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Our top choices for Charlestown vacation homes

Vacation Home in Charlestown

Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
United States
Kelly P.
The price is ¥21,020
¥74,248 total
includes taxes & fees
Feb 1 - Feb 2
Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is ¥14,792
¥22,873 total
includes taxes & fees
Jan 26 - Jan 27
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
10.0 out of 10, Exceptional, (23 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is ¥5,745
¥26,548 total
includes taxes & fees
Jan 27 - Jan 28
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
9.8 out of 10, Exceptional, (8 reviews)
"Very nice facility and relaxing setting . "
United States
Robert V.
The price is ¥9,781
¥28,843 total
includes taxes & fees
Feb 4 - Feb 5
Modern Nature Cabin | Private Escape in the Forest
10.0 out of 10, Exceptional, (1 review)
"Perfect house and perfect location. We have a big family and needed more space than a hotel. Great location close to our family and every thing you want to do in Louisville!"
United States
Chas R.
The price is ¥18,967
¥53,101 total
includes taxes & fees
Jan 26 - Jan 27
Spacious 4BR Derby Week Stay Near Churchill Downs!
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 ¥13,235
¥35,187 total
includes taxes & fees
Jan 26 - Jan 27
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE

Vacation Home in Prospect

Luxury Waterfront Retreat, Louisville
9.8 out of 10, Exceptional, (9 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 ¥22,533
¥60,310 total
includes taxes & fees
Jan 27 - Jan 28
Luxury Waterfront Retreat, Louisville
8.8 out of 10, Excellent, (8 reviews)
"Stayed for a friends wedding at Whitehall. Location was great and we were able to walk to a handful of restaurants and coffee shops "
United States
Natalie H.
The price is ¥12,456
¥42,109 total
includes taxes & fees
Feb 15 - Feb 16
St. Matthew’s - Walk to Shops & Restaurants
10.0 out of 10, Exceptional, (5 reviews)
"Super nice place to stay! It is very clean, has all the necessary amenities, and is close to the fun nearby! Host is very communicative and polite. Would definitely recommend staying here!"
United States
Collin R.
The price is ¥16,115
¥35,805 total
includes taxes & fees
Jan 28 - Jan 29
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

Vacation Home in South Louisville

3BR Derby Home | Minutes Walk to Churchill Downs!
10.0 out of 10, Exceptional, (1 review)
"House was clean with all appliances functioning well. Host was responsive. The property was described well. The location was ideal for a visit to Churchill Downs or to attend a Louisville football game. "
United States
Claude M.
The price is ¥14,919
¥38,833 total
includes taxes & fees
Jan 27 - Jan 28
3BR Derby Home | Minutes Walk to Churchill Downs!
10.0 out of 10, Exceptional, (78 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is ¥21,580
¥44,566 total
includes taxes & fees
Jan 26 - Jan 27
Charming house in one of Louisville's most coveted neighborhoods
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 ¥24,756
¥49,623 total
includes taxes & fees
Jan 26 - Jan 27
The Sweet Retreat Wheelchair Accessible Historic Home

Vacation Home in Jeffersonville

Putt Putt House by Louisville Walking Bridge
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful property in lovely area "
United States
A. Dawn
The price is ¥15,570
¥45,745 total
includes taxes & fees
Jan 26 - Jan 27
Putt Putt House by Louisville Walking Bridge

Vacation Home in Camp Taylor

Close to Everything in Louisville!!!
9.4 out of 10, Exceptional, (37 reviews)
"Clean home and very friendly neighbors "
United States
Tranquilina G.
The price is ¥16,349
¥41,929 total
includes taxes & fees
Jan 31 - Feb 1
Close to Everything in Louisville!!!

Vacation Home in Old Louisville

Vibrant Home: Historic Charm, Perfect Location
8.8 out of 10, Excellent, (10 reviews)
"Kitchen was clean, adequate and stocked with coffee and snacks"
United States
Kim G.
The price is ¥15,570
¥45,316 total
includes taxes & fees
Feb 5 - Feb 6
Vibrant Home: Historic Charm, Perfect Location
10.0 out of 10, Exceptional, (23 reviews)
"Good rooms and clean place"
United States
Mufid S.
The price is ¥14,550
¥43,815 total
includes taxes & fees
Jan 26 - Jan 27
Southern Family Charmer - Perfect Space & Location with style and comfort!
9.6 out of 10, Exceptional, (24 reviews)
"We will stay here over and over again. It’s a lovely place that a perfect location."
United States
Jennifer H.
The price is ¥13,235
¥33,434 total
includes taxes & fees
Jan 27 - Jan 28
Stylish House Walking Distance from the Fun of the Highlands!
9.2 out of 10, Wonderful, (21 reviews)
"This was a great place for us to stay for an event at the expedition center. Close to the highway for quick access to the city. "
United States
Chad L.
The price is ¥12,261
¥49,747 total
includes taxes & fees
Feb 2 - Feb 3
Stylish Jeffersonville Home - Mins from Louisville
9.6 out of 10, Exceptional, (21 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 ¥15,570
¥50,778 total
includes taxes & fees
Jan 26 - Jan 27
Private Home Close to Zoo, U of L, Churchill Downs

Vacation Home in Smoketown Jackson

3BR Relaxing Home in Louisville's Prime Location!
10.0 out of 10, Exceptional, (2 reviews)
"Great location for our stay while attending the state fair. Fit all of us perfectly. Beautifully remodeled 20th century home. Host was amazing. "
United States
Le Ann G.
The price is ¥12,584
¥36,135 total
includes taxes & fees
Feb 2 - Feb 3
3BR Relaxing Home in Louisville's Prime Location!
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 Vacation Homes information

Number of reviews
273
Accommodation
905 Vacation Homes
Lowest Price
¥22,873
Highest Price
¥74,248