Charleston Holiday Rentals

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Holiday Rentals in Charleston

Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO

Cape Girardeau
9.6 out of 10, Exceptional, (43)
"This place is AWESOME! It's clean, artsy, fun, and if we ever have a chance, we will certainly return!"
United States
Jordan S.
The price is AU$215
includes taxes & fees
23 Nov - 24 Nov
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO

Peaceful secluded cabin located near Horseshoe Lake

Miller City
9.8 out of 10, Exceptional, (20)
"Great little gem! We loved our stay at this cabin. I was able to let my dog roam and check everything out. It was very peaceful in this area. We will come back again soon! "
United States
Nitra B.
The price is AU$338
includes taxes & fees
23 Nov - 24 Nov
Peaceful secluded cabin located near Horseshoe Lake

Cozy cabins on beautiful Horseshoe Lake

Olive Branch
9.8 out of 10, Exceptional, (34)
"Beautiful place, host was kind and and quick to respond to messages "
United States
Melissa W.
The price is AU$218
includes taxes & fees
19 Nov - 20 Nov
Cozy cabins on beautiful Horseshoe Lake

Quaint, Beautiful Home next to SEMO and Hospital

Cape Girardeau
9.8 out of 10, Exceptional, (41)
"Great stay, great location! "
United States
Deana K.
Quaint, Beautiful Home next to SEMO and Hospital

Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!

New Madrid
10.0 out of 10, Exceptional, (1)
"The host was very quick to respond and so great to work with for on our stay. "
United States
Jessica S.
The price is AU$460
includes taxes & fees
25 Nov - 26 Nov
Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!

Little Blue Cottage on Spanish

Cape Girardeau
8.6 out of 10, Excellent, (48)
"Some issues with check-in. Very nice area. Lot of history."
United States
Jeffrey M.
The price is AU$158
includes taxes & fees
30 Nov - 1 Dec
Little Blue Cottage on Spanish

“Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau

Cape Girardeau
10.0 out of 10, Exceptional, (27)
"Great property and a super host! He was super helpful and always willing to help with any questions we had. Would definitely rent here again!"
United States
Mark M.
“Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau

3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

Cape Girardeau
8.8 out of 10, Excellent, (34)
"Abbie was an amazing hostess. She was great with communicating with our group and made our stay awesome. She was very accommodating and made sure we had everything we needed to make our trip perfect. The house and pool were great. We were very pleased. "
United States
Julie H.
The price is AU$330
includes taxes & fees
19 Nov - 20 Nov
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

River's Dawn - Modernized Historic Home - River Views - King Bed - Fast Wifi

Cape Girardeau
10.0 out of 10, Exceptional, (4)
"The home was beautiful inside and very clean. The bed was comfortable, and the area was quiet. My father and I really enjoyed our stay. I would stay there again over anywhere else I have stayed in cape. "
United States
Shawn
River's Dawn - Modernized Historic Home - River Views - King Bed - Fast Wifi

Beer and s'mores anyone? We've got you! Hunting cabin meets weekend hideout.

2.0 star property
Tamms
10.0 out of 10, Exceptional, (23)
"Great place to stay, nice people"
United States
Jack W.
Beer and s'mores anyone? We've got you! Hunting cabin meets weekend hideout.

Charming Home just minutes from Interstate and Mall

Kevil
10.0 out of 10, Exceptional, (20)
"We enjoyed staying here very much. Clean and close to where we wanted to be!"
United States
Becky C.
The price is AU$289
includes taxes & fees
19 Nov - 20 Nov
Charming Home just minutes from Interstate and Mall

The Rested Duck Mallard Room

Olive Branch
9.2 out of 10, Wonderful, (25)
"Great location and we are looking forward to a return trip. "
United States
Allen B.
The price is AU$218
includes taxes & fees
28 Nov - 29 Nov
The Rested Duck Mallard Room

3 Bed 3 Bath Beautiful Historic District Within Walking Downtown Cape Girardeau

2.0 star property
Cape Girardeau
10.0 out of 10, Exceptional, (3)
"Cute place, clean and spacious. Convenient location. Very nice stay! Would stay again. "
United States
Rebecca E.
3 Bed 3 Bath Beautiful Historic District Within Walking Downtown Cape Girardeau

Serenity South -- Gardens, River-Views, and Refreshing Space

Cape Girardeau
10.0 out of 10, Exceptional, (146)
"Such a great place and location"
United States
Tracy H.
The price is AU$379
includes taxes & fees
19 Nov - 20 Nov
Serenity South -- Gardens, River-Views, and Refreshing Space

Historical 'Kage House' Short Term Rental located in "Old Town Cape"

Cape Girardeau
10.0 out of 10, Exceptional, (223)
"Property location was perfect.Deck view was great.Very clean and comfortable place."
United States
Robert M.
Historical 'Kage House' Short Term Rental located in "Old Town Cape"

4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More

Cape Girardeau
9.6 out of 10, Exceptional, (7)
"Nice place, great times"
United States
Jace W.
The price is AU$682
includes taxes & fees
19 Nov - 20 Nov
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More

Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi

Cape Girardeau
10.0 out of 10, Exceptional, (8)
"A large and comfortable house with cool historical details and just about everything you need to have a great, easy, smooth-running vacation. Great location for downtown exploring."
United States
Virginia C.
Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi

Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286

Kevil
10.0 out of 10, Exceptional, (182)
"House was wonderfully stocked, beds were really comfortable and the host was very accessible. We will be back! "
United States
Dan F.
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286

Downtown 4BR with 2 King Beds! Walking distance to SEMO and the River Front.

Cape Girardeau
8.8 out of 10, Excellent, (20)
"Enjoyed by all! Relaxing and plenty to do. Very clean and comfortable!"
United States
Terresa V.
Downtown 4BR with 2 King Beds! Walking distance to SEMO and the River Front.

Next Door to Mercy Hospital - Pet Friendly - Fast Wifi

Cape Girardeau
8.0 out of 10, Very good, (5)
"Great place for our family to have a quick get together in short notice."
United States
Red Bear Den
Next Door to Mercy Hospital - Pet Friendly - Fast Wifi
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$158 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

Can I find a holiday rental 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. Our travellers say Charleston has a good selection of restaurants. Make sure you have time to check out the entertainment choices and theatres during your trip.

What are some of the best holiday rentals that Charleston has to offer?

Little Blue Cottage on Spanish: This holiday home rental outside of Charleston comes with WiFi so that you can feel at home during your trip.

What can I see and do in Charleston?

Mississippi River and Ohio River are a couple of lovely local spots to get outside and enjoy nature. Fort Defiance State Park and Ballard Wildlife Management Area are a couple of places you'll find in the wider area.

What are holiday rentals like in Charleston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charleston. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a small group gathering.