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Search results; Over 1,000 homes

Top guest favourite
Home in Shelbyville
Kentucky Estate: Speakeasy, Theater & Sleeps 20
8 bedrooms, 11 beds, 4.5 bathrooms
15–20 Sept
4.99 out of 5 average rating, 68 reviews
Top guest favourite
Home in Verona
Spacious Home Near Creation Museum & The Ark
5 bedrooms, 8 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 69 reviews
Top guest favourite
Home in Kentucky
The Stagg House on the Ky River
2 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.92 out of 5 average rating, 170 reviews
Top guest favourite
Cabin in Powell County
The Wiske Lodge. Brand New. Hot Tub. Near RRG
4 bedrooms, 7 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Jamestown
Romantic Retreat | Fireplaces, Fire Pits & Views
2 bedrooms, 2 queen beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 94 reviews
Top guest favourite
Home in Williamstown
The Bell House
2 bedrooms, 1 king bed, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Shelbyville
High Rollers' Retreat w/pool and Pond
8 bedrooms, 8 beds, 7.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Cabin in Lawrenceburg
Bourbon Trail Cabin- Sleeps 10-Hot Tub, Firepit
4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 72 reviews
Top guest favourite
Cabin in Wellington
Luxury Cabin: Hot Tub, Bunk/Gameroom @CaveRunLake
3 bedrooms, 8 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 247 reviews
Top guest favourite
Cabin in Shelbyville
Cozy Hillside Cabin, Slps 20+, Speakeasy + Hot Tub
4 bedrooms, 11 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Cabin in Wilmore
Highbridge River Cabin, Private Dock, EV Charger
2 bedrooms, 3 beds, 1.5 bathrooms
6–11 Nov
4.96 out of 5 average rating, 203 reviews
Top guest favourite
Cabin in Lawrenceburg
Bourbon Trail Log Cabin* Hot Tub* Pond & Speakeasy
4 bedrooms, 6 king beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Lawrenceburg
Southern Winds Bourbon Trail Retreat
5 bedrooms, 10 beds, 4.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 38 reviews
Cabin in Marion
Cabin Retreat with Private Lake, Salem ky
2 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Home in Hodgenville
King Bed | Walk Downtown | Coffee Bar | Cozy Home
2 bedrooms, 2 beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Guest house in Elizabethtown
Private lake close to the Bourbon Trail
2 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 79 reviews
Superhost
Home in Taylorsville
Lake Retreat | Hot Tub • Bourbon Trail • King Bed
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
New place to stay
Top guest favourite
Home in Monticello
Dock Holidays Lakeview Luxury Home Hot Tub & Sauna
6 bedrooms, 12 beds, 5.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 32 reviews