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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Charlestown vacation homes

Fridge, microwave, oven, stovetop

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, (19 reviews)
"House was cozy, and host was responsive. Rooms were clean and welcoming. A lovely place to stay."
United States
Alec S.
The price is ￥17,156
￥25,669 total
includes taxes & fees
Jun 2 - Jun 3
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Interior

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 ￥17,474
￥70,724 total
includes taxes & fees
May 28 - May 29
Emerald Lake Retreat Charlestown
Dining

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, (32 reviews)
"We had a wonderful experience. The house was great and had everything we needed. Everything was clean and well maintained. The host was very friendly, responsive, and flexible, which we really appreciated. Would definitely stay again!"
United States
Dieudonne N.
The price is ￥57,043
￥117,835 total
includes taxes & fees
May 22 - May 23
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Outdoor dining

T&E Riverhouse Retreat

T&E Riverhouse Retreat
Hanover
10.0 out of 10, Exceptional, (6 reviews)
"Relaxing, quite, clean, comfortable, great view!"
United States
Heather R.
The price is ￥36,353
￥62,819 total
includes taxes & fees
Jun 8 - Jun 9
T&E Riverhouse Retreat
Property grounds

Spacious Highlands gem near Bellarmine & Bardstown

Spacious Highlands gem near Bellarmine & Bardstown
Belknap
The price is ￥23,958
￥59,736 total
includes taxes & fees
May 25 - May 26
Spacious Highlands gem near Bellarmine & Bardstown
Fridge, microwave, oven, stovetop

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE

Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Louisville
10.0 out of 10, Exceptional, (83 reviews)
"Host was accommodating and welcoming. "
United States
Bobbie S.
The price is ￥30,023
￥38,536 total
includes taxes & fees
May 25 - May 26
Charming house in one of Louisville's most coveted neighborhoods NO CLEANING FEE
Exterior detail

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 ￥42,731
￥73,869 total
includes taxes & fees
May 24 - May 25
The Sweet Retreat Wheelchair Accessible Historic Home
Exterior

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 ￥36,536
￥92,084 total
includes taxes & fees
May 28 - May 29
Stunning Victorian Home - prime location minutes from Louisville
Property grounds

Spectacular waterfront house!

Spectacular waterfront house!
Prospect
9.6 out of 10, Exceptional, (92 reviews)
"The home was great, the host was very responsive."
United States
jasmine p.
The price is ￥43,684
￥88,870 total
includes taxes & fees
Jun 9 - Jun 10
Spectacular waterfront house!
Interior

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.
The price is ￥36,218
￥84,262 total
includes taxes & fees
May 27 - May 28
6BR House Near Kentucky Exposition Center with Pool
Smart TV, fireplace, printers

Near Highways and a 20 Min Drive to Louisville's Main Attractions

Near Highways and a 20 Min Drive to Louisville's Main Attractions
Louisville
10.0 out of 10, Exceptional, (54 reviews)
"Great place!"
United States
Nakoma F.
The price is ￥25,019
￥58,541 total
includes taxes & fees
May 25 - May 26
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Interior

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐

⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐
Avondale Melbourne Heights
9.6 out of 10, Exceptional, (52 reviews)
"Great hosts, good location for our family member, everything very nice!"
United States
Elizabeth F.
The price is ￥29,387
￥75,225 total
includes taxes & fees
May 27 - May 28
⭐Fully fenced yard⭐4 car driveway⭐firepit⭐central location⭐basement⭐
Smart TV, fireplace

Historic Cottage with modern amenities

Historic Cottage with modern amenities
louisville
9.4 out of 10, Exceptional, (27 reviews)
"Perfect place for our short stay in Louisville! Very nice neighborhood and cozy cottage! "
United States
Adrienne H.
The price is ￥35,741
￥62,873 total
includes taxes & fees
May 26 - May 27
Historic Cottage with modern amenities
Exterior

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)
"Loved my stay, just want I needed. Went to the music festival and bought some really cool boots, I’ll be back!"
United States
Robert C.
The price is ￥22,646
￥60,765 total
includes taxes & fees
May 25 - May 26
LUX Waterside Retreat with Geo Dome + Outdoor Fire Table, Historic Property
Interior

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, (56 reviews)
"This house was perfect and Molly is an exceptional host! "
United States
Julie T.
The price is ￥32,167
￥67,224 total
includes taxes & fees
May 25 - May 26
Cozy Cottage on Spring---Centrally Located and 10 mins from downtown Louisville
Exterior

Stylish Retreat | Prime Location | Yard | Fire Pit

Stylish Retreat | Prime Location | Yard | Fire Pit
Beechmont
9.8 out of 10, Exceptional, (11 reviews)
"Very responsive host, great place for the cost, very comfortable for a large group. "
United States
Taylor G.
Stylish Retreat | Prime Location | Yard | Fire Pit
Microwave, oven, stovetop, dishwasher

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, (7 reviews)
The price is ￥27,020
￥54,587 total
includes taxes & fees
May 31 - Jun 1
3-bedroom house in Jeffersonville minutes from Louisville. Close to everything.
Exterior

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, (81 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 ￥107,224
￥205,212 total
includes taxes & fees
May 25 - May 26
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Fridge, microwave, oven, stovetop

Derby Favorite! Spacious 4BR Near Churchill Downs

Derby Favorite! Spacious 4BR Near Churchill Downs
Rockcreek Lexington Road
9.4 out of 10, Exceptional, (6 reviews)
"Fantastic service. The home was beautiful and if in town again we would definitely stay there again. Nice area great access to amenities. "
United States
T J.
The price is ￥27,294
￥56,924 total
includes taxes & fees
May 27 - May 28
Derby Favorite! Spacious 4BR Near Churchill Downs
Exterior

2 Min to Bourbon Trail, KFC Yum!, & Convention Center, 12 Min to Expo Center!

2 Min to Bourbon Trail, KFC Yum!, & Convention Center, 12 Min to Expo Center!
Clarksville
9.8 out of 10, Exceptional, (29 reviews)
"beautiful property, great location "
United States
Charles Z.
The price is ￥45,908
￥95,674 total
includes taxes & fees
May 24 - May 25
2 Min to Bourbon Trail, KFC Yum!, & Convention Center, 12 Min to Expo Center!
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

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

10/10 Excellent
"The large area around the indoor pool made it attractive. There is a lot of glass around the area which gives the effect of an outdoor pool. The desk employees were very helpful. We enjoyed our breakfast at Al's large restaurant. The server helped us start our day with her upbeat personality."
robert 1-night trip
Posted less than an hour ago
Crowne Plaza Louisville Airport Expo Ctr by IHG

Find out more about Charlestown

Charlestown Vacation Homes information

Number of reviews
543
Accommodation
867 Vacation Homes
Lowest Price
￥25,669
Highest Price
￥205,212