Photo by Sarah Wetmore

Shepherdsville Vacation Rentals

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Browse Select Shepherdsville Vacation Homes

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

10.0 out of 10, Exceptional, (36)
"This home was exactly what you hoped for when searching for a short, stay location. Reasonably priced, extraordinarily clean, and well furnished."
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, (83)
"My family stayed here while visiting Louisville for the National Farm Machinery show. There was plenty of space for our group of 9!"
The price is CA $286
CA $724 total
includes taxes & fees
Mar 4 - Mar 5
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, (18)
"Great location. Modern updates with a ton of character. "
New! Kings on Restaurant Row! HotTub!Close to NuLu

Preston Retreat - Convenient Germantown Location

The price is CA $124
CA $346 total
includes taxes & fees
Mar 2 - Mar 3
Preston Retreat - Convenient Germantown Location

Peaceful Contemporary Close to Everything

10.0 out of 10, Exceptional, (39)
"Great place to stay while we attended class at Moonshine University and toured some distilleries downtown! "
The price is CA $298
CA $643 total
includes taxes & fees
Mar 4 - Mar 5
Peaceful Contemporary Close to Everything

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

9.4 out of 10, Exceptional, (21)
"Nice location, super cool place, would stay again! "
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 $144
CA $326 total
includes taxes & fees
Mar 4 - Mar 5
3 BR Downtown Sanctuary! Huge back yard

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10.0 out of 10, Exceptional, (30)
"Everything was just as described! "
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

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 $164
CA $273 total
includes taxes & fees
Mar 5 - Mar 6
Stay in a historic Early 1800s Guest House!

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

10.0 out of 10, Exceptional, (72)
"I am not able to fully rate the property, since we were unable to stay here due to the significant snowfall in Louisville. Despite that, I did want to pass along praise for the host, James! He was a great communicator throughout and incredibly helpful in every way! 5 stars for James and I hope to return and stay at this property and explore Louisville (without snow!!) in the future!"
THE BARRET HOUSE, 2 floor luxury home, LOCATION! Downtown, HIGHLANDS, NuLu, EXPO

Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm

10.0 out of 10, Exceptional, (37)
"Property was fantastic the weather didn’t cooperate unfortunately but made most of the beautiful home "
The price is CA $356
CA $765 total
includes taxes & fees
Mar 3 - Mar 4
Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm

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

10.0 out of 10, Exceptional, (144)
"James and the property were both outstanding! It was really fun to stay in such a cool house! The Highlands area is busy in all the best ways! Off-street parking was so helpful and made our stay very easy. The shops, restaurants, spa, people, and energy were welcoming and friendly. I wouldn't recommend going anywhere else if you and your peeps need a quick, fun getaway!!"
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

Charming Private Bungalow with EV Charger Near Downtown Louisville

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!"
Charming Private Bungalow with EV Charger Near Downtown Louisville

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 $199
CA $478 total
includes taxes & fees
Mar 2 - Mar 3
Riverview balcony. Historic dwntn Jeffersonville. 1 mile from dwntn Louisville.

16 Mi to Louisville: Pet-Friendly Getaway!

10.0 out of 10, Exceptional, (4)
"The house was very nice (HVAC system a little loud when running) and exactly was described in the listing. Would g back."
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

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

9.8 out of 10, Exceptional, (63)
"Very neat place. Very satisfying for all of us."
The price is CA $974
CA $1,859 total
includes taxes & fees
Mar 2 - Mar 3
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

7.4 out of 10, Good, (3)
"We had an amazing time at this property. We were in town for a basketball tournament and had all our family ranging from 65 to 7 years old. Everyone had a great time. Just a short drive to Louisville. Made all our meals at the house and enjoyed the pool and hot tub. The pool house was amazing. Lots of extra room to play games and sleep."
ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

The Trifecta in Old Louisville

10.0 out of 10, Exceptional, (111)
"This house was a perfect spot for a long weekend with friends. It is very clean, well appointed and a quick drive to downtown. There a a few walkable neighbor hood restaurants - we went to Old Louisville Tavern twice. A lot of thought has gone into making this home very welcoming and short-term stay ready."
The Trifecta in Old Louisville
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.
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Other property types in Shepherdsville

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

10.0 out of 10, Exceptional, (83)
"My family stayed here while visiting Louisville for the National Farm Machinery show. There was plenty of space for our group of 9!"
The price is CA $286
CA $724 total
includes taxes & fees
Mar 4 - Mar 5
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

Hancock House

3.0 star property
8.0 out of 10, Very good, (213)
"Great place to stay! Clean, quiet and safe."
The price is CA $125
CA $228 total
includes taxes & fees
Mar 5 - Mar 6
Hancock House

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (91)
"Outstanding!"
The price is CA $167
CA $269 total
includes taxes & fees
Mar 30 - Mar 31
Stellar Suites
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.