Charleston Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Charleston holiday 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
The price is AU$342
includes taxes & fees
12 Nov - 13 Nov
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.
The price is AU$116
includes taxes & fees
12 Nov - 13 Nov
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
The price is AU$70
includes taxes & fees
12 Nov - 13 Nov
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.
The price is AU$117
includes taxes & fees
12 Nov - 13 Nov
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.
The price is AU$70
includes taxes & fees
12 Nov - 13 Nov
Throw your tent anywhere!
A modern living room with a grey sofa, a coffee table with a magazine, a TV mounted on the wall, and a wooden floor.

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 AU$655
includes taxes & fees
6 Dec - 7 Dec
Historic Island Pond Home on VAST Trail – 3BR, 2BA
A living room with a sofa, a coffee table, and a dining area with chairs and a table.

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 AU$406
includes taxes & fees
12 Nov - 13 Nov
Island Pond Apartment on VAST Trail – 2BR, 1BA
A spacious cabin with a wooden interior, a fireplace, a sofa, and a dining area.

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 AU$866
includes taxes & fees
1 Dec - 2 Dec
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr
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.

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 AU$697
includes taxes & fees
12 Nov - 13 Nov
Modern Luxe: Starlink, Heated Floors, EV Charging
A covered porch with a wooden railing, a grill, and a view of a snowy landscape.

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 AU$615
includes taxes & fees
12 Nov - 13 Nov
Island Pond Apartment on VAST Trail – 3BR, 2BA
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
The price is AU$659
includes taxes & fees
13 Nov - 14 Nov
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
The price is AU$926
includes taxes & fees
12 Nov - 13 Nov
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.
The price is AU$832
includes taxes & fees
12 Nov - 13 Nov
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
The price is AU$401
includes taxes & fees
19 Nov - 20 Nov
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.
The price is AU$365
includes taxes & fees
13 Nov - 14 Nov
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.
The price is AU$720
includes taxes & fees
12 Nov - 13 Nov
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, (72 reviews)
"Great place. Definitely recommend for pet owners! "
United States
Pete T.
The price is AU$549
includes taxes & fees
12 Nov - 13 Nov
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.
The price is AU$562
includes taxes & fees
12 Nov - 13 Nov
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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Find out more about Charleston

Everything you need to know about Charleston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charleston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Charleston holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charleston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charleston holiday rentals we have selected for you start as low as AU$180 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Charleston rentals

At Expedia, we put the best Charleston holiday 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 holiday.

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 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?

A cozy little house with everything you need: This holiday home rental outside of Charleston is located near skiing, and has a fireplace, a patio and a BBQ 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 holiday with amenities such as a selection of games.

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 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 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.