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.
The price is AU$658
includes taxes & fees
19 Apr - 20 Apr
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

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$1,714
includes taxes & fees
21 Apr - 22 Apr
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

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

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$1,019
includes taxes & fees
19 Apr - 20 Apr
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

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!

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$1,256
includes taxes & fees
28 Apr - 29 Apr
Stunning Victorian Home - prime location minutes from Louisville

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

Charming Historic Foursquare Home | 4BR | Backyard

Charming Historic Foursquare Home | 4BR | Backyard
Beechmont
The price is AU$477
includes taxes & fees
19 Apr - 20 Apr
Charming Historic Foursquare Home | 4BR | Backyard

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

3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.
Jeffersonville
10.0 out of 10, Exceptional, (5 reviews)
3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.

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$623
includes taxes & fees
20 Apr - 21 Apr
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+

The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground
Bonnycastle
10.0 out of 10, Exceptional, (35 reviews)
"Very responsive host & excellent location. "
United States
Bryan J.
The price is AU$2,353
includes taxes & fees
5 May - 6 May
The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

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!

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

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

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is AU$339
includes taxes & fees
23 Apr - 24 Apr
Carriage House, 7 minutes from downtown Louisville

The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
La Grange
10.0 out of 10, Exceptional, (5 reviews)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
United States
Shelley S.
The price is AU$634
includes taxes & fees
17 May - 18 May
The Sweet Retreat Wheelchair Accessible Historic Home

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!
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
581
Accommodation
925 Holiday Homes
Lowest Price
AU$211
Highest Price
AU$2,353

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