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Charleston Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Charleston vacation rentals

A small cabin with a porch, surrounded by trees and gravel.

1. Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
Crofton
9.8 out of 10, Exceptional, (198 reviews)
$160 nightly
The price is $175
Oct 14 - Oct 15
Total with taxes and fees
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
A bathroom with a vanity, a mirror, a sink, a towel rack, and a window with a view of a garden.

2. Union Station Union Station

Union Station Union Station
Madisonville
9.4 out of 10, Exceptional, (6 reviews)
"Was a beautiful house and a lovey stay! "
United States
Rhonda P.
$298 nightly
The price is $319
Oct 18 - Oct 19
Total with taxes and fees
Union Station Union Station
An open-plan living area with a sofa, two armchairs, a ceiling fan, and a door leading to a balcony.

3. Loop Haven is an awesome place to stay.

Loop Haven is an awesome place to stay.
Madisonville
9.4 out of 10, Exceptional, (14 reviews)
"Nice clean space with room for everything we needed. Host was quick to always keep us up to date on our reservation, check in and check out.One minor issue was resolved immediately. Would stay here again although it's not fenced in on one side so luckily that was not an issue for us."
United States
Dianne K.
$348 nightly
The price is $372
Oct 14 - Oct 15
Total with taxes and fees
Loop Haven is an awesome place to stay.
Living area

4. Cozy Nook Retreat - Fireplace /Full Kitchen

Cozy Nook Retreat - Fireplace /Full Kitchen
Crofton
8.8 out of 10, Excellent, (3 reviews)
"Check In was very easy, the host was pleasant and very responsive, and house was clean."
United States
Jessica W.
$176 nightly
The price is $192
Oct 29 - Oct 30
Total with taxes and fees
Cozy Nook Retreat - Fireplace /Full Kitchen
A wooden deck with a table and chairs, overlooking a grassy field and a sunset.

5. Charming cabin with amazing views located on Toontucky Farms

Charming cabin with amazing views located on Toontucky Farms
White Plains
9.8 out of 10, Exceptional, (9 reviews)
" Stayed for a week very nice place. "
United States
Brandon L.
$150 nightly
The price is $167
Oct 14 - Oct 15
Total with taxes and fees
Charming cabin with amazing views located on Toontucky Farms
A covered porch with wooden railings, a patterned rug, and a view of a wooded area.

6. Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.

Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
Crofton
10.0 out of 10, Exceptional, (68 reviews)
"The place was very quiet and peaceful. I really enjoyed the calm atmosphere. It was a great place to relax and enjoy some peace and quiet. Everything was clean and comfortable, and I had a very nice stay."
United States
Anahyte
$280 nightly
The price is $306
Oct 20 - Oct 21
Total with taxes and fees
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
A room with wooden paneling, a brown leather sofa, and a door leading to another room.

7. The Nisbet Nest The Nisbet Nest

The Nisbet Nest The Nisbet Nest
Madisonville
6.0 out of 10, (1 review)
$365 nightly
The price is $391
Nov 2 - Nov 3
Total with taxes and fees
The Nisbet Nest The Nisbet Nest
A modern kitchen with white cabinets, a wooden island, and a gray sofa with yellow pillows.

8. Lake Country House on City Square

Lake Country House on City Square
Princeton
9.8 out of 10, Exceptional, (29 reviews)
"Host was great to work with. House was very spacious and comfortable. Will definitely stay again."
United States
Beverly W.
$263 nightly
The price is $290
Oct 14 - Oct 15
Total with taxes and fees
Lake Country House on City Square
Exterior

9. Quaint cottage with 3 queen beds and screened porch.

Quaint cottage with 3 queen beds and screened porch.
Crofton
10.0 out of 10, Exceptional, (96 reviews)
"Would definitely stay here again!"
United States
Becky S.
$286 nightly
The price is $312
Oct 20 - Oct 21
Total with taxes and fees
Quaint cottage with 3 queen beds and screened porch.
A cozy living room with a pool table, comfortable seating, and a staircase.

10. Great for Family Reunions, Hunting Lodge And Pet Friendly!

Great for Family Reunions, Hunting Lodge And Pet Friendly!
Crofton
9.8 out of 10, Exceptional, (128 reviews)
"We had a wonderful stay at this property! The home was exactly as described. The host was responsive, friendly, and made the entire process seamless from booking through checkout."
United States
Delia G.
$586 nightly
The price is $639
Oct 14 - Oct 15
Total with taxes and fees
Great for Family Reunions, Hunting Lodge And Pet Friendly!
A bathroom with a toilet, sink, and mirror.

11. Enjoy mama’s House in a quiet little area of Crofton ky

Enjoy mama’s House in a quiet little area of Crofton ky
Crofton
10.0 out of 10, Exceptional, (2 reviews)
"This place is perfect with a good view and a great location"
United States
Dalton D.
$457 nightly
The price is $499
Oct 14 - Oct 15
Total with taxes and fees
Enjoy mama’s House in a quiet little area of Crofton ky
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

Quaint cottage with 3 queen beds and screened porch.

Quaint cottage with 3 queen beds and screened porch.

10/10 Excellent
"We enjoyed our stay immensely. It was great to relax and disconnect for a week. The cabin had everything we could possibly need."
Jennifer Z. 7-night trip
Posted 5 days ago
Quaint cottage with 3 queen beds and screened porch.

Find out more about Charleston

Everything you need to know about Charleston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charleston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charleston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Charleston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charleston rentals

At Expedia, we put the best Charleston vacation 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 vacation.

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 vacation rentals in Charleston?

Yes, there are vacation rentals close to well known sights in Charleston, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Charleston?

Littlefield Farmhouse in Princeton, KY: This vacation home rental outside of Charleston is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the garden in this rental home to help you unwind.

What’s there to see and do in Charleston?

While you're exploring the area, Pennyrile Forest State Resort Park and Madisonville City Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Madisonville Country Club and Ruby Laffon Log Cabin.

What’s a vacation rental in Charleston like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Charleston. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for small groups.