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

This weekend
Next weekend

Holiday Rentals in Charleston

Lovely Lake House in Maidstone Vermont with Hot Tub

9.0 out of 10, Wonderful, (4)
"This home had any and everything you can possibly imagine. Very comfortable, beautiful views, friendly neighbors. My teen enjoyed the air hockey table and hot tub. It’s very serene and relaxing. Thank you for sharing your space."
Lovely Lake House in Maidstone Vermont with Hot Tub

Home Away From Home, Newly Renovated Apartment

9.8 out of 10, Exceptional, (25)
" place and host! "
Home Away From Home, Newly Renovated Apartment

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

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

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

10.0 out of 10, Exceptional, (63)
"The property was clean, well appointed and close to Jay Peak. Perfect for a long weekend family getaway."
Entire Home w/ Indoor Hot Tub - 5mi to Jay Peak. Discounted Lift Tix Included!

AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

10.0 out of 10, Exceptional, (21)
"Brad‘s home was a perfect setting in the NEK as I brought two people to the lake and taught them how to ice fish for their first time ever and they are now hooked for life!"
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

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

10.0 out of 10, Exceptional, (15)
"We loved everything about this house… location, cleanliness, decor, fireplace, amazing view, coffee bar and attentive host! Wonderful house to relax and spend time with family! "
The price is NZ$1,042
includes taxes & fees
2 Mar - 3 Mar
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

Just Like Being At Home- Newly Renovated Unit

9.6 out of 10, Exceptional, (19)
"This is very well equipped for the size. It was a good home base for skiing at Jay Peak, but definitely a bit tight for a family of 4 (I was expecting it to be this way as the photos really are very accurate for what you are getting). Good place on a budget and served us well to ski at Jay for a couple of days!"
Just Like Being At Home- Newly Renovated Unit

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

9.8 out of 10, Exceptional, (150)
"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

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

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

10.0 out of 10, Exceptional, (12)
"Absolutely amazing "
Renovated historic cabin with mountain views, lake access, & electric fireplace

A Piece of Paradise in the Northeast Kingdom

8.4 out of 10, Very good, (11)
"This house was perfect for a weekend away of skiing. Only 15 mins from the base, and plenty of beds to sleep in."
A Piece of Paradise in the Northeast Kingdom

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

Serene 3-bed VT retreat with firepit: ski, snowmobile, ATV, & hike near Jay Peak

10.0 out of 10, Exceptional, (11)
"We loved staying at the Mapleview Lodge this past week! The house is clean, cozy, and very well appointed from the kitchen stocked with high-end coffee machines to the living room with an easily access bluetooth speaker and smart TV, to the comfy bedrooms with plush comforters and pillows. It's only 20 minutes to Jay Peak and just right for a family ski vacation. Thank you, Tom!"
Serene 3-bed VT retreat with firepit: ski, snowmobile, ATV, & hike near Jay Peak

Perfect Getaway Spot In the Northeast Kingdom

6.8 out of 10, (3)
"Snow removal was great. Apartment stunk like cigarettes. The smell was so profound that we left a day early. Texted the host with concerns, she never respoded. Very disappointed!!"
Perfect Getaway Spot In the Northeast Kingdom

2bdrm East Burke Apt *Great Location*

9.8 out of 10, Exceptional, (157)
"It was everything we wanted and Amy was a great host. "
2bdrm East Burke Apt *Great Location*

Journeys End Chalet - Minutes to Jay Peak!

10.0 out of 10, Exceptional, (52)
"We had an awesome stay at this property. The home is well equipped and everything is intuitive. We did not need to contact the owners for any needs or questions during the stay. The property was clean, comfortable and well-furnished. Our pets were very happy there. The set up of the home is great for skiers - the entrance from the driveway is a lower floor that is heated and great for placing boots/equipment away from the general living/communal areas. Very well laid out. We would love to stay...
The price is NZ$898
includes taxes & fees
31 Mar - 1 Apr
Journeys End Chalet - Minutes to Jay Peak!

Charming Straw Bale Cottage Near Jay Peak – Cozy, Romantic, and Stylish Escape

Charming Straw Bale Cottage Near Jay Peak – Cozy, Romantic, and Stylish Escape

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

10.0 out of 10, Exceptional, (110)
"We had an amazing stay! The property is gorgeous. The inside of the house in nicer than the pictures on the site. The house was clean and well-stocked. The host was friendly and responsive. Highly recommended for a quiet peaceful getaway."
Access to snowmobile trail thru secondary trail/100% Solar Powered

Sweet Escape Cottage on River

9.4 out of 10, Exceptional, (10)
"We stayed in the cottage during the third weekend of October, yet the foliage was still beautiful. We were located just a few minutes away from Crystal Lake State Park, Lake Willoughby, and wonderful local restaurants like Roberto's Pizza and Barton Baking. The cottage was very clean and had everything we needed, including heating and a nice fireplace. Highly recommend!"
Sweet Escape Cottage on River

Whimsy Cottage - Perfect ski cottage & discounted lift tickets

9.6 out of 10, Exceptional, (7)
"Cozy and close to the mountain. Sharita is a great host and was easy to communicate with."
Whimsy Cottage - Perfect ski cottage & discounted lift tickets
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
9.0 out of 10, Wonderful, (284)
"Convenient spot to stay with cozy/clean cabins."
The price is NZ$189
includes taxes & fees
16 Mar - 17 Mar
Pine Crest Motel And Cabins

The Jay Village Inn

3.0 star property
8.2 out of 10, Very good, (327)
"Great property."
The price is NZ$202
includes taxes & fees
30 Mar - 31 Mar
The Jay Village Inn

The Wildflower Inn

3.0 star property
9.0 out of 10, Wonderful, (104)
"Incredible location, delicious food, warm and friendly people. Def recommend. "
The price is NZ$446
includes taxes & fees
2 Mar - 3 Mar
The Wildflower Inn
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?

Lovely Lake House in Maidstone Vermont with Hot Tub: This holiday home rental outside of Charleston offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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.