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

Our top choices for Charleston vacation rentals

A camper parked in a grassy area with a picnic table, a red umbrella, and a fire pit.

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

Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!
Charleston
10.0 out of 10, Exceptional, (3 reviews)
"Becca met me upon my arrival and helped take my things to the camper. She made sure I had everything I needed and said if there was anything I forgot or needed, to just ask. I didn't get to enjoy the trails as much as I wanted, because this was a working retreat for me. I would remind guests to bring bug repellent in case you do walk the trails to keep mosquitoes at bay. There are many friendly chickens in the area and there were two deer outside the camper this morning. The kitchen had...
United States
Wendy D.
Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!
A modern kitchen with a round dining table, chairs, a potted orchid, and a stainless steel refrigerator.

2. 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 CA $214
CA $281 total
includes taxes & fees
Oct 26 - Oct 27
Cozy 2BR Loft in Downtown Charleston, IL
A tent set up on a wooden platform surrounded by trees.

3. Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is CA $77
CA $112 total
includes taxes & fees
Oct 6 - Oct 7
Bell Tent Under the Stars
A brick house with a white door, a mailbox, and a wooden porch.

4. 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 CA $157
CA $257 total
includes taxes & fees
Oct 6 - Oct 7
Brickway Retreat
A wooden cabin entrance with a welcome sign, a small table with a lamp and flowers, and a woven mat on the floor.

5. 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 CA $126
CA $201 total
includes taxes & fees
Oct 6 - Oct 7
Vintage Charmer on Main Street
A kitchen with a white stove, wooden walls, and a wooden staircase.

6. 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 CA $145
CA $297 total
includes taxes & fees
Oct 6 - Oct 7
The Guest House by The Trestle, Quaint and Cozy cabin made with reclaimed wood
A modern kitchen with dark cabinets, stainless steel appliances, and a granite countertop.

7. 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 CA $257
CA $307 total
includes taxes & fees
Oct 7 - Oct 8
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
A modern living room with a flat-screen TV, a sofa, a coffee table, and a ceiling fan.

8. 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 CA $237
CA $390 total
includes taxes & fees
Nov 3 - Nov 4
Prairieview Cabin - with Hot Tub
A small, rustic building with a metal roof, a porch with two chairs, and a gravel driveway.

9. 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 CA $363
CA $594 total
includes taxes & fees
Oct 6 - Oct 7
Family Friendly Cottage in the Countryside
A spacious living area with a large window, a television, and a dining table.

10. 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 CA $193
CA $384 total
includes taxes & fees
Oct 6 - Oct 7
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
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.

11. 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 CA $214
CA $338 total
includes taxes & fees
Oct 12 - Oct 13
Park View Place 4 Blocks From the World's Biggest
A modern living room with two leather sofas, a dining area, and a kitchen in the background.

12. 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 CA $242
CA $356 total
includes taxes & fees
Oct 27 - Oct 28
Cottage By The Park Home of The Big Things
A living room with a sofa, a television, a Christmas tree, and a wall clock.

13. 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 CA $302
CA $551 total
includes taxes & fees
Oct 6 - Oct 7
Prairieview Cottage Retreat - Hot Tub Sunsets
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 CA $355
CA $686 total
includes taxes & fees
Oct 6 - Oct 7
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
A cozy cabin interior with a wooden staircase, a fireplace, a Christmas tree, and a leather sofa.

15. 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 CA $385
CA $687 total
includes taxes & fees
Oct 6 - Oct 7
Luxury Log Retreat with Hot Tub, Near Homestead & Winery
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 20 hours ago
Baymont by Wyndham Tuscola

Find out more about Charleston

Everything you need to know about Charleston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charleston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charleston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Charleston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charleston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charleston vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charleston vacation rentals we have selected for you start as low as CA $112 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charleston rentals

At Expedia, we put the best Charleston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Charleston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charleston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charleston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.