Charleston Holiday Rentals

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Holiday Rentals in Charleston

Cozy cabins on beautiful Horseshoe Lake

9.8 out of 10, Exceptional, (25)
"A sweet little spot. We really enjoyed our stay. Perfect for s little get sway"
The price is NZ$238
includes taxes & fees
26 Jan - 27 Jan
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, (31)
"Beautiful place very unique the only thing i didnt like was the parking"
The price is NZ$260
includes taxes & fees
27 Jan - 28 Jan
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, (28)
"The property was fantastic!!! We loved the cozy fireplace! The location was wonderful, only five minutes from everything we were doing. The host was very easy to communicate with. "
Quaint, Beautiful Home next to SEMO and Hospital

The Rested Duck Mallard Room

9.0 out of 10, Wonderful, (20)
"Excellent "
The price is NZ$252
includes taxes & fees
24 Jan - 25 Jan
The Rested Duck Mallard Room

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

10.0 out of 10, Exceptional, (163)
"5 star on the check in process. Seriously, it can’t be easier. 5 star on cleanliness. 5 star on communication. It was very convenient for what I had going on. "
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286

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

10.0 out of 10, Exceptional, (81)
"This rental was perfect for our family’s stay in Cape. Location, amenities, cleanliness, and communication were all five star. Will definitely book again!"
The price is NZ$322
includes taxes & fees
28 Jan - 29 Jan
Loft Apartment Across From Semo University Houch Field House. Walk To Events

3+ acre Home with New Hot Tub: Pool Table, Putt-Putt, 4 miles to Downtown

9.0 out of 10, Wonderful, (26)
"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$417
includes taxes & fees
28 Jan - 29 Jan
3+ acre Home with New Hot Tub: Pool Table, Putt-Putt, 4 miles to Downtown

Upscale & Quiet Paducah Retreat on 15 Acres!

9.6 out of 10, Exceptional, (26)
"What a beautiful house and location . Everything was perfect . Could not have asked for anything else ."
Upscale & Quiet Paducah Retreat on 15 Acres!

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

10.0 out of 10, Exceptional, (125)
"This is an older home (1920’s?) with so much charm. It’s exceptionally well cared for - the floors are clean and in excellent condition, the walls are clean, paint job is beautiful, etc. The air is clean (no smell of mold) bathroom fans work, etc! In short, one of the best maintained rentals we’ve stayed in. The beds are comfy. Oh - and the landscaping is also beautiful! It is winter - would love to see the gardens in the spring. Jo was easy to contact, check in was easy. The trains do run 1...
The price is NZ$429
includes taxes & fees
26 Jan - 27 Jan
Serenity South -- Gardens, River-Views, and Refreshing Space

Little Blue Cottage on Spanish

8.6 out of 10, Excellent, (39)
"Very easy process and a great location for a convenient stay downtown "
Little Blue Cottage on Spanish

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

10.0 out of 10, Exceptional, (209)
"Clean and large space. Easy access to lots of shops and restaurants. Great hosts."
Historical 'Kage House' Short Term Rental located in "Old Town Cape"

"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau

10.0 out of 10, Exceptional, (11)
"Chip, thanks for our stay in your beautiful house. We had a wonderful Christmas visit thanks to you."
"Brickyard" Remodeled 1920's Dutch Colonial Revival in Downtown Cape Girardeau

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

10.0 out of 10, Exceptional, (5)
"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."
Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi

Historic 2-Story Foursquare Home - C.1847 - River Views - Fast Wifi

9.6 out of 10, Exceptional, (14)
"Cool older home. Wouldve liked hotter water for showers though. Also the roll up shades need replacing!"
Historic 2-Story Foursquare Home - C.1847 - River Views - Fast Wifi

River Town Retreat near SEMO

9.0 out of 10, Wonderful, (2)
"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"
River Town Retreat near SEMO

Charming Home just minutes from Interstate and Mall

10.0 out of 10, Exceptional, (12)
"Great experience "
The price is NZ$329
includes taxes & fees
26 Jan - 27 Jan
Charming Home just minutes from Interstate and Mall

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

7.6 out of 10, Good, (7)
"This adorable apartment is located in a great spot in downtown Cape. Close to several businesses and coffee shop. Its very spacious and had lots of room to host our whole family staying there over the graduation weekend! Loved it.. just a very few concerns. 1.The floors were very dirty, they turned my husbands socks black. This may very well be due to them being real hard wood and the specific products used to clean them. 2. The steps to get in are treacherous! The are very narrow and go...
Downtown 4BR with 2 King Beds! Walking distance to SEMO and the River Front.

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"Was a great property for our duck hunting trip to the area for four adults and four children. Great communication and friendly hosts! We love the place and we’ll be back for any future trips. Outside gazebo is fantastic as well."
The price is NZ$433
includes taxes & fees
29 Jan - 30 Jan
Attention hunters! Deer Camp, Duck Camp nestled in the Shawnee Forest.

Steps to Southeast Hospital - Fast Wifi - King Bed

10.0 out of 10, Exceptional, (6)
"This was the perfect place for us to have a small group weekend getaway! All the beds were comfy! High quality sheets! Very clean! "
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, (540)
"I was passing by and decided to take a break here. The bed was clean, had hot water and the heat was working. Took a quick 5 hour sleep and was back on the road. "
The price is NZ$122
includes taxes & fees
26 Jan - 27 Jan
Super 8 by Wyndham Charleston/Sikeston East MO

Quality Inn Charleston - Sikeston

2.5 star property
6.8 out of 10, (368)
"With my previous experience as a housekeeper at a hotel and knowing what areas to clean. I can say that the areas beyond the eye was not clean, the mirrors was dirty and they didn’t not offer complimentary breakfast or late check out. "
The price is NZ$131
includes taxes & fees
8 Feb - 9 Feb
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$112
includes taxes & fees
24 Jan - 25 Jan
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?

Quaint, Beautiful Home next to SEMO and Hospital: This holiday home rental outside of Charleston offers a fireplace, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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. The Book Bug 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.