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Willisburg Holiday Rentals

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5 mi
49 rentals in Willisburg.
A Romantic Getaway on the Bourbon Trail, holiday rental in Willisburg
A Romantic Getaway on the Bourbon Trail, holiday rental in Willisburg
A Romantic Getaway on the Bourbon Trail, holiday rental in Willisburg

A Romantic Getaway on the Bourbon Trail

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Bardstown Kentucky , large space, holiday rental in Willisburg
Bardstown Kentucky , large space, holiday rental in Willisburg
Bardstown Kentucky , large space, holiday rental in Willisburg

Bardstown Kentucky , large space

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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CABIN GET AWAY SECLUDED bourbon trail! Kentucky at its best !, holiday rental in Willisburg
CABIN GET AWAY SECLUDED bourbon trail! Kentucky at its best !, holiday rental in Willisburg
CABIN GET AWAY SECLUDED bourbon trail! Kentucky at its best !, holiday rental in Willisburg

CABIN GET AWAY SECLUDED bourbon trail! Kentucky at its best !

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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LARGE BARN WITH LIVING AREA Bourbon trail Keenland close,, holiday rental in Willisburg
LARGE BARN WITH LIVING AREA Bourbon trail Keenland close,, holiday rental in Willisburg
LARGE BARN WITH LIVING AREA Bourbon trail Keenland close,, holiday rental in Willisburg

LARGE BARN WITH LIVING AREA Bourbon trail Keenland close,

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Bourbon Trail Cabin -- Central to the Distilleries, holiday rental in Willisburg
Bourbon Trail Cabin -- Central to the Distilleries, holiday rental in Willisburg
Bourbon Trail Cabin -- Central to the Distilleries, holiday rental in Willisburg

Bourbon Trail Cabin -- Central to the Distilleries

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Turnerville Tavern Farm-Gifts-Bourbon Trail-central Kentucky- Driving Range-Golf, holiday rental in Willisburg
Turnerville Tavern Farm-Gifts-Bourbon Trail-central Kentucky- Driving Range-Golf, holiday rental in Willisburg
Turnerville Tavern Farm-Gifts-Bourbon Trail-central Kentucky- Driving Range-Golf, holiday rental in Willisburg

Turnerville Tavern Farm-Gifts-Bourbon Trail-central Kentucky- Driving Range-Golf

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Charming 3-bedroom house ,pool table , fire pit at the Lewis getaway!, holiday rental in Willisburg
Charming 3-bedroom house ,pool table , fire pit at the Lewis getaway!, holiday rental in Willisburg
Charming 3-bedroom house ,pool table , fire pit at the Lewis getaway!, holiday rental in Willisburg

Charming 3-bedroom house ,pool table , fire pit at the Lewis getaway!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail, holiday rental in Willisburg
Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail, holiday rental in Willisburg
Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail, holiday rental in Willisburg

Picture perfect fall views, trail, On Lake, Kayaks & Canoe - Bourbon Trail

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Barndo on the Bourbon Trail, holiday rental in Willisburg
Barndo on the Bourbon Trail, holiday rental in Willisburg
Barndo on the Bourbon Trail, holiday rental in Willisburg

Barndo on the Bourbon Trail

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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The following properties within 20 miles of Willisburg match all your filters:
Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail, holiday rental in Willisburg
Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail, holiday rental in Willisburg
Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail, holiday rental in Willisburg

Secluded 2 Bedroom Sanctuary on 20 Acres in the Heart of the Bourbon Trail

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Cabin on the Bourbon Trail, holiday rental in Willisburg
Cozy Cabin on the Bourbon Trail, holiday rental in Willisburg
Cozy Cabin on the Bourbon Trail, holiday rental in Willisburg

Cozy Cabin on the Bourbon Trail

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Bourbon Zone•Spacious 3X King Bed•Hot Tub•Fire Pit•, holiday rental in Willisburg
Bourbon Zone•Spacious 3X King Bed•Hot Tub•Fire Pit•, holiday rental in Willisburg
Bourbon Zone•Spacious 3X King Bed•Hot Tub•Fire Pit•, holiday rental in Willisburg

Bourbon Zone•Spacious 3X King Bed•Hot Tub•Fire Pit•

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lofty Lodge on the Bourbon Trail, holiday rental in Willisburg
Lofty Lodge on the Bourbon Trail, holiday rental in Willisburg
Lofty Lodge on the Bourbon Trail, holiday rental in Willisburg

Lofty Lodge on the Bourbon Trail

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!, holiday rental in Willisburg
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!, holiday rental in Willisburg
Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!, holiday rental in Willisburg

Lakefront Home Close to Bourbon Trail--Dog friendly and now with WiFi!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!, holiday rental in Willisburg
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!, holiday rental in Willisburg
KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!, holiday rental in Willisburg

KY BOURBON TRAIL LAKEFRONT HOUSE WITH DOCK SLEEPS 8! Year round Hot tub!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Family Farmhouse on 160-Acre Ranch w/ Hiking Trail, holiday rental in Willisburg
Family Farmhouse on 160-Acre Ranch w/ Hiking Trail, holiday rental in Willisburg
Family Farmhouse on 160-Acre Ranch w/ Hiking Trail, holiday rental in Willisburg

Family Farmhouse on 160-Acre Ranch w/ Hiking Trail

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Farmhouse in the Country-5 minutes from downtown, holiday rental in Willisburg
Farmhouse in the Country-5 minutes from downtown, holiday rental in Willisburg
Farmhouse in the Country-5 minutes from downtown, holiday rental in Willisburg

Farmhouse in the Country-5 minutes from downtown

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Relaxing 2800sf Countryside Bourbon Trail Home w/Game Room, holiday rental in Willisburg
Relaxing 2800sf Countryside Bourbon Trail Home w/Game Room, holiday rental in Willisburg
Relaxing 2800sf Countryside Bourbon Trail Home w/Game Room, holiday rental in Willisburg

Relaxing 2800sf Countryside Bourbon Trail Home w/Game Room

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Bourbon Lodge - Log home escape, Bourbon Trail, sunsets, peaceful retreat, holiday rental in Willisburg
The Bourbon Lodge - Log home escape, Bourbon Trail, sunsets, peaceful retreat, holiday rental in Willisburg
The Bourbon Lodge - Log home escape, Bourbon Trail, sunsets, peaceful retreat, holiday rental in Willisburg

The Bourbon Lodge - Log home escape, Bourbon Trail, sunsets, peaceful retreat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Farmview Villa on Bourbon Trail with HOT TUB-6, holiday rental in Willisburg
Farmview Villa on Bourbon Trail with HOT TUB-6, holiday rental in Willisburg
Farmview Villa on Bourbon Trail with HOT TUB-6, holiday rental in Willisburg

Farmview Villa on Bourbon Trail with HOT TUB-6

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic Simmstown Manor Located on Bourbon Trail, holiday rental in Willisburg
Historic Simmstown Manor Located on Bourbon Trail, holiday rental in Willisburg
Historic Simmstown Manor Located on Bourbon Trail, holiday rental in Willisburg

Historic Simmstown Manor Located on Bourbon Trail

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Beautifully updated riverside 1840 cottage on the bourbon trail near Danville, holiday rental in Willisburg
Beautifully updated riverside 1840 cottage on the bourbon trail near Danville, holiday rental in Willisburg
Beautifully updated riverside 1840 cottage on the bourbon trail near Danville, holiday rental in Willisburg

Beautifully updated riverside 1840 cottage on the bourbon trail near Danville

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Country setting 5 miles to  Bardstown heated pool w/large deck & fishing pond, holiday rental in Willisburg
Country setting 5 miles to  Bardstown heated pool w/large deck & fishing pond, holiday rental in Willisburg
Country setting 5 miles to  Bardstown heated pool w/large deck & fishing pond, holiday rental in Willisburg

Country setting 5 miles to Bardstown heated pool w/large deck & fishing pond

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Peaceful retreat on the historic 1794 Litsey estate near Springfield, Kentucky., holiday rental in Willisburg
Peaceful retreat on the historic 1794 Litsey estate near Springfield, Kentucky., holiday rental in Willisburg
Peaceful retreat on the historic 1794 Litsey estate near Springfield, Kentucky., holiday rental in Willisburg

Peaceful retreat on the historic 1794 Litsey estate near Springfield, Kentucky.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bourbon Country Cottage Newly renovated  in the country with amazing views, holiday rental in Willisburg
Bourbon Country Cottage Newly renovated  in the country with amazing views, holiday rental in Willisburg
Bourbon Country Cottage Newly renovated  in the country with amazing views, holiday rental in Willisburg

Bourbon Country Cottage Newly renovated in the country with amazing views

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Bourbon Trail, horse farms, relaxation in the countryside., holiday rental in Willisburg
Bourbon Trail, horse farms, relaxation in the countryside., holiday rental in Willisburg
Bourbon Trail, horse farms, relaxation in the countryside., holiday rental in Willisburg

Bourbon Trail, horse farms, relaxation in the countryside.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Serene Cabin along the KY Bourbon Trail, holiday rental in Willisburg
Serene Cabin along the KY Bourbon Trail, holiday rental in Willisburg
Serene Cabin along the KY Bourbon Trail, holiday rental in Willisburg

Serene Cabin along the KY Bourbon Trail

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Pope House: Bourbon Trail Fun! 3900sq ft! Hottub!, holiday rental in Willisburg
Pope House: Bourbon Trail Fun! 3900sq ft! Hottub!, holiday rental in Willisburg
Pope House: Bourbon Trail Fun! 3900sq ft! Hottub!, holiday rental in Willisburg

Pope House: Bourbon Trail Fun! 3900sq ft! Hottub!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Bourbon Trail Fun Zone! HotTub! Pool Table! Ping Pong! Golden Tee! Big Yard!, holiday rental in Willisburg
Bourbon Trail Fun Zone! HotTub! Pool Table! Ping Pong! Golden Tee! Big Yard!, holiday rental in Willisburg
Bourbon Trail Fun Zone! HotTub! Pool Table! Ping Pong! Golden Tee! Big Yard!, holiday rental in Willisburg

Bourbon Trail Fun Zone! HotTub! Pool Table! Ping Pong! Golden Tee! Big Yard!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Hillview House on the Bourbon Trail, holiday rental in Willisburg
Hillview House on the Bourbon Trail, holiday rental in Willisburg
Hillview House on the Bourbon Trail, holiday rental in Willisburg

Hillview House on the Bourbon Trail

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxurious 5-Bedroom Escape in Heart of Bourbon Trail, holiday rental in Willisburg
Luxurious 5-Bedroom Escape in Heart of Bourbon Trail, holiday rental in Willisburg
Luxurious 5-Bedroom Escape in Heart of Bourbon Trail, holiday rental in Willisburg

Luxurious 5-Bedroom Escape in Heart of Bourbon Trail

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Bourbon Trail Retreat With Hot Tub- 7, holiday rental in Willisburg
Bourbon Trail Retreat With Hot Tub- 7, holiday rental in Willisburg
Bourbon Trail Retreat With Hot Tub- 7, holiday rental in Willisburg

Bourbon Trail Retreat With Hot Tub- 7

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Still Hill Bourbon Trail Home on 5 acres with a hot tub and fire pit, holiday rental in Willisburg
Still Hill Bourbon Trail Home on 5 acres with a hot tub and fire pit, holiday rental in Willisburg
Still Hill Bourbon Trail Home on 5 acres with a hot tub and fire pit, holiday rental in Willisburg

Still Hill Bourbon Trail Home on 5 acres with a hot tub and fire pit

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tucked Away Treehouse- on the KY Bourbon Trail, holiday rental in Willisburg
Tucked Away Treehouse- on the KY Bourbon Trail, holiday rental in Willisburg
Tucked Away Treehouse- on the KY Bourbon Trail, holiday rental in Willisburg

Tucked Away Treehouse- on the KY Bourbon Trail

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Cozy Cabin on Bourbon Trail with Hot Tub, holiday rental in Willisburg
Private Cozy Cabin on Bourbon Trail with Hot Tub, holiday rental in Willisburg
Private Cozy Cabin on Bourbon Trail with Hot Tub, holiday rental in Willisburg

Private Cozy Cabin on Bourbon Trail with Hot Tub

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bourbon Trail Log Cabin Luxe - Speakeasy, Hot Tub, Stocked Pond, Firepit, holiday rental in Willisburg
Bourbon Trail Log Cabin Luxe - Speakeasy, Hot Tub, Stocked Pond, Firepit, holiday rental in Willisburg
Bourbon Trail Log Cabin Luxe - Speakeasy, Hot Tub, Stocked Pond, Firepit, holiday rental in Willisburg

Bourbon Trail Log Cabin Luxe - Speakeasy, Hot Tub, Stocked Pond, Firepit

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Beautifully decorated horse theme, 3 king beds, hot tub, Bourbon Trail, holiday rental in Willisburg
Beautifully decorated horse theme, 3 king beds, hot tub, Bourbon Trail, holiday rental in Willisburg
Beautifully decorated horse theme, 3 king beds, hot tub, Bourbon Trail, holiday rental in Willisburg

Beautifully decorated horse theme, 3 king beds, hot tub, Bourbon Trail

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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McIntyre’s Country Getaway, holiday rental in Willisburg
McIntyre’s Country Getaway, holiday rental in Willisburg
McIntyre’s Country Getaway, holiday rental in Willisburg

McIntyre’s Country Getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elegant Lake Cabin on the Bourbon Trail; Hot Tub, Kayaks, holiday rental in Willisburg
Elegant Lake Cabin on the Bourbon Trail; Hot Tub, Kayaks, holiday rental in Willisburg
Elegant Lake Cabin on the Bourbon Trail; Hot Tub, Kayaks, holiday rental in Willisburg

Elegant Lake Cabin on the Bourbon Trail; Hot Tub, Kayaks

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Parker’s Landing, holiday rental in Willisburg
Historic Parker’s Landing, holiday rental in Willisburg
Historic Parker’s Landing, holiday rental in Willisburg

Historic Parker’s Landing

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!, holiday rental in Willisburg
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!, holiday rental in Willisburg
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!, holiday rental in Willisburg

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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The Stagg Haus of Springfield- On the Bourbon Trail + Kentucky Countryside, holiday rental in Willisburg
The Stagg Haus of Springfield- On the Bourbon Trail + Kentucky Countryside, holiday rental in Willisburg
The Stagg Haus of Springfield- On the Bourbon Trail + Kentucky Countryside, holiday rental in Willisburg

The Stagg Haus of Springfield- On the Bourbon Trail + Kentucky Countryside

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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LUX retreat- KY Bourbon Trail-Hot tub-Hiking Trails on over 120 acres!, holiday rental in Willisburg
LUX retreat- KY Bourbon Trail-Hot tub-Hiking Trails on over 120 acres!, holiday rental in Willisburg
LUX retreat- KY Bourbon Trail-Hot tub-Hiking Trails on over 120 acres!, holiday rental in Willisburg

LUX retreat- KY Bourbon Trail-Hot tub-Hiking Trails on over 120 acres!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Country Cottage on the Bourbon Trail, near Bardstown, Peaceful, Family, Couples, holiday rental in Willisburg
Country Cottage on the Bourbon Trail, near Bardstown, Peaceful, Family, Couples, holiday rental in Willisburg
Country Cottage on the Bourbon Trail, near Bardstown, Peaceful, Family, Couples, holiday rental in Willisburg

Country Cottage on the Bourbon Trail, near Bardstown, Peaceful, Family, Couples

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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7 Private Rooms, Country Setting Bourbon Trail, patio/firepit. Breakfast inc., holiday rental in Willisburg
7 Private Rooms, Country Setting Bourbon Trail, patio/firepit. Breakfast inc., holiday rental in Willisburg
7 Private Rooms, Country Setting Bourbon Trail, patio/firepit. Breakfast inc., holiday rental in Willisburg

7 Private Rooms, Country Setting Bourbon Trail, patio/firepit. Breakfast inc.

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail, holiday rental in Willisburg
Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail, holiday rental in Willisburg
Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail, holiday rental in Willisburg

Unique Cabin on the Beechfork River, nestled in the heart of the Bourbon Trail

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious 5-bedroom house w/ lots of land, a pond and an orchard in Springfield!, holiday rental in Willisburg
Spacious 5-bedroom house w/ lots of land, a pond and an orchard in Springfield!, holiday rental in Willisburg
Spacious 5-bedroom house w/ lots of land, a pond and an orchard in Springfield!, holiday rental in Willisburg

Spacious 5-bedroom house w/ lots of land, a pond and an orchard in Springfield!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Bourbon Trail Haven on the Hill just 15 mins to Bardstown. 3BR/2BA/2 car, holiday rental in Willisburg
Bourbon Trail Haven on the Hill just 15 mins to Bardstown. 3BR/2BA/2 car, holiday rental in Willisburg
Bourbon Trail Haven on the Hill just 15 mins to Bardstown. 3BR/2BA/2 car, holiday rental in Willisburg

Bourbon Trail Haven on the Hill just 15 mins to Bardstown. 3BR/2BA/2 car

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bourbon Trail Oasis at Boone Farm - Private & Peaceful, holiday rental in Willisburg
Bourbon Trail Oasis at Boone Farm - Private & Peaceful, holiday rental in Willisburg
Bourbon Trail Oasis at Boone Farm - Private & Peaceful, holiday rental in Willisburg

Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Showing results 1-49 of 49
Frequently Asked Questions about Willisburg