Charleston Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Charleston holiday rentals

Smart TV

Peaceful secluded cabin located near Horseshoe Lake

Peaceful secluded cabin located near Horseshoe Lake
Miller City
9.8 out of 10, Exceptional, (27 reviews)
"The place was quiet, clean and secluded. Exactly what my wife and I were looking for. Thanks for having us!"
United States
Andy I.
The price is HK$861
HK$1,427 total
includes taxes & fees
16 May - 17 May
Peaceful secluded cabin located near Horseshoe Lake
Living area

Little Blue Cottage on Spanish

Little Blue Cottage on Spanish
Cape Girardeau
8.4 out of 10, Very good, (56 reviews)
"Great cute place. "
United States
Jeremy W.
The price is HK$705
HK$923 total
includes taxes & fees
6 Jun - 7 Jun
Little Blue Cottage on Spanish
Dining

Cozy cabins on beautiful Horseshoe Lake

Cozy cabins on beautiful Horseshoe Lake
Olive Branch
9.8 out of 10, Exceptional, (39 reviews)
"Peaceful and suited our needs perfectly."
United States
Matthew
The price is HK$881
HK$1,099 total
includes taxes & fees
26 May - 27 May
Cozy cabins on beautiful Horseshoe Lake
Exterior

The Rested Duck Mallard Room

The Rested Duck Mallard Room
Olive Branch
9.4 out of 10, Exceptional, (31 reviews)
"It’s very nice and comfortable "
United States
John S.
The price is HK$881
HK$1,099 total
includes taxes & fees
26 May - 27 May
The Rested Duck Mallard Room
Interior

Fresh & Cozy Retreat w/ King Bed · By KeenStays

Fresh & Cozy Retreat w/ King Bed · By KeenStays
Cape Girardeau
Fresh & Cozy Retreat w/ King Bed · By KeenStays
4 bedrooms, iron/ironing board, WiFi, bed sheets

Welcoming 4-bedroom house with AC in charming La Center

Welcoming 4-bedroom house with AC in charming La Center
La Center
10.0 out of 10, Exceptional, (1 review)
"We stayed here while working on a project, and it was honestly one of the best stays I’ve had. The house was super clean, the beds were very comfortable, and the air conditioning worked great. The neighborhood felt safe, the neighbors were friendly, and the location was very convenient with a grocery store just a couple blocks away and a great pizza place nearby.I would definitely stay here again. Highly recommend!"
United States
Tom R.
Welcoming 4-bedroom house with AC in charming La Center
Exterior

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

3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Cape Girardeau
8.8 out of 10, Excellent, (40 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is HK$1,402
HK$2,444 total
includes taxes & fees
14 May - 15 May
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
Dining

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

Serenity South -- Gardens, River-Views, and Refreshing Space
Cape Girardeau
10.0 out of 10, Exceptional, (155 reviews)
"It's a great location, great space, great price. And, the muffins are the best!"
United States
Vicki R.
The price is HK$1,174
HK$1,939 total
includes taxes & fees
16 May - 17 May
Serenity South -- Gardens, River-Views, and Refreshing Space
Fridge, microwave, oven, stovetop

Charming Home just minutes from Interstate and Mall

Charming Home just minutes from Interstate and Mall
Kevil
10.0 out of 10, Exceptional, (23 reviews)
"We enjoyed staying here very much. Clean and close to where we wanted to be!"
United States
Becky C.
The price is HK$861
HK$1,465 total
includes taxes & fees
26 May - 27 May
Charming Home just minutes from Interstate and Mall
Outdoor dining

Vacation rental attached to our house out in the country.

Vacation rental attached to our house out in the country.
Union City
10.0 out of 10, Exceptional, (3 reviews)
"The home was spotless, very comfortable and a great location for what we needed."
United States
Sherrie S.
The price is HK$783
HK$1,270 total
includes taxes & fees
14 May - 15 May
Vacation rental attached to our house out in the country.
Smart TV

Tranquil charming Tiny House in Clinton

Tranquil charming Tiny House in Clinton
Clinton
10.0 out of 10, Exceptional, (2 reviews)
"It is clean and comfortable. Would definitely stay again if ever in the area."
United States
Jennifer M.
The price is HK$775
HK$1,249 total
includes taxes & fees
18 May - 19 May
Tranquil charming Tiny House in Clinton
Interior

Modern 2BR Apt w Electric Fireplace By KeenStays

Modern 2BR Apt w Electric Fireplace By KeenStays
Cape Girardeau
8.0 out of 10, Very good, (1 review)
The price is HK$861
HK$1,682 total
includes taxes & fees
14 May - 15 May
Modern 2BR Apt w Electric Fireplace By KeenStays
Exterior

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

4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Cape Girardeau
9.6 out of 10, Exceptional, (9 reviews)
"Nice place, great times"
United States
Jace W.
The price is HK$2,466
HK$4,135 total
includes taxes & fees
18 May - 19 May
4-Bedroom Home - 2 King Beds, Summer Pool, Pool Table, Air Hockey + More
Exterior

Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!

Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
New Madrid
10.0 out of 10, Exceptional, (1 review)
"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$1,566
HK$2,874 total
includes taxes & fees
16 May - 17 May
Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
TV, offices

Modern Boho Getaway · 1BR Apartment · By KeenStays

Modern Boho Getaway · 1BR Apartment · By KeenStays
Cape Girardeau
The price is HK$626
HK$1,309 total
includes taxes & fees
31 May - 1 Jun
Modern Boho Getaway · 1BR Apartment · By KeenStays
Meeting facility

Building at Cape Girardeau Regional Airport

Building at Cape Girardeau Regional Airport
Scott City
The price is HK$3,914
HK$4,852 total
includes taxes & fees
16 May - 17 May
Building at Cape Girardeau Regional Airport
TV, fireplace, offices

Luxe 2KBR Apt w/ Electric Fireplace · By KeenStays

Luxe 2KBR Apt w/ Electric Fireplace · By KeenStays
Cape Girardeau
The price is HK$783
HK$1,628 total
includes taxes & fees
25 May - 26 May
Luxe 2KBR Apt w/ Electric Fireplace · By KeenStays
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 Plaza Hotel Cape Girardeau Conference Center

Drury Plaza Hotel Cape Girardeau Conference Center

10/10 Excellent
"Room was clean. Staff was very friendly. Loved the kick back food and drinks. Breakfast was hot. Hot tub was amazing after the long drive!"
Allyson 1-night trip
Posted 4 hours ago
Drury Plaza Hotel Cape Girardeau Conference Center

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 Bed 3 Bath Beautiful Historic District Within Walking Downtown Cape Girardeau: This holiday home rental outside of Charleston is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Fort Defiance State Park 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.