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Charleston Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Charleston vacation rentals

A modern living room with hardwood flooring, a dining area with a wooden table and chairs, a black sofa, and a kitchen with wooden cabinets and appliances.

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
$219 nightly
The price is $239
Nov 7 - Nov 8
Total with taxes and fees
Island Pond Apartment on VAST Trail – 1BR, 1BA
An outdoor seating area with two red chairs and a table set for two, overlooking a grassy field and distant hills.

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.
$80 nightly
The price is $90
Nov 7 - Nov 8
Total with taxes and fees
Peaceful camp with breathtaking views
An outdoor area with a barbecue grill, a table with a chair, and a guitar leaning against a wooden structure.

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
$53 nightly
The price is $59
Nov 7 - Nov 8
Total with taxes and fees
Throw your tent anywhere on property
An outdoor area with a barbecue grill, a table with a gas cylinder, and a violin leaning against a chair.

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.
$71 nightly
The price is $80
Nov 7 - Nov 8
Total with taxes and fees
Rv/camper hook ups with scenic views
A wooden shower enclosure with a showerhead and two faucets.

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.
$53 nightly
The price is $59
Nov 7 - Nov 8
Total with taxes and fees
Throw your tent anywhere!
A living room with a sofa, a coffee table, and a dining area with chairs and a table.

6. 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.
$264 nightly
The price is $288
Nov 7 - Nov 8
Total with taxes and fees
Island Pond Apartment on VAST Trail – 2BR, 1BA
A spacious cabin with a wooden interior, a fireplace, a sofa, and a dining area.

7. 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.
$478 nightly
The price is $536
Nov 8 - Nov 9
Total with taxes and fees
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr
A modern living room with a grey sofa, a coffee table with a magazine, a TV mounted on the wall, and a wooden floor.

8. 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.
$431 nightly
The price is $471
Nov 29 - Nov 30
Total with taxes and fees
Historic Island Pond Home on VAST Trail – 3BR, 2BA
A covered porch with a wooden railing, a grill, and a view of a snowy landscape.

9. 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.
$397 nightly
The price is $434
Nov 7 - Nov 8
Total with taxes and fees
Island Pond Apartment on VAST Trail – 3BR, 2BA
A modern kitchen with a black countertop and white cabinetry, a dining area with a wooden table and chairs, and a large window providing natural light.

10. 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.
$445 nightly
The price is $498
Nov 7 - Nov 8
Total with taxes and fees
Modern Luxe: Starlink, Heated Floors, EV Charging
A wooden deck with chairs overlooking a forested river.

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

Tranquil 1-bedroom Brookeview Vermont Cabin in charming Barton
Barton
$409 nightly
The price is $458
Nov 7 - Nov 8
Total with taxes and fees
Tranquil 1-bedroom Brookeview Vermont Cabin in charming Barton
A two-story building with a balcony, a fire pit, and outdoor seating.

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
$593 nightly
The price is $665
Nov 8 - Nov 9
Total with taxes and fees
Charming ski chalet nestled in Vermont's Northeast Kingdom
A wooden cabin with a bed made of pallets, large windows, and a ceiling fan.

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.
$496 nightly
The price is $555
Nov 8 - Nov 9
Total with taxes and fees
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak
A deck with a round table and chairs, an umbrella, and a view of a mountainous landscape.

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
$247 nightly
The price is $276
Nov 7 - Nov 8
Total with taxes and fees
Cozy 3-bedroom cabin - close to Burke Mtn & Kingdom Trails- 6.5 miles from I-91
A hallway with a wooden door, a black doormat, a wicker basket on a console table, and a lamp.

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.
$226 nightly
The price is $253
Nov 8 - Nov 9
Total with taxes and fees
5 minutes to well known mountain bike venue “Kingdom Trails”.
A forested area with a fire pit and two Adirondack chairs facing a scenic view of mountains and trees.

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.
$459 nightly
The price is $514
Nov 8 - Nov 9
Total with taxes and fees
Modern one bedroom home within Kirby’s mountains
A modern kitchen with wooden beams, a long countertop, and three stools.

17. Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!
Jay
10.0 out of 10, Exceptional, (71 reviews)
"Great place. Definitely recommend for pet owners! "
United States
Pete T.
$369 nightly
The price is $413
Nov 10 - Nov 11
Total with taxes and fees
Journeys End Chalet - Minutes to Jay Peak!
A two-story house with a large front porch, a covered patio area, and a well-maintained lawn.

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.
$364 nightly
The price is $402
Nov 8 - Nov 9
Total with taxes and fees
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

Essex House and Tavern

Essex House and Tavern

8/10 Good
"A quirky property! We had a comfortable stay and the room was clean. The shower was very small and a bit dodgy but we used it. No breakfast, but highly recommend the Yellow Deli down the road, an excellent place."
Ian 1-night trip
Posted 2 days ago
Essex House and Tavern

Find out more about Charleston

Everything you need to know about Charleston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charleston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charleston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charleston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charleston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Charleston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $413 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charleston rentals

At Expedia, we put the best Charleston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Charleston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charleston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charleston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.