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Search results; Over 1,000 homes in Charlestown

Guest favourite
Flat in Charlestown
Cozy Hideaway
Studio, 3 beds, 1 private bathroom
2–7 Aug
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4.93 out of 5 average rating, 73 reviews
Top guest favourite
Home in Charlestown
Patio Home Charlestown State Park & River Ridge
3 bedrooms, 4 beds
26–31 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Guest house in Charlestown
Watson Mansion Carriage House
1 bedroom, 2 queen beds
13–18 Aug
4.82 out of 5 average rating, 44 reviews
Home in Charlestown
15 Mi to Louisville: Game Room + EV Charger
4 bedrooms, 4 beds
21–26 Jul
Top guest favourite
Rooms in Henryville
2 bdrms in country barn home - Louisville 23mi
2 bedrooms, 4 beds
15–20 Aug
4.96 out of 5 average rating, 381 reviews
Top guest favourite
Home in Jeffersonville
Home sweet home Clean, spacious, quiet/hosting experience with electric vehicle charging station/
3 bedrooms, 3 beds
26–31 Jul
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Sellersburg
Comfort de Casa
3 bedrooms, 4 beds
26–31 Jul
4.9 out of 5 average rating, 50 reviews
Top guest favourite
Home in Floyds Knobs
Home with Breathtaking View
2 bedrooms, 2 beds
24–29 Jul
4.99 out of 5 average rating, 107 reviews
Top guest favourite
Home in New Albany
Cheerful 2BR Home Close to Everything
2 bedrooms, 2 queen beds
29 Jul – 3 Aug
5.0 out of 5 average rating, 28 reviews
Guest favourite
Home in Jeffersonville
3801 Hamburg Pike- Family Escape with Hot Tub.
3 bedrooms, 4 beds
30 Jul – 4 Aug
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Prospect
Best River View in Prospect! Summer Specials!
4 bedrooms, 4 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Prospect
Riverfront Cottage
2 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 30 reviews
Superhost
Flat in Clarksville
Beach Vibes 2 mile to Whiskey Row Bourbon City
1 bedroom, 2 beds
27 Jul – 1 Aug
4.84 out of 5 average rating, 126 reviews
Top guest favourite
Home in Jeffersonville
"Spacious, Tranquility" Home, 5 mi to Louisville
3 bedrooms, 6 beds
26–31 Jul
4.97 out of 5 average rating, 60 reviews
Guest favourite
Home in Jeffersonville
18 minutes to Churchill Downs! King, Queen & full!
3 bedrooms, 4 beds
2–7 Aug
4.87 out of 5 average rating, 202 reviews
Top guest favourite
Flat in Memphis
Basement apt. Country setting 2 bedrooms 1 bath
2 bedrooms, 4 beds
2–7 Aug
4.93 out of 5 average rating, 41 reviews
Guest favourite
Home in Jeffersonville
BRAND NEW, Jeff, IN, Cottage, Mariposa
3 bedrooms, 5 beds
3–8 Aug
4.96 out of 5 average rating, 69 reviews
Superhost
Home in Buckner
Exclusive Buckner retreat w/ theater & game room!
3 bedrooms, 3 queen beds
11–16 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Sellersburg
Bourbon Trail & Winery Retreat | Hot Tub & Sauna
5 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 6 reviews