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Top Holiday Rentals in Charleston

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

10.0 out of 10, Exceptional, (134)
"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 £186
includes taxes & fees
15 Jul - 16 Jul
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, (16)
"Very clean and spacious. Great location with River Walk and several good restaurants within walking distance. Check in was smooth and host was very responsive. "
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, (35)
"Nice place to stay! Clean, able to walk to everything!"
The price is £105
includes taxes & fees
20 Jul - 21 Jul
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, (172)
"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

Peaceful secluded cabin located near Horseshoe Lake

9.8 out of 10, Exceptional, (12)
"This stay was comfortable and quiet an amazing weekend stay!!"
The price is £157
includes taxes & fees
19 Jul - 20 Jul
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, (15)
"It was exactly what we were looking for and exceeded our expectations. We plan to be back! The hosts were wonderful! "
Welcome campers, hikers, fishermen, girls' weekend wine getaways!!

Cozy cabins on beautiful Horseshoe Lake

9.8 out of 10, Exceptional, (32)
"Pretty, secluded location. The pictures may be deceiving to some, but we stayed with 4 people and there was plenty of room. Communication was super easy with host, very responsive. Cabin was supplied with many amenities for cooking and just basic stay needs. Host pretty thought of everything. "
The price is £94
includes taxes & fees
28 Jul - 29 Jul
Cozy cabins on beautiful Horseshoe Lake

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

10.0 out of 10, Exceptional, (19)
"Chip was an excellent host, always available to provide tips about restaurants and answer any questions about the property. Property was in great condition and would not hesitate to recommend."
"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, (88)
"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 £140
includes taxes & fees
17 Jul - 18 Jul
Loft Apartment Across From Semo University Houch Field House. Walk To Events

The Rested Duck Mallard Room

9.2 out of 10, Wonderful, (21)
"Great location and we are looking forward to a return trip. "
The price is £100
includes taxes & fees
15 Jul - 16 Jul
The Rested Duck Mallard Room

Upscale & Quiet Paducah Retreat on 15 Acres!

9.6 out of 10, Exceptional, (26)
"Great property and a great location. Highly recommended."
Upscale & Quiet Paducah Retreat on 15 Acres!

Little Blue Cottage on Spanish

8.6 out of 10, Excellent, (41)
"Has everything you need. Comfy and in a great location. "
The price is £78
includes taxes & fees
16 Jul - 17 Jul
Little Blue Cottage on Spanish

Quaint, Beautiful Home next to SEMO and Hospital

9.8 out of 10, Exceptional, (36)
"Great stay, great location! "
Quaint, Beautiful Home next to SEMO and Hospital

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

8.8 out of 10, Excellent, (31)
"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 £207
includes taxes & fees
16 Jul - 17 Jul
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

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

10.0 out of 10, Exceptional, (217)
"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"

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

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, (18)
"We enjoyed staying here very much. Clean and close to where we wanted to be!"
The price is £142
includes taxes & fees
15 Jul - 16 Jul
Charming Home just minutes from Interstate and Mall

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

10.0 out of 10, Exceptional, (7)
"Lovely home with historic architectural features in tact. Fully stocked, great location, quite neighborhood. We thoroughly enjoyed our stay."
Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi

The Blue Door

10.0 out of 10, Exceptional, (1)
The price is £124
includes taxes & fees
24 Jul - 25 Jul
The Blue Door
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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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?

Serenity South -- Gardens, River-Views, and Refreshing Space: This holiday home rental outside of Charleston is located on a river, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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. Fort Defiance 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.