Photo by Jamie Nelson

Charleston Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Charleston

Property grounds
Charming A-frame cabin set in the woods overlooking deep wooded ravines.

Cabin in Charleston

10.0 out of 10, Exceptional, (1)
Charming A-frame cabin set in the woods overlooking deep wooded ravines.
Exterior
A frame getaway on the Embarrass River in Charleston, Illinois

Cabin in Charleston

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had such a wonderful stay with Becca and Craig--they are excellent hosts and the experience of peace and solitude in their space is unmatched! We are looking forward to another stay here in the future "
United States
Remy B.
A frame getaway on the Embarrass River in Charleston, Illinois
Interior
The Ca BIN

Cottage in Charleston

10.0 out of 10, Exceptional, (7)
"The CaBIN is nothing short of amazing. Beautiful location not too far from local stores and restaurants. The inside is spacious and beautifully decorated. The owners made sure we had everything we needed for our stay. Hospitality at it's finest. 100% recommend!"
United States
Melody Y.
The Ca BIN
Fridge, microwave, oven, stovetop
The little house

Holiday Home in Charleston

8.0 out of 10, Very good, (1)
"Property was nice and comfortable, tucked away on a quiet street. The host were super nice and were such a pleasure to work with. Great spot close to everything."
United States
Dominick R.
The little house
Smart TV, printers
Spacious 3Bed/3Bath Apt: Pet-Friendly, Gym, Minutes from EIU & Local Attractions

Apartment in Charleston

8.0 out of 10, Very good, (2)
"It worked perfectly for us."
United States
conrad w.
Spacious 3Bed/3Bath Apt: Pet-Friendly, Gym, Minutes from EIU & Local Attractions
Property grounds
Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!

Mobile Home in Charleston

2.0 star property
Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!
Interior
Country Home Near EIU & Lake Charleston!

Cottage in Charleston

3.0 star property
Country Home Near EIU & Lake Charleston!
Property grounds
Bell Tent Under the Stars

Camping in Charleston

The price is HK$350
HK$536 total
includes taxes & fees
1 Dec - 2 Dec
Bell Tent Under the Stars
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
1 Dec - 2 Dec
Cozy 2BR Loft in Downtown Charleston, IL
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$1,948 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Country Cabin - Sleeps 6 - with Hot Tub
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$3,721 total
includes taxes & fees
1 Dec - 2 Dec
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Terrace/patio
Charming 3-bedroom house in enchanting Arthur

Holiday Home in Arthur

10.0 out of 10, Exceptional, (3)
"This was the perfect house for us to stay in for our family reunion. Great location, quiet, comfortable & clean. Hope to be able to stay there again in the future. "
United States
Jennifer S.
Charming 3-bedroom house in enchanting Arthur
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
1 Dec - 2 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
1 Dec - 2 Dec
Vintage Charmer on Main Street
Fridge, microwave, oven, stovetop
Brickway Retreat

Holiday Home in Mattoon

9.8 out of 10, Exceptional, (38)
"Nice and clean home. "
United States
Kelly J.
The price is HK$856
HK$1,403 total
includes taxes & fees
1 Dec - 2 Dec
Brickway Retreat
Interior
Newly updated and cozy home! Located near downtown!

Holiday Home in Mattoon

9.2 out of 10, Wonderful, (15)
"I am never disappointed when I stay here. Thanks for another great place to stay. Always clean, always comfortable, always welcoming! "
United States
Matthew W.
Newly updated and cozy home! Located near downtown!
Fridge, microwave, oven, stovetop
Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

Holiday Home in Arthur

10.0 out of 10, Exceptional, (56)
"Easy to get to, close to the cute Main Street and also to the Amish markets!"
United States
Devin
Cozy 3 bedroom home! Located in the heart of Arthur, Illinois
Fridge, microwave, oven, stovetop
Paradise Found in Illinois

Holiday Home in Mattoon

10.0 out of 10, Exceptional, (172)
"Great place to stay. "
United States
Amanda S.
Paradise Found in Illinois
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$1,658 total
includes taxes & fees
1 Dec - 2 Dec
Park View Place 4 Blocks From the World's Biggest
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
1 Dec - 2 Dec
Pet-friendly Home w/ Fenced Yard: 'cozy in Casey'
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 3 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.