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Charleston Holiday Rentals

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Our top choices for Charleston holiday rentals

1. 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 NZ$174
includes taxes & fees
24 Oct - 25 Oct
Peaceful camp with breathtaking views

2. 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 NZ$156
includes taxes & fees
24 Oct - 25 Oct
Rv/camper hook ups with scenic views

3. Cozy Mountain View Retreat

Cozy Mountain View Retreat
Brighton
9.8 out of 10, Exceptional, (28 reviews)
"Place was amazing! Highly recommend! Amenities were great and the place was well maintained. Loved how clean it was!"
United States
Samantha P.
The price is NZ$404
includes taxes & fees
24 Oct - 25 Oct
Cozy Mountain View Retreat

4. 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 NZ$120
includes taxes & fees
24 Oct - 25 Oct
Throw your tent anywhere on property

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 NZ$120
includes taxes & fees
24 Oct - 25 Oct
Throw your tent anywhere!

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.
The price is NZ$573
includes taxes & fees
24 Oct - 25 Oct
Island Pond Apartment on VAST Trail – 2BR, 1BA

7. 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 NZ$864
includes taxes & fees
28 Oct - 29 Oct
Historic Island Pond Home on VAST Trail – 3BR, 2BA

8. A cozy little house with everything you need

A cozy little house with everything you need
Newport
10.0 out of 10, Exceptional, (15 reviews)
"This property was perfect for our stay as it was close to family that we were there to visit. The property was perfect and the host was very kind upon arrival."
United States
susan
The price is NZ$305
includes taxes & fees
28 Oct - 29 Oct
A cozy little house with everything you need

9. 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 NZ$984
includes taxes & fees
26 Oct - 27 Oct
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

10. 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 NZ$440
includes taxes & fees
18 Nov - 19 Nov
Island Pond Apartment on VAST Trail – 1BR, 1BA

11. 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.
Island Pond Apartment on VAST Trail – 3BR, 2BA

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 NZ$1,147
includes taxes & fees
25 Oct - 26 Oct
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 NZ$1,036
includes taxes & fees
26 Oct - 27 Oct
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

14. 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 NZ$463
includes taxes & fees
25 Oct - 26 Oct
5 minutes to well known mountain bike venue “Kingdom Trails”.

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

Adventurer's Home: Kingdom Trails with Swimming Hole
Burke
10.0 out of 10, Exceptional, (5 reviews)
"We went mountain biking over the July 4th weekend. The location is great, close to the river, shops and restaurants as well as to the bike trails. Nice to have a shed to store the bikes at night, with outlets for an eMTB charging. I will stay here again."
United States
Gary A.
The price is NZ$909
includes taxes & fees
26 Oct - 27 Oct
Adventurer's Home: Kingdom Trails with Swimming Hole

16. 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 NZ$502
includes taxes & fees
25 Oct - 26 Oct
Cozy 3-bedroom cabin - close to Burke Mtn & Kingdom Trails- 6.5 miles from I-91

17. Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (15 reviews)
"I cannot express enough how very pleased I am! The property was absolutely beautiful, extremely clean, and very comfortable. It is secluded and very quiet. I do recommend 4wd to get to the cabin. There is a small general store at the bottom of the mountain if you need limited supplies too."
United States
Karen
The price is NZ$939
includes taxes & fees
25 Oct - 26 Oct
Modern one bedroom home within Kirby’s mountains

18. Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!
Jay
10.0 out of 10, Exceptional, (70 reviews)
"Great place. Definitely recommend for pet owners! "
United States
Pete T.
The price is NZ$642
includes taxes & fees
25 Oct - 26 Oct
Journeys End Chalet - Minutes to Jay Peak!

19. Riverfront in town: The Badger @ East Burke

Riverfront in town: The Badger @ East Burke
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 NZ$746
includes taxes & fees
1 Nov - 2 Nov
Riverfront in town: The Badger @ East Burke

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

Tranquil 1-bedroom Brookeview Vermont Cabin in charming Barton
Barton
The price is NZ$807
includes taxes & fees
5 Nov - 6 Nov
Tranquil 1-bedroom Brookeview Vermont Cabin in charming Barton
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Charleston holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Charleston. 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 Charleston. 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 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 holiday 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 Charleston short-term rentals, that won’t be hard to do.

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.