Charleston Holiday Rentals

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Our top choices for Charleston holiday rentals

Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (11 reviews)
"All was excellent! Really enjoyed this space and super clean!"
United States
Melinda G.
The price is NZ$334
includes taxes & fees
22 Apr - 23 Apr
Cozy 2BR Loft in Downtown Charleston, IL

Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is NZ$133
includes taxes & fees
23 Apr - 24 Apr
Bell Tent Under the Stars

The little house

The little house
Charleston
9.0 out of 10, Wonderful, (2 reviews)
"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 price is NZ$569
includes taxes & fees
16 Apr - 17 Apr
The little house

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, (60 reviews)
"Great house, very clean, host was very responsive and friendly! Would definitely recommend staying here! "
United States
Shawna L.
The price is NZ$403
includes taxes & fees
26 Apr - 27 Apr
Cottage By The Park Home of The Big Things

Prairieview Cabin - with Hot Tub

Prairieview Cabin - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (35 reviews)
"Great getaway! 2 adults relaxing and enjoyed the tranquility. Spacious and really enjoyed the porch and hot tub. "
United States
Ana Rosa R.
The price is NZ$440
includes taxes & fees
6 May - 7 May
Prairieview Cabin - with Hot Tub

Prairieview Cottage Retreat - Hot Tub Sunsets

Prairieview Cottage Retreat - Hot Tub Sunsets
Sullivan
10.0 out of 10, Exceptional, (54 reviews)
"It was a wonderful stay. We loved the location and the patio during the evening!"
United States
Lyndsey C.
The price is NZ$592
includes taxes & fees
27 Apr - 28 Apr
Prairieview Cottage Retreat - Hot Tub Sunsets

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, (43 reviews)
"Wonderful stay and a great location to all we wanted to see and do. Comfortable beds and cute furnishings too!"
United States
Stephanie G.
The price is NZ$365
includes taxes & fees
16 Apr - 17 Apr
Park View Place 4 Blocks From the World's Biggest

Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (46 reviews)
"It was a wonderful experience. The accommodations were perfect for our family of 7. It was so much better than booking multiple hotel rooms. "
United States
VINCENT
The price is NZ$305
includes taxes & fees
23 Apr - 24 Apr
Brickway Retreat

Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (64 reviews)
"Host very kind and responsive, nice place to stay."
United States
JEREMY W.
The price is NZ$239
includes taxes & fees
19 Apr - 20 Apr
Vintage Charmer on Main Street

Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Luxury Log Retreat with Hot Tub, Near Homestead & Winery
Paris
9.4 out of 10, Exceptional, (10 reviews)
"The property was absolutely fantastic. Great host. We will be back."
United States
Mike R.
The price is NZ$807
includes taxes & fees
18 Apr - 19 Apr
Luxury Log Retreat with Hot Tub, Near Homestead & Winery

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH
Marshall
9.8 out of 10, Exceptional, (25 reviews)
"Thanks Anna for all your help and hospitality!"
United States
Julie B.
The price is NZ$804
includes taxes & fees
15 May - 16 May
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

Country Comfort House • Relax, Recharge, Repeat

Country Comfort House • Relax, Recharge, Repeat
Sullivan
The price is NZ$492
includes taxes & fees
1 May - 2 May
Country Comfort House • Relax, Recharge, Repeat
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 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$133 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 in Charleston close to Doudna Fine Arts Center, 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?

Comfortable 2/3 bedroom home near EIU: This highly rated holiday home rental in Charleston is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave. Our travellers also rate The little house as a favourite home for rent in Charleston.

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 Doudna Fine Arts Center 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.