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Charleston Holiday Rentals

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Holiday Rentals in Charleston

A frame getaway on the Embarrass River in Charleston, Illinois

2.0 star property
10.0 out of 10, Exceptional, (5)
"That the nature was amazing and hosts are the best"
A frame getaway on the Embarrass River in Charleston, Illinois

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

10.0 out of 10, Exceptional, (1)
Charming A-frame cabin set in the woods overlooking deep wooded ravines.

The Ca BIN

10.0 out of 10, Exceptional, (1)
"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!"
The Ca BIN

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!

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 NZ$329
includes taxes & fees
25 Aug - 26 Aug
Cozy 2BR Loft in Downtown Charleston, IL

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!

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!

Bell Tent Under the Stars

Bell Tent Under the Stars

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

10.0 out of 10, Exceptional, (35)
"This is definitely a repeat location for a girls’ getaway weekend. Quiet, clean, and equipped with all of the amenities. "
The price is NZ$559
includes taxes & fees
13 Aug - 14 Aug
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

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 NZ$421
includes taxes & fees
13 Aug - 14 Aug
Cozy Country Cabin - Sleeps 6 - with Hot Tub

Vintage Charmer on Main Street

10.0 out of 10, Exceptional, (44)
"Place was well located for where we wanted to visit towns around, especially Casey to look at large objects of the town very nice."
The price is NZ$232
includes taxes & fees
13 Aug - 14 Aug
Vintage Charmer on Main Street

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

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

10.0 out of 10, Exceptional, (3)
"Stayed in Casey to work a nearby fair. Property was quiet and clean with easy access and open concept. "
The price is NZ$461
includes taxes & fees
13 Aug - 14 Aug
Pet-Friendly Home w/ Fenced Yard: 'Cozy in Casey'

Paradise Found in Illinois

10.0 out of 10, Exceptional, (169)
"We always look forward to staying at this location. Very cozy and comfortable!"
Paradise Found in Illinois

Cottage By The Park Home of The Big Things

10.0 out of 10, Exceptional, (56)
"Accommodations were clean and met our needs for a short stay. Would return. Host was helpful and responsive."
The price is NZ$403
includes taxes & fees
13 Aug - 14 Aug
Cottage By The Park Home of The Big Things

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

9.8 out of 10, Exceptional, (23)
"Great spot for family to stay near the lake. Had all the amenities needed for a great week."
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

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!

Park View Place 4 Blocks From the World's Biggest

10.0 out of 10, Exceptional, (31)
"It was lovely little house. We enjoyed having the park across the street. "
The price is NZ$362
includes taxes & fees
17 Aug - 18 Aug
Park View Place 4 Blocks From the World's Biggest
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?

Vintage Charmer on Main Street: This holiday home rental outside of Charleston offers a selection of games, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.