Charleston Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Charleston

Peaceful secluded cabin located near Horseshoe Lake
Exterior

Peaceful secluded cabin located near Horseshoe Lake

9.8 out of 10, Exceptional, (18)
"Wasent long enough!"
The price is ￥18,599
￥29,098 total
includes taxes & fees
Sep 26 - Sep 27
Peaceful secluded cabin located near Horseshoe Lake
Serenity South -- Gardens, River-Views, and Refreshing Space
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (140)
"Beautiful house. Great stay. Would definitely stay again!"
The price is ￥22,142
￥36,158 total
includes taxes & fees
Sep 30 - Oct 1
Serenity South -- Gardens, River-Views, and Refreshing Space
Little Blue Cottage on Spanish
Interior

Little Blue Cottage on Spanish

8.6 out of 10, Excellent, (43)
"I would definitely stay here again!"
The price is ￥11,956
￥14,908 total
includes taxes & fees
Sep 28 - Sep 29
Little Blue Cottage on Spanish
Cozy cabins on beautiful Horseshoe Lake
Dining

Cozy cabins on beautiful Horseshoe Lake

9.8 out of 10, Exceptional, (34)
"Lovely and homely little get away spot"
The price is ￥15,278
￥19,321 total
includes taxes & fees
Sep 26 - Sep 27
Cozy cabins on beautiful Horseshoe Lake
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (40)
"Nice place to stay! Clean, able to walk to everything!"
The price is ￥12,089
￥20,420 total
includes taxes & fees
Oct 1 - Oct 2
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO
“Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau
Fridge, microwave, oven, stovetop

“Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau

10.0 out of 10, Exceptional, (22)
"Lovely home perfect for our weekend celebrating our daughter’s graduation. Chip was an excellent host, even found us champagne flutes! Beds were comfortable, house was clean and nicely decorated. "
“Brickyard”-Recently Remodeled Dutch Colonial Revival in Downtown Cape Girardeau
Urban 2-bedroom Escape in Downtown Cape Girardeau
Fridge, microwave, oven, stovetop

Urban 2-bedroom Escape in Downtown Cape Girardeau

10.0 out of 10, Exceptional, (5)
"We had the best girls’ getaway here! The place was super clean and well decorated. We had everything we needed, and the host was friendly and quick to respond. The location was perfect—lots of shops, restaurants, and even a spa all within walking distance. We couldn’t have asked for a better spot!"
Urban 2-bedroom Escape in Downtown Cape Girardeau
Welcome campers, hikers, fishermen, girls' weekend wine getaways!!
Property grounds

Welcome campers, hikers, fishermen, girls' weekend wine getaways!!

2.0 star property
9.8 out of 10, Exceptional, (19)
"Great place to stay. "
Welcome campers, hikers, fishermen, girls' weekend wine getaways!!
Downtown 4BR with 2 King Beds! Walking distance to SEMO and the River Front.
Exterior

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

8.8 out of 10, Excellent, (19)
"We stayed here with my cousins family while our daughters were playing at Sportplex. Nice and clean property. Host was easy to communicate with. Would stay here again when in this area. "
Downtown 4BR with 2 King Beds! Walking distance to SEMO and the River Front.
Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (7)
"We thoroughly enjoyed the property. Very unique and fun. "
Historic Victorian - Walkable to Downtown Cape Girardeau - King Bed - Fast Wifi
Downtown Cape 2 Bdrm/2 Bath Apt, Cozy & Walkable
Fridge, microwave, oven, stovetop

Downtown Cape 2 Bdrm/2 Bath Apt, Cozy & Walkable

9.0 out of 10, Wonderful, (2)
"Great location and the one issue was resolved quickly and no fault of the property owner. "
Downtown Cape 2 Bdrm/2 Bath Apt, Cozy & Walkable
River's Dawn - Modernized Historic Home - River Views - King Bed - Fast Wifi
Interior

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
Super cute family friendly 3-bedroom house in Cape Girardeau with AC, WiFi
Fridge, microwave, oven, dishwasher

Super cute family friendly 3-bedroom house in Cape Girardeau with AC, WiFi

Super cute family friendly 3-bedroom house in Cape Girardeau with AC, WiFi
Cozy upstairs unit in Cape Girardeau
Living area

Cozy upstairs unit in Cape Girardeau

Cozy upstairs unit in Cape Girardeau
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Exterior

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

8.8 out of 10, Excellent, (34)
"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 ￥19,927
￥31,405 total
includes taxes & fees
Oct 1 - Oct 2
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Loft Apartment Across From Semo University Houch Field House. Walk To Events
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (91)
"This Vrbo was very clean and accurate to the listing. This was my second stay and it was amazing again the second time. "
The price is ￥22,142
￥26,866 total
includes taxes & fees
Sep 30 - Oct 1
Loft Apartment Across From Semo University Houch Field House. Walk To Events
Charming Home just minutes from Interstate and Mall
Exterior detail

Charming Home just minutes from Interstate and Mall

10.0 out of 10, Exceptional, (20)
"We enjoyed staying here very much. Clean and close to where we wanted to be!"
The price is ￥16,237
￥27,624 total
includes taxes & fees
Oct 1 - Oct 2
Charming Home just minutes from Interstate and Mall
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
Exterior

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

10.0 out of 10, Exceptional, (176)
"House was wonderfully stocked, beds were really comfortable and the host was very accessible. We will be back! "
Quiet home on horse farm, halfway between Paducah & Wickliffe. Close to 60 & 286
The Rested Duck Mallard Room
Interior

The Rested Duck Mallard Room

9.2 out of 10, Wonderful, (24)
"Great location and we are looking forward to a return trip. "
The price is ￥15,278
￥19,321 total
includes taxes & fees
Sep 26 - Sep 27
The Rested Duck Mallard Room
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Exterior

4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More

9.6 out of 10, Exceptional, (7)
"Great property would recommend 100%. We did not have to leave the house it had everything we needed for nine adult women to have a great streetlight"
The price is ￥39,722
￥64,590 total
includes taxes & fees
Oct 5 - Oct 6
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
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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Top Charleston Hotel Reviews

Drury Inn & Suites Sikeston, MO

Drury Inn & Suites Sikeston, MO

10/10 Excellent
"Always a nice place to stay!"
Joe 1-night trip
Posted 5 days ago
Drury Inn & Suites Sikeston, MO

Find out more about Charleston

Find out more about Charleston

Search for holiday rentals in Charleston on Expedia! You can easily find your home rentals, villas, holiday apartments in Charleston using one of the methods below:

  • View our selection of featured holiday rentals in Charleston
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Look no further and take a look at our great range of rental properties in Charleston!

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Frequently asked questions

Can I find a vacation rental in Charleston?

Yes, we have vacation rentals close to the most popular sights in Charleston, or you can go with a secluded option if you want a relaxing place to stay. Our travelers say Charleston has a good selection of restaurants. Make sure you have time to check out the entertainment choices and theaters during your trip.

What are some of the best vacation rentals that Charleston has to offer?

Little Blue Cottage on Spanish: You might want to consider this vacation home rental near Charleston, which comes with WiFi so you can feel at home during your trip.

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 Sikeston Depot Museum are a couple of places you'll find in the larger area.

What are vacation rentals like in Charleston?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Charleston. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for family trips.