Holiday Homes in Charlestown

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Our top choices for Charlestown holiday homes

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, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AU$210
includes taxes & fees
10 Mar - 11 Mar
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Pendleton, KY Farm in Oldham Co

Pendleton, KY Farm in Oldham Co
Pendleton
10.0 out of 10, Exceptional, (4 reviews)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
The price is AU$1,280
includes taxes & fees
16 Mar - 17 Mar
Pendleton, KY Farm in Oldham Co

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$510
includes taxes & fees
4 Mar - 5 Mar
Minutes from Churchill Downs & Downtown Lou!

Heated Pool open 3/26, Hot Tub, 5 Kings, Karaoke

Heated Pool open 3/26, Hot Tub, 5 Kings, Karaoke
La Grange
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is AU$1,022
includes taxes & fees
16 Mar - 17 Mar
Heated Pool open 3/26, Hot Tub, 5 Kings, Karaoke

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, (30 reviews)
"Stay was great"
United States
Jake T.
The price is AU$1,029
includes taxes & fees
4 Mar - 5 Mar
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

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, (77 reviews)
"The house was very clean and spacious. My family and I came to town for a wedding and it was plenty of room for everyone. The owners were wonderful. They answered any question that I had right away.They were amazing!"
United States
Teresa H.
The price is AU$1,696
includes taxes & fees
9 Mar - 10 Mar
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

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, (51 reviews)
"Such an adorable place! VERY clean, tons of amenities available and wonderful host."
United States
Kristen Pumphrey
The price is AU$618
includes taxes & fees
4 Mar - 5 Mar
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville

NEW Pet Friendly, Shops, Downtown, Norton Commons Local Dining, Fully Loaded

NEW Pet Friendly, Shops, Downtown, Norton Commons Local Dining, Fully Loaded
Prospect
10.0 out of 10, Exceptional, (10 reviews)
"All was great... spacious rooms, great location, pet-friendly and off-street parking."
United States
Barnard B.
The price is AU$1,052
includes taxes & fees
17 Mar - 18 Mar
NEW Pet Friendly, Shops, Downtown, Norton Commons Local Dining, Fully Loaded

Bourbon Retreat: 4 King, 5.5 Baths, Walk to Dining

Bourbon Retreat: 4 King, 5.5 Baths, Walk to Dining
Deer Park
10.0 out of 10, Exceptional, (66 reviews)
"Great place to stay!"
United States
Cory H.
The price is AU$947
includes taxes & fees
17 Mar - 18 Mar
Bourbon Retreat: 4 King, 5.5 Baths, Walk to Dining

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (84 reviews)
"Great host beautiful house "
United States
Shantej G.
The price is AU$480
includes taxes & fees
10 Mar - 11 Mar
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (53 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$343
includes taxes & fees
8 Mar - 9 Mar
Carriage House, 7 minutes from downtown Louisville

Historic Gaffney House, Exclusive River Estate

Historic Gaffney House, Exclusive River Estate
Louisville
The price is AU$525
includes taxes & fees
9 Mar - 10 Mar
Historic Gaffney House, Exclusive River Estate

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, (79 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is AU$433
includes taxes & fees
4 Mar - 5 Mar
Charming house in one of Louisville's most coveted neighborhoods

Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.4 out of 10, Exceptional, (51 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$494
includes taxes & fees
4 Mar - 5 Mar
Victorian Center Jeffersonville

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$635
includes taxes & fees
15 Mar - 16 Mar
The Sweet Retreat Wheelchair Accessible Historic Home

The Adelyn, where comfort meets convenience

The Adelyn, where comfort meets convenience
Jeffersonville
10.0 out of 10, Exceptional, (5 reviews)
"Convenient to all Louisville destinations and downtown Jeffersonville "
United States
Ron R.
The price is AU$477
includes taxes & fees
19 Mar - 20 Mar
The Adelyn, where comfort meets convenience

Front-Row Thunder Over Louisville Fireworks Stay

Front-Row Thunder Over Louisville Fireworks Stay
Jeffersonville
The price is AU$326
includes taxes & fees
4 Mar - 5 Mar
Front-Row Thunder Over Louisville Fireworks Stay

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$380
includes taxes & fees
4 Mar - 5 Mar
Close to Everything in Louisville!!!

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, (33 reviews)
"Very responsive host & excellent location. "
United States
Bryan J.
The price is AU$1,749
includes taxes & fees
4 Mar - 5 Mar
The Bonnycastle 6BR New Orleans Speakeasy Hot Tub, Private Backyard & Playground

Private Home Close to Zoo, U of L, Churchill Downs

Private Home Close to Zoo, U of L, Churchill Downs
Poplar Level
9.6 out of 10, Exceptional, (24 reviews)
"This house was just as described. We had everything we needed and the property manager was awesome communicating the whole time. Would definitely recommend to anyone! "
United States
Renee C.
The price is AU$487
includes taxes & fees
8 Mar - 9 Mar
Private Home Close to Zoo, U of L, 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
562
Accommodation
905 Holiday Homes
Lowest Price
AU$210
Highest Price
AU$1,749

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