Charleston Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Charleston holiday rentals

Dining
Cozy cabins on beautiful Horseshoe Lake

Cabin in Olive Branch

Cozy cabins on beautiful Horseshoe Lake
9.8 out of 10, Exceptional, (35)
"Beautiful place, host was kind and and quick to respond to messages "
United States
Melissa W.
The price is HK$875
HK$1,092 total
includes taxes & fees
26 Dec - 27 Dec
Cozy cabins on beautiful Horseshoe Lake
Interior
Little Blue Cottage on Spanish

Holiday Home in Cape Girardeau

Little Blue Cottage on Spanish
8.6 out of 10, Excellent, (48)
"I would definitely stay here again!"
United States
Bonita
The price is HK$630
HK$785 total
includes taxes & fees
26 Dec - 27 Dec
Little Blue Cottage on Spanish
Fridge, microwave, oven, stovetop
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO

Apartment in Cape Girardeau

Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO
9.4 out of 10, Exceptional, (46)
"This place is AWESOME! It's clean, artsy, fun, and if we ever have a chance, we will certainly return!"
United States
Jordan S.
The price is HK$637
HK$1,076 total
includes taxes & fees
30 Dec - 31 Dec
Artistic and Creative Vibe with Indoor Swing 2 Blocks to Downtown & near SEMO
Fridge, microwave, oven, stovetop
Charming 3-bedroom house near ball park in quiet neighborhood

Holiday Home in Bardwell

Charming 3-bedroom house near ball park in quiet neighborhood
10.0 out of 10, Exceptional, (12)
"Quaint stay to see Grand and kids. "
United States
Sheila C.
The price is HK$700
HK$1,249 total
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 3-bedroom house near ball park in quiet neighborhood
Exterior detail
Charming Home just minutes from Interstate and Mall

Holiday Home in Kevil

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!"
United States
Becky C.
The price is HK$855
HK$1,455 total
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Home just minutes from Interstate and Mall
Fridge, microwave, oven, stovetop
Serenity South -- Gardens, River-Views, and Refreshing Space

Holiday Home in Cape Girardeau

Serenity South -- Gardens, River-Views, and Refreshing Space
10.0 out of 10, Exceptional, (149)
"Such a great place and location"
United States
Tracy H.
The price is HK$1,166
HK$1,905 total
includes taxes & fees
15 Jan - 16 Jan 2026
Serenity South -- Gardens, River-Views, and Refreshing Space
Interior
The Rested Duck Mallard Room

Cabin in Olive Branch

The Rested Duck Mallard Room
9.2 out of 10, Wonderful, (25)
"This is an excellent place to stay. With a nice lake right across the street. If i. In the are i will stay again for sure"
United States
mike b.
The price is HK$875
HK$1,092 total
includes taxes & fees
26 Dec - 27 Dec
The Rested Duck Mallard Room
Interior
Quiet Country Stay: Modern Home Near Paducah

Cottage in Cunningham

Quiet Country Stay: Modern Home Near Paducah
3.0 star property
The price is HK$941
HK$2,255 total
includes taxes & fees
19 Jan - 20 Jan 2026
Quiet Country Stay: Modern Home Near Paducah
Exterior
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More

Holiday Home in Cape Girardeau

4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
9.6 out of 10, Exceptional, (7)
"Nice place, great times"
United States
Jace W.
The price is HK$2,092
HK$3,402 total
includes taxes & fees
28 Dec - 29 Dec
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Exterior
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool

Holiday Home in Cape Girardeau

3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
8.6 out of 10, Excellent, (37)
"Very nice house. The pool and hot tub were perfect for a short getaway. Tons of activities and games to keep the fanily entertained. Will definitely come back! "
United States
Emily D.
The price is HK$1,050
HK$1,685 total
includes taxes & fees
28 Dec - 29 Dec
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Smart TV
Tranquil charming Tiny House in Clinton

Apartment in Clinton

Tranquil charming Tiny House in Clinton
2.0 star property
The price is HK$700
HK$1,165 total
includes taxes & fees
1 Jan - 2 Jan 2026
Tranquil charming Tiny House in Clinton
Fridge, microwave, oven, stovetop
Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!

Holiday Home in New Madrid

Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
10.0 out of 10, Exceptional, (1)
"The host was very quick to respond and so great to work with for on our stay. "
United States
Jessica S.
The price is HK$1,555
HK$2,667 total
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
Fridge, microwave, stovetop, coffee/tea maker
Quiet Country Stay: Modern Home Near Paducah

Holiday Home in Cunningham

Quiet Country Stay: Modern Home Near Paducah
2.0 star property
The price is HK$840
HK$2,217 total
includes taxes & fees
27 Dec - 28 Dec
Quiet Country Stay: Modern Home Near Paducah
Fridge, microwave, coffee/tea maker, toaster
Vacation rental attached to our house out in the country.

Apartment in Union City

Vacation rental attached to our house out in the country.
The price is HK$778
HK$1,261 total
includes taxes & fees
24 Jan - 25 Jan 2026
Vacation rental attached to our house out in the country.
Meeting facility
Building at Cape Girardeau Regional Airport

Holiday Home in Scott City

Building at Cape Girardeau Regional Airport
The price is HK$3,889
HK$4,721 total
includes taxes & fees
26 Dec - 27 Dec
Building at Cape Girardeau Regional Airport
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charleston Hotel Reviews

Best Western Plus Sikeston

Best Western Plus Sikeston

10/10 Excellent
"We had late check in. Check in attendant was very friendly and efficient. Well lot parking lot. Clean comfortable room. I was traveling with my MIL and asked for us to be next to each other and they accommodated me with my needs. "
Sherri 1-night trip
Posted 2 days ago
Best Western Plus Sikeston

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
  • Use the map to find apartments and other holiday homes in the Charleston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charleston while they last

Look no further and take a look at our great range of rental properties in Charleston!

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?

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