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Search results; 572 homes in Chaplin

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Top guest favourite
Farm stay in Chaplin
Cottage Retreat at Tiwazzen Farm
1 bedroom, 1 bed, 1 private bathroom
12–17 Oct
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4.95 out of 5 average rating, 121 reviews
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Top guest favourite
Home in Bloomfield
Relaxing Bourbon Trail Countryside Home & GameRoom
3 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
4.97 out of 5 average rating, 38 reviews
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Cabin in Willisburg
Bourbon Trail Cabin - Central to the Distilleries
4 bedrooms, 6 beds, 2.5 bathrooms
14–19 Sept
4.9 out of 5 average rating, 136 reviews
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Home in Bloomfield
Charred Oak Reserve-Sleeps 10 Hot Tub, Firepit
5 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 26 reviews
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Guest favourite
Home in Bloomfield
Hilltop Retreat-Bourbon Trail-Pool w/Slide-Hot Tub
5 bedrooms, 6 beds, 4 bathrooms
13–18 Sept
4.94 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Chaplin
Bourbon Trail Estate | 6BR | Pickleball | Hot Tub
6 bedrooms, 6 beds, 4.5 bathrooms
13–18 Sept
4.92 out of 5 average rating, 13 reviews
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Top guest favourite
Shipping container in Chaplin
Container home on Bourbon Trail 3 beds
3 bedrooms, 3 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Cabin in Willisburg
Bourbon Trail Cabin | Hot Tub Fire Pit | Sleeps 6
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.8 out of 5 average rating, 5 reviews
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Cabin in Willisburg
The Arthur Farnsworth Cottage
2 bedrooms, 3 beds, 1 bathroom
12–17 Sept
New place to stay
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Top guest favourite
Home in Bloomfield
Miss Allie's Homestead
4 bedrooms, 4 beds, 3 bathrooms
15–20 Sept
4.95 out of 5 average rating, 58 reviews
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Home in Bloomfield
3BR Bourbon Trail Escape w/ Private Hot Tub
3 bedrooms, 3 beds, 2 bathrooms
28 Sept – 4 Oct
4.8 out of 5 average rating, 5 reviews
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Guest favourite
Cottage in Taylorsville
Weekend Getaway | Pool | Lake | Hot Tub | Bourbon
2 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Mount Eden
Van Buren Village | Hiking, Fishing, Firepit
4 bedrooms, 9 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 8 reviews
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Home in Bloomfield
Bourbon Trail Estate | Hot Tub | Al Fresco Living
5 bedrooms, 5 king beds, 5.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 79 reviews
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Guest favourite
Cottage in Taylorsville
Lake Refuge near Louisville & Bourbon Trail #52
3 bedrooms, 7 beds, 3 bathrooms
4–9 Oct
4.88 out of 5 average rating, 154 reviews
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Cabin in Springfield
The Stagg Haus
3 bedrooms, 6 beds, 2.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 57 reviews
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Top guest favourite
Home in Bardstown
NEW Hot Tub • 5BR Estate Near Bourbon Trail
5 bedrooms, 5 beds, 2.5 bathrooms
1–6 Nov
4.95 out of 5 average rating, 22 reviews
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Home in Lawrenceburg
Ridgemont Reserve|Sleeps 18|Hot Tub|Sauna|Arcade
7 bedrooms, 9 beds, 5.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Willisburg
1900 House-Bootlegger's Hideout
3 bedrooms, 3 beds, 1 bathroom
9–14 Sept
4.94 out of 5 average rating, 17 reviews