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Charleston Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Charleston vacation rentals

Exterior

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, (187 reviews)
"Loved the cabin!! Will definitely rent again."
United States
Barbara
The price is AED 367
AED 642 total
includes taxes & fees
16 Aug - 17 Aug
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
Coffee/tea maker, fridge, microwave, oven

2. Littlefield Farmhouse in Princeton, KY

Littlefield Farmhouse in Princeton, KY
Princeton
10.0 out of 10, Exceptional, (43 reviews)
"The Farmhouse exceeded my expectations in every way: comfort of furnishings, amenities, toiletries, fun welcome snacks and coffee selections, the beauty of the property, and the surrounding countryside- lovely- and the hosts were a pleasure to work with. "
United States
Nina H.
The price is AED 413
AED 686 total
includes taxes & fees
19 Aug - 20 Aug
Littlefield Farmhouse in Princeton, KY
Interior

3. 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.
Union Station Union Station
Outdoor dining

4. 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.
The price is AED 404
AED 613 total
includes taxes & fees
20 Aug - 21 Aug
Charming cabin with amazing views located on Toontucky Farms
Terrace/patio

5. 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, (64 reviews)
"Great property! We will visit again!"
United States
Brie B.
The price is AED 588
AED 1,079 total
includes taxes & fees
18 Aug - 19 Aug
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
Exterior

6. 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, (90 reviews)
"Would definitely stay here again!"
United States
Becky S.
The price is AED 643
AED 1,147 total
includes taxes & fees
17 Aug - 18 Aug
Quaint cottage with 3 queen beds and screened porch.
Smart TV

7. 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.
The price is AED 496
AED 1,065 total
includes taxes & fees
16 Aug - 17 Aug
Lake Country House on City Square
Fireplace

8. 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.
The price is AED 411
AED 922 total
includes taxes & fees
15 Sep - 16 Sep
Cozy Nook Retreat - Fireplace /Full Kitchen
Game room

9. 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.
The price is AED 1,240
AED 2,348 total
includes taxes & fees
16 Aug - 17 Aug
Great for Family Reunions, Hunting Lodge And Pet Friendly!
Private kitchen

10. 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.
The price is AED 1,102
AED 1,833 total
includes taxes & fees
16 Aug - 17 Aug
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

Baymont by Wyndham Madisonville

Baymont by Wyndham Madisonville

10/10 Excellent
"Awesome service. King suite with jacuzzi tub in it, pool view the best looking pool water I've seen in a long time."
Wesley 1-night trip
Posted 3 days ago
Baymont by Wyndham Madisonville

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 Gleam Mahr Center for Arts.

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.