Photo by Jamie Nelson

Charleston Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Charleston

A frame getaway on the Embarrass River in Charleston, Illinois

2.0 star property
10.0 out of 10, Exceptional, (6)
"That the nature was amazing and hosts are the best"
A frame getaway on the Embarrass River in Charleston, Illinois

Cozy 2BR Loft in Downtown Charleston, IL

10.0 out of 10, Exceptional, (4)
"Great spot, comfortable, clean "
The price is NZ$340
includes taxes & fees
7 Oct - 8 Oct
Cozy 2BR Loft in Downtown Charleston, IL

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!

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!

The little house

The little house

Bell Tent Under the Stars

The price is NZ$119
includes taxes & fees
28 Sept - 29 Sept
Bell Tent Under the Stars

Vintage Charmer on Main Street

10.0 out of 10, Exceptional, (50)
"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$240
includes taxes & fees
29 Sept - 30 Sept
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

Cozy Country Cabin - Sleeps 6 - with Hot Tub

2.0 star property
10.0 out of 10, Exceptional, (18)
"Great place! "
The price is NZ$464
includes taxes & fees
28 Sept - 29 Sept
Cozy Country Cabin - Sleeps 6 - with Hot Tub

Park View Place 4 Blocks From the World's Biggest

10.0 out of 10, Exceptional, (35)
"It was lovely little house. We enjoyed having the park across the street. "
The price is NZ$367
includes taxes & fees
28 Sept - 29 Sept
Park View Place 4 Blocks From the World's Biggest

Luxury Log Retreat with Hot Tub, Near Homestead & Winery

9.0 out of 10, Wonderful, (4)
"Great escape to get away and relax. The bird sounds were amazing! Fantastic amenities as well."
The price is NZ$828
includes taxes & fees
28 Sept - 29 Sept
Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

10.0 out of 10, Exceptional, (39)
"Love this place if we come to IL again we will love to stay at Paraview cottage Retreat I love the country and was so relaxing the stay was great this place was beautiful!!"
The price is NZ$576
includes taxes & fees
29 Sept - 30 Sept
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Brickway Retreat

9.8 out of 10, Exceptional, (37)
"All was more than expected. We definitely stay again.Best accommodations we had in Mattoon. "
The price is NZ$312
includes taxes & fees
29 Sept - 30 Sept
Brickway Retreat

Charming 3-bedroom house in enchanting Arthur

10.0 out of 10, Exceptional, (3)
"This was the perfect house for us to stay in for our family reunion. Great location, quiet, comfortable & clean. Hope to be able to stay there again in the future. "
Charming 3-bedroom house in enchanting Arthur

Lake Mattoon Lakehouse

9.4 out of 10, Exceptional, (14)
"We gathered together for a graduation weekend and had a relaxing time in a roomy house right next to the lake cove. Very pleased "
Lake Mattoon Lakehouse

Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

10.0 out of 10, Exceptional, (53)
"Easy to get to, close to the cute Main Street and also to the Amish markets!"
Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

Paradise Found in Illinois

10.0 out of 10, Exceptional, (172)
"Property was nice. Very relaxing. House had everything you could need"
Paradise Found in Illinois
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Charleston Hotel Reviews

Find out more about Charleston

Find out more about Charleston

Everything you need to know about Charleston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charleston holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Charleston holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charleston holiday rentals we have selected for you start as low as NZ$119 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 holiday 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 holiday.

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 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?

The little house: This highly rated holiday home rental in Charleston has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.