A forest path with a metal archway supported by concrete pillars.

Charlestown Holiday Rentals

  • 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

In two weeks
In two months
In three months
In four months

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 NZ$305
includes taxes & fees
21 Sept - 22 Sept
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

2. stayAPT Suites Louisville North-Clarksville

stayAPT Suites Louisville North-Clarksville
4.0 star property
Clarksville
9.8 out of 10, Exceptional, (54 reviews)
"Nice place to stay"
United States
Chauntel
The price is NZ$279
includes taxes & fees
14 Sept - 15 Sept
stayAPT Suites Louisville North-Clarksville

3. Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Memphis
10.0 out of 10, Exceptional, (27 reviews)
"Great host and a great location!"
United States
P a.
The price is NZ$272
includes taxes & fees
5 Oct - 6 Oct
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

4. 2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (272 reviews)
"Comfortable beds gave us good sleep each night,a key part of any trip!"
United States
Anonymous traveller
The price is NZ$100
includes taxes & fees
1 Oct - 2 Oct
2 Queen Beds|Nsmk,Micfridge

5. 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 NZ$491
includes taxes & fees
14 Sept - 15 Sept
Country home with beautiful views and access to hiking, biking, and horse trails

6. 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 NZ$624
includes taxes & fees
23 Sept - 24 Sept
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

7. 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, (8 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 NZ$440
includes taxes & fees
15 Sept - 16 Sept
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

8. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
7.6 out of 10, Good, (4 reviews)
"Was great enjoyed our stay and time there"
United States
Tammy
The price is NZ$227
includes taxes & fees
21 Sept - 22 Sept
StudioRes by Marriott Louisville East

9. 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 NZ$589
includes taxes & fees
21 Sept - 22 Sept
Charming house in one of Louisville's most coveted neighborhoods

10. Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.2 out of 10, Wonderful, (62 reviews)
"Great older house in a very quiet neighborhood very close to downtown Louisville. The property was great for our party of six. Would stay again if in the area."
United States
NanetteSteve K.
The price is NZ$566
includes taxes & fees
14 Sept - 15 Sept
Victorian Center Jeffersonville

11. 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 NZ$107
includes taxes & fees
1 Oct - 2 Oct
1 King Bed|Nsmk,Micfridge

12. 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 NZ$1,667
includes taxes & fees
20 Sept - 21 Sept
Stunning Victorian Home - prime location minutes from Louisville

13. 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 NZ$775
includes taxes & fees
28 Sept - 29 Sept
Uptown Class

14. 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 NZ$251
includes taxes & fees
21 Sept - 22 Sept
The Bellwether Hotel

15. +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 NZ$585
includes taxes & fees
29 Sept - 30 Sept
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

16. 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 NZ$371
includes taxes & fees
21 Sept - 22 Sept
Bourbon & Derby 2mile to Whiskey Row Main St Louisville Bourbon City Museum Row

17. 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 NZ$307
includes taxes & fees
14 Sept - 15 Sept
Riverside Suite: Walk to Big Four Bridge &

18. Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
New Albany
10.0 out of 10, Exceptional, (62 reviews)
"Parking was very easy. Kitchen was excellent and had numerous dishes, silverware, and appliances. House was very updated and location was excellent."
United States
Kelsey O.
The price is NZ$775
includes taxes & fees
14 Sept - 15 Sept
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

19. Mid-Century Oasis with Hot Tub

Mid-Century Oasis with Hot Tub
Jeffersonville
10.0 out of 10, Exceptional, (35 reviews)
"What a wonderful house in a great neighborhood! It was clean, safe, and a seamless check-in process despite a very delayed flight in. Highly recommended! "
United States
Penelope M.
The price is NZ$857
includes taxes & fees
14 Sept - 15 Sept
Mid-Century Oasis with Hot Tub

20. Charming 3BR w Large Yard Walk to Downtown

Charming 3BR w Large Yard Walk to Downtown
Jeffersonville
9.6 out of 10, Exceptional, (32 reviews)
"The house & the host were both great. My family really enjoyed it all, which is what was most important. The house has alot of character cause of how old it is. Will most definitely be using it again when I come to visit"
United States
Raquel
The price is NZ$781
includes taxes & fees
14 Sept - 15 Sept
Charming 3BR w Large Yard Walk to Downtown
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 favorite 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 depends 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 NZ$100 per night. Entering your travel dates in the search wizard you might find 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.