Charleston Vacation Rentals from ￥24,803: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Charleston has to offer?

Vermont Mountain Retreat Near Lake Willoughby : This highly rated vacation home rental in Charleston is located on a lake and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Our top choices for Charleston vacation rentals

1. Throw your tent anywhere!

Westmore

Kim D.

￥10,894 total

includes taxes & fees

Aug 19 - Aug 20

2. Throw your tent anywhere on property

Westmore

Yulia

￥10,894 total

includes taxes & fees

Aug 20 - Aug 21

3. Peaceful camp with breathtaking views

Westmore

miranda W.

￥15,755 total

includes taxes & fees

Aug 19 - Aug 20

4. Rv/camper hook ups with scenic views

Westmore

￥14,135 total

includes taxes & fees

Aug 19 - Aug 20

Coffee/tea maker, fridge, microwave, oven

5. Cozy Mountain View Retreat

Brighton

Sara Lynn B.

￥37,691 total

includes taxes & fees

Sep 1 - Sep 2

6. HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

Barton

Nicole N.

￥95,967 total

includes taxes & fees

Aug 20 - Aug 21

Full-size fridge, oven, stovetop, toaster

7. Mountain Lake Cottages

Orleans

BOYD

￥57,694 total

includes taxes & fees

Aug 25 - Aug 26

8. Between the Brook and Lake

Newport

Tabitha D.

￥26,409 total

includes taxes & fees

Aug 22 - Aug 23

9. Island Pond Apartment on VAST Trail – 2BR, 1BA

Brighton

Doug T.

￥53,880 total

includes taxes & fees

Aug 22 - Aug 23

10. Historic Island Pond Home on VAST Trail – 3BR, 2BA

Brighton

David P.

￥84,743 total

includes taxes & fees

Sep 6 - Sep 7

11. Charming ski chalet nestled in Vermont's Northeast Kingdom

Newark

Shreshth

￥93,712 total

includes taxes & fees

Aug 20 - Aug 21

3 bedrooms, desk, WiFi (free), bed sheets

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

Newport

Anne K.

￥89,397 total

includes taxes & fees

Sep 2 - Sep 3

13. Island Pond Apartment on VAST Trail – 1BR, 1BA

Brighton

"The location is great if you want to go snowmobiling; its very easy to get onto the VAST trail system from apartment. Unfortunately you need to leave your sled down in the back of the property, but its not very far. The interior of the apartment is very nice as was communicating with the rental agency. The only downside is that you can hear everything that is happening in the upstairs apartment. Every step that someone takes upstairs you can hear and can easily hear people talking as well. "

Lucas F.

￥42,721 total

includes taxes & fees

Aug 20 - Aug 21

14. A cozy little house with everything you need

Newport

Emily W.

￥24,803 total

includes taxes & fees

Aug 30 - Aug 31

15. Private 2 bedroom lofted garage getaway.

Newport Center

Emily H.

￥54,423 total

includes taxes & fees

Aug 20 - Aug 21

16. Adventurer's Home: Kingdom Trails with Swimming Hole

Burke

Gary A.

￥73,548 total

includes taxes & fees

Sep 14 - Sep 15

17. Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 14

Burke

￥137,467 total

includes taxes & fees

Aug 19 - Aug 20

18. Modern one bedroom home within Kirby’s mountains

Kirby

Scott

￥76,550 total

includes taxes & fees

Aug 25 - Aug 26

19. 5 minutes to well known mountain bike venue “Kingdom Trails”.

Lyndon

Carter S.

￥39,791 total

includes taxes & fees

Aug 22 - Aug 23

20. Journeys End Chalet - Minutes to Jay Peak!

Jay

Pete T.

￥63,207 total

includes taxes & fees

Sep 16 - Sep 17

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Top Charleston Hotel Reviews

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

10/10 Excellent

"Beautiful property! We loved using the kayaks and canoe, and enjoyed spending time on the screened in porch. Cornhole and many games at the house were a hit! The main floor is accessible layout is very, which made it easy for my elderly parents. Overall this is a great spot for a multigenerational vacation."

Pine Crest Motel And Cabins

8/10 Good

"It’s our second year staying here, and it’s such a beautiful place, perfectly located near Lake Willoughby. There have been new owners since November, and the place is even cleaner than before. The cottage smelled amazing when we arrived! The only things I would mention are that there weren’t enough pots and pans, and we ran out of toilet paper."

Waterfront home on the lake shore of Beautiful Lake Memphremagog, Newport, VT.

10/10 Excellent

"This cozy and clean house had everything we needed. The lake wash beautiful and easy to access with use of the owners deck next door. Lots of activities to do in the area. The owners are next door and very friendly and helpful!"

All Season Vermont Vacation Cottage. Pet Friendly!

8/10 Good

"Beautiful cottage, very private, very quiet, rustic but well kitted-out. John was exceptionally helpful, and saved the day when we had an emergency passport delivery. Bed was only issue. Not great for two people, felt smaller than a queen, and had a divot in the middle. Probably not as much of an issue for others but I’m not the best sleeper and it was very noticeable to me. Would also encourage replacing the cookware- mostly older nonstick pans with the coating coming off. But otherwise loved the property. Thank you for the great stay!"

Lakeside Isbell Cottage and Isbellita Guest Cottage

8/10 Good

"Mary was an excellent host, who responded quickly with helpful information on both our arrival and departure. Pull in the driveway and you are able to park 3 cars easily behind the house, with a separate exit that continues on around the other side of the house. The private beach is across the road, through two hedges. The dock is sturdy, the beach is sandy, the water is shallow and there are good chairs for relaxing by the water. There is a general store about 100 yards up the road where you can purchase most things, including breakfast/sandwiches to go. The large cottage is quirky, yet comfortable, as might be expected in an older house. We happened to be there during some very hot days and while there were fans in the larger cottage, they did little to reduce the heat at night, especially on the second floor. We did not locate a fan in the small cottage, but it did have ceiling fans and we brought a fan over from the large cottage to help. The small cottage was actually cooler than the large cottage as it only had one floor.We enjoyed our time at Isabell Cottage and Isbellita Guest Cottages on Lake Willoughby. Thank you, Mary!"

Find out more about Charleston

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Frequently asked questions

Can I find vacation rentals in Charleston?

Yes, we give you a choice of vacation rentals close to popular attractions in Charleston, or you can select a more remote option if you're looking for relaxation.

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

Vermont Mountain Retreat Near Lake Willoughby: This highly rated vacation home rental in Charleston is located on a lake and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Charleston?

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

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. While here, Echo Lake and Charleston Historical Society Museum are other places worth a visit.

What’s a vacation rental in Charleston like?

Vacation rentals are private properties you can stay in for a long or short time in Charleston. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.

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Check prices for these dates

Our top choices for Charleston vacation rentals

1. Throw your tent anywhere!

2. Throw your tent anywhere on property

3. Peaceful camp with breathtaking views

4. Rv/camper hook ups with scenic views

5. Cozy Mountain View Retreat

6. HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

7. Mountain Lake Cottages

8. Between the Brook and Lake

9. Island Pond Apartment on VAST Trail – 2BR, 1BA

10. Historic Island Pond Home on VAST Trail – 3BR, 2BA

11. Charming ski chalet nestled in Vermont's Northeast Kingdom

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

13. Island Pond Apartment on VAST Trail – 1BR, 1BA

14. A cozy little house with everything you need

15. Private 2 bedroom lofted garage getaway.

16. Adventurer's Home: Kingdom Trails with Swimming Hole

17. Ski-In/Ski-Out 5BR at Burke Mountain Base, Sleeps 14

18. Modern one bedroom home within Kirby’s mountains

19. 5 minutes to well known mountain bike venue “Kingdom Trails”.

20. Journeys End Chalet - Minutes to Jay Peak!

Find vacation rentals that suit your style

Top Charleston Hotel Reviews

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

Pine Crest Motel And Cabins

Waterfront home on the lake shore of Beautiful Lake Memphremagog, Newport, VT.

All Season Vermont Vacation Cottage. Pet Friendly!

The Jay Village Inn

Moms House

Lakeside Isbell Cottage and Isbellita Guest Cottage

The Wildflower Inn

Grandma's Rustic Cottage

Find out more about Charleston

Frequently asked questions

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