Charleston Vacation Rentals

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Our top choices for Charleston vacation rentals

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

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
Crofton
10.0 out of 10, Exceptional, (175 reviews)
"Great stay as always. Awesome place to relax. "
United States
RED WHITE & HOOKED H.
$160 nightly
The price is $175
Apr 12 - Apr 13
Total with taxes and fees
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

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, (4 reviews)
" Stayed for a week very nice place. "
United States
Brandon L.
$150 nightly
The price is $167
Apr 11 - Apr 12
Total with taxes and fees
Charming cabin with amazing views located on Toontucky Farms

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, (61 reviews)
"Nice place quiet an peaceful."
United States
Kyle B.
$264 nightly
The price is $288
Apr 17 - Apr 18
Total with taxes and fees
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.

Union Station Union Station

Union Station Union Station
Madisonville
10.0 out of 10, Exceptional, (3 reviews)
"The host was very easy to deal with when needed. Great stay"
United States
Rhonda P.
$293 nightly
The price is $313
Apr 12 - Apr 13
Total with taxes and fees
Union Station Union Station

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, (82 reviews)
"Great location. Good stay. "
United States
Ben M.
$280 nightly
The price is $306
Apr 17 - Apr 18
Total with taxes and fees
Quaint cottage with 3 queen beds and screened porch.

Loop Haven is an awesome place to stay.

Loop Haven is an awesome place to stay.
Madisonville
9.2 out of 10, Wonderful, (12 reviews)
"Clean, quiet and economical home! Thanks for a great stay in Madisonville!"
United States
L'Chelle J.
$372 nightly
The price is $398
May 6 - May 7
Total with taxes and fees
Loop Haven is an awesome place to stay.

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.
$165 nightly
The price is $180
Apr 14 - Apr 15
Total with taxes and fees
Cozy Nook Retreat - Fireplace /Full Kitchen

The Nisbet Nest The Nisbet Nest

The Nisbet Nest The Nisbet Nest
Madisonville
$303 nightly
The price is $324
Apr 13 - Apr 14
Total with taxes and fees
The Nisbet Nest The Nisbet Nest

Sleeps 6, rural, tranquil.

Sleeps 6, rural, tranquil.
Crofton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful home beautiful area and truly a great place owned by tremendous people "
United States
Jim M.
$242 nightly
The price is $244
Apr 30 - May 1
Total with taxes and fees
Sleeps 6, rural, tranquil.

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
$457 nightly
The price is $499
Apr 11 - Apr 12
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

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?

Lakeside Cabin, Fishing, Golf/Hiking Nearby, Canoe & Kayaks Onsite, Pet Friendly: This vacation home rental outside of Charleston is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.