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Search results; 585 homes in Chaplin

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
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, 27 reviews
Cabin in Willisburg
Bourbon Trail Cabin - Central to the Distilleries
4 bedrooms, 6 beds, 2.5 bathrooms
6–11 Sept
4.9 out of 5 average rating, 136 reviews
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
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
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
Guest favourite
Home in Bloomfield
Bourbon Country Farmhouse Retreat on 2.6 Acres
3 bedrooms, 5 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Cabin in Bloomfield
Boone's Cabin
4 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.98 out of 5 average rating, 54 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
Cabin in Bloomfield
The Baker’s Acres Luxurious 2100 sq ft on 61 Acres
3 bedrooms, 3 bathrooms
5–10 Oct
Top guest favourite
Cabin in Mount Eden
Bourbon Country Cottage
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 188 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, 41 reviews
Guest favourite
Home in Mount Eden
Van Buren Village | Hiking, Fishing, Firepit
4 bedrooms, 9 beds, 4 bathrooms
6–11 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Bloomfield
The Clayborn House
3 bedrooms, 3 queen beds, 2 bathrooms
22–27 Sept
4.92 out of 5 average rating, 25 reviews
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
Top guest favourite
Home in Taylorsville
Whiskey River Lake Retreat
2 bedrooms, 6 beds, 2 bathrooms
27 Sept – 2 Oct
4.85 out of 5 average rating, 85 reviews
Guest favourite
Home in Bardstown
Angel Share Overlook: Speakeasy, Sauna & Sunsets
4 bedrooms, 4 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
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
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