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

Search Vacation Homes in Charlestown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Charlestown holiday homes

Coffee/tea maker, fridge, microwave, oven

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 HK$996
HK$1,436 total
includes taxes & fees
24 Aug - 25 Aug
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Property grounds

2. LUX Waterside Retreat with Geo Dome + Outdoor Fire Table, Historic Property

LUX Waterside Retreat with Geo Dome + Outdoor Fire Table, Historic Property
Prospect
10.0 out of 10, Exceptional, (11 reviews)
"Absolutely love this property. We will stay everytime we come to Louisville. Can’t say enough about how great the home, area and host were"
United States
Lisa R.
The price is HK$1,143
HK$3,047 total
includes taxes & fees
3 Aug - 4 Aug
LUX Waterside Retreat with Geo Dome + Outdoor Fire Table, Historic Property
Exterior detail

3. Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River

Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
New Albany
9.8 out of 10, Exceptional, (16 reviews)
"Yes well stocked and cozy "
United States
Maya G.
The price is HK$980
HK$2,588 total
includes taxes & fees
8 Aug - 9 Aug
Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River
Smart TV, books

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, (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 HK$692
HK$1,668 total
includes taxes & fees
4 Aug - 5 Aug
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Property grounds

5. King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville
Jeffersonville
9.6 out of 10, Exceptional, (17 reviews)
"The property was very nice for our family getaway, would book again."
United States
Roberta
The price is HK$1,405
HK$2,731 total
includes taxes & fees
30 Aug - 31 Aug
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville
Smart TV, fireplace, books

6. The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!

The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
Prospect
9.8 out of 10, Exceptional, (9 reviews)
"Easy to do business with. "
United States
TIM B.
The price is HK$2,745
HK$5,360 total
includes taxes & fees
4 Aug - 5 Aug
The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
Coffee/tea maker, fridge, microwave, oven

7. Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (32 reviews)
"Very nice property in a wonderful neighborhood. Would stay here again. Five minutes from downtown New Albany"
United States
Rebecca D.
The price is HK$735
HK$2,975 total
includes taxes & fees
3 Aug - 4 Aug
Uptown Class
Exterior

8. St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (12 reviews)
"The neighborhood is safe and we walked around to enjoy all the nearby shops and restaurants. Very quiet and peaceful, enjoyed the porch every morning."
United States
Stacy B.
The price is HK$423
HK$2,886 total
includes taxes & fees
10 Aug - 11 Aug
St. Matthew’s - Walk to Shops & Restaurants
Outdoor spa tub

9. Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8

Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8
Prospect
9.6 out of 10, Exceptional, (100 reviews)
"Yes ,Great host , Peaceful and quiet ,Great views .Nice place , Beautifully decorated. Very clean , We had a great stay ."
United States
David C.
The price is HK$1,725
HK$3,807 total
includes taxes & fees
10 Aug - 11 Aug
Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8
Smart TV

10. 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, (48 reviews)
"Clean great location and host "
United States
Donna L.
The price is HK$549
HK$1,595 total
includes taxes & fees
25 Aug - 26 Aug
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Microwave, oven, stovetop, dishwasher

11. 3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.

3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.
Jeffersonville
9.8 out of 10, Exceptional, (8 reviews)
"Perfect location for our work trip."
United States
William L.
The price is HK$1,334
HK$2,695 total
includes taxes & fees
6 Aug - 7 Aug
3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.
Coffee/tea maker, fridge, microwave, oven

12. 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, (41 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 HK$1,165
HK$1,981 total
includes taxes & fees
3 Aug - 4 Aug
Country home with beautiful views and access to hiking, biking, and horse trails
Private kitchen

13. 3-bedroom bungalow with , WiFi in Jeffersonville

3-bedroom bungalow with , WiFi in Jeffersonville
Jeffersonville
10.0 out of 10, Exceptional, (3 reviews)
"It was a short 15 minute drive from the University of Louisville. So would be a perfect fit for anyone coming into town for a sporting event at UofL. We rented it for Kentucky Derby Weekend and it was just what we needed!!! Close enough to the track but outside the general “chaos” that surrounds The Derby."
United States
Aimee H.
The price is HK$1,725
HK$3,403 total
includes taxes & fees
3 Aug - 4 Aug
3-bedroom bungalow with , WiFi in Jeffersonville
Terrace/patio

14. Charming house, sleeps plenty with Hot Tub and large backyard and fire pit

Charming house, sleeps plenty with Hot Tub and large backyard and fire pit
Jeffersonville
9.6 out of 10, Exceptional, (5 reviews)
"Wonderful house close to Louisville, great communication, beautiful yard. Loved coming back to the hot tub every night. Would absolutely stay here again."
United States
Matthew P.
Charming house, sleeps plenty with Hot Tub and large backyard and fire pit
Exterior detail

15. ✪Heated Pool, Firepit, Bikes, Grill, Pets✪

✪Heated Pool, Firepit, Bikes, Grill, Pets✪
Jeffersonville
8.2 out of 10, Very good, (30 reviews)
"Cute house with all the comforts needed for a fun family stay."
United States
Anonymous traveller
The price is HK$837
HK$2,567 total
includes taxes & fees
31 Aug - 1 Sept
✪Heated Pool, Firepit, Bikes, Grill, Pets✪
Dining

16. ☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Jeffersonville
9.0 out of 10, Wonderful, (41 reviews)
"Very good host. The bathrooms could use some work but otherwise good value. "
United States
John O.
The price is HK$1,133
HK$3,239 total
includes taxes & fees
3 Aug - 4 Aug
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Dining

17. Putt Putt House by Louisville Walking Bridge

Putt Putt House by Louisville Walking Bridge
Jeffersonville
10.0 out of 10, Exceptional, (13 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 HK$784
HK$2,295 total
includes taxes & fees
9 Aug - 10 Aug
Putt Putt House by Louisville Walking Bridge
TV, offices

18. Riverview Retreat Only 1 Mi Downtown Louisville!

Riverview Retreat Only 1 Mi Downtown Louisville!
Jeffersonville
The price is HK$684
HK$2,139 total
includes taxes & fees
3 Aug - 4 Aug
Riverview Retreat Only 1 Mi Downtown Louisville!
Exterior

19. The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (8 reviews)
"The host was super responsive. The place was absolutely a gem!"
United States
Jeffery
The price is HK$967
HK$2,431 total
includes taxes & fees
11 Aug - 12 Aug
The Adelyn, where comfort meets convenience
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charlestown Hotel Reviews

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

10/10 Excellent
"Clean room"
Belen 1-night trip
Posted 2 hours ago
Embassy Suites Louisville Downtown

Find out more about Charlestown

Charlestown Vacation Homes information

Number of reviews
427
Accommodation
946 Vacation Homes
Lowest Price
HK$1,436
Highest Price
HK$5,360

Explore a world of travel with Expedia