Photo by Mark Wilcoxson

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Compare 786 Vacation Homes in Charlestown with updated reviews, rates, and availability.

"This home was exactly what you hoped for when searching for a short, stay location. Reasonably priced, extraordinarily clean, and well furnished."

"Great location. Modern updates with a ton of character. "

AED 890 total

includes taxes & fees

24 Feb - 25 Feb

"The home was beautiful, clean and easy to get to and from. We had everything we needed and will definitely look into this same property when we return to Kentucky next year. Thank you for a great stay!"

"Nice location, super cool place, would stay again! "

"The property was in a convenient location for our stay. We went to the Louisville Mega Caverns, the Ohio River Falls, the Kentucky Derby Museum, Derby Downs Casino. We had 6 adults and the place was roomy for us all"

AED 838 total

includes taxes & fees

24 Feb - 25 Feb

"Everything was just as described! "

Living room with trundle bed and smart TV

"If you love historic districts in cities, this apartment is for you. It is well-appointed and conveniently located to many Louisville attractions. It is especially great if you want to be near the University of Louisville or the downtown distilleries. For us it was a great location to visit relatives off Bardstown Road and in Southern Indiana. "

"I am not able to fully rate the property, since we were unable to stay here due to the significant snowfall in Louisville. Despite that, I did want to pass along praise for the host, James! He was a great communicator throughout and incredibly helpful in every way! 5 stars for James and I hope to return and stay at this property and explore Louisville (without snow!!) in the future!"

Original stained glass windows adorn your expansive living area!

"James and the property were both outstanding! It was really fun to stay in such a cool house! The Highlands area is busy in all the best ways! Off-street parking was so helpful and made our stay very easy. The shops, restaurants, spa, people, and energy were welcoming and friendly. I wouldn't recommend going anywhere else if you and your peeps need a quick, fun getaway!!"

"Well stocked full kitchen, comfortable bed, covered parking. Nice size for two. Say “hi” to Mike for us if you stay!"

"I was really impressed with this beautifully restored historic property. It was very clean and included some very welcoming touches. I want to come back this summer and enjoy both decks. A wonderful spot to enjoy downtown Jeff when it’s really hoppin."

AED 1,025 total

includes taxes & fees

24 Feb - 25 Feb

"We felt comfortable in this home"

"Very neat place. Very satisfying for all of us."

AED 4,374 total

includes taxes & fees

24 Feb - 25 Feb

"We had an amazing time at this property. We were in town for a basketball tournament and had all our family ranging from 65 to 7 years old. Everyone had a great time. Just a short drive to Louisville. Made all our meals at the house and enjoyed the pool and hot tub. The pool house was amazing. Lots of extra room to play games and sleep."

"This house was a perfect spot for a long weekend with friends. It is very clean, well appointed and a quick drive to downtown. There a a few walkable neighbor hood restaurants - we went to Old Louisville Tavern twice. A lot of thought has gone into making this home very welcoming and short-term stay ready."

"Huge well appointed townhouse, nicely decorated and some of the most comfortable beds we have ever slept in!Restaurants, bars, art and coffee right out your front door. Rent this place. "