Charleston Vacation Rentals

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Our top choices for Charleston vacation rentals

Cozy 2BR Loft in Downtown Charleston, IL

Cozy 2BR Loft in Downtown Charleston, IL
Charleston
10.0 out of 10, Exceptional, (10 reviews)
"Cute little loft and great location in the main square with lots of walkable restaurants."
United States
Thomas
The price is CA $205
CA $271 total
includes taxes & fees
Mar 6 - Mar 7
Cozy 2BR Loft in Downtown Charleston, IL

Bell Tent Under the Stars

Bell Tent Under the Stars
Charleston
The price is CA $68
CA $101 total
includes taxes & fees
Feb 28 - Mar 1
Bell Tent Under the Stars

Vintage Charmer on Main Street

Vintage Charmer on Main Street
Greenup
10.0 out of 10, Exceptional, (61 reviews)
"Looking forward to staying again on our return trip home"
United States
Karen B.
The price is CA $117
CA $190 total
includes taxes & fees
Feb 7 - Feb 8
Vintage Charmer on Main Street

Park View Place 4 Blocks From the World's Biggest

Park View Place 4 Blocks From the World's Biggest
Casey
10.0 out of 10, Exceptional, (39 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 CA $191
CA $294 total
includes taxes & fees
Mar 8 - Mar 9
Park View Place 4 Blocks From the World's Biggest

Brickway Retreat

Brickway Retreat
Mattoon
9.8 out of 10, Exceptional, (42 reviews)
"Always super clean and inviting!"
United States
Melinda G.
The price is CA $150
CA $246 total
includes taxes & fees
Mar 9 - Mar 10
Brickway Retreat

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

Pet-friendly Home w/ Fenced Yard: 'cozy in Casey'
3.0 star property
Casey
10.0 out of 10, Exceptional, (1 review)
"Property was very clean and quiet, will definitely schedule for next family reunion."
United States
Anthony
The price is CA $167
CA $362 total
includes taxes & fees
Mar 8 - Mar 9
Pet-friendly Home w/ Fenced Yard: 'cozy in Casey'

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, (59 reviews)
"Great house, very clean, host was very responsive and friendly! Would definitely recommend staying here! "
United States
Shawna L.
The price is CA $219
CA $329 total
includes taxes & fees
Mar 8 - Mar 9
Cottage By The Park Home of The Big Things

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8
Sullivan
10.0 out of 10, Exceptional, (51 reviews)
"It was a wonderful stay. We loved the location and the patio during the evening!"
United States
Lyndsey C.
The price is CA $216
CA $460 total
includes taxes & fees
Feb 12 - Feb 13
Prairieview Cottage Retreat - Hot Tub Sunsets - Sleeps 8

Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon
Mattoon
10.0 out of 10, Exceptional, (2 reviews)
"Property was perfect, nice quiet location. One night stay option was perfect for what we needed."
United States
Chad S.
The price is CA $164
CA $364 total
includes taxes & fees
Feb 25 - Feb 26
Greenwave Cottage-Fully furnished 3 Bedroom home on the west edge of Mattoon

Cozy Country Cabin - Sleeps 6 - with Hot Tub

Cozy Country Cabin - Sleeps 6 - with Hot Tub
Sullivan
10.0 out of 10, Exceptional, (29 reviews)
"Great place! "
United States
Luis G.
The price is CA $204
CA $368 total
includes taxes & fees
Mar 9 - Mar 10
Cozy Country Cabin - Sleeps 6 - with Hot Tub

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 CA $307
CA $619 total
includes taxes & fees
Feb 8 - Feb 9
FAMILY FRIENDLY LAKE HOUSE WITH FABULOUS SCREENED PORCH

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, (9 reviews)
"The property was absolutely fantastic. Great host. We will be back."
United States
Mike R.
The price is CA $370
CA $661 total
includes taxes & fees
Feb 8 - Feb 9
Luxury Log Retreat with Hot Tub, Near Homestead & Winery

Country Comfort House • Relax, Recharge, Repeat

Country Comfort House • Relax, Recharge, Repeat
Sullivan
The price is CA $274
CA $331 total
includes taxes & fees
Feb 7 - Feb 8
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Charleston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Charleston?

Yes, you can find vacation rentals close to well known points of interest in Charleston, or you can select a more remote option if you want 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?

The little house: This highly rated vacation 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 you can cook with friends or family.

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, Lantz Arena and Fox Ridge State Park 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.