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Top Holiday Rentals in Charleston

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

10.0 out of 10, Exceptional, (158)
"Beautiful property and cozy cabin. 10/10 recommend! "
The price is £132
includes taxes & fees
7 Sept - 8 Sept
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

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

10.0 out of 10, Exceptional, (88)
"Beautiful location and very relaxing for all ages of our family!"
Lakeside Cabin, Fishing, Golf/Hiking Nearby, Canoe & Kayaks Onsite, Pet Friendly

Pet & Family Friendly Log Cabin On Family Farm

9.6 out of 10, Exceptional, (55)
"Perfect location"
Pet & Family Friendly Log Cabin On Family Farm

Luxury Lodge in the Wilderness

10.0 out of 10, Exceptional, (48)
"Nice stay"
Luxury Lodge in the Wilderness

Charming cabin with amazing views located on Toontucky Farms

10.0 out of 10, Exceptional, (2)
"Beautiful senery"
The price is £126
includes taxes & fees
19 Aug - 20 Aug
Charming cabin with amazing views located on Toontucky Farms

Possum Pocket Lodge

Possum Pocket Lodge

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

10.0 out of 10, Exceptional, (6)
"The house was great loved everything about my stay "
Charming 3-bedroom house 2 minutes from the Marh Park Arboretum in Madisonville

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

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

10.0 out of 10, Exceptional, (3)
"This home rental was a perfect example of what a Vrbo house should be ! The owners should be proud . 100% 5 Stars."
Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.

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.

Cozy Rustic Cabin With All The Extras.

10.0 out of 10, Exceptional, (59)
"We had a great time nice little cabin there was 5 of us n we all love it quite peaceful will stay again thank you for the stay"
Cozy Rustic Cabin With All The Extras.

Grandpa's Comfy Cottage

10.0 out of 10, Exceptional, (3)
"Everything we needed and close to everything else 👍"
Grandpa's Comfy Cottage

Lake Country House on City Square

10.0 out of 10, Exceptional, (21)
"pretty good place to stay in this area of the state"
Lake Country House on City Square

Grandma's Cozy Cottage

9.6 out of 10, Exceptional, (7)
"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

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

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

Sleeps 6, rural, tranquil.

10.0 out of 10, Exceptional, (4)
"We got to stay in a very tidy, clean, and welcoming home while visiting nearby family. Only a short drive to a gas station and convenience store as well as to the highway. The house itself was lovely and we were able to see a bunch of fireflies at dusk. It was so nice to sit on the front porch amongst the quiet and the trees."
Sleeps 6, rural, tranquil.

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

10.0 out of 10, Exceptional, (17)
"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

Cozy Nook Retreat - Fireplace /Full Kitchen

The price is £144
includes taxes & fees
7 Sept - 8 Sept
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

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?

Lakeside Cabin, Fishing, Golf/Hiking Nearby, Canoe & Kayaks Onsite, Pet Friendly: This holiday home rental outside of Charleston is located on the waterfront, and has a fireplace, a patio and a BBQ 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 that 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 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.