Charleston Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Charleston holiday rentals

A cozy room with a wooden table and chairs, a large window, and a door with a sign.

1. Cozy cabins on beautiful Horseshoe Lake

Cozy cabins on beautiful Horseshoe Lake
Olive Branch
9.8 out of 10, Exceptional, (44 reviews)
"Super communication! . Accommodating. Nice people"
United States
JASEN
The price is NZ$221
includes taxes & fees
7 Nov - 8 Nov
Cozy cabins on beautiful Horseshoe Lake
A small, single-story building with a wooden exterior and large windows.

2. The Rested Duck Mallard Room

The Rested Duck Mallard Room
Olive Branch
9.4 out of 10, Exceptional, (31 reviews)
"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 NZ$221
includes taxes & fees
7 Nov - 8 Nov
The Rested Duck Mallard Room
A loft-style room with a wooden interior, a sofa, a table with a pumpkin decoration, and a staircase leading to an upper level.

3. Peaceful secluded cabin located near Horseshoe Lake

Peaceful secluded cabin located near Horseshoe Lake
Miller City
9.8 out of 10, Exceptional, (39 reviews)
"Great place in a beautiful location. "
United States
George B.
The price is NZ$362
includes taxes & fees
18 Nov - 19 Nov
Peaceful secluded cabin located near Horseshoe Lake
A hot tub in an outdoor setting with a wooden deck and lounge chairs.

4. Perfect Couples Retreat - firepit

Perfect Couples Retreat - firepit
Carlisle County
10.0 out of 10, Exceptional, (1 review)
"This is such a quaint unique property. The host was very responsive and communicative. Highly recommend"
United States
Russell
The price is NZ$318
includes taxes & fees
9 Nov - 10 Nov
Perfect Couples Retreat - firepit
A modern kitchen with white cabinetry, stainless steel appliances, and a window with a view of greenery.

5. Quiet Country Stay: Modern Home Near Paducah

Quiet Country Stay: Modern Home Near Paducah
3.0 star property
Cunningham
The price is NZ$517
includes taxes & fees
8 Nov - 9 Nov
Quiet Country Stay: Modern Home Near Paducah
A living room with a TV, a fireplace, a sofa, and wall art.

6. Little Blue Cottage on Spanish

Little Blue Cottage on Spanish
Cape Girardeau
8.4 out of 10, Very good, (59 reviews)
"Great cute place. "
United States
Jeremy W.
The price is NZ$178
includes taxes & fees
8 Nov - 9 Nov
Little Blue Cottage on Spanish
A modern kitchen with white cabinetry, stainless steel appliances, and a window with a view of greenery.

7. Quiet Country Stay: Modern Home Near Paducah

Quiet Country Stay: Modern Home Near Paducah
Cunningham
10.0 out of 10, Exceptional, (4 reviews)
"Host was great. "
United States
Sheila C.
The price is NZ$491
includes taxes & fees
23 Nov - 24 Nov
Quiet Country Stay: Modern Home Near Paducah
A modern kitchen with a built-in microwave, stainless steel appliances, and a sink.

8. Charming Home just minutes from Interstate and Mall

Charming Home just minutes from Interstate and Mall
Kevil
10.0 out of 10, Exceptional, (26 reviews)
"Location was great. Beds were so comfortable, place was so clean and nice. Very cute place to stay. Would stay here again!"
United States
Deannena H.
The price is NZ$349
includes taxes & fees
22 Nov - 23 Nov
Charming Home just minutes from Interstate and Mall
A room with a pool table, a sofa, and a dining table with chairs.

9. Peaceful 2-bedroom cabin with AC in welcoming Villa Ridge

Peaceful 2-bedroom cabin with AC in welcoming Villa Ridge
Villa Ridge
10.0 out of 10, Exceptional, (6 reviews)
"Great place to stay with our dogs while in town visiting family. We were kept busy by the activities available in the cabin and enjoyed the peace outside. We were tempted to ride the trails, which looked nice, but only didn’t because we opted for mud. High likelihood we will be back. Our dogs were happy and so were we."
United States
Alexia G.
The price is NZ$445
includes taxes & fees
8 Nov - 9 Nov
Peaceful 2-bedroom cabin with AC in welcoming Villa Ridge
A hot tub with a wooden deck and outdoor seating area.

10. The Roost | Hot Tub, Ponds & Farm Views

The Roost | Hot Tub, Ponds & Farm Views
Carlisle County
The price is NZ$358
includes taxes & fees
11 Nov - 12 Nov
The Roost | Hot Tub, Ponds & Farm Views
A covered outdoor seating area with stone flooring and chairs, a stone pathway, and a wooden structure.

11. 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, (10 reviews)
"The home was spotless, very comfortable and a great location for what we needed."
United States
Sherrie S.
The price is NZ$274
includes taxes & fees
7 Nov - 8 Nov
Vacation rental attached to our house out in the country.
A kitchen with grey cabinets, a stainless steel dishwasher, a microwave, and an oven.

12. Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals

Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals
Cape Girardeau
The price is NZ$316
includes taxes & fees
1 Dec - 2 Dec
Cozy 2-bedroom house in tranquil Cape Girardeau, close to Semo & Hospitals
A single-story house with a gabled roof, a front porch with two chairs, and a front door with a decorative glass panel.

13. 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 NZ$625
includes taxes & fees
16 Nov - 17 Nov
Spacious 3-bedroom 2 story house in New Madrid near boat ramp with a toy room!
A two-story house with a front porch, a small garden, and a white picket fence.

14. 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, (46 reviews)
"Will definitely book again! Great location, comfortable stay."
United States
Pynktoria !.
The price is NZ$525
includes taxes & fees
18 Nov - 19 Nov
3+ acre Home: Pool Table, Putt-Putt, 4 miles to Downtown and SEMO, Summer Pool
A house with a backyard swimming pool, outdoor furniture, and a barbecue area.

15. 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
9.8 out of 10, Exceptional, (11 reviews)
"Nice place, great times"
United States
Jace W.
The price is NZ$969
includes taxes & fees
18 Nov - 19 Nov
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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Find out more about Charleston

Everything you need to know about Charleston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charleston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charleston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charleston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charleston. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charleston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charleston holiday rentals we have selected for you start as low as NZ$139 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charleston rentals

At Expedia, we put the best Charleston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Charleston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charleston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charleston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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. Ballard Wildlife Management Area and Columbus-Belmont 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.