Charlestown Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Charlestown

Holiday Home in Charlestown

10.0 out of 10, Exceptional, (12)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
The price is AU$224
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Holiday Home in Pendleton

9.8 out of 10, Exceptional, (62)
"Came to the area for a funeral. Worked out great for our needs. Alecia was quick to respond any time we called. Enjoyed it. "
United Kingdom
Clyde C.
The price is AU$356
includes taxes & fees
13 Dec - 14 Dec
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Cottage in New Albany

3.0 star property
10.0 out of 10, Exceptional, (1)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is AU$583
includes taxes & fees
2 Jan - 3 Jan 2026
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Aparthotel in Downtown Louisville

4.0 star property
10.0 out of 10, Exceptional, (1)
"Incredible stay. This stay was clean and inspiring for anyone wishing to take a break and recharge. We highly recommend this stay to everyone staying in the city. "
Canada
georgios
The price is AU$282
includes taxes & fees
10 Dec - 11 Dec
The Reserve on Main

Apartment in Louisville

9.8 out of 10, Exceptional, (19)
"Nice place to stay"
United States
Terry M.
The price is AU$245
includes taxes & fees
9 Dec - 10 Dec
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Aparthotel in Tyler Park

3.5 star property
8.8 out of 10, Excellent, (32)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is AU$193
includes taxes & fees
9 Dec - 10 Dec
The Bellwether Hotel

Apartment in Deer Park

8.6 out of 10, Excellent, (10)
"Very safe area and nice space for a place to sleep before exploring the city."
United States
Reed T.
The price is AU$231
includes taxes & fees
10 Dec - 11 Dec
Alfesco - Walkable Highlands Guesthouse

Holiday Home in Louisville

10.0 out of 10, Exceptional, (47)
"Great place, well equipped property with everything you need."
United Kingdom
Niteen S.
The price is AU$598
includes taxes & fees
3 Jan - 4 Jan 2026
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Cabin in Louisville

10.0 out of 10, Exceptional, (18)
"Beautifully restored home! Check-in was easy and contactless. The hosts sent all instructions to us before our stay. We found everything we needed. The house was very clean and comfortable. Definitely highly recommend! "
United States
Anonymous traveller
The price is AU$430
includes taxes & fees
10 Dec - 11 Dec
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Holiday Home in South Louisville

10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
The price is AU$267
includes taxes & fees
15 Dec - 16 Dec
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Holiday Home in Avondale Melbourne Heights

9.6 out of 10, Exceptional, (49)
"Great home with plenty of bedrooms and beds. "
United States
Megan D.
The price is AU$577
includes taxes & fees
15 Dec - 16 Dec
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

Holiday Home in Jeffersonville

2.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
The price is AU$447
includes taxes & fees
21 Dec - 22 Dec
Putt Putt House by Louisville Walking Bridge

Holiday Home in Hawthorne

10.0 out of 10, Exceptional, (38)
"Beautiful home, great hosts, easy access to everything "
United States
Tracy L.
The price is AU$638
includes taxes & fees
9 Dec - 10 Dec
Quiet Upper Highlands 1 Block to Bardstown Road

Aparthotel in Downtown Louisville

2.0 star property
The price is AU$222
includes taxes & fees
9 Dec - 10 Dec
The Duke Hotel

Condo in Old Louisville

9.2 out of 10, Wonderful, (26)
"Nice quite location i thought "
United States
josh b.
The price is AU$350
includes taxes & fees
9 Dec - 10 Dec
Charming Churchill Downs Cottage

Holiday Home in Schnitzelburg

10.0 out of 10, Exceptional, (22)
"We had a great stay in Louisville. The property was beautiful, and location was perfect. "
United States
Kelsea Y.
The price is AU$439
includes taxes & fees
10 Dec - 11 Dec
Southern Family Charmer - Perfect Space & Location with style and comfort!

Holiday Home in Camp Taylor

9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
The price is AU$386
includes taxes & fees
9 Dec - 10 Dec
Close to Everything in Louisville!!!

Holiday Home in Phoenix Hill

9.6 out of 10, Exceptional, (24)
"We enjoyed our stay. The place was just as advertised. The host was so helpful and easy to reach. "
United States
Trena D.
The price is AU$332
includes taxes & fees
10 Dec - 11 Dec
Stylish House Walking Distance from the Fun of the Highlands!

Aparthotel in Downtown Louisville

4.0 star property
8.2 out of 10, Very good, (26)
"The unit was clean, all communications were timely, the property has all the amenities, and NULU is very walkable. A perfect stay! My only regret is that I wasn't able to extend the stay. Highly recommended if you're in the Louisville area "
United States
William
The price is AU$297
includes taxes & fees
6 Jan - 7 Jan 2026
CozySuites at Nulu

Holiday Home in louisville

10.0 out of 10, Exceptional, (46)
"Lovely and calming cottage --stunning landscape."
United States
Kathy K.
The price is AU$367
includes taxes & fees
9 Dec - 10 Dec
Carriage House, 7 minutes from downtown Louisville
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Charlestown Hotel Reviews

Find out more about Charlestown

Everything you need to know about Charlestown 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 Charlestown 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 Charlestown holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Charlestown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlestown. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charlestown 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 Charlestown holiday rentals we have selected for you start as low as AU$193 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Charlestown rentals

At Expedia, we put the best Charlestown 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 Charlestown 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 Charlestown 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 Charlestown. 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

Are there holiday rentals in Charlestown?

Yes, there are holiday rentals in Charlestown close to Charlestown Family Activities Park, or you can select a more secluded option if you're looking for a relaxing stay. Charlestown is known for its riverfront.

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

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This holiday home rental outside of Charlestown is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Charlestown?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Charlestown stay.

What can I see and do in Charlestown?

Ohio River Valley and Woodford Farms Family Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Charlestown Family Activities Park. Other places in town to visit include Charlestown State Park and Rose Island.

What are holiday rentals like in Charlestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Charlestown. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family gatherings.