Charleston Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Charleston

4-acre Home with Multiple Decks: Pool Table, Putt-Putt, 4 miles to Downtown
9.0 out of 10, Wonderful, (25)
"Amazing property that we simply didn't stay long enough to enjoy in its completeness. Billiards and Putt-Putt on entry, so attractive that we started playing before we even unpacked! I'm very artsy interior, and lots of room and outdoor fire pit, multiple decks, and an in-ground pool. The home is even on the grounds, an event venue. Probably a wonderful combination for them! Would enjoy returning, but for a longer stay will you could enjoy all with the property had to offer! Highly recommend it"
The price is NZ$317
includes taxes & fees
10 Nov - 11 Nov
4-acre Home with Multiple Decks: Pool Table, Putt-Putt, 4 miles to Downtown
Serenity South -- Gardens, River-Views, and Refreshing Space
10.0 out of 10, Exceptional, (123)
"Beautiful very clean house with a lot of character "
The price is NZ$410
includes taxes & fees
6 Nov - 7 Nov
Serenity South -- Gardens, River-Views, and Refreshing Space
Cozy cabins on beautiful Horseshoe Lake
9.8 out of 10, Exceptional, (23)
"A sweet little spot. We really enjoyed our stay. Perfect for s little get sway"
The price is NZ$243
includes taxes & fees
6 Nov - 7 Nov
Cozy cabins on beautiful Horseshoe Lake
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
10.0 out of 10, Exceptional, (153)
"Was there for two nights for an AKC Retriever Hunt test in Kevil"
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
The Rested Duck Mallard Room
9.0 out of 10, Wonderful, (17)
"Great location and we are looking forward to a return trip. "
The price is NZ$257
includes taxes & fees
6 Nov - 7 Nov
The Rested Duck Mallard Room
Charming 3-bedroom house near ball park in quiet neighborhood
The price is NZ$269
includes taxes & fees
7 Nov - 8 Nov
Charming 3-bedroom house near ball park in quiet neighborhood
Little Blue Cottage on Spanish
8.8 out of 10, Excellent, (35)
"We stay here every time we come to the area from Tennessee, it's small and cozy, perfect for you and your significant other, host is very nice and communicative. It's located within walking distance of downtown Cape shops, highly recommend this home"
The price is NZ$184
includes taxes & fees
10 Nov - 11 Nov
Little Blue Cottage on Spanish
Beautiful Cabin Retreat
8.2 out of 10, Very good, (39)
"Host had the cabin very clean. New leather couch & recliner. Mattress was extremely comfortable. Washer & Dryer were excellent. Another Rental house near, long-term renters were very quiet. Internet not very good in the Illinois woods. Closed cabin has a musty smell from humidity in the woods. Host had an automatic air freshener going to help with air quality."
The price is NZ$325
includes taxes & fees
20 Nov - 21 Nov
Beautiful Cabin Retreat
Downtown 4BR with 2 King Beds! Walking distance to SEMO and the River Front.
8.8 out of 10, Excellent, (3)
"Property was roomy and clean. Beds were comfortable. One drawback is it is entered via a steep outside staircase with narrow steps. Forseniors this can be"
Downtown 4BR with 2 King Beds! Walking distance to SEMO and the River Front.
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO
9.8 out of 10, Exceptional, (26)
"It was wonderful."
The price is NZ$248
includes taxes & fees
10 Nov - 11 Nov
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO
Quaint, Beautiful Home next to SEMO and Hospital
9.8 out of 10, Exceptional, (23)
"Such a quaint home. It looks just like the pictures. Close to SEMO. Living room could use 1 more chair. The stools in the kitchen were too high to sit at the island to eat. But it met our needs. Very clean home. "
Quaint, Beautiful Home next to SEMO and Hospital
"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau
10.0 out of 10, Exceptional, (7)
"We just left the Brickyard, and we found the home to be exceptional. We have stayed at many VROBs and AirBB all over the country and this is one of our all time favorites. The house is beautifully furnished and quietly luxurious. Our host Chip met us at check-in and made us feel right at home. We got a quick and interesting tour of the property. Somehow the home feels both historic and brand new at the same time. A beautiful mix of antique character with all the modern conveniences we expect....
"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau
Loft Apartment Across From Semo University Houch Field House. Walk To Events
10.0 out of 10, Exceptional, (77)
"We love this apartment. It is very comfortable and equipped with anything you need. Easy walk to SEMO campus events and downtown. The owners are very responsive and a pleasure to communicate with."
The price is NZ$306
includes taxes & fees
14 Nov - 15 Nov
Loft Apartment Across From Semo University Houch Field House. Walk To Events
Guys Getaway , Deer Camp, or Girls Wine Weekend nestled in the Shawnee Forest.
2.0 star property
The price is NZ$414
includes taxes & fees
8 Nov - 9 Nov
Guys Getaway , Deer Camp, or Girls Wine Weekend nestled in the Shawnee Forest.
Upscale & Quiet Paducah Retreat on 15 Acres!
9.6 out of 10, Exceptional, (24)
"Great property and a great location. Highly recommended."
Upscale & Quiet Paducah Retreat on 15 Acres!
Charming 2-Story- C.1847 - River Views - Fast Wifi
9.6 out of 10, Exceptional, (13)
"We had a nice stay. The house was clean and served our purpose. The only negative was the downstairs bathroom, we only used the shower once due to water going all over the floor. It isn’t a shower stall but a drain in the floor with an inadequate lip to keep the water contained "
Charming 2-Story- C.1847 - River Views - Fast Wifi
River Town Retreat near SEMO
10.0 out of 10, Exceptional, (1)
"Very nice place only downsize albeit cute is the claw foot tub with make shift shower, The unit worked very well for what we were looking for near SEMO campus"
The price is NZ$378
includes taxes & fees
7 Nov - 8 Nov
River Town Retreat near SEMO
Charming Home just minutes from Interstate and Mall
10.0 out of 10, Exceptional, (11)
"House was just what we needed for a two night stay. Very comfortable and close to Paducah and restaurants. After a long day of sight seeing it was a great place relax."
The price is NZ$315
includes taxes & fees
3 Dec - 4 Dec
Charming Home just minutes from Interstate and Mall
Steps to Southeast Hospital - Fast Wifi - King Bed
10.0 out of 10, Exceptional, (5)
"Everything about the stay was flawless. The instructions and communication prior to arrival were complete and clear. The property was clean, stocked with basic necessities and the location is better than what is in the listing description."
Steps to Southeast Hospital - Fast Wifi - King Bed
Luxury Loft Gallery next to Southeast Missouri State River Campus in Downtown CG
10.0 out of 10, Exceptional, (2)
"The property is beautifully designed for comfort and relaxation. The space beckons you to pause, rest, and enjoy your time away. They even remembered the small details to ensure your stay goes smoothly. Check in process was seamless and we had all the information we needed. I would highly recommend for your next visit to the area or weekend retreat!"
Luxury Loft Gallery next to Southeast Missouri State River Campus in Downtown CG
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.
Don't see what you're looking for?
See all available properties in Charleston
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Charleston you may be interested in

Super 8 by Wyndham Charleston/Sikeston East MO
2.0 star property
6.6 out of 10, (531)
"I just want to tell you I stay here a lot. I had never read the reviews before and it didn’t sound like a place I wanted to stay. But the rooms are big. On one side, you can come in from the outside or inside. It is close to halfway for me. Easy to get to. "
The price is NZ$115
includes taxes & fees
6 Nov - 7 Nov
Super 8 by Wyndham Charleston/Sikeston East MO
Quality Inn Charleston - Sikeston
2.5 star property
6.8 out of 10, (357)
"Great bed. "
The price is NZ$111
includes taxes & fees
6 Dec - 7 Dec
Quality Inn Charleston - Sikeston
Eagle Inn Charleston
2.0 star property
6.8 out of 10, (95)
"Comfortable bed, easy access to room"
The price is NZ$129
includes taxes & fees
6 Nov - 7 Nov
Eagle Inn Charleston
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.

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?

4-acre Home with Multiple Decks: Pool Table, Putt-Putt, 4 miles to Downtown : This holiday home rental outside of Charleston is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 The Book Bug 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.