Photo by Jamie Nelson

Charleston Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Charleston

Fridge, microwave, oven, stovetop
Cozy 2BR Loft in Downtown Charleston, IL

Apartment in Charleston

10.0 out of 10, Exceptional, (8)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is HK$1,168
HK$1,526 total
includes taxes & fees
4 Dec - 5 Dec
Cozy 2BR Loft in Downtown Charleston, IL
Property grounds
Bell Tent Under the Stars

Camping in Charleston

The price is HK$350
HK$536 total
includes taxes & fees
3 Dec - 4 Dec
Bell Tent Under the Stars
Interior
Pet-friendly Home w/ Fenced Yard: 'cozy in Casey'

Cottage in Casey

3.0 star property
10.0 out of 10, Exceptional, (1)
"Property was very clean and quiet, will definitely schedule for next family reunion."
United States
Anthony
The price is HK$1,020
HK$2,139 total
includes taxes & fees
3 Dec - 4 Dec
Pet-friendly Home w/ Fenced Yard: 'cozy in Casey'
Outdoor dining
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Cottage in Sullivan

10.0 out of 10, Exceptional, (48)
"This is a great location for a weekend getaway !"
United States
Julie M.
The price is HK$1,362
HK$2,747 total
includes taxes & fees
8 Dec - 9 Dec
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8
Interior
Vintage Charmer on Main Street

Holiday Home in Greenup

10.0 out of 10, Exceptional, (59)
"This is as a wonderful stay. The home is lovely and cared for very well. We really enjoyed our stay. "
United States
Jennifer P.
The price is HK$666
HK$1,077 total
includes taxes & fees
8 Dec - 9 Dec
Vintage Charmer on Main Street
Fridge, microwave, oven, stovetop
Cottage By The Park Home of The Big Things

Cottage in Casey

10.0 out of 10, Exceptional, (59)
"Great house, very clean, host was very responsive and friendly! Would definitely recommend staying here! "
United States
Shawna L.
The price is HK$1,246
HK$1,865 total
includes taxes & fees
3 Dec - 4 Dec
Cottage By The Park Home of The Big Things
Fridge, microwave, oven, stovetop
Brickway Retreat

Holiday Home in Mattoon

9.8 out of 10, Exceptional, (39)
"This house was perfect! Very clean, beautifully decorated and very cozy. So many nice extras. Because of bad weather we had to modify our stay and we were very grateful that the hosts were able to accommodate us. We would absolutely stay here again. "
United States
Shari
The price is HK$856
HK$1,403 total
includes taxes & fees
6 Dec - 7 Dec
Brickway Retreat
Exterior
Cozy Country Cabin - Sleeps 6 - with Hot Tub

Cabin in Sullivan

2.0 star property
10.0 out of 10, Exceptional, (23)
"Great place! "
United States
Luis G.
The price is HK$1,044
HK$1,949 total
includes taxes & fees
3 Dec - 4 Dec
Cozy Country Cabin - Sleeps 6 - with Hot Tub
Fridge, microwave, oven, stovetop
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Holiday Home in Mattoon

10.0 out of 10, Exceptional, (1)
"Property was perfect, nice quiet location. One night stay option was perfect for what we needed."
United States
Chad S.
The price is HK$934
HK$2,071 total
includes taxes & fees
9 Dec - 10 Dec
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon
Smart TV
Park View Place 4 Blocks From the World's Biggest

Holiday Home in Casey

10.0 out of 10, Exceptional, (38)
"Nice location,friendly host,and availability of a golf cart to get around town."
United States
Barbara h.
The price is HK$1,090
HK$1,675 total
includes taxes & fees
7 Dec - 8 Dec
Park View Place 4 Blocks From the World's Biggest
Property grounds
THE GARDEN HOUSE A FEW BLOCKS FROM THE WORLD'S LARGEST & FAIRVIEW PARK

Holiday Home in Casey

9.8 out of 10, Exceptional, (40)
"Great property for a stay in Casey. Communication was great, property was great and renting the golf cart was so much fun!!"
United States
Debra B.
The price is HK$1,168
HK$2,145 total
includes taxes & fees
11 Dec - 12 Dec
THE GARDEN HOUSE A FEW BLOCKS FROM THE WORLD'S LARGEST & FAIRVIEW PARK
Outdoor dining
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

Holiday Home in Marshall

9.8 out of 10, Exceptional, (23)
"Thanks Anna for all your help and hospitality!"
United States
Julie B.
The price is HK$1,627
HK$3,342 total
includes taxes & fees
15 Dec - 16 Dec
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Terrace/patio
Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Cabin in Paris

9.4 out of 10, Exceptional, (9)
"Great escape to get away and relax. The bird sounds were amazing! Fantastic amenities as well."
United States
Hollie D.
The price is HK$2,102
HK$3,573 total
includes taxes & fees
5 Dec - 6 Dec
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
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

Baymont by Wyndham Tuscola

Baymont by Wyndham Tuscola

10/10 Excellent
"The room was huge and very clean"
Aimee 1-night trip
Posted 4 days ago
Baymont by Wyndham Tuscola

Find out more about Charleston

Search for holiday rentals in Charleston on Expedia! You can easily find your home rentals, villas, holiday apartments in Charleston using one of the methods below:

  • View our selection of featured holiday rentals in Charleston
  • Use the map to find apartments and other holiday homes in the Charleston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charleston while they last

Look no further and take a look at our great range of rental properties in Charleston!

Frequently asked questions

Are there 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. Charleston is known for its university setting and sporting events. Make sure you have time to check out the live music and entertainment choices during your trip.

What are some of the best holiday rentals that Charleston has to offer?

The little house: This highly rated holiday home rental in Charleston has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Charleston?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Charleston stay.

What’s there to see and do in Charleston?

Explore the area and family-friendly sights such as Beachy's Bulk Foods, or get out into nature at a spot like Mattoon Peterson Park. While here, Fox Ridge State Park and Lantz Arena 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 offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.