Charleston Holiday Rentals

    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

Holiday Rentals in Charleston

Peaceful secluded cabin located near Horseshoe Lake

9.8 out of 10, Exceptional, (17)
"This stay was comfortable and quiet an amazing weekend stay!!"
The price is NZ$318
includes taxes & fees
24 Aug - 25 Aug
Peaceful secluded cabin located near Horseshoe Lake

Welcome campers, hikers, fishermen, girls' weekend wine getaways!!

2.0 star property
9.8 out of 10, Exceptional, (18)
"Great place to stay. "
Welcome campers, hikers, fishermen, girls' weekend wine getaways!!

Cozy cabins on beautiful Horseshoe Lake

9.8 out of 10, Exceptional, (34)
"Its a nice place to stay! "
The price is NZ$223
includes taxes & fees
24 Aug - 25 Aug
Cozy cabins on beautiful Horseshoe Lake

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

9.8 out of 10, Exceptional, (38)
"Nice place to stay! Clean, able to walk to everything!"
The price is NZ$236
includes taxes & fees
3 Sept - 4 Sept
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO

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

10.0 out of 10, Exceptional, (175)
"This cozy quiet farmhouse was the perfect place to stay for my boyfriend and I’s first getaway together. We will definitely come back again! "
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286

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

10.0 out of 10, Exceptional, (219)
"This is our second time staying at the Kage House. Didnt disappoint at all. Great location! "
Historical 'Kage House' Short Term Rental located in "Old Town Cape"

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

10.0 out of 10, Exceptional, (139)
"The property was exactly as listed with so many little touches that made it special. Communication was great and we were close to downtown shops and the casino. We will definitely stay again when we are in the area."
The price is NZ$418
includes taxes & fees
26 Aug - 27 Aug
Serenity South -- Gardens, River-Views, and Refreshing Space

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

8.6 out of 10, Excellent, (17)
"We stayed here with my cousins family while our daughters were playing at Sportplex. Nice and clean property. Host was easy to communicate with. Would stay here again when in this area. "
Downtown 4BR with 2 King Beds! Walking distance to SEMO and the River Front.

Downtown Cape 2 Bdrm/2 Bath Apt, Cozy & Walkable

10.0 out of 10, Exceptional, (1)
"Great location and the one issue was resolved quickly and no fault of the property owner. "
Downtown Cape 2 Bdrm/2 Bath Apt, Cozy & Walkable

Urban 2-bedroom Escape in Downtown Cape Girardeau

10.0 out of 10, Exceptional, (3)
"We had the best girls’ getaway here! The place was super clean and well decorated. We had everything we needed, and the host was friendly and quick to respond. The location was perfect—lots of shops, restaurants, and even a spa all within walking distance. We couldn’t have asked for a better spot!"
Urban 2-bedroom Escape in Downtown Cape Girardeau

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

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

Super cute family friendly 3-bedroom house in Cape Girardeau with AC, WiFi

Super cute family friendly 3-bedroom house in Cape Girardeau with AC, WiFi

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

8.8 out of 10, Excellent, (33)
"all was so nice and we enjoyed our stay. grandkids and us loved having pool table and card games and all the peace and quiet there. thank u again for contacting me and giving us address. we appreciated that very much. "
The price is NZ$459
includes taxes & fees
24 Aug - 25 Aug
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

The Rested Duck Mallard Room

9.2 out of 10, Wonderful, (23)
"Great location and we are looking forward to a return trip. "
The price is NZ$223
includes taxes & fees
26 Aug - 27 Aug
The Rested Duck Mallard Room

Little Blue Cottage on Spanish

8.6 out of 10, Excellent, (43)
"I would definitely stay here again!"
The price is NZ$172
includes taxes & fees
24 Aug - 25 Aug
Little Blue Cottage on Spanish

Special Offer for Weekly & Monthly Stays in August & September at "Brickyard"

10.0 out of 10, Exceptional, (21)
"Lovely home perfect for our weekend celebrating our daughter’s graduation. Chip was an excellent host, even found us champagne flutes! Beds were comfortable, house was clean and nicely decorated. "
Special Offer for Weekly & Monthly Stays in August & September at "Brickyard"

Loft Apartment Across From Semo University Houch Field House. Walk To Events

10.0 out of 10, Exceptional, (89)
"This Vrbo was very clean and accurate to the listing. This was my second stay and it was amazing again the second time. "
The price is NZ$314
includes taxes & fees
24 Aug - 25 Aug
Loft Apartment Across From Semo University Houch Field House. Walk To Events

Upscale & Quiet Paducah Retreat on 15 Acres!

9.6 out of 10, Exceptional, (27)
"We enjoyed staying and will definitely stay again."
Upscale & Quiet Paducah Retreat on 15 Acres!

Charming Home just minutes from Interstate and Mall

10.0 out of 10, Exceptional, (20)
"We enjoyed staying here very much. Clean and close to where we wanted to be!"
The price is NZ$319
includes taxes & fees
24 Aug - 25 Aug
Charming Home just minutes from Interstate and Mall

Quaint, Beautiful Home next to SEMO and Hospital

9.8 out of 10, Exceptional, (37)
"Great for a family that is visiting their SEMO student! Great location! Plenty of amenities!"
Quaint, Beautiful Home next to SEMO and Hospital
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

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?

Welcome campers, hikers, fishermen, girls' weekend wine getaways!!: This holiday home rental outside of Charleston is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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. Columbus-Belmont State Park and Sikeston Depot Museum 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.