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Charleston Holiday Rentals

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Holiday Rentals in Charleston

The Ca BIN

Charleston
10.0 out of 10, Exceptional, (7)
"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!"
United States
Melody Y.
The Ca BIN

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

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

A frame getaway on the Embarrass River in Charleston, Illinois

2.0 star property
Charleston
10.0 out of 10, Exceptional, (7)
"That the nature was amazing and hosts are the best"
United States
Diego
A frame getaway on the Embarrass River in Charleston, Illinois

The little house

Charleston
8.0 out of 10, Very good, (1)
"Property was nice and comfortable, tucked away on a quiet street. The host were super nice and were such a pleasure to work with. Great spot close to everything."
United States
Dominick R.
The little house

Spacious 3Bed/3Bath Apt: Pet-Friendly, Gym, Minutes from EIU & Local Attractions

Charleston
8.0 out of 10, Very good, (2)
"It worked perfectly for us."
United States
conrad w.
Spacious 3Bed/3Bath Apt: Pet-Friendly, Gym, Minutes from EIU & Local Attractions

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

2.0 star property
Charleston
Cozy RV on 149 acres in Charleston with AC, WiFi, and eight miles of trails!

Country Home Near EIU & Lake Charleston!

3.0 star property
Charleston
Country Home Near EIU & Lake Charleston!

Bell Tent Under the Stars

Charleston
The price is AU$108
includes taxes & fees
17 Nov - 18 Nov
Bell Tent Under the Stars

Cozy 2BR Loft in Downtown Charleston, IL

Charleston
10.0 out of 10, Exceptional, (7)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is AU$305
includes taxes & fees
17 Nov - 18 Nov
Cozy 2BR Loft in Downtown Charleston, IL

Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Paris
9.6 out of 10, Exceptional, (7)
"Great escape to get away and relax. The bird sounds were amazing! Fantastic amenities as well."
United States
Hollie D.
The price is AU$737
includes taxes & fees
28 Nov - 29 Nov
Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Cozy Country Cabin - Sleeps 6 - with Hot Tub

2.0 star property
Sullivan
10.0 out of 10, Exceptional, (23)
"The cabin was clean and had all the amenities needed for an escape from society. Its far enough from town to feel secluded but close enough that you can easily drive in to grab essentials. The hot tub was clean and a preheated for our stay. The hardest part about the entire stay was leaving. It felt nice to get away for a few days. "
United States
Kelly
The price is AU$387
includes taxes & fees
17 Nov - 18 Nov
Cozy Country Cabin - Sleeps 6 - with Hot Tub

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Sullivan
10.0 out of 10, Exceptional, (46)
"This property is beautiful, we had a great time relaxing at this comfortable cottage. "
United States
Michael C.
The price is AU$546
includes taxes & fees
17 Nov - 18 Nov
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Vintage Charmer on Main Street

Greenup
10.0 out of 10, Exceptional, (56)
"Perfect place to stay if in that area. First time booking a place and am very pleased with this one. I would book it again. Thanks for the great stay."
United States
Deb A.
The price is AU$215
includes taxes & fees
17 Nov - 18 Nov
Vintage Charmer on Main Street

Charming 3-bedroom house in enchanting Arthur

Arthur
10.0 out of 10, Exceptional, (3)
"All was wonderful. Loved the notes left in the closet! "
United States
Melissa H.
Charming 3-bedroom house in enchanting Arthur

Brickway Retreat

Mattoon
9.8 out of 10, Exceptional, (38)
"Nice and clean home. "
United States
Kelly J.
The price is AU$279
includes taxes & fees
19 Nov - 20 Nov
Brickway Retreat

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

Arthur
10.0 out of 10, Exceptional, (55)
"Easy to get to, close to the cute Main Street and also to the Amish markets!"
United States
Devin
Cozy 3 bedroom home! Located in the heart of Arthur, Illinois

Paradise Found in Illinois

Mattoon
10.0 out of 10, Exceptional, (172)
"We have stayed here several times. We enjoy observing the seasonal changes and the birdlife. It's a cozy retreat."
United States
Richard and Rhonda
Paradise Found in Illinois

Park View Place 4 Blocks From the World's Biggest

Casey
10.0 out of 10, Exceptional, (37)
"Had a Family Reunion was great old Friends stopped in also a nd ofcourse Big rhings "
United States
Rita L.
The price is AU$333
includes taxes & fees
26 Nov - 27 Nov
Park View Place 4 Blocks From the World's Biggest

Pet-friendly Home w/ Fenced Yard: 'cozy in Casey'

3.0 star property
Casey
10.0 out of 10, Exceptional, (1)
"Property was very clean and quiet, will definitely schedule for next family reunion."
United States
Anthony
The price is AU$408
includes taxes & fees
17 Nov - 18 Nov
Pet-friendly Home w/ Fenced Yard: 'cozy in Casey'

Cottage By The Park Home of The Big Things

Casey
10.0 out of 10, Exceptional, (59)
"We had a great experience. The space was just what we needed, and we would certainly stay again!"
United States
Erinn F.
The price is AU$370
includes taxes & fees
1 Dec - 2 Dec
Cottage By The Park Home of The Big Things
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

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 favourite 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 depend 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 AU$108 per night. Entering your travel dates in the search wizard might find you 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 Rockome Gardens. While here, Fox Ridge State Park and Lantz Arena 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.