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Featured Holiday Homes in Charleston

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
Located in East Burke, this vacation home is in the mountains, a 5-minute drive from Kingdom Trails and 6 minutes from Darling Memorial Park.
Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn
Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort

Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort

Jay
With a stay at this vacation home in North Troy, you'll be within a 5-minute drive of Jay Peak Ski Resort and Jay State Forest.
Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort
Charming Farmhouse: Walk to Village + Trails!

Charming Farmhouse: Walk to Village + Trails!

East Burke
With a stay at this vacation home in East Burke, you'll be within a 5-minute walk of Kingdom Trails and Darling Memorial Park.
Charming Farmhouse: Walk to Village + Trails!
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Adventurebrook, bike, ski & hike out your front door!

Adventurebrook, bike, ski & hike out your front door!

East Burke
With a stay at this vacation home in East Burke, you'll be in the mountains, just steps from Burke Mountain Ski Area and a 3-minute drive from Darling Memorial ...
Adventurebrook, bike, ski & hike out your front door!
Charming 2nd floor lakeside townhome in brilliant Newport with WiFi. New listing

Charming 2nd floor lakeside townhome in brilliant Newport with WiFi. New listing

Newport
Located in Newport, this vacation home is within a 15-minute walk of Lake Memphremagog and MAC Center for the Arts.
Charming 2nd floor lakeside townhome in brilliant Newport with WiFi. New listing
Waterfront Home At The End Of An Out Of The Way Dead End Street

Waterfront Home At The End Of An Out Of The Way Dead End Street

Newport
When you stay at this vacation home in Newport, you'll be on the waterfront, within a 5-minute drive of Lake Memphremagog and North Country Hospital.
Waterfront Home At The End Of An Out Of The Way Dead End Street
Entire Home w/ Indoor Hot Tub - 5mi to Jay Peak. Discounted Lift Tix Included!

Entire Home w/ Indoor Hot Tub - 5mi to Jay Peak. Discounted Lift Tix Included!

Jay
With a stay at this vacation home in North Troy, you'll be in the mountains, within a 15-minute drive of Jay Peak Ski Resort and Missisquoi Valley Historical ...
Entire Home w/ Indoor Hot Tub - 5mi to Jay Peak. Discounted Lift Tix Included!
Lakefront adventure home with kayaks, dock, & wood fireplace, - dog-friendly

Lakefront adventure home with kayaks, dock, & wood fireplace, - dog-friendly

Glover
Located in Barton, this vacation home is on the waterfront, within a 15-minute drive of Long Pond Natural Area and Bread and Puppet Theater.
Lakefront adventure home with kayaks, dock, & wood fireplace, - dog-friendly
 Access to snowmobile trail thru secondary trail/100% Solar Powered

Access to snowmobile trail thru secondary trail/100% Solar Powered

Canaan
Located in Canaan, this vacation home is on the waterfront, a 1-minute drive from Wallace Pond and 8 minutes from Fletcher Park.
Access to snowmobile trail thru secondary trail/100% Solar Powered
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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
104 Holiday Homes
Lowest Price
AU$179
Highest Price
AU$290
Popular accommodation
Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn, Brand New, Private Home with Nordic Hot Tub- Just .5mi to Jay Peak Ski Resort, Charming Farmhouse: Walk to Village + Trails!, Adventurebrook, bike, ski & hike out your front door!, Charming 2nd floor lakeside townhome in brilliant Newport with WiFi. New listing, Waterfront Home At The End Of An Out Of The Way Dead End Street , Entire Home w/ Indoor Hot Tub - 5mi to Jay Peak. Discounted Lift Tix Included!, Lakefront adventure home with kayaks, dock, & wood fireplace, - dog-friendly, Access to snowmobile trail thru secondary trail/100% Solar Powered

Top trending hotels in Charleston

Vermont Vacation Rental ~ 11 Mi to Lake Willoughby

Vermont Vacation Rental ~ 11 Mi to Lake Willoughby

Charleston
When you stay at this vacation home in Charleston, you'll be within a 10-minute drive of Island Pond and Island Pond Historical Society Museum.
Vermont Vacation Rental ~ 11 Mi to Lake Willoughby
The Jay Village Inn

The Jay Village Inn

3 out of 5
1078 Vermont Route 242, North Troy, VT
The price is AU$179 per night from 11 May to 12 May
AU$179
includes taxes & fees
11 May - 12 May
With a stay at The Jay Village Inn in North Troy, you'll be within a 10-minute drive of Jay Peak Ski Resort and Jay State Forest.
The Jay Village Inn
Pine Crest Motel And Cabins

Pine Crest Motel And Cabins

2.5 out of 5
1288 Barton Orleans Rd, Barton, VT
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 22 May to 23 May
AU$201
includes taxes & fees
22 May - 23 May
When you stay at Pine Crest Motel And Cabins in Barton, you'll be on a river, within a 5-minute drive of Crystal Lake and Crystal Lake State Park.
Pine Crest Motel And Cabins
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Burke Mountain Hotel & Conference Center

Burke Mountain Hotel & Conference Center

3 out of 5
2259 Mountain Rd, East Burke, VT
The price is AU$290 per night from 22 May to 23 May
AU$290
includes taxes & fees
22 May - 23 May
When you stay at Burke Mountain Hotel & Conference Center in East Burke, you'll be in the mountains and 13.8 mi (22.2 km) from Lake Willoughby.
Burke Mountain Hotel & Conference Center
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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.