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Holiday Homes in Charlestown

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Our top choices for Charlestown holiday homes

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 €169
includes taxes & fees
8 Sept - 9 Sept
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

2. 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, (10 reviews)
"This place is awesome! We were in for the derby and it’s a perfect location in a quiet neighborhood! Beautiful river in the back. Clean, plenty of linens, fully stocked kitchen! "
United States
Lori F.
The price is €556
includes taxes & fees
11 Aug - 12 Aug
The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!

3. 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.
Riverfront Home on the Ohio River, Private Dock, Hot Tub, Sleeps 8

4. 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 €295
includes taxes & fees
1 Sept - 2 Sept
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

5. 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 €443
includes taxes & fees
27 Aug - 28 Aug
LUX Waterside Retreat with Geo Dome + Outdoor Fire Table, Historic Property

6. 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 €378
includes taxes & fees
11 Aug - 12 Aug
3-bedroom bungalow with , WiFi in Jeffersonville

7. 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, (212 reviews)
"Beautiful views very relaxing great place to get away from everyday life! "
United States
Krista P.
The price is €337
includes taxes & fees
11 Aug - 12 Aug
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

8. 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, (85 reviews)
"Home was great for a short stay. Kitchen fully furnished and all niceties such as coffee, snacks and toiletries. "
United States
Tony A.
The price is €295
includes taxes & fees
11 Aug - 12 Aug
Charming house in one of Louisville's most coveted neighborhoods

9. 3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
La Grange
10.0 out of 10, Exceptional, (26 reviews)
"We had the best experience staying here. From the gorgeous property, fabulous pool, to the excellent communication from the host. 10/10 definitely would recommend and would stay there again. We did not want to leave! "
United States
Kelly B.
The price is €1,301
includes taxes & fees
8 Sept - 9 Sept
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

10. 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 €293
includes taxes & fees
11 Aug - 12 Aug
3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.

11. Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (87 reviews)
"We had a great time! "
United States
Amber H.
The price is €969
includes taxes & fees
11 Aug - 12 Aug
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

12. Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (29 reviews)
"We really enjoyed our stay. Close to everything!"
United States
cheryl n.
Stunning Victorian Home - prime location minutes from Louisville

13. 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 €222
includes taxes & fees
11 Aug - 12 Aug
Country home with beautiful views and access to hiking, biking, and horse trails

14. Uptown Class

Uptown Class
New Albany
9.8 out of 10, Exceptional, (33 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 €362
includes taxes & fees
23 Aug - 24 Aug
Uptown Class

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (95 reviews)
"6 of us met from 3 different stars to celebrate a birthday. The house was perfect, location couldn’t have been better & everyone had a great time!"
United States
Dawn D.
The price is €300
includes taxes & fees
25 Aug - 26 Aug
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

16. Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.2 out of 10, Wonderful, (59 reviews)
"Perfect home base for Thunder 2026!"
United States
Darren S.
The price is €280
includes taxes & fees
11 Aug - 12 Aug
Victorian Center Jeffersonville

17. 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 €281
includes taxes & fees
11 Aug - 12 Aug
Blissful Bungalow on National Historic St in New Albany, 1 mile from Ohio River

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, (61 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 €357
includes taxes & fees
11 Aug - 12 Aug
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

19. 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 €285
includes taxes & fees
11 Aug - 12 Aug
St. Matthew’s - Walk to Shops & Restaurants

20. Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.4 out of 10, Exceptional, (36 reviews)
"Great close to everything clean place definitely recommend "
United States
Jefferey S.
The price is €638
includes taxes & fees
11 Aug - 12 Aug
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
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

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Charlestown Holiday Homes information

Number of reviews
966
Accommodation
811 Holiday Homes
Lowest Price
€169
Highest Price
€1,101