Photo by Sarah Wetmore

Shepherdsville Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Shepherdsville Vacation Homes

Horse Farm 4-bedroom house with AC and WiFi in Bourbon Country

2.0 star property
10.0 out of 10, Exceptional, (6)
"House was perfect to hub out of for the bourbon tours. Wife loved the horses on the property. "
Horse Farm 4-bedroom house with AC and WiFi in Bourbon Country

Home Sweet Hayden - 4 beds/3 Full Bath in East End

10.0 out of 10, Exceptional, (33)
"Wonderful property. We will definitely be staying there again."
Home Sweet Hayden - 4 beds/3 Full Bath in East End

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (81)
"We could not have found a more perfect location and home for our family Christmas trip! This home is wonderful and Tammie was so easy to work with and so responsive to any questions we had. And a very convienent location for our family to meet. Very quiet and so many amenities. We hope to beable to come here again in the future. We had lots of room and the kitchen allowed us to make our usual very large Christmas Eve dinner. I highly recommend this home !!!!!!!!"
The price is CA $287
CA $725 total
includes taxes & fees
Jan 28 - Jan 29
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

New! Kings on Restaurant Row! HotTub!Close to NuLu

8.8 out of 10, Excellent, (16)
"Great location, really enjoyed visiting Louisville."
New! Kings on Restaurant Row! HotTub!Close to NuLu

Preston Retreat - Convenient Germantown Location

The price is CA $115
CA $334 total
includes taxes & fees
Jan 28 - Jan 29
Preston Retreat - Convenient Germantown Location

Peaceful Contemporary Close to Everything

10.0 out of 10, Exceptional, (39)
"We had a great stay at this beautiful house. Everything was nice and clean. Just what we were looking for. "
Peaceful Contemporary Close to Everything

New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

9.6 out of 10, Exceptional, (19)
"Well price, unique and entertaining space."
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

3 BR Downtown Sanctuary! Huge back yard

8.6 out of 10, Excellent, (26)
"The property was in a convenient location for our stay. We went to the Louisville Mega Caverns, the Ohio River Falls, the Kentucky Derby Museum, Derby Downs Casino. We had 6 adults and the place was roomy for us all"
The price is CA $153
CA $344 total
includes taxes & fees
Jan 28 - Jan 29
3 BR Downtown Sanctuary! Huge back yard

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10.0 out of 10, Exceptional, (28)
"Parking in the garage was awesome with the colder weather and of course the swim spa was a hit."
10 Min to Louisville, Huge Hot Tub, Awesome Backyard

Chic Flat on Central Park

10.0 out of 10, Exceptional, (15)
"If you love historic districts in cities, this apartment is for you. It is well-appointed and conveniently located to many Louisville attractions. It is especially great if you want to be near the University of Louisville or the downtown distilleries. For us it was a great location to visit relatives off Bardstown Road and in Southern Indiana. "
Chic Flat on Central Park

THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

10.0 out of 10, Exceptional, (71)
"The stay was exactly what I was looking for with my group. Owner/manager was very prompt in communicating and generous by giving us a late checkout. Would stay again"
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (93)
"It was a really precious place in the heart of Downtown Bardstown!!! It was very clean and the owners were helpful!!! The bed was comfortable and the kitchen spacious. We enjoyed the walkability of the location immensely. The water presure was spectaclar and tons of hot water for a deep soak in a cast iron tub!!! Only issues were the internet was slower than we we are accustomed too and the kitchen needed a few more accessories for a week long stay. I would definitely stay there again. It was a...
The price is CA $165
CA $274 total
includes taxes & fees
Jan 28 - Jan 29
Stay in a historic Early 1800s Guest House!

The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

10.0 out of 10, Exceptional, (143)
"Great stay. Very convenient "
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

NEW GAME ROOM! Porch Sitting' 4 bed/2 bath; Bourbon Trail, Close to downtown.

10.0 out of 10, Exceptional, (35)
"We appreciate everything that was available for our stay. Snacks, coffee and all the fixins! Lots of towels and everything you could need. Conveniently located near downtown and the distilleries for our Bourbon Trail adventure. "
NEW GAME ROOM! Porch Sitting' 4 bed/2 bath; Bourbon Trail, Close to downtown.

Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private

10.0 out of 10, Exceptional, (77)
"Well stocked full kitchen, comfortable bed, covered parking. Nice size for two. Say “hi” to Mike for us if you stay!"
Private Bungalow with EV 2 Charger in 2 car garage, sleeps 6 private

16 Mi to Louisville: Pet-Friendly Getaway!

10.0 out of 10, Exceptional, (3)
"Great place to stay"
16 Mi to Louisville: Pet-Friendly Getaway!

River City Retreat

9.8 out of 10, Exceptional, (8)
"We felt comfortable in this home"
River City Retreat

Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.

10.0 out of 10, Exceptional, (2)
"I was really impressed with this beautifully restored historic property. It was very clean and included some very welcoming touches. I want to come back this summer and enjoy both decks. A wonderful spot to enjoy downtown Jeff when it’s really hoppin."
The price is CA $136
CA $407 total
includes taxes & fees
Jan 28 - Jan 29
Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (61)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is CA $931
CA $1,803 total
includes taxes & fees
Jan 28 - Jan 29
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

9.8 out of 10, Exceptional, (51)
"It was exactly what we needed. "
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Shepherdsville
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Shepherdsville

22-acre Home on Bourbon Trail w/ Sunroom!

3.0 star property
22-acre Home on Bourbon Trail w/ Sunroom!

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (81)
"We could not have found a more perfect location and home for our family Christmas trip! This home is wonderful and Tammie was so easy to work with and so responsive to any questions we had. And a very convienent location for our family to meet. Very quiet and so many amenities. We hope to beable to come here again in the future. We had lots of room and the kitchen allowed us to make our usual very large Christmas Eve dinner. I highly recommend this home !!!!!!!!"
The price is CA $287
CA $725 total
includes taxes & fees
Jan 28 - Jan 29
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

Bourbon Trail Estate on 22.5 Acres!

10.0 out of 10, Exceptional, (12)
"Had 4 couples stay for a bourbon trip. The house exceeded our expectations. "
Bourbon Trail Estate on 22.5 Acres!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.