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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
29 Sept – 4 Oct
,
4.93 out of 5 average rating, 73 reviews
Guest favourite
Home in Charlestown
The Quaint Cottage -No cleaning fee. Snack basket.
3 bedrooms, 3 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Charlestown
Patio Home Charlestown State Park & River Ridge
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Guest house in Charlestown
Watson Mansion Carriage House
1 bedroom, 2 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
4.82 out of 5 average rating, 49 reviews
Top guest favourite
Home in Jeffersonville
Happy Home / Neat and cosy accommodation experience / With electric vehicle charging socket
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Home in Clarksville
Derby Dreams City Convenience Meets Country Charm
4 bedrooms, 9 beds, 2.5 bathrooms
23–28 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Sellersburg
Comfort de Casa
3 bedrooms, 4 beds, 2 bathrooms
24–29 Dec
4.9 out of 5 average rating, 51 reviews
Top guest favourite
Home in Prospect
Riverfront Cottage | Dock + Kayaks Near Louisville
2 bedrooms, 3 beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Jeffersonville
18 minutes to Churchill Downs! King, Queen & full!
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.87 out of 5 average rating, 207 reviews
Top guest favourite
Flat in Prospect
Cozy Getaway at Norton Commons!
3 bedrooms, 4 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Jeffersonville
Southern Indiana Patio Home
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 71 reviews
Top guest favourite
Home in Jeffersonville
Southern Indiana Patio Home
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 18 reviews
Home in Charlestown
15 Mi to Louisville: Game Room + EV Charger
4 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
Home in Sellersburg
Derby Weekend Gem • Modern Stay Near Churchill
4 bedrooms, 4 beds, 2 bathrooms
17–22 Oct
Home in Sellersburg
Spacious • 3 King Beds • 15 Minutes to Louisville
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Jeffersonville
"Spacious, Tranquility" Home, 5 mi to Louisville
3 bedrooms, 6 beds, 2 bathrooms
11–16 Oct
4.97 out of 5 average rating, 63 reviews
Home in Jeffersonville
Dreamy Retreat | 10 Min to Louisville | Sleeps 7
4 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
New place to stay
Top guest favourite
Rooms in Henryville
2 bdrms in country barn home - Louisville 23mi
2 bedrooms, 4 beds, 1 bathroom
9–14 Oct
4.96 out of 5 average rating, 388 reviews
Top guest favourite
Farm stay in Goshen
The Coop
2 bedrooms, 2 double beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 382 reviews