Charleston Holiday Rentals

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Holiday Rentals in Charleston

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$239
includes taxes & fees
25 Dec - 26 Dec
Cozy cabins on beautiful Horseshoe Lake

The Rested Duck Mallard Room

9.0 out of 10, Wonderful, (18)
"The Rested Duck is absolutely one of my favorite getaways during hunting season! This was my second stay and can’t wait to get back next year. Perfect communication with the host, very clean room. Highly recommend!"
The price is NZ$253
includes taxes & fees
25 Dec - 26 Dec
The Rested Duck Mallard Room

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$683
includes taxes & fees
24 Dec - 25 Dec
3+ acre Home with New Hot Tub: Pool Table, Putt-Putt, 4 miles to Downtown

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

9.8 out of 10, Exceptional, (28)
"Great property, close to downtown. Comfortable beds and wonderfully supplied!"
The price is NZ$262
includes taxes & fees
30 Dec - 31 Dec
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO

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

10.0 out of 10, Exceptional, (124)
"This was the second year in a row that we have stayed here. This is a beautiful home to stay in. I love the charm and detail of the house. We stay here after a Christmas party and walk downtown so it’s definitely located in a convenient spot. I will be booking again for next year Great communication with Jo and if there’s any questions I need, Jo is very quick to respond. Thank you for making our stay good!"
The price is NZ$432
includes taxes & fees
30 Dec - 31 Dec
Serenity South -- Gardens, River-Views, and Refreshing Space

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!

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

10.0 out of 10, Exceptional, (160)
"We absolutely loved staying here. The house was so warm and inviting. She left us fresh farm eggs, muffins, butter and snacks. We were there for 5 days and enjoyed just being there. It was delightful to hear the rooster crow in the morning and go outside with our little dog and look at the horses. The home was immaculate and we had everything we needed. Looking forward to staying there again."
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286

The Blue Door

10.0 out of 10, Exceptional, (1)
The price is NZ$195
includes taxes & fees
30 Dec - 31 Dec
The Blue Door

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

7.0 out of 10, Good, (6)
"Spacious property, outside steps are a little steep and the treads are narrow making them a little difficult to navigate. "
Downtown 4BR with 2 King Beds! Walking distance to SEMO and the River Front.

"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

Little Blue Cottage on Spanish

8.8 out of 10, Excellent, (37)
"Has everything you need. Comfy and in a great location. "
The price is NZ$195
includes taxes & fees
25 Dec - 26 Dec
Little Blue Cottage on Spanish

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

10.0 out of 10, Exceptional, (79)
"This is the 2nd time I have stayed at this property and it was just as nice as the 1st time. Very nicely decorated and great location. Absolutely love it!!"
The price is NZ$324
includes taxes & fees
24 Dec - 25 Dec
Loft Apartment Across From Semo University Houch Field House. Walk To Events

Steps to Southeast Hospital - Fast Wifi - King Bed

10.0 out of 10, Exceptional, (6)
"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."
The price is NZ$660
includes taxes & fees
5 Jan - 6 Jan 2025
Steps to Southeast Hospital - Fast Wifi - King Bed

Next Door to Mercy Hospital - Pet Friendly - Fast Wifi

10.0 out of 10, Exceptional, (1)
"This is the first year we’ve stayed at anyplace other than a hotel for homecoming weekend. This place was terrific. Cute and clean with everything you need - even a box fan for my husband who travels with ours so he can sleep! The location is very convenient. We will absolutely stay here again! "
Next Door to Mercy Hospital - Pet Friendly - Fast Wifi

Historic 2-Story Foursquare Home - 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 "
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"
The price is NZ$412
includes taxes & fees
5 Jan - 6 Jan 2025
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$331
includes taxes & fees
30 Dec - 31 Dec
Charming Home just minutes from Interstate and Mall

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

Large Home next to Southeast Hospital - 2 King Beds - Fast Wifi

10.0 out of 10, Exceptional, (4)
"This was a great place for us to stay while in town for a family emergency. We will be staying here again the next time we visit. Great communication, comfortable beds, clean and fully stocked with supplies."
Large Home next to Southeast Hospital - 2 King Beds - Fast Wifi

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
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, (536)
"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$113
includes taxes & fees
24 Dec - 25 Dec
Super 8 by Wyndham Charleston/Sikeston East MO

Quality Inn Charleston - Sikeston

2.5 star property
6.8 out of 10, (366)
"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$129
includes taxes & fees
29 Dec - 30 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$104
includes taxes & fees
1 Jan - 2 Jan 2025
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 Mound City National Cemetery 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.