A castle-like building with a tall tower, traffic lights, and a crosswalk.

Charleston Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Charleston vacation rentals

A modern kitchen with a round dining table, chairs, a potted orchid, and a stainless steel refrigerator.

1. Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (15 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is AED 551
AED 724 total
includes taxes & fees
26 Oct - 27 Oct
Cozy 2BR Loft in Downtown Charleston, IL
A tent set up on a wooden platform surrounded by trees.

2. Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is AED 198
AED 288 total
includes taxes & fees
7 Oct - 8 Oct
Bell Tent Under the Stars
A brick house with a white door, a mailbox, and a wooden porch.

3. Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (53 reviews)
"Great place for a stay. Nice amenities and very clean. Would absolutely stay again"
United States
Kevin F.
The price is AED 404
AED 662 total
includes taxes & fees
7 Oct - 8 Oct
Brickway Retreat
A modern kitchen with dark cabinets, stainless steel appliances, and a granite countertop.

4. Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL

Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
Martinsville
10.0 out of 10, Exceptional, (8 reviews)
"Simple easy quite in the woods brand new clean nice fire pit perfect for a short stay would be awesome to rent for hunting season"
United States
J M.
The price is AED 661
AED 790 total
includes taxes & fees
11 Oct - 12 Oct
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
A modern living room with two leather sofas, a dining area, and a kitchen in the background.

5. 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, (68 reviews)
"The house is lovely and super clean. The beds were comfortable and there's lots of room to move in the bathrooms. The house is located across the street from the park, which was lovely for morning and evening walks. Casey is a cute town to visit. We enjoyed our stay!"
United States
Meg B.
The price is AED 624
AED 923 total
includes taxes & fees
27 Oct - 28 Oct
Cottage By The Park Home of The Big Things
A cozy living room with a sofa, a small side table, and a dining area with a table and chairs. A kitchen is visible in the background.

6. 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, (45 reviews)
"Cozy and clean. Enjoyed our stay. Kids loved that the park was so close!"
United States
Angie R.
The price is AED 551
AED 872 total
includes taxes & fees
12 Oct - 13 Oct
Park View Place 4 Blocks From the World's Biggest
A wooden cabin entrance with a welcome sign, a small table with a lamp and flowers, and a woven mat on the floor.

7. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (77 reviews)
"Great stay !"
United States
chris H.
The price is AED 324
AED 519 total
includes taxes & fees
7 Oct - 8 Oct
Vintage Charmer on Main Street
A small, rustic building with a metal roof, a porch with two chairs, and a gravel driveway.

8. Family Friendly Cottage in the Countryside

Family Friendly Cottage in the Countryside
Toledo
10.0 out of 10, Exceptional, (3 reviews)
"Super clean and quiet was a great place to get away while visiting family and friends."
United States
Richard
The price is AED 949
AED 1,556 total
includes taxes & fees
7 Oct - 8 Oct
Family Friendly Cottage in the Countryside
A modern living room with a flat-screen TV, a sofa, a coffee table, and a ceiling fan.

9. Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (45 reviews)
"Very nice place to stay!"
United States
Brandon R.
The price is AED 612
AED 1,012 total
includes taxes & fees
3 Nov - 4 Nov
Prairieview Cabin - with Hot Tub
A kitchen with a white stove, wooden walls, and a wooden staircase.

10. The Guest House by The Trestle, Quaint and Cozy cabin made with reclaimed wood

The Guest House by The Trestle, Quaint and Cozy cabin made with reclaimed wood
Arthur
The price is AED 380
AED 777 total
includes taxes & fees
7 Oct - 8 Oct
The Guest House by The Trestle, Quaint and Cozy cabin made with reclaimed wood
A spacious living area with a large window, a television, and a dining table.

11. Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!

Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
Neoga
The price is AED 496
AED 997 total
includes taxes & fees
7 Oct - 8 Oct
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
A living room with a sofa, a television, a Christmas tree, and a wall clock.

12. Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (62 reviews)
"Very nice everything was perfect couldn't have asked for a better time recommend very much"
United States
Ben D.
The price is AED 790
AED 1,436 total
includes taxes & fees
2 Nov - 3 Nov
Prairieview Cottage Retreat - Hot Tub Sunsets
A cozy cabin interior with a wooden staircase, a fireplace, a Christmas tree, and a leather sofa.

13. Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Paris
9.6 out of 10, Exceptional, (15 reviews)
"Knowing we were checking in to a log cabin, we were not expecting it to be so clean and nice! The cabin is spacious, with plenty of comfortable seating, as well as lots of work space and storage, especially in the kitchen. The place seems to be new and is well cared for. Loved the setting! It is a beautiful, wooded property with plenty of privacy, but yet only 15-20 minutes from town. We enjoyed our stay very much!"
United States
Barbara A.
The price is AED 992
AED 1,756 total
includes taxes & fees
7 Oct - 8 Oct
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
A covered outdoor seating area with a glass table, cushioned chairs, and a sofa.

14. FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Marshall
9.8 out of 10, Exceptional, (29 reviews)
"The house was clean and stocked with everything we needed for our 2 night stay. Beds were comfortable. Host was very quick to answer questions."
United States
Melani S.
The price is AED 915
AED 1,752 total
includes taxes & fees
7 Oct - 8 Oct
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

Baymont by Wyndham Tuscola

Baymont by Wyndham Tuscola

10/10 Excellent
"Everything was really nice"
Kelly 4-night trip
Posted 2 days ago
Baymont by Wyndham Tuscola

Frequently asked questions

Are there vacation rentals in Charleston?

Yes, you can find vacation rentals in Charleston close to Doudna Fine Arts Center, or you can go with a more secluded option if you'd like a relaxing place to 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 vacation rentals in Charleston?

Cozy 3 bedroom home! Located in the heart of Arthur, Illinois : Visitors like this Charleston vacation home rental. It is located in the city center and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Charleston?

With 3 Expedia vacation rentals, you're sure 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 vacation rental in Charleston like?

A vacation rental is a private property you can book for several days or longer in Charleston. Vacation rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family gatherings.