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$244
includes taxes & fees
17 Mar - 18 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$1,277
includes taxes & fees
16 Mar - 17 Mar
Pendleton, KY Farm in Oldham Co

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$1,035
includes taxes & fees
14 Mar - 15 Mar
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

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, (53 reviews)
"Such an adorable place! VERY clean, tons of amenities available and wonderful host."
United States
Kristen Pumphrey
The price is AU$616
includes taxes & fees
16 Mar - 17 Mar
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown 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$507
includes taxes & fees
16 Mar - 17 Mar
Minutes from Churchill Downs & Downtown Lou!

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$633
includes taxes & fees
15 Mar - 16 Mar
The Sweet Retreat Wheelchair Accessible Historic Home

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$1,671
includes taxes & fees
16 Mar - 17 Mar
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (85 reviews)
"Great host beautiful house "
United States
Shantej G.
The price is AU$450
includes taxes & fees
16 Mar - 17 Mar
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location
Louisville
10.0 out of 10, Exceptional, (2 reviews)
"Everything was brand new house was awesome. Had a welcome basket for us with snacks and all the info for the house. Will definitively stay there again on next trip. "
United States
Jay S.
The price is AU$473
includes taxes & fees
16 Mar - 17 Mar
Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location

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$1,051
includes taxes & fees
24 Mar - 25 Mar
NEW Pet Friendly, Shops, Downtown, Norton Commons Local Dining, Fully Loaded

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$383
includes taxes & fees
15 Mar - 16 Mar
Close to Everything in Louisville!!!

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
Pendleton
9.8 out of 10, Exceptional, (63 reviews)
"The Tack House was just what we needed for a weekend away while the kids were out camping with the scouts. "
United States
Matt and Nykki B.
The price is AU$326
includes taxes & fees
1 Apr - 2 Apr
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

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$492
includes taxes & fees
16 Mar - 17 Mar
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$815
includes taxes & fees
19 Mar - 20 Mar
Stunning Victorian Home - prime location minutes from Louisville

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$432
includes taxes & fees
18 Mar - 19 Mar
Charming house in one of Louisville's most coveted neighborhoods

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (14 reviews)
"Great property. Good location. "
United States
Damont P.
The price is AU$577
includes taxes & fees
15 Mar - 16 Mar
Uptown Class

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (55 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$345
includes taxes & fees
14 Mar - 15 Mar
Carriage House, 7 minutes from downtown Louisville

6BR House Near Kentucky Exposition Center with Pool

6BR House Near Kentucky Exposition Center with Pool
Beechmont
9.2 out of 10, Wonderful, (32 reviews)
"The house was spacious, the rooms were comfortable and we had everything we could have needed for the stay! "
United States
Brian C.
6BR House Near Kentucky Exposition Center with Pool

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, (67 reviews)
"Great place to stay!"
United States
Cory H.
The price is AU$900
includes taxes & fees
18 Mar - 19 Mar
Bourbon Retreat: 4 King, 5.5 Baths, Walk to Dining

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks
New Albany
8.8 out of 10, Excellent, (9 reviews)
"A well loved home with lots to do. Our group all thought the beds were super comfy and loved the bunkhouse. We had an issue with wasps— which our host addressed immediately, water temperature in the main house, and the neighbor across the street. We had an absolutely wonderful time and we loved the pool and activities. Plenty to do for the entire group. "
United States
Cheyenne M.
The price is AU$775
includes taxes & fees
17 Mar - 18 Mar
ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks
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
705
Accommodation
905 Holiday Homes
Lowest Price
AU$244
Highest Price
AU$1,671

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