Holiday Homes in Charlestown

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Our top choices for Charlestown holiday homes

Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown
Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"Roomy, clean, nice setting in nice neighborhood."
United States
David P.
Emerald Lake Retreat Charlestown

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, (17 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AU$211
includes taxes & fees
20 Apr - 21 Apr
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

NEW Pet Friendly, WiFi, Bourbon Trail, Downtown Local Dining, Fully Loaded

NEW Pet Friendly, WiFi, Bourbon Trail, Downtown Local Dining, Fully Loaded
Prospect
10.0 out of 10, Exceptional, (10 reviews)
"Great home, excellent location, easy communication with the host-looking forward to a return trip!"
United States
Kurt F.
The price is AU$1,054
includes taxes & fees
19 Apr - 20 Apr
NEW Pet Friendly, WiFi, Bourbon Trail, Downtown Local Dining, Fully Loaded

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, (79 reviews)
"We brought a large group to a conference in Louisville and it was perfect to have all of us stay together. It was a historic house, full of charm. Only negative was the warm water ran out quickly with so many people."
United States
Benjamin T.
The price is AU$1,711
includes taxes & fees
21 Apr - 22 Apr
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (15 reviews)
"Great property. Good location. "
United States
Damont P.
The price is AU$579
includes taxes & fees
26 Apr - 27 Apr
Uptown Class

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"This is a great little place to stay! Close to the Exposition Center and a lot of other attractions. It is an older place but clean and comfortable. This is our second stay at this place. "
United States
jaggers959
The price is AU$377
includes taxes & fees
29 Apr - 30 Apr
Close to Everything in Louisville!!!

Minutes from Churchill Downs & Downtown Lou!

Minutes from Churchill Downs & Downtown Lou!
Schnitzelburg
10.0 out of 10, Exceptional, (9 reviews)
"Met my brother there for the weekend. Great food just 2 blocks away. Very happy with our stay. We would stay there again!"
United States
Greg B.
The price is AU$504
includes taxes & fees
19 Apr - 20 Apr
Minutes from Churchill Downs & Downtown Lou!

Mid-Century Oasis with Hot Tub

Mid-Century Oasis with Hot Tub
Jeffersonville
10.0 out of 10, Exceptional, (27 reviews)
"Awesome set up and location. "
United States
Jen S.
The price is AU$870
includes taxes & fees
19 Apr - 20 Apr
Mid-Century Oasis with Hot Tub

Chestnut Street Charmer-Walk to Louisville!

Chestnut Street Charmer-Walk to Louisville!
Jeffersonville
10.0 out of 10, Exceptional, (15 reviews)
"The house was clean and spacious. A great place to stay while in town for a family gathering."
United States
Connie D.
The price is AU$924
includes taxes & fees
28 Apr - 29 Apr
Chestnut Street Charmer-Walk to Louisville!

Close to Ky Fairgrounds&Expo, Churchill Downs!

Close to Ky Fairgrounds&Expo, Churchill Downs!
Germantown
10.0 out of 10, Exceptional, (75 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is AU$283
includes taxes & fees
19 Apr - 20 Apr
Close to Ky Fairgrounds&Expo, Churchill Downs!

Perfect Kentucky Derby stay near Churchill Downs!

Perfect Kentucky Derby stay near Churchill Downs!
Jeffersonville
The price is AU$306
includes taxes & fees
19 Apr - 20 Apr
Perfect Kentucky Derby stay near Churchill Downs!

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

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.6 out of 10, Exceptional, (31 reviews)
"Stay was great"
United States
Jake T.
The price is AU$1,031
includes taxes & fees
25 Apr - 26 Apr
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Clifton Retreat: Four Bedroom House Near Downtown Louisville, Expo Center

Clifton Retreat: Four Bedroom House Near Downtown Louisville, Expo Center
Brownsboro Zorn
The price is AU$540
includes taxes & fees
19 Apr - 20 Apr
Clifton Retreat: Four Bedroom House Near Downtown Louisville, Expo Center

The Kentucky Rose - Old Louisville with deck and courtyard

The Kentucky Rose - Old Louisville with deck and courtyard
Old Louisville
10.0 out of 10, Exceptional, (65 reviews)
"Host was very communicative, great place to gather but also provided spaces for privacy when needed, two kitchen spaces was great for our group. "
United States
Grant W.
The price is AU$649
includes taxes & fees
19 Apr - 20 Apr
The Kentucky Rose - Old Louisville with deck and courtyard

Charming Historic Foursquare Home | 4BR | Backyard

Charming Historic Foursquare Home | 4BR | Backyard
Beechmont
The price is AU$460
includes taxes & fees
21 Apr - 22 Apr
Charming Historic Foursquare Home | 4BR | Backyard

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, (54 reviews)
"We stay at the Cozy Cottage every Christmas while visiting family. It has everything you need and enough space for 8 of us to not feel like we are in each other’s way. "
United States
Julie M.
The price is AU$620
includes taxes & fees
19 May - 20 May
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (86 reviews)
"Very nice place"
United States
Seth B.
The price is AU$463
includes taxes & fees
20 Apr - 21 Apr
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.4 out of 10, Exceptional, (52 reviews)
"A beautiful old home. Very clean and comfortable. Extremely convenient to everything we had planned for the weekend. Definitely a place we would reserve again."
United States
LUCY G.
The price is AU$486
includes taxes & fees
19 Apr - 20 Apr
Victorian Center Jeffersonville

Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (27 reviews)
"We really enjoyed our stay. Close to everything!"
United States
cheryl n.
The price is AU$925
includes taxes & fees
29 Apr - 30 Apr
Stunning Victorian Home - prime location minutes from Louisville

Heated Pool Estate • 5 King Beds • No Bad Rooms

Heated Pool Estate • 5 King Beds • No Bad Rooms
La Grange
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is AU$1,257
includes taxes & fees
11 May - 12 May
Heated Pool Estate • 5 King Beds • No Bad Rooms
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

Charlestown Holiday Homes information

Number of reviews
612
Accommodation
925 Holiday Homes
Lowest Price
AU$211
Highest Price
AU$1,711

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