Charleston Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Charleston

Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

10.0 out of 10, Exceptional, (11)
"Rented the place in mid-oct for a second-marriage honeymoon. The place was easy to find and was set up perfectly for a two person cozy stay. House faces the sunset and has a deck and sitting porch. Brought my little boat and the boating access is across the street. We had zero issues. We would definitely come back!! Definitely worth it. 👌 "
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

Mountain View Cottage-Northeast Kingdom of Vermont- Close to Lake Willoughby

10.0 out of 10, Exceptional, (3)
"The views of the mountains are as beautiful as they appear in the photos on the website! The "Copper Moose", as the cabin is called, is a gem. Located on a ridge off of the backroad from Lake Willoughby to Barton, the cabin has all of the amenities you need for a summer or winter vacation in NEK (Vermont's Northeast Kingdom). The wonderful front room combines kitchen, dining room, and living room with 180 degree windows that offer views of fields and forests and mountains, with an ample deck...
Mountain View Cottage-Northeast Kingdom of Vermont- Close to Lake Willoughby

Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

10.0 out of 10, Exceptional, (16)
"All enjoyed the Cottage and all it's amenities. 7 people 18-75 and plenty of room to gather or spread out. Enjoyed the games, puzzles, and just relaxing in the clean comfort house."
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

Cozy Lakeside Condo 30 mins from Jay's Peak!

9.8 out of 10, Exceptional, (10)
"A"
Cozy Lakeside Condo 30 mins from Jay's Peak!

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

9.0 out of 10, Wonderful, (2)
"We had an amazing stay at this beautiful lake house! The peaceful setting, surrounded by woods, made it the perfect place to relax and unwind. Sitting by the cozy fireplace in the evenings, while enjoying the stunning lake views, was an absolute highlight. The house was clean, well-equipped, and had everything we needed for a comfortable stay. We loved the combination of nature, comfort, and tranquility – a perfect getaway! We’ll definitely be back!"
Lakefront adventure home with kayaks, dock, & wood fireplace, - dog-friendly

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

9.8 out of 10, Exceptional, (66)
"We came to Irasburg for a funeral. The location was ideal. The house was big, and comfortable, and stocked with what we needed. "
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

Renovated historic cabin with mountain views, lake access, & electric fireplace

10.0 out of 10, Exceptional, (14)
"If you are looking for a quiet spot to chill while visiting Jay VT then this is it. The views were stunning from the backyard. Great amenities to cook small meals. Wish there was a grill though."
Renovated historic cabin with mountain views, lake access, & electric fireplace

AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

10.0 out of 10, Exceptional, (23)
"Wonderful view and privacy "
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

Cozy 1 1/2 bedwaterfront townhome in charming Newport with WiFi , fire pit

9.0 out of 10, Wonderful, (2)
"Close to Jay Peak & restaurants on Newport’s Main St but laid out awkwardly. Bathroom is huge but living room is cramped. I was a little worried that we would be cold since it didn’t look well insulated, but the heat was good & strong & it didn’t take long to warm up. Owner likes fish & angels, which dominate the decor. "
Cozy 1 1/2 bedwaterfront townhome in charming Newport with WiFi , fire pit

2bdrm East Burke Apt *Great Location*

9.8 out of 10, Exceptional, (157)
"It was everything we wanted and Amy was a great host. "
The price is NZ$321
includes taxes & fees
28 Apr - 29 Apr
2bdrm East Burke Apt *Great Location*

Cozy Vermont Cabin

10.0 out of 10, Exceptional, (2)
"This cabin was absolutely perfect! It was incredibly clean and beautifully maintained, making our stay so comfortable and enjoyable. The location was fantastic—just a short distance from the lakes, which made it easy to explore and enjoy the outdoors. The owner went above and beyond, providing plenty of towels, blankets, a cozy fire pit, and reliable WiFi, making our stay effortless and relaxing. It truly felt like a home away from home. I couldn’t have asked for a better experience, and I will...
Cozy Vermont Cabin

Large Modern Chalet - Slope Side - On Burke MT-Mt Bike, Hike, Ski, Snowmobile

10.0 out of 10, Exceptional, (60)
"The kitchen is beautiful with plenty of room for guests to hang out. Tons cookware, plate ware, etc. Two new coffee makers and kettle. Also, a big beautiful grill all ready to be fired up. Unless you are an extreme cross country or wildness skier, the ski in/out was not useable. We drove to the mountain. The chalet is every bit as spacious as pictured and well worth the price. "
Large Modern Chalet - Slope Side - On Burke MT-Mt Bike, Hike, Ski, Snowmobile

Lovely 4 bedroom Log cabin in Island Pond Vermont Snow Mobile Capitol of NEK

10.0 out of 10, Exceptional, (1)
"Very Clean olace and the landowners were very helpful!!!"
Lovely 4 bedroom Log cabin in Island Pond Vermont Snow Mobile Capitol of NEK

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

9.8 out of 10, Exceptional, (151)
"This house was lovely! David was so incredibly nice and accommodating, even offering sleds to my boys so we could go sledding. We had such a great time and the view is absolutely breathtaking. The yard is fenced in for our dogs, too! "
Waterfront Home At The End Of An Out Of The Way Dead End Street

Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby

9.6 out of 10, Exceptional, (37)
"We loved the cabin and location. Willoughby lake right across the street. I will go back next year."
Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby

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

9.4 out of 10, Exceptional, (25)
"Quiet and cozy place to stay . Location was great . Lots of cute places to eat nearby. Owner was quick to respond with any questions "
Colorful Farmhouse just minutes from East Burke, Kingdom Trails and Burke Mtn

Beautifully Renovated Classic Vermont Lake View Cottage

9.6 out of 10, Exceptional, (95)
"We had a really nice stay. Tim was very kind and inviting, made sure check in was a breeze, and was helpful with recommendations. The kitchen had everything we needed. The location is great, as is the view. Bed was comfortable but is also on wheels which was a problem for our dog going under the bed. We also discovered a lot of dust bunnies under the bed and arm chair as a result. Lastly, you should know that the water is sulfurous. It didn't bother us but it's worth knowing. We would...
Beautifully Renovated Classic Vermont Lake View Cottage

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

8.0 out of 10, Very good, (2)
"This was exactly what we were looking for—space for adults and 3 kids and not too far from Jay for skiing. The beds were excellent, some of the best I’ve found. "
Charming 2nd floor lakeside townhome in brilliant Newport with WiFi. New listing

Lakefront Cabin in Vermont on Great Averill Lake in Averill, VT.

9.6 out of 10, Exceptional, (7)
"Off the grid cabin. We only stayed for one night, but we're warmly welcomed by Tom and Susan. It had everything we needed: access to the lake, outdoor fire pit and some peace and quiet! "
The price is NZ$539
includes taxes & fees
22 May - 23 May
Lakefront Cabin in Vermont on Great Averill Lake in Averill, VT.

Journeys End Chalet - Minutes to Jay Peak!

10.0 out of 10, Exceptional, (55)
"Great stay at Journeys End Chalet! Excellent location and amenities for a quick getaway to Jay Peak. The property has everything you need for a relaxing place to unwind after skiing all day. "
The price is NZ$721
includes taxes & fees
14 May - 15 May
Journeys End Chalet - Minutes to Jay Peak!
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.
Don't see what you're looking for?
See all available properties in Charleston
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Charleston you may be interested in

Pine Crest Motel And Cabins

2.5 star property
9.2 out of 10, Wonderful, (296)
"Great place to stay"
The price is NZ$206
includes taxes & fees
11 May - 12 May
Pine Crest Motel And Cabins

The Jay Village Inn

3.0 star property
8.2 out of 10, Very good, (343)
"The staff was helpful and friendly. The restaurant and bar was good and convenient w good food and service. I liked the location close to jay and across from convenience store"
The price is NZ$193
includes taxes & fees
28 Apr - 29 Apr
The Jay Village Inn

Burke Mountain Hotel & Conference Center

3.0 star property
9.0 out of 10, Wonderful, (255)
"Fun"
The price is NZ$313
includes taxes & fees
11 May - 12 May
Burke Mountain Hotel & Conference Center
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.

Frequently asked questions

Can I find holiday rentals in Charleston?

Yes, there are holiday rentals close to the most popular sights in Charleston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Charleston has to offer?

Cozy 1 1/2 bedwaterfront townhome in charming Newport with WiFi , fire pit : This holiday home rental outside of Charleston offers a patio, a BBQ and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave.

How many holiday rentals are there in Charleston?

Choose from 5 Expedia holiday rentals in Charleston for a memorable holiday.

What’s there to see and do in Charleston?

Echo Lake and Seymour Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Seymour Lake and Charleston Historical Society Museum are other places worth a visit.

What’s a holiday rental in Charleston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charleston. Holiday rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.