Charleston Holiday Rentals

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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, (164)
"Really enjoyed our stay!"
The price is NZ$300
includes taxes & fees
7 Oct - 8 Oct
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Luxury Lodge in the Wilderness

10.0 out of 10, Exceptional, (49)
"Nice stay"
Luxury Lodge in the Wilderness

Pet & Family Friendly Log Cabin On Family Farm

9.6 out of 10, Exceptional, (57)
"Perfect location"
Pet & Family Friendly Log Cabin On Family Farm

Charming cabin with amazing views located on Toontucky Farms

10.0 out of 10, Exceptional, (3)
" Stayed for a week very nice place. "
The price is NZ$286
includes taxes & fees
8 Oct - 9 Oct
Charming cabin with amazing views located on Toontucky Farms

Possum Pocket Lodge

Possum Pocket Lodge

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

Grandpa's Comfy Cottage

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

Pets, Families & Hunters Welcome

10.0 out of 10, Exceptional, (23)
"It was as listed and so close to where we wanted to be! "
Pets, Families & Hunters Welcome

Cozy Cottage In The Woods

10.0 out of 10, Exceptional, (77)
"Really enjoyed the clean quiet country setting"
Cozy Cottage In The Woods

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

9.8 out of 10, Exceptional, (89)
"Everything was perfect!"
Lakeside Cabin, Fishing, Golf/Hiking Nearby, Canoe & Kayaks Onsite, Pet Friendly

Lake Country House on City Square

10.0 out of 10, Exceptional, (23)
"Our stay was excellent and even better we were close to family so we didn't need to travel far after activities."
Lake Country House on City Square

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.

Loop Haven in Madisonville Ky.

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 NZ$688
includes taxes & fees
14 Oct - 15 Oct
Loop Haven in Madisonville Ky.

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

10.0 out of 10, Exceptional, (13)
"We love the location of this property. The Madisonville City Park has so much to offer families. We will definitely be back! Waking up in the morning and looking at the lake is a real bonus!"
Spacious home with basement. City park steps away. Cleaning fee included.

Cozy Rustic Cabin With All The Extras.

10.0 out of 10, Exceptional, (60)
"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.

Grandma's Cozy Cottage

9.0 out of 10, Wonderful, (9)
"This is a very cozy little house on a quiet street. I was in town for a week on business and this was only 4 minutes from my work site. Closer than any of the hotels and I had a whole house to myself. The back yard and screen room are a nice spot to sit and have a cold drink at the end of the day. The house was clean and had all the facilities and amenities I needed. I wasn’t aware of the check in process or how to to gain access and didn’t arrive until late at night. But the host was very...
Grandma's Cozy Cottage

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

Cheerful 3 Bedroom home on a semi-private lake

10.0 out of 10, Exceptional, (8)
"A great lake house that had it all! Jay was a great host. He communicated the check in details early and was flexible with our schedule.Thanks Jay!"
Cheerful 3 Bedroom home on a semi-private lake

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

10.0 out of 10, Exceptional, (5)
"Very clean and well updated "
Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.

Quietly Charming A-Frame

Quietly Charming A-Frame
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

Find out more about Charleston

Everything you need to know about Charleston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charleston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Charleston holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charleston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charleston holiday rentals we have selected for you start as low as NZ$286 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charleston rentals

At Expedia, we put the best Charleston holiday 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 holiday.

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 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 Mahr 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 Gleam Mahr Center for Arts.

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.