Holiday Rentals in Charleston

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Holiday Rentals in Charleston

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

10.0 out of 10, Exceptional, (155)
"The views were great! The cabin had everything needed for our stay. Definitely will stay again if in the area!"
The price is €153
includes taxes & fees
11 Jul - 12 Jul
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Luxury Lodge in the Wilderness

10.0 out of 10, Exceptional, (47)
"We had a great stay. Enjoyed the quiet setting and the hiking trails. The back porch was perfect for relaxing and games! Over all a very beautiful place!!"
Luxury Lodge in the Wilderness

Cozy Rustic Cabin With All The Extras.

10.0 out of 10, Exceptional, (56)
"The cabin was beautiful, quiet and peaceful. It has everything you need to stay there. Its a beautiful retreat!"
Cozy Rustic Cabin With All The Extras.

Lakeside Cabin, Fishing, Golf/Hiking Nearby, Canoe & Kayaks Onsite, Pet Friendly

10.0 out of 10, Exceptional, (83)
"Beautiful location and very relaxing for all ages of our family!"
Lakeside Cabin, Fishing, Golf/Hiking Nearby, Canoe & Kayaks Onsite, Pet Friendly

Cozy Cottage In The Woods

10.0 out of 10, Exceptional, (77)
"Great cabins, clean and well equipped. Very secluded and quiet location."
Cozy Cottage In The Woods

Charming cabin with amazing views located on Toontucky Farms

10.0 out of 10, Exceptional, (1)
"Beautiful senery"
The price is €146
includes taxes & fees
12 Jul - 13 Jul
Charming cabin with amazing views located on Toontucky Farms

Pet & Family Friendly Log Cabin On Family Farm

9.6 out of 10, Exceptional, (55)
"Perfect location"
The price is €272
includes taxes & fees
18 Jul - 19 Jul
Pet & Family Friendly Log Cabin On Family Farm

Charming 3-bedroom house 2 minutes from the Marh Park Arboretum in Madisonville

10.0 out of 10, Exceptional, (5)
"Overall great experience from booking to checkout. Communication was spot on. Property was VERY clean and nicely appointed. Thanks so much for having us!"
Charming 3-bedroom house 2 minutes from the Marh Park Arboretum in Madisonville

Possum Pocket Lodge

Possum Pocket Lodge

Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.

10.0 out of 10, Exceptional, (2)
"Very clean and well updated "
Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.

Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly

10.0 out of 10, Exceptional, (15)
"We were in town to visit family and appreciate having a lovely place to stay. "
Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly

Charming 2-bedroom house with Great kitchen space in Madisonville.

2.0 star property
10.0 out of 10, Exceptional, (3)
"This property had everything we could possibly need and the hospitality items were such a special touch! She thought of everything to ensure we had a pleasant stay. "
Charming 2-bedroom house with Great kitchen space in Madisonville.

Spacious home with basement. City park steps away. Cleaning fee included.

10.0 out of 10, Exceptional, (13)
"Our family really enjoyed the house. It was perfect to celebrate Thanksgiving with our family!"
Spacious home with basement. City park steps away. Cleaning fee included.

Lake Country House on City Square

9.8 out of 10, Exceptional, (20)
"Nice clean house with plenty of room for everyone. There was also a nice cat that my daughter loved. Host was very quick to respond and went above and beyond to help us with something we left behind. Will stay again! "
Lake Country House on City Square

Grandma's Cozy Cottage

9.8 out of 10, Exceptional, (6)
"It was very nice, very clean, quiet. Everything to cook, only need matches for the stove. we had a good weekend. we only left the house one day to buy food, that's all. Good heat, because it was cold. Good neighborhood. Thank you Cindy."
Grandma's Cozy Cottage

VALLEY VIEW LODGE, A MODERN CABIN IN WESTERN KY

10.0 out of 10, Exceptional, (26)
"Wonderful location to stay. Hosts were very accommodating and when we had an issue with the AC they arranged plans to fix it immediately! "
VALLEY VIEW LODGE, A MODERN CABIN IN WESTERN KY

Downtown 2 Bedroom Triplex

2.0 star property
10.0 out of 10, Exceptional, (3)
"Easy check in check out. Clean plane conveniently located "
Downtown 2 Bedroom Triplex

Quietly Charming A-Frame

Quietly Charming A-Frame

Pets, Families & Hunters Welcome

10.0 out of 10, Exceptional, (22)
"It was as listed and so close to where we wanted to be! "
Pets, Families & Hunters Welcome

Loop Haven is an awesome place to stay.

2.0 star property
9.6 out of 10, Exceptional, (8)
"Clean, quiet and economical home! Thanks for a great stay in Madisonville!"
The price is €354
includes taxes & fees
12 Jul - 13 Jul
Loop Haven is an awesome place to stay.
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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Frequently asked questions

Can I find holiday rentals 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.

What are some of the best holiday rentals that Charleston has to offer?

Luxury Lodge in the Wilderness: This holiday home rental outside of Charleston offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 wider area, you’ll find Ruby Laffon Log Cabin and Mahr Park.

What’s a holiday rental in Charleston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charleston. Holiday rentals feature extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.