Charleston Holiday Rentals

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Holiday Rentals in Charleston

Cottage in Crofton

10.0 out of 10, Exceptional, (169)
"Really enjoyed our stay!"
United States
Michael B.
The price is NZ$311
includes taxes & fees
23 Dec - 24 Dec
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Cabin in Hopkinsville

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

Holiday Home in Princeton

10.0 out of 10, Exceptional, (24)
"Our stay was excellent and even better we were close to family so we didn't need to travel far after activities."
United States
Stacey S.
Lake Country House on City Square

Cabin in Nortonville

Possum Pocket Lodge

Cottage in Madisonville

10.0 out of 10, Exceptional, (4)
"Everything we needed and close to everything else 👍"
United States
Scott W.
Grandpa's Comfy Cottage

Holiday Home in Madisonville

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!"
United States
Eli F.
Spacious home with basement. City park steps away. Cleaning fee included.

Holiday Home in Crofton

9.8 out of 10, Exceptional, (90)
"nice location, hosts were very accommodating, lots of space to move around with many people."
United States
Curtis K.
Lakeside Cabin, Fishing, Golf/Hiking Nearby, Canoe & Kayaks Onsite, Pet Friendly

Holiday Home 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. "
United States
Andrea T.
Charming 2-bedroom house with Great kitchen space in Madisonville.

Holiday Home in Crofton

10.0 out of 10, Exceptional, (50)
"Nice stay"
United States
Jim M.
Luxury Lodge in the Wilderness

Cabin in Crofton

10.0 out of 10, Exceptional, (61)
"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"
United States
Darren
Cozy Rustic Cabin With All The Extras.

Cottage in Crofton

10.0 out of 10, Exceptional, (79)
"Really enjoyed the clean quiet country setting"
United States
David B.
Cozy Cottage In The Woods

Cabin in White Plains

10.0 out of 10, Exceptional, (3)
" Stayed for a week very nice place. "
United States
Brandon L.
Charming cabin with amazing views located on Toontucky Farms

Cottage in Madisonville

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...
United States
Nicholas H.
Grandma's Cozy Cottage

Holiday Home in Madisonville

9.8 out of 10, Exceptional, (20)
"Great location and wonderful hosts!"
United States
Ben A.
Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly

Holiday Home in Crofton

10.0 out of 10, Exceptional, (23)
"It was as listed and so close to where we wanted to be! "
United States
Whitney F.
The price is NZ$613
includes taxes & fees
21 Dec - 22 Dec
Pets, Families & Hunters Welcome

Holiday Home in Madisonville

10.0 out of 10, Exceptional, (7)
"This home rental was a perfect example of what a Vrbo house should be ! The owners should be proud . 100% 5 Stars."
United States
Patrick Q.
Newly Remodeled 3-BR house close City of Madisonville & Marh Park Abortorium.

Holiday Home in Madisonville

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

Holiday Home in Nortonville

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!"
United States
Kevin M.
Cheerful 3 Bedroom home on a semi-private lake

Holiday Home in Madisonville

Quietly Charming A-Frame

Mobile Home in Princeton

10.0 out of 10, Exceptional, (9)
"Very beautiful place in the country and close to all your needs. We will definitely be returning. "
United States
John B.
Great location for hunters/fishermen! Conveniently located near lakes and parks.
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 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$311 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?

Lake Country House on City Square: This holiday home rental outside of Charleston offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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.