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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Charleston vacation rentals

Property grounds

1. Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
$74 nightly
The price is $78
Aug 9 - Aug 10
Total with taxes and fees
Bell Tent Under the Stars
Coffee/tea maker, fridge, microwave, oven

2. Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (12 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
$186 nightly
The price is $197
Aug 23 - Aug 24
Total with taxes and fees
Cozy 2BR Loft in Downtown Charleston, IL
Exterior detail

3. Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (51 reviews)
"Place wa exactly as described and the owner was a great communicator. Highly recommend this place and when we return will see if it’s available ! "
United States
Angela C.
$170 nightly
The price is $180
Aug 10 - Aug 11
Total with taxes and fees
Brickway Retreat
Interior

4. Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (72 reviews)
"Great stay !"
United States
chris H.
$133 nightly
The price is $141
Aug 9 - Aug 10
Total with taxes and fees
Vintage Charmer on Main Street
Smart TV

5. 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, (44 reviews)
"Cozy and clean. Enjoyed our stay. Kids loved that the park was so close!"
United States
Angie R.
$202 nightly
The price is $214
Aug 10 - Aug 11
Total with taxes and fees
Park View Place 4 Blocks From the World's Biggest
Smart TV, fireplace

6. 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, (65 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.
$228 nightly
The price is $242
Aug 11 - Aug 12
Total with taxes and fees
Cottage By The Park Home of The Big Things
Coffee/tea maker, fridge, microwave, oven

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, (4 reviews)
"Great off the beat cabin. Absolutely fell in love with the cabin itself and the location!!!! Maggie was awesome to talk too. Very pleasant- we will be back!"
United States
Jeremy
$203 nightly
The price is $215
Aug 9 - Aug 10
Total with taxes and fees
Built 2025-"OUR NECK OF THE WOODS" close to all the BIG THINGS in Casey, IL
TV

8. 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
$256 nightly
The price is $271
Aug 17 - Aug 18
Total with taxes and fees
Cozy! 1-bedroom house on Lake Mattoon with dock, porch and stunning view!
Smart TV, fireplace

9. Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place to stay!"
United States
Brandon R.
$261 nightly
The price is $263
Sep 2 - Sep 3
Total with taxes and fees
Prairieview Cabin - with Hot Tub
Interior

10. Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (61 reviews)
"Very clean and cute place! We enjoyed our stay very much. The hosts were wonderful, and we even got the blessing of a visit by the 2 puppies that live on the property. Definitely recommend staying here! "
United States
Lisa S.
$377 nightly
The price is $380
Aug 11 - Aug 12
Total with taxes and fees
Prairieview Cottage Retreat - Hot Tub Sunsets
Dining

11. FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Marshall
9.8 out of 10, Exceptional, (28 reviews)
"We had a blast!!! Thank you!!!"
United States
Theresa
$450 nightly
The price is $477
Aug 8 - Aug 9
Total with taxes and fees
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Smart TV, fireplace

12. 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, (13 reviews)
"Great escape to get away and relax. The bird sounds were amazing! Fantastic amenities as well."
United States
Hollie D.
$451 nightly
The price is $478
Aug 11 - Aug 12
Total with taxes and fees
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

Best Western Heartland Inn

Best Western Heartland Inn

10/10 Excellent
"Wonderful place to stay. Upon check in, I was greeted with such warmth and appreciation for staying there. Very clean and quiet. I would recommend staying here"
Marcia 1-night trip
Posted 6 hours ago
Best Western Heartland Inn

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Charleston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $78 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

Vintage Charmer on Main Street: You might want to consider this vacation home rental near Charleston, which offers a selection of games, a barbecue grill, 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 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, Doudna Fine Arts Center and Groniger Arena 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.