Charleston Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Charleston

Journeys End Chalet - Minutes to Jay Peak!

Jay
10.0 out of 10, Exceptional, (60)
"We had a pleasant stay at the chalet! Kids and dog were happy as well. Comfortable and well appointed home. Thank you A & H!"
United States
michelle n.
The price is NZ$611
includes taxes & fees
18 Nov - 19 Nov
Journeys End Chalet - Minutes to Jay Peak!

Large Cozy House- Family Friendly w/ Indoor Hot Tub, 5mi to Jay Peak

Jay
10.0 out of 10, Exceptional, (65)
"The property was clean, well appointed and close to Jay Peak. Perfect for a long weekend family getaway."
United States
Mary H.
Large Cozy House- Family Friendly w/ Indoor Hot Tub, 5mi to Jay Peak

2bdrm East Burke Apt *Great Location*

East Burke
9.8 out of 10, Exceptional, (174)
"Very accommodating hosts and convenient location"
United States
Trais V.
The price is NZ$335
includes taxes & fees
22 Nov - 23 Nov
2bdrm East Burke Apt *Great Location*

Home Away From Home, Newly Renovated Apartment

North Troy
9.8 out of 10, Exceptional, (33)
"Cleanly and cozy studio-style apartment. We stayed for a trip to Jay Peak (15 minutes away), and it was a perfect place to relax and warm up. Full size fridge, stove, toaster oven and Keurig coffee maker were all convenient additions and we would recommend this stay to others!"
United States
Zac W.
Home Away From Home, Newly Renovated Apartment

Cozy Mountain View Retreat

Brighton
9.8 out of 10, Exceptional, (20)
"My two kids and I absolutely adored staying in this adorable, comfortable 2 bed place. Cam equipped with all neccessaties! Cooking equipment, coffee machine! The hosts were so friendly and welcoming. We will be coming back!!!!"
United States
Lia D.
The price is NZ$412
includes taxes & fees
30 Nov - 1 Dec
Cozy Mountain View Retreat

5 Mi to Jay Peak Resort: Cabin w/ Pond Access!

3.0 star property
North Troy
5 Mi to Jay Peak Resort: Cabin w/ Pond Access!

Throw your tent anywhere on property

1.0 star property
Westmore
10.0 out of 10, Exceptional, (2)
"Très beau site, très grand espace disponible. Toilettes très propre. Coin feu et bbq très intéressant avec chaises et accessoires disponible. "
Canada
martine
The price is NZ$120
includes taxes & fees
18 Nov - 19 Nov
Throw your tent anywhere on property

Great Location, new lower rates on access road to Burke Mountain Ski Area .

Burke
9.0 out of 10, Wonderful, (91)
"Cozy, great location. Enjoyed our stay!"
United States
Clover C.
The price is NZ$564
includes taxes & fees
18 Nov - 19 Nov
Great Location, new lower rates on access road to Burke Mountain Ski Area .

Just Like Being At Home- Newly Renovated Unit

North Troy
9.6 out of 10, Exceptional, (23)
"Didn’t spend too much time here but worked perfect as a place to crash after skiing at Jay Peak. The taco place across the street was an added bonus!"
United States
Nicholas P.
Just Like Being At Home- Newly Renovated Unit

Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

Westmore
9.8 out of 10, Exceptional, (20)
"We loved it and would definitely stay there again!"
United States
Emily H.
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

Ski, Golf, Bike, Hiking, snowmobiles and more

Jay
8.4 out of 10, Very good, (19)
"We were looking for a place to stay while 4 wheeling in Vermont. This place fit the bill. "
United States
paul t.
Ski, Golf, Bike, Hiking, snowmobiles and more

Come stay at the Kirby Hideaway!

Kirby
10.0 out of 10, Exceptional, (90)
"Place was wonderful! Just as pictured. Views were amazing. Very clean, great sheets on the beds, new towels. 10/10. "
United States
Erin J.
Come stay at the Kirby Hideaway!

Northwoods Guest Cabin & porch overlooking private woods and stream

Craftsbury
10.0 out of 10, Exceptional, (18)
"Phenomenal stay, loved the cabin, super cozy. Beautiful location and easy to access all that the area has to offer."
United States
Miles L.
Northwoods Guest Cabin & porch overlooking private woods and stream

Renovated historic cabin with mountain views, lake access, & electric fireplace

Jay
10.0 out of 10, Exceptional, (22)
"Awesome secluded place for a quiet get away!"
United States
Michael C.
Renovated historic cabin with mountain views, lake access, & electric fireplace

Cedar A-frame cabin with finished bunkhouse, sleeps 14. WiFi, AC in Glover, VT

Glover
2.0 out of 10, (1)
"Booked this house for 10 family members that were traveling up for a family reunion from over 4 hours away. As it got closer I did not receive any check-in notifications/messages from the host. I sent messages starting 2 days before check-in. The host never responded. I called VRBO on the day of check-in and they were wonderful with assisting me. The host was unresponsive to them. We saw a car and people at the house on our way over so we stopped and they informed us they had booked the...
United States
Louisa C.
Cedar A-frame cabin with finished bunkhouse, sleeps 14. WiFi, AC in Glover, VT

AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

Newport Center
10.0 out of 10, Exceptional, (28)
"Fantastic. Exactly as described. Super clean and welcoming. Enjoyed catching up with my son and his wife, next to the water. Would definitely recommend! "
United States
Lisa L.
AMAZING! LAKESHORE HOME w/DOCK; Sleeps 7

LITTLE SISTER'S CAMP SITE

Newport
7.0 out of 10, Good, (2)
"The site is beautiful and very secluded! Visitors must have a vehicle that can drive on dirt, rocky road that maybe muddy. I made it through with a minivan w/ AWD but I was nervous in some tight spots. Not a location for large vehicles to get through. Once at the site there was plenty of space to maneuver a vehicle. Setup a tent right under the pavilion & park a vehicle close by for easy access to items. Toilet is available but nothing fancy - this is camping. It has an actual toilet seat and...
United States
Nicole J.
LITTLE SISTER'S CAMP SITE

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

Newport
10.0 out of 10, Exceptional, (23)
"This place was a great spot for our week long vacation with our two dogs. It is very private, has beautiful views and the house is clean and spacious. "
United States
Lauren C.
The price is NZ$974
includes taxes & fees
18 Nov - 19 Nov
Entire Lake House on Lake Memphremagog, dead end RD, private. 30 min to Jay Peak

Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting

Lyndon
9.8 out of 10, Exceptional, (90)
"Great place!"
United States
Brian L.
The price is NZ$445
includes taxes & fees
30 Nov - 1 Dec
Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting

HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

Barton
10.0 out of 10, Exceptional, (17)
"We had an amazing stay . The place was great, as described , near the lake. Miguel was very responsive and helpful. Will definitely recommend."
United States
Igor M.
The price is NZ$1,095
includes taxes & fees
18 Nov - 19 Nov
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Charleston Hotel Reviews

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 favorite 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 depends 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 NZ$120 per night. Entering your travel dates in the search wizard you might find 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?

Large Cozy House- Family Friendly w/ Indoor Hot Tub, 5mi to Jay Peak: This holiday home rental outside of Charleston is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.