Shepherdsville Vacation Rentals
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5 mi
50 rentals in Shepherdsville.
Newly Remodeled. Perfect for Derby and local events.
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Tiny House Near Louisville
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Bourbon Trail Bungalow-fast WiFi, low cleaning fee, lots of parking, fenced in
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Cedar Forest House
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The Clubhouse - 30 Day Minimum
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THE BOURBON BARREL - Close to Louisville, E-town, and Glendale!
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The Dark Horse Inn -Churchill Downs, Bourbon Trail, Pet friendly
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Triple Crown on Bourbon Trail
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Home Near the Bourbon Trail & KY Derby
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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16 Mi to Louisville: Pet-Friendly Getaway!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Home: 8 Mi to Bernheim Arboretum!
Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The following properties within 20 miles of Shepherdsville match all your filters:
One of a kind cabin in the woods. Quiet and private but close to everything.
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BOURBON TRAIL & BEYOND! Central to everything in a quiet neighborhood/Game
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Unique Woodland Haven: Peaceful Historic Cabin with Modern Comforts
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Bourbon Trail Estate on 22.5 Acres!
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Kentucky Derby Guest House < 16 guest !!
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A private cozy studio
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Walkout wooded hillside by Airport, Downs
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious 3BD Luxury Stay
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Love's Touch at R Applegate Family Farm
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Executive Housing for business/work or Interim Family Stay
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Louisville Home w/ Fenced Yard: 10 Mi to Downtown!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Luxurious 4 bd home in the heart of KY
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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New Louisville house -10m from Downtown, Large Family-sized house
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22-Acre Home on Bourbon Trail w/ Sunroom!
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PEACEFUL FAIRDALE COUNTRY HOME. Sleeps 15 people. Poker house on a backyard
Rental Home
5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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KY Derby Ready! Churchill Downs - LESS than 6 minutes!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Extremely Private Home with a Breathtaking View!
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Louisville's Best: Just 18 miles to Bardstown, Ky-Bourbon Capital of the World.
Rental Home
3 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Georgeous Lake House Retreat w/ Pool
Rental Home
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Entire 4 bedrooms & free parking on a private corner lot.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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DerbyCityRetreat|GameRoomArcades|Firepit|Sleep8
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Newly Remodeled Derby House
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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The basement space nestled in a charming neighborhood and close to all amenities
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Historic 1905 Farmhouse - country living near Louisville
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Relax in Kentucky! Bourbon Trail, Pet-friendly, free coffee & WIFI
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Have best of both worlds! Close to the city
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Kentucky Home in the Heart of Derby and Bourbon Country
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Affordable|NearAirport|Expo Center
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Brand new home less than 30 mins away from Louisville's favorite destinations!
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"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"
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Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free
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Chic studio in terrific Louisville with AC, WiFi
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming spacious 3-bedroom house with WiFi and patio
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Derby House - Relaxing retreat before and after the excitement of the Derby!
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A room in Louisville's Charm
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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SPACIOUS 3 BR home w/ 6 beds! Mins from expo/downtown
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Charming 3-bedroom house with WiFi and AC in fabulous Louisville
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Louisville Home w/ Large Yard: 15 Mi to Downtown!
Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Entire Private Family Home - Minutes to Expo Center, Bourbon Tours, Derby
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Frequently Asked Questions about Shepherdsville
- Yes, here are some popular vacation rentals in Shepherdsville that have a pool:
- Newly Remodeled. Perfect for Derby and local events.
- Tiny House Near Louisville
- Bourbon Trail Bungalow-fast WiFi, low cleaning fee, lots of parking, fenced in
- Yes, here are some popular vacation rentals in Shepherdsville that have internet access:
- Newly Remodeled. Perfect for Derby and local events.
- Tiny House Near Louisville
- Bourbon Trail Bungalow-fast WiFi, low cleaning fee, lots of parking, fenced in
- The best pet friendly rentals in Shepherdsville are:See all pet friendly vacation rentals in Shepherdsville on Tripadvisor
- Some of the most popular kid friendly rentals in Shepherdsville are:
- Newly Remodeled. Perfect for Derby and local events.
- Tiny House Near Louisville
- Bourbon Trail Bungalow-fast WiFi, low cleaning fee, lots of parking, fenced in
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