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Charleston Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Charleston vacation rentals

A covered porch with wooden railings, a patterned rug, and a view of a wooded area.

1. 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, (67 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
$269 nightly
The price is $294
Aug 28 - Aug 29
Total with taxes and fees
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.

2. 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, (91 reviews)
"Would definitely stay here again!"
United States
Becky S.
$286 nightly
The price is $312
Aug 28 - Aug 29
Total with taxes and fees
Quaint cottage with 3 queen beds and screened porch.
A spacious dining area with a large wooden table and chairs, a kitchen with white cabinets, and a ceiling with wooden beams.

3. Littlefield Farmhouse in Princeton, KY

Littlefield Farmhouse in Princeton, KY
Princeton
10.0 out of 10, Exceptional, (44 reviews)
"Great place to stay! The house was spotless and very comfortable. The hosts were great. We will definitely be returning for another stay!"
United States
Beverly W.
$175 nightly
The price is $187
Aug 30 - Aug 31
Total with taxes and fees
Littlefield Farmhouse in Princeton, KY
A cozy living room with a pool table, comfortable seating, and a staircase.

4. 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, (127 reviews)
"We were there for a church retreat. The house was perfect for us. It was quiet and very peaceful. We hope to come again."
United States
Paula M.
$586 nightly
The price is $639
Aug 27 - Aug 28
Total with taxes and fees
Great for Family Reunions, Hunting Lodge And Pet Friendly!
A small cabin with a porch, surrounded by trees and gravel.

5. 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, (188 reviews)
"Loved the cabin!! Will definitely rent again."
United States
Barbara
$160 nightly
The price is $175
Aug 27 - Aug 28
Total with taxes and fees
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
A wooden deck with a table and chairs, overlooking a grassy field and a sunset.

6. Charming cabin with amazing views located on Toontucky Farms

Charming cabin with amazing views located on Toontucky Farms
White Plains
10.0 out of 10, Exceptional, (8 reviews)
" Stayed for a week very nice place. "
United States
Brandon L.
$150 nightly
The price is $167
Aug 27 - Aug 28
Total with taxes and fees
Charming cabin with amazing views located on Toontucky Farms
A bathroom with a vanity, a mirror, a sink, a towel rack, and a window with a view of a garden.

7. 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.
$302 nightly
The price is $323
Aug 31 - Sep 1
Total with taxes and fees
Union Station Union Station
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, (27 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
Aug 29 - Aug 30
Total with taxes and fees
Lake Country House on City Square
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

9. 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, (1 review)
"This house was clean and perfect for my family of 7. It is spacious, clean and so cute. We will definitely stay here again next time we are in the area."
United States
Mandy C.
$457 nightly
The price is $499
Aug 27 - Aug 28
Total with taxes and fees
Enjoy mama’s House in a quiet little area of Crofton ky

10. 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 $193
Sep 15 - Sep 16
Total with taxes and fees
Cozy Nook Retreat - Fireplace /Full Kitchen
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

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.

10/10 Excellent
"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."
Anahyte 1-night trip
Posted 2 days ago
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.

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 $167 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 Mahr Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Ruby Laffon Log Cabin and Kentucky Sports Factory.

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.