Charleston Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Charleston holiday rentals

Fridge, microwave, oven, stovetop

Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (11 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is HK$1,175
HK$1,536 total
includes taxes & fees
28 Apr - 29 Apr
Cozy 2BR Loft in Downtown Charleston, IL
Dining

The Hideaway

The Hideaway
Charleston
9.0 out of 10, Wonderful, (2 reviews)
"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 price is HK$1,058
HK$2,657 total
includes taxes & fees
28 Apr - 29 Apr
The Hideaway
Property grounds

Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is HK$423
HK$615 total
includes taxes & fees
28 Apr - 29 Apr
Bell Tent Under the Stars
Exterior detail

Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (46 reviews)
"It was a wonderful experience. The accommodations were perfect for our family of 7. It was so much better than booking multiple hotel rooms. "
United States
VINCENT
The price is HK$862
HK$1,412 total
includes taxes & fees
29 Apr - 30 Apr
Brickway Retreat
Smart TV, fireplace

Cottage By The Park Home of The Big Things

Cottage By The Park Home of The Big Things
Casey
10.0 out of 10, Exceptional, (60 reviews)
"Great house, very clean, host was very responsive and friendly! Would definitely recommend staying here! "
United States
Shawna L.
The price is HK$1,254
HK$1,844 total
includes taxes & fees
28 Apr - 29 Apr
Cottage By The Park Home of The Big Things
Interior

Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (65 reviews)
"Host very kind and responsive, nice place to stay."
United States
JEREMY W.
The price is HK$691
HK$1,106 total
includes taxes & fees
30 Apr - 1 May
Vintage Charmer on Main Street
Smart TV, fireplace

Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (36 reviews)
"Great getaway! 2 adults relaxing and enjoyed the tranquility. Spacious and really enjoyed the porch and hot tub. "
United States
Ana Rosa R.
The price is HK$1,221
HK$2,058 total
includes taxes & fees
3 May - 4 May
Prairieview Cabin - with Hot Tub
Smart TV

Park View Place 4 Blocks From the World's Biggest

Park View Place 4 Blocks From the World's Biggest
Casey
9.8 out of 10, Exceptional, (43 reviews)
"Wonderful stay and a great location to all we wanted to see and do. Comfortable beds and cute furnishings too!"
United States
Stephanie G.
The price is HK$1,097
HK$1,661 total
includes taxes & fees
28 Apr - 29 Apr
Park View Place 4 Blocks From the World's Biggest
Interior

Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (55 reviews)
"It was a wonderful stay. We loved the location and the patio during the evening!"
United States
Lyndsey C.
The price is HK$1,474
HK$2,780 total
includes taxes & fees
5 May - 6 May
Prairieview Cottage Retreat - Hot Tub Sunsets
Smart TV, fireplace

Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Paris
9.4 out of 10, Exceptional, (10 reviews)
"The property was absolutely fantastic. Great host. We will be back."
United States
Mike R.
The price is HK$2,116
HK$3,745 total
includes taxes & fees
28 Apr - 29 Apr
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Private kitchen

Country Comfort House • Relax, Recharge, Repeat

Country Comfort House • Relax, Recharge, Repeat
Sullivan
The price is HK$1,959
HK$2,375 total
includes taxes & fees
28 Apr - 29 Apr
Country Comfort House • Relax, Recharge, Repeat
Dining

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Marshall
9.8 out of 10, Exceptional, (25 reviews)
"Everything was great! Well stocked and loved the back porch! "
United States
Kylie N.
The price is HK$1,951
HK$3,762 total
includes taxes & fees
29 Apr - 30 Apr
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
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

Holiday Inn Express Tuscola by IHG

Holiday Inn Express Tuscola by IHG

10/10 Excellent
"Nice overnight stay at a hotel that is well maintained despite the surrounding outlet center being nearly completely shut down. It makes for an extra quiet stay but hope the other businesses recover. Very comfortable bed and clean room with a nice hot breakfast bar though the juices were watered down"
Robert 1-night trip
Posted 3 hours ago
Holiday Inn Express Tuscola by IHG

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 in Charleston close to Doudna Fine Arts Center, 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 Doudna Fine Arts Center 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.