Charleston Holiday Rentals

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Holiday Rentals in Charleston

Vermont Vacation Rental ~ 11 Mi to Lake Willoughby
9.6 out of 10, Exceptional, (5)
"The house was perfect for our needs"
Vermont Vacation Rental ~ 11 Mi to Lake Willoughby
The Hamblett at Hinton Hill
9.8 out of 10, Exceptional, (6)
"Absolutely charming little cabin for no more than 2 people and perfectly appointed. Beautiful, like something you would see in a travel magazine. Just about everything you need is already there: towels, kitchen supplies, cleaning supplies, grill, etc. The deck and grounds are well done with chairs and tables, a hammock is outside too. When the sun goes down the solar lights add sparkle to the perimeter of the property. A very nice touch! What you don't know from the listing is that the Hamblett...
The Hamblett at Hinton Hill
Sweet Escape Cottage on River
9.4 out of 10, Exceptional, (6)
"Everything was perfect and just as advertised. We were 2 adults. We will try to be locking this in for our next trip up in this area for sure "
Sweet Escape Cottage on River
Charming dog-friendly riverside escape with deck, firepit & EV charger
9.6 out of 10, Exceptional, (16)
"We had a lovely stay. The house is just as shown and described, though the water is not accessible from the property. There were also two unannounced visits by groundskeepers, who while pleasant and professional, were unexpected."
Charming dog-friendly riverside escape with deck, firepit & EV charger
Secluded trailside cabin for 8 people on Kingdom Trails
9.4 out of 10, Exceptional, (51)
"awesome."
Secluded trailside cabin for 8 people on Kingdom Trails
Great Location, new lower rates on access road to Burke Mountain Ski Area .
9.0 out of 10, Wonderful, (80)
"Owner was positive attentive and kind. Location is amazing. "
The price is AU$438
includes taxes & fees
30 Sept - 1 Oct
Great Location, new lower rates on access road to Burke Mountain Ski Area .
2bdrm East Burke Apt *Great Location*
9.8 out of 10, Exceptional, (151)
"Beautiful place could have bigger beds though"
The price is AU$280
includes taxes & fees
2 Oct - 3 Oct
2bdrm East Burke Apt *Great Location*
The Riverfront Condo II
9.6 out of 10, Exceptional, (15)
"Rented the condo for a family reunion. Was clean upon arrival. Dave was quick to respond to questions. Only problems we had was the lock but my son got it figured out pretty quick. Also didn’t realize was on 2nd flr. Driveway was big enough for kids to ride there bikes. Town store was in walking distance for my son to go get dinner and treats. The backyard view was beautiful."
The Riverfront Condo II
Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting
9.8 out of 10, Exceptional, (78)
"great place better than a stuffy hotel! peaceful"
Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting
Lakeside Isbell Cottage and Isbellita Guest Cottage
9.8 out of 10, Exceptional, (22)
"Cute and affordable with plenty of character and lots to do in the area. Outdated electrical, although given the age of the property this shouldn’t be a huge surprise. We did have some minor issues with cleanliness: the Isbellita shower had a previous guest’s hair clip/hair in it and there was no laundry detergent available. Minor issues though and we had a lovely time. "
Lakeside Isbell Cottage and Isbellita Guest Cottage
Waterfront Home At The End Of An Out Of The Way Dead End Street
9.8 out of 10, Exceptional, (143)
"We very much enjoyed our stay! The location was perfect. It was so quiet and relaxing. The house came with everything we would need, we only needed to buy groceries. The fenced in yard was perfect for our dog to also be able to enjoy his time in freedom. The host was informative and helpful. We will definitely stay again! "
Waterfront Home At The End Of An Out Of The Way Dead End Street
Updated Condo Next to Burke Mountain Bike Trails!
9.6 out of 10, Exceptional, (19)
"Nice place to stay for my son’s wedding. Kitchen could have been better equipped."
Updated Condo Next to Burke Mountain Bike Trails!
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7
10.0 out of 10, Exceptional, (18)
"Beautiful home, with incredible views, a sandy little beach with boulders and beautiful foliage surrounding it, where you feel like you’re in your own little paradise. Fire pit overlooking the stunning lake, and covered porch where you can sit in all kinds of weather and enjoy the breathtaking views and relaxing sounds, and so much more! So many little areas to sit in around the house and cozy up with a book. Separate sitting area with lots of board games we enjoyed every night, and an air...
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7
Ski, Bike and family fun at "The Future" cottage.
Ski, Bike and family fun at "The Future" cottage.
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub
10.0 out of 10, Exceptional, (9)
"The Hut is a cool place - great location, clean, 2 decks for Lake viewing, great dock to put in your kayak or Paddle board - Great sunsets - great entertainment watching the boats come in and out at the boating access. Deli/Provisions is walking distance."
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub
Home Away From Home, Newly Renovated Apartment
9.8 out of 10, Exceptional, (22)
"Clean and comfortable place. Near Jay Peak and ski areas. Pretty area."
Home Away From Home, Newly Renovated Apartment
Journeys End Chalet - Minutes to Jay Peak!
10.0 out of 10, Exceptional, (48)
"This place is amazing! We had a great time and enjoyed our stay to the last minute. The house is spacious, with a vary well stocked kitchen, comfy beds and a huge deck where we ate all our meals. We also had a lot of fun playing pool in the basement. There is tons of activities around, so it's really hard to get bored. We recommend a visit to the Jay Peak Resort and a cab ride to the mountain top. The views from there are stunning. We would give this property 6 stars if possible. We will gladly...
The price is AU$524
includes taxes & fees
1 Oct - 2 Oct
Journeys End Chalet - Minutes to Jay Peak!
Renovated historic cabin with mountain views, lake access, & electric fireplace
10.0 out of 10, Exceptional, (5)
"Awesome secluded place for a quiet get away!"
Renovated historic cabin with mountain views, lake access, & electric fireplace
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak
10.0 out of 10, Exceptional, (12)
"The house is absolutely gorgeous, plenty of space, tons of things to do with family - board games, kayaks, BEAUTIFUL kitchen, the lake view is astonishing, and the decor in the house is trendy and just perfect. Not to mention that it’s close to the downtown area, we had dinner at the Eastside restaurant (excellent spot), and the maple creemees at Sweet Scoops are a MUST have. We will definitely be back! HIGHLY RECOMMENDED "
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak
Cozy mountain view retreat
10.0 out of 10, Exceptional, (12)
"We enjoyed staying their. It was so pretty and comfy, we had an amazing view. The aniamls were so cute we would love to come again."
The price is AU$376
includes taxes & fees
30 Sept - 1 Oct
Cozy mountain view retreat
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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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Other types of properties in Charleston you may be interested in

Vermont Vacation Rental ~ 11 Mi to Lake Willoughby
9.6 out of 10, Exceptional, (5)
"The house was perfect for our needs"
Vermont Vacation Rental ~ 11 Mi to Lake Willoughby
The Jay Village Inn
3.0 star property
8.0 out of 10, Very good, (293)
"Need space heaters for the mornings."
The price is AU$167
includes taxes & fees
6 Oct - 7 Oct
The Jay Village Inn
Seymour Lake Lodge
2.0 star property
9.2 out of 10, Wonderful, (119)
"Interesting place and good quality price ratio. With all the antiques in the lodge, we have the impression to go back in time. "
The price is AU$237
includes taxes & fees
29 Oct - 30 Oct
Seymour Lake Lodge
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?

Charming dog-friendly riverside escape with deck, firepit & EV charger: This holiday home rental outside of Charleston is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Charleston?

Choose from 4 Expedia holiday rentals in Charleston for a memorable holiday.

What’s there to see and do in Charleston?

Seymour Lake and Seymour Lake are a couple of lovely local spots to get outside and enjoy nature. Echo Lake and Lake Willoughby are a couple of places you'll find in the wider area.

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.