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Charlestown Holiday Rentals

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Our top choices for Charlestown holiday rentals

1. Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (24 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
The price is AU$229
includes taxes & fees
21 Sept - 22 Sept
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

2. 1 King Bed|Nsmk,Micfridge

1 King Bed|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (282 reviews)
"Location's pretty solid, close enough to attractions yet quiet enough for restful nights."
United States
Anonymous traveller
The price is AU$87
includes taxes & fees
1 Oct - 2 Oct
1 King Bed|Nsmk,Micfridge

3. The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Louisville
10.0 out of 10, Exceptional, (216 reviews)
"Beautiful location…very relaxing after a busy day!"
United States
Jim N.
The price is AU$512
includes taxes & fees
23 Sept - 24 Sept
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

4. Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Jeffersonville
10.0 out of 10, Exceptional, (9 reviews)
"You won’t regret it! Private parking, quiet neighborhood, and fully stocked supplies for your stay! Easy check in and great hostess!"
United States
Sharonda
The price is AU$346
includes taxes & fees
30 Sept - 1 Oct
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

5. The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (9 reviews)
"The host was super responsive. The place was absolutely a gem!"
United States
Jeffery
The price is AU$442
includes taxes & fees
22 Sept - 23 Sept
The Adelyn, where comfort meets convenience

6. Country home with beautiful views and access to hiking, biking, and horse trails

Country home with beautiful views and access to hiking, biking, and horse trails
Henryville
9.8 out of 10, Exceptional, (42 reviews)
"Loved the dog-friendly house that even had a nice small fenced in area. Super quiet and close to the Knobstone trail for some exploring. The house was easy to find and access and the host was friendly. Thanks for the great place to stay!"
United States
Forrest K.
The price is AU$399
includes taxes & fees
1 Oct - 2 Oct
Country home with beautiful views and access to hiking, biking, and horse trails

7. Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row

Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row
Clarksville
8.8 out of 10, Excellent, (10 reviews)
"Was a great time and very clean "
United States
Jeff B.
The price is AU$297
includes taxes & fees
21 Sept - 22 Sept
Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row

8. Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (51 reviews)
"Nice property, we would stay again"
United States
Allan A.
The price is AU$291
includes taxes & fees
30 Sept - 1 Oct
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

9. Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (36 reviews)
"Communication was good,very responsive"
United States
Jerrel
The price is AU$620
includes taxes & fees
28 Sept - 29 Sept
Uptown Class

10. +Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (96 reviews)
"Excellent location"
United States
Danielle S.
The price is AU$476
includes taxes & fees
29 Sept - 30 Sept
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

11. The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.2 out of 10, Wonderful, (57 reviews)
"Check in was easy, very clean and nice. Very unique property!"
United States
Amy
The price is AU$245
includes taxes & fees
22 Sept - 23 Sept
The Bellwether Hotel

12. Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Crescent Hill
10.0 out of 10, Exceptional, (135 reviews)
"Wonderful experience."
United States
Andrew R.
The price is AU$340
includes taxes & fees
22 Sept - 23 Sept
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

13. Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
Jeffersonville
10.0 out of 10, Exceptional, (15 reviews)
"The house and location were fantastic! The house had everything we needed and was very thoughtfully supplied."
United States
Emily F.
The price is AU$452
includes taxes & fees
1 Oct - 2 Oct
Putt Putt House by Louisville Walking Bridge

14. Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs

Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs
Floyd knobs
9.6 out of 10, Exceptional, (5 reviews)
The price is AU$285
includes taxes & fees
27 Sept - 28 Sept
Quaint 1-bedroom cabin with a loft with AC in Floyd Knobs

15. Convenient & Cozy! Close to everything Louisville!

Convenient & Cozy! Close to everything Louisville!
Belknap
The price is AU$395
includes taxes & fees
21 Sept - 22 Sept
Convenient & Cozy! Close to everything Louisville!

16. Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row

Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row
Clarksville
9.4 out of 10, Exceptional, (27 reviews)
"Apartment is very pretty and had everything we needed. Location is perfect!"
United States
Vonya G.
The price is AU$263
includes taxes & fees
21 Sept - 22 Sept
Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row

17. Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (86 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
The price is AU$488
includes taxes & fees
21 Sept - 22 Sept
Charming house in one of Louisville's most coveted neighborhoods

18. Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (30 reviews)
"Clean"
United States
Jason M.
The price is AU$817
includes taxes & fees
28 Sept - 29 Sept
Stunning Victorian Home - prime location minutes from Louisville

19. The Curated Chateau—Minutes from Louisville

The Curated Chateau—Minutes from Louisville
New Albany
9.8 out of 10, Exceptional, (47 reviews)
"It was a perfect stay for our weekend at Churchill Downs."
United States
Peggy S.
The price is AU$406
includes taxes & fees
21 Sept - 22 Sept
The Curated Chateau—Minutes from Louisville

20. Riverside Suite: Walk to Big Four Bridge &

Riverside Suite: Walk to Big Four Bridge &
Jeffersonville
9.6 out of 10, Exceptional, (44 reviews)
"Easy check in and check out. Nice stay. "
United States
Kelsey R.
The price is AU$217
includes taxes & fees
28 Sept - 29 Sept
Riverside Suite: Walk to Big Four Bridge &
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 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$81 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?

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly: This holiday home rental outside of Charlestown offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Charlestown?

With 6 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.