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Charleston Vacation Rentals

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Our top choices for Charleston vacation rentals

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

Island Pond Apartment on VAST Trail – 1BR, 1BA
Brighton
8.0 out of 10, Very good, (2 reviews)
"Clean, well appointed 1 bedroom . Fresh towels and linens. Bathroom shower/massage tub excellent. Washer & Dryer. Kitchen, Nice open floor plan. Walk to town and water. Plenty of parking. You will feel right at home. Will definitely rent again"
United States
Neil
The price is CA $95
CA $325 total
includes taxes & fees
Nov 12 - Nov 13
Island Pond Apartment on VAST Trail – 1BR, 1BA

2. Peaceful camp with breathtaking views

Peaceful camp with breathtaking views
Westmore
10.0 out of 10, Exceptional, (2 reviews)
"Had a group of around 15 adults and 2 dogs! Was a great view and easy set up! Had a nice place to have a bonfire and blackstone to cook on. Shared some s’mores and a smile with Frank, the host!"
United States
miranda W.
The price is CA $95
CA $127 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful camp with breathtaking views

3. Throw your tent anywhere on property

Throw your tent anywhere on property
Westmore
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great!!! A view is amazing..."
Canada
Yulia
The price is CA $57
CA $84 total
includes taxes & fees
Nov 16 - Nov 17
Throw your tent anywhere on property

4. Rv/camper hook ups with scenic views

Rv/camper hook ups with scenic views
Westmore
10.0 out of 10, Exceptional, (1 review)
"What a gorgeous spot to chill out and star gaze. Very serene"
United States
Lynda M.
The price is CA $83
CA $113 total
includes taxes & fees
Nov 16 - Nov 17
Rv/camper hook ups with scenic views

5. Throw your tent anywhere!

Throw your tent anywhere!
Westmore
10.0 out of 10, Exceptional, (1 review)
"J'ai adoré mon séjour chez Frank. J'y retournerais sans hésiter"
United States
Kim D.
The price is CA $57
CA $84 total
includes taxes & fees
Nov 16 - Nov 17
Throw your tent anywhere!

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

Historic Island Pond Home on VAST Trail – 3BR, 2BA
Brighton
9.6 out of 10, Exceptional, (4 reviews)
"Fantastic house. Great service. Friendly. "
United States
David P.
The price is CA $155
CA $648 total
includes taxes & fees
Dec 6 - Dec 7
Historic Island Pond Home on VAST Trail – 3BR, 2BA

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

Island Pond Apartment on VAST Trail – 2BR, 1BA
Brighton
9.4 out of 10, Exceptional, (11 reviews)
"clean, convenient, easy trail access "
United States
Doug T.
The price is CA $121
CA $401 total
includes taxes & fees
Nov 12 - Nov 13
Island Pond Apartment on VAST Trail – 2BR, 1BA

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

HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr
Barton
10.0 out of 10, Exceptional, (24 reviews)
"Clean place and great location! Enjoyed our stay!"
United States
Alix W.
The price is CA $300
CA $869 total
includes taxes & fees
Nov 18 - Nov 19
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

9. Modern Luxe: Starlink, Heated Floors, EV Charging

Modern Luxe: Starlink, Heated Floors, EV Charging
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Everything was wonderful. "
United States
Daniela B.
The price is CA $311
CA $687 total
includes taxes & fees
Nov 12 - Nov 13
Modern Luxe: Starlink, Heated Floors, EV Charging

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

Island Pond Apartment on VAST Trail – 3BR, 2BA
Brighton
9.4 out of 10, Exceptional, (6 reviews)
"Great place to stay and super close to town"
United States
Jordon T.
The price is CA $155
CA $607 total
includes taxes & fees
Nov 12 - Nov 13
Island Pond Apartment on VAST Trail – 3BR, 2BA

11. Tranquil 1-bedroom Brookeview Vermont Cabin in charming Barton

Tranquil 1-bedroom Brookeview Vermont Cabin in charming Barton
Barton
The price is CA $254
CA $647 total
includes taxes & fees
Nov 13 - Nov 14
Tranquil 1-bedroom Brookeview Vermont Cabin in charming Barton

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

Charming ski chalet nestled in Vermont's Northeast Kingdom
Newark
9.6 out of 10, Exceptional, (9 reviews)
"Nice place, will visit again. "
United States
Shreshth
The price is CA $421
CA $900 total
includes taxes & fees
Nov 12 - Nov 13
Charming ski chalet nestled in Vermont's Northeast Kingdom

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

Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak
Newport
10.0 out of 10, Exceptional, (42 reviews)
"Great stay easy drive to Jay Peak."
United States
Anne K.
The price is CA $351
CA $816 total
includes taxes & fees
Nov 16 - Nov 17
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

14. Cozy 3-bedroom cabin - close to Burke Mtn & Kingdom Trails- 6.5 miles from I-91

Cozy 3-bedroom cabin - close to Burke Mtn & Kingdom Trails- 6.5 miles from I-91
Wheelock
The price is CA $226
CA $392 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 3-bedroom cabin - close to Burke Mtn & Kingdom Trails- 6.5 miles from I-91

15. 5 minutes to well known mountain bike venue “Kingdom Trails”.

5 minutes to well known mountain bike venue “Kingdom Trails”.
Lyndon
10.0 out of 10, Exceptional, (7 reviews)
"Super comfortable place with a smooth check in/out!"
United States
Carter S.
The price is CA $226
CA $361 total
includes taxes & fees
Nov 14 - Nov 15
5 minutes to well known mountain bike venue “Kingdom Trails”.

16. Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (17 reviews)
"It was very nice. Excellent view and very well maintained. Will come back!"
United States
Nate L.
The price is CA $388
CA $724 total
includes taxes & fees
Nov 16 - Nov 17
Modern one bedroom home within Kirby’s mountains

17. Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!
Jay
10.0 out of 10, Exceptional, (72 reviews)
"Great place. Definitely recommend for pet owners! "
United States
Pete T.
The price is CA $207
CA $542 total
includes taxes & fees
Nov 12 - Nov 13
Journeys End Chalet - Minutes to Jay Peak!

18. The Badger @ East Burke Village Ride-Ski-Play-Stay

The Badger @ East Burke Village Ride-Ski-Play-Stay
Burke
10.0 out of 10, Exceptional, (1 review)
"Absolutely 5 star home! Amazing location, clean and the host were so accommodating…we can’t wait to book again!"
United States
Erin M.
The price is CA $405
CA $566 total
includes taxes & fees
Nov 15 - Nov 16
The Badger @ East Burke Village Ride-Ski-Play-Stay
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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Top Charleston Hotel Reviews

Find out more about Charleston

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Charleston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

A cozy little house with everything you need: This vacation home near Charleston is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. 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 Echo 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 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.