystic Aquarium and Institute for Exploration ...
Spark by Hilton Mystic Groton
Don't see what you're looking for?
See all available properties in Charlestown
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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.