Book Holiday Homes in Charleston

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Featured Holiday Homes in Charleston

Great spot for lovers of outdoors!

Great spot for lovers of outdoors!

East Burke
Stay at this vacation home in East Burke. Enjoy laundry facilities, a pool table, and patios. Popular attractions Burke Mountain Ski Area and Darling Memorial ...
Great spot for lovers of outdoors!
Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting

Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting

Lyndon
The price is NZ$428 per night from 6 Aug to 7 Aug
NZ$428
6 Aug - 7 Aug
includes taxes & fees
Stay at this vacation home in Lyndonville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Vermont Children's Theater and Kingdom Trails ...
Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

Irasburg
Stay at this vacation home in Irasburg. Enjoy a garden, laundry facilities, and patios. Popular attractions South Bay State Wildlife Management Area and Willoughby ...
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly
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East Burke House w/ Deck < 3 Mi to Kingdom Trails!

East Burke House w/ Deck < 3 Mi to Kingdom Trails!

East Burke
Book a stay at this ski vacation home in East Burke. Enjoy laundry facilities, ski-in/ski-out access, and patios. Popular attractions Burke Mountain Ski Area ...
East Burke House w/ Deck < 3 Mi to Kingdom Trails!
Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn

Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn

Lyndon
Stay at this vacation home in East Burke. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Vermont Children's Theater and Kingdom Trails ...
Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn
‘True North Farm House’ - Historic Family Home

‘True North Farm House’ - Historic Family Home

Irasburg
Stay at this vacation home in Irasburg. Enjoy a garden, laundry facilities, and patios. Popular attractions Quechee Gorge Mini Golf and Willoughby Falls Wildlife ...
‘True North Farm House’ - Historic Family Home
Adventurer's Home by Kingdom Trails and Burke Mtn

Adventurer's Home by Kingdom Trails and Burke Mtn

Burke
Stay at this vacation home in East Burke. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Kingdom Trails and Darling Memorial ...
Adventurer's Home by Kingdom Trails and Burke Mtn
‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!

‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!

East Haven
Stay at this vacation home in East Haven. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Dirt Church Brewing Company and Darling ...
‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!
Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!

Jay
The price is NZ$602 per night from 26 Aug to 27 Aug
NZ$602
26 Aug - 27 Aug
includes taxes & fees
Stay at this vacation home in North Troy. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jay Peak Ski Resort and William H and Lucy F ...
Journeys End Chalet - Minutes to Jay Peak!
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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.

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

Holiday houses in Charleston 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 Charleston 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 Charleston adventures, obvs.

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

Charleston Holiday Homes essential information

Accommodation
114 Holiday Homes
Lowest Price
NZ$194
Highest Price
NZ$602
Popular accommodation
Great spot for lovers of outdoors! , Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting , 1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly, East Burke House w/ Deck < 3 Mi to Kingdom Trails!, Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn, ‘True North Farm House’ - Historic Family Home, Adventurer's Home by Kingdom Trails and Burke Mtn, ‘Dirt Church’ Brewery charming church, pet-friendly! Close to biking & skiing!, Journeys End Chalet - Minutes to Jay Peak!

Top trending hotels in Charleston

Vermont Vacation Rental ~ 11 Mi to Lake Willoughby

Vermont Vacation Rental ~ 11 Mi to Lake Willoughby

Charleston
Stay at this vacation home in Charleston. Enjoy a garden, laundry facilities, and patios. Popular attractions Seymour Lake and Island Pond Historical Society ...
Vermont Vacation Rental ~ 11 Mi to Lake Willoughby
Pine Crest Motel And Cabins

Pine Crest Motel And Cabins

2.5 out of 5
1288 Barton Orleans Rd, Barton, VT
Stay at this motel in Barton. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Pine Crest Motel And Cabins
Burke Mountain Hotel & Conference Center

Burke Mountain Hotel & Conference Center

3 out of 5
2259 Mountain Rd, East Burke, VT
The price is NZ$317 per night from 13 Aug to 14 Aug
NZ$317
13 Aug - 14 Aug
includes taxes & fees
Stay at this 3-star ski hotel in East Burke. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Burke Mountain Ski Area and Darling Memorial ...
Burke Mountain Hotel & Conference Center
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The Jay Village Inn

The Jay Village Inn

3 out of 5
1078 Vermont Route 242, North Troy, VT
The price is NZ$194 per night from 6 Aug to 7 Aug
NZ$194
6 Aug - 7 Aug
includes taxes & fees
Stay at this 3-star inn in North Troy. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant in our reviews. Popular attractions ...
The Jay Village Inn
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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.