Book Holiday Homes in Charlestown

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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
Holiday Homes
Lowest Price
NZ$183
Highest Price
NZ$232
Popular accommodation
The Pell - Part of JdV by Hyatt, Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino, Hilton Mystic, Hilton Garden Inn Preston Casino Area

Top trending hotels in Charlestown

The Pell - Part of JdV by Hyatt

The Pell - Part of JdV by Hyatt

4 out of 5
425 E Main Rd Middletown RI
Fully refundableReserve now, pay when you stay
The price is NZ$232 per night from 28 Dec to 29 Dec
NZ$232
28 Dec - 29 Dec
includes taxes & fees
Stay at this business-friendly hotel in Middletown. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Opens in a new windowThe Pell - Part of JdV by Hyatt
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 NZ$202 per night from 13 Jan to 14 Jan
NZ$202
13 Jan - 14 Jan 2026
includes taxes & fees
Stay at this hotel in North Stonington. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the restaurant in their reviews. ...
Opens in a new windowBellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
Hilton Mystic

Hilton Mystic

3.5 out of 5
20 Coogan Blvd Mystic CT
Fully refundableReserve now, pay when you stay
The price is NZ$195 per night from 4 Jan to 5 Jan
NZ$195
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Mystic. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHilton Mystic
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Hilton Garden Inn Preston Casino Area

Hilton Garden Inn Preston Casino Area

3 out of 5
5 Watson Rd Preston CT
Fully refundableReserve now, pay when you stay
The price is NZ$183 per night from 4 Jan to 5 Jan
NZ$183
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Preston. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowHilton Garden Inn Preston Casino Area
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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.