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Search results; 589 homes in Chaplin

Top guest favourite
Farm stay in Chaplin
Cottage Retreat at Tiwazzen Farm
1 bedroom, 1 bed, 1 private bathroom
16–21 Oct
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4.95 out of 5 average rating, 121 reviews
Top guest favourite
Home in Bloomfield
Relaxing Bourbon Trail Countryside Home & GameRoom
3 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
4.97 out of 5 average rating, 38 reviews
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, 137 reviews
Top guest favourite
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, 28 reviews
Guest favourite
Home in Bloomfield
Hilltop Retreat-Bourbon Trail-Pool w/Slide-Hot Tub
5 bedrooms, 6 beds, 4 bathrooms
13–18 Sept
4.89 out of 5 average rating, 18 reviews
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
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
Top guest favourite
Shipping container in Chaplin
Container home on Bourbon Trail 3 beds
3 bedrooms, 3 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 18 reviews
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, 59 reviews
Cabin in Willisburg
The Arthur Farnsworth Cottage
2 bedrooms, 3 beds, 1 bathroom
11–16 Sept
New place to stay
Top guest favourite
Home in Bardstown
StillHill: HotTub GameRoom Whiskey Lounge Acreage
3 bedrooms, 4 beds, 2.5 bathrooms
15–20 Nov
4.96 out of 5 average rating, 128 reviews
Guest favourite
Cottage in Taylorsville
Lake Refuge near Louisville & Bourbon Trail #52
3 bedrooms, 7 beds, 3 bathrooms
4–9 Oct
4.87 out of 5 average rating, 156 reviews
Top guest favourite
Home in Springfield
Lincoln Farmhouse-Bourbon Trail-Farm Stay
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Cabin in Mount Eden
Bourbon Country Cabin
1 bedroom, 2 beds, 1 bathroom
6–11 Oct
4.94 out of 5 average rating, 467 reviews
Top guest favourite
Home in Bardstown
Bourbon City Retreat
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 243 reviews
Guest favourite
Home in Willisburg
Colvin House on Bourbon Trail
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Sept
5.0 out of 5 average rating, 11 reviews
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, 9 reviews
Guest favourite
Cabin in Bloomfield
Boone's Cabin
4 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.98 out of 5 average rating, 54 reviews
Guest favourite
Home in Taylorsville
Little Slice of Heaven-27
2 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.84 out of 5 average rating, 103 reviews