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Top Holiday Rentals in Charleston

Cozy 2BR Loft in Downtown Charleston, IL

10.0 out of 10, Exceptional, (2)
"Cute little loft and great location in the main square with lots of walkable restaurants."
The price is £141
includes taxes & fees
8 Aug - 9 Aug
Cozy 2BR Loft in Downtown Charleston, IL

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

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

A frame getaway on the Embarrass River in Charleston, Illinois

2.0 star property
10.0 out of 10, Exceptional, (4)
"The location exceeded my expectations. Beautiful, serene, secluded and comfortable. The hosts are accommodating and great people. I would recommend this stay to friends and family. I will be coming back. "
A frame getaway on the Embarrass River in Charleston, Illinois

Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!

2.0 star property
Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!

Spacious 3Bed/3Bath Apt: Pet-Friendly, Gym, Minutes from EIU & Local Attractions

8.0 out of 10, Very good, (2)
"It worked perfectly for us."
Spacious 3Bed/3Bath Apt: Pet-Friendly, Gym, Minutes from EIU & Local Attractions

Country Home Near EIU & Lake Charleston!

3.0 star property
Country Home Near EIU & Lake Charleston!

Historic Charleston Home < 1 Mi to University!

3.0 star property
Historic Charleston Home < 1 Mi to University!

The Ca BIN

The Ca BIN

Country Home Near EIU & Lake Charleston!

9.8 out of 10, Exceptional, (11)
"The accommodations were amazing, beds very comfortable, all the amenities you needed. The appliances were all wonderful."
Country Home Near EIU & Lake Charleston!

Historic Charleston Home < 1 Mi to University!

6.0 out of 10, (2)
Historic Charleston Home < 1 Mi to University!

Cozy Country Cabin - Sleeps 6 - with Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (16)
"Very clean, everything you needed for a comfortable stay. Loved sitting on the patio grilling and having drinks and relaxing."
The price is £199
includes taxes & fees
30 Jul - 31 Jul
Cozy Country Cabin - Sleeps 6 - with Hot Tub

Wooded rural country estate near Lake Shelbyville and Illinois Amish country

10.0 out of 10, Exceptional, (40)
"great location, quite and peace full host is awesome"
Wooded rural country estate near Lake Shelbyville and Illinois Amish country

Paradise Found in Illinois

10.0 out of 10, Exceptional, (168)
"We always look forward to staying at this location. Very cozy and comfortable!"
Paradise Found in Illinois

Pet-Friendly Home w/ Fenced Yard: 'Cozy in Casey'

10.0 out of 10, Exceptional, (2)
"Stayed in Casey to work a nearby fair. Property was quiet and clean with easy access and open concept. "
The price is £208
includes taxes & fees
29 Jul - 30 Jul
Pet-Friendly Home w/ Fenced Yard: 'Cozy in Casey'

Vintage Charmer on Main Street

10.0 out of 10, Exceptional, (44)
"Perfect place to stay if in that area. First time booking a place and am very pleased with this one. I would book it again. Thanks for the great stay."
The price is £100
includes taxes & fees
29 Jul - 30 Jul
Vintage Charmer on Main Street

Park View Place 4 Blocks From the World's Biggest

10.0 out of 10, Exceptional, (31)
"Our stay here was wonderful. It was great to be so close to town, we could walk to the attractions. The park across the street was great for our kids. They also enjoyed fishing there. We would recommend this place to anyone visiting."
The price is £156
includes taxes & fees
29 Jul - 30 Jul
Park View Place 4 Blocks From the World's Biggest

THE GARDEN HOUSE A FEW BLOCKS FROM THE WORLD'S LARGEST & FAIRVIEW PARK

9.8 out of 10, Exceptional, (39)
"Great little house, quiet neighborhood, very clean and neat."
The price is £164
includes taxes & fees
29 Jul - 30 Jul
THE GARDEN HOUSE A FEW BLOCKS FROM THE WORLD'S LARGEST & FAIRVIEW PARK

Cottage By The Park Home of The Big Things

10.0 out of 10, Exceptional, (54)
"Everything was great. Will stay here again."
The price is £173
includes taxes & fees
31 Jul - 1 Aug
Cottage By The Park Home of The Big Things

Beautifully Restored Farmhouse in Marshall!

10.0 out of 10, Exceptional, (11)
"This house has plenty of room, is very clean, and is in a beautiful area. We will definitely stay here again when we come back to this area."
Beautifully Restored Farmhouse in Marshall!

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

10.0 out of 10, Exceptional, (34)
"This is definitely a repeat location for a girls’ getaway weekend. Quiet, clean, and equipped with all of the amenities. "
The price is £228
includes taxes & fees
29 Jul - 30 Jul
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8
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

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?

Paradise Found in Illinois: This holiday home rental outside of Charleston is located on a lake, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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?

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, Lantz Arena and Fox Ridge State Park 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.