Charleston Holiday Rentals

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Holiday Rentals in Charleston

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 AU$172
includes taxes & fees
26 Nov - 27 Nov
Little Blue Cottage on Spanish

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

10.0 out of 10, Exceptional, (154)
"Jane was very quick to respond to any questions we had. The house and location was perfect! "
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286

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

10.0 out of 10, Exceptional, (123)
"Very nice property. Highly recommend. "
The price is AU$376
includes taxes & fees
1 Dec - 2 Dec
Serenity South -- Gardens, River-Views, and Refreshing Space

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 AU$223
includes taxes & fees
26 Nov - 27 Nov
The Rested Duck Mallard Room

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!

3+ acre Home with New Hot Tub: 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 AU$595
includes taxes & fees
1 Dec - 2 Dec
3+ acre Home with New Hot Tub: Pool Table, Putt-Putt, 4 miles to Downtown

Charming 3-bedroom house near ball park in quiet neighborhood

10.0 out of 10, Exceptional, (3)
"The house is perfect, great location, very clean and well organized. The host has everything in order from Check-in to Check-out and everything in between. Great Place"
The price is AU$250
includes taxes & fees
29 Nov - 30 Nov
Charming 3-bedroom house near ball park in quiet neighborhood

Quaint, Beautiful Home next to SEMO and Hospital

9.8 out of 10, Exceptional, (25)
"Great stay, great location! "
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, (9)
"Was in town working a convention, family stayed here more than I did but they enjoyed their time there. Property is next to local park, the split door made it great to have open for a breeze and keep an eye on the kids. Beds were comfy and everyone had a great time. Our host, Chip, was friendly and informative on the history of the property, kids loved meeting with him and "Busy" his 4 legged friend."
"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau

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 AU$211
includes taxes & fees
26 Nov - 27 Nov
Cozy cabins on beautiful Horseshoe Lake

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.

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

10.0 out of 10, Exceptional, (78)
"Amazing experience, lovely property and the security was also great. Everything was clean and tidy, and they had plenty of extra towels, blankets, TP that most rentals I’ve experienced do not offer! I recommended to my parents who are also SEMO alumni. The next time I’m in town, I am booking here. "
The price is AU$286
includes taxes & fees
6 Dec - 7 Dec
Loft Apartment Across From Semo University Houch Field House. Walk To Events

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

9.8 out of 10, Exceptional, (27)
"It was wonderful."
The price is AU$231
includes taxes & fees
26 Nov - 27 Nov
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO

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 AU$352
includes taxes & fees
26 Nov - 27 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 AU$293
includes taxes & fees
3 Dec - 4 Dec
Charming Home just minutes from Interstate and Mall

Attention hunters! Deer Camp, Duck Camp nestled in the Shawnee Forest.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property is beautiful and you can walk into Shawnee National Forest right out the back door. The owners were awesome. They cooked supper for us the first evening there so we would have a hot meal when we came back from hunting. Will definitely be back."
The price is AU$383
includes taxes & fees
29 Nov - 30 Nov
Attention hunters! Deer Camp, Duck Camp nestled in the Shawnee Forest.

Urban 2-bedroom Escape in Downtown Cape Girardeau

Urban 2-bedroom Escape in Downtown Cape Girardeau

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.
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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, (533)
"Comfortable "
The price is AU$98
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Charleston/Sikeston East MO

Quality Inn Charleston - Sikeston

2.5 star property
6.8 out of 10, (359)
"Great bed. "
The price is AU$98
includes taxes & fees
21 Dec - 22 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 AU$118
includes taxes & fees
26 Nov - 27 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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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.