Search Vacation Homes in Shepherdsville

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Shepherdsville vacation homes

Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking
Shepherdsville
10.0 out of 10, Exceptional, (2 reviews)
"The host was very attentive and helpful. They checked in a couple of times to make sure everything was good with our stay. The house is nice and the neighborhood was quiet. The location was close to everything in Shepherdsville. Louisville is about 20-30 mins away depending on where you are going. Definitely would stay again. "
United States
Bobby C.
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

StillHill: HotTub GameRoom Whiskey Lounge Acreage

StillHill: HotTub GameRoom Whiskey Lounge Acreage
Bardstown
10.0 out of 10, Exceptional, (11 reviews)
"The place was great. Comfortable accomodations and would visit again!"
United States
Alan R.
The price is AED 742
AED 1,487 total
includes taxes & fees
20 Apr - 21 Apr
StillHill: HotTub GameRoom Whiskey Lounge Acreage

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
New Hope
10.0 out of 10, Exceptional, (66 reviews)
"Great location, close to many bourbon stops.Would definitely stay again."
United States
Matthew M.
The price is AED 417
AED 1,046 total
includes taxes & fees
20 Apr - 21 Apr
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Seabiscuit 5- Relax And Kick Back

Seabiscuit 5- Relax And Kick Back
Taylorsville
9.6 out of 10, Exceptional, (54 reviews)
"We had a girls weekend and everything was perfect. Would definitely stay here again."
United States
Susan N.
The price is AED 496
AED 982 total
includes taxes & fees
20 Apr - 21 Apr
Seabiscuit 5- Relax And Kick Back

The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown

The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown
Elizabethtown
10.0 out of 10, Exceptional, (3 reviews)
" Everything was clean and comfortable. Check in and check out was very easy. If we are back in the area we would definitely stay here again. "
United States
Cory G.
The price is AED 320
AED 636 total
includes taxes & fees
20 Apr - 21 Apr
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Radcliff
9.8 out of 10, Exceptional, (15 reviews)
"Perfect for our stay and clean. Close to Elizabethtown"
United States
Brandi J.
The price is AED 294
AED 648 total
includes taxes & fees
27 Apr - 28 Apr
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Angels Envy 29 - A relaxing place by the lake!

Angels Envy 29 - A relaxing place by the lake!
Taylorsville
9.4 out of 10, Exceptional, (20 reviews)
"Just visited distilleries"
United States
Pam M.
The price is AED 496
AED 1,148 total
includes taxes & fees
23 Apr - 24 Apr
Angels Envy 29 - A relaxing place by the lake!

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"This is a great little place to stay! Close to the Exposition Center and a lot of other attractions. It is an older place but clean and comfortable. This is our second stay at this place. "
United States
jaggers959
The price is AED 386
AED 989 total
includes taxes & fees
20 Apr - 21 Apr
Close to Everything in Louisville!!!

The Elizabethtown Hideaway

The Elizabethtown Hideaway
Elizabethtown
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful place! Always felt safe, long driveway was awesome!!"
United States
Carter H.
The price is AED 290
AED 783 total
includes taxes & fees
20 Apr - 21 Apr
The Elizabethtown Hideaway

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (10 reviews)
"It was everything we needed."
United States
Carmen C.
The price is AED 281
AED 970 total
includes taxes & fees
20 Apr - 21 Apr
St. Matthew’s - Walk to Shops & Restaurants

Close to Ky Fairgrounds&Expo, Churchill Downs!

Close to Ky Fairgrounds&Expo, Churchill Downs!
Germantown
10.0 out of 10, Exceptional, (75 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is AED 303
AED 737 total
includes taxes & fees
20 Apr - 21 Apr
Close to Ky Fairgrounds&Expo, Churchill Downs!

New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (56 reviews)
"Very nice place in the heart of downtown. Host was easy to communicate with. Would stay there again."
United States
Justin F.
The price is AED 493
AED 1,025 total
includes taxes & fees
20 Apr - 21 Apr
New Downtown Luxury Townhouse in Bourbon Country

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (15 reviews)
"Great property. Good location. "
United States
Damont P.
The price is AED 459
AED 1,544 total
includes taxes & fees
20 Apr - 21 Apr
Uptown Class

Just 10 minutes from town -We're more than just a place to stay!

Just 10 minutes from town -We're more than just a place to stay!
Elizabethtown
9.2 out of 10, Wonderful, (20 reviews)
"Clean and comfortable. Really pretty country"
United States
Deborah B.
The price is AED 413
AED 678 total
includes taxes & fees
20 Apr - 21 Apr
Just 10 minutes from town -We're more than just a place to stay!

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.
Bardstown
10.0 out of 10, Exceptional, (47 reviews)
"Beautiful home, comfortable beds, great location! "
United States
Amanda B.
🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

The Maple Den

The Maple Den
Elizabethtown
10.0 out of 10, Exceptional, (14 reviews)
"Great place and stay no issues. "
United States
Dalton R.
The price is AED 558
AED 1,199 total
includes taxes & fees
23 Apr - 24 Apr
The Maple Den

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (86 reviews)
"Very nice place"
United States
Seth B.
The price is AED 495
AED 1,154 total
includes taxes & fees
21 Apr - 22 Apr
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Minutes from Churchill Downs & Downtown Lou!

Minutes from Churchill Downs & Downtown Lou!
Schnitzelburg
10.0 out of 10, Exceptional, (9 reviews)
"Met my brother there for the weekend. Great food just 2 blocks away. Very happy with our stay. We would stay there again!"
United States
Greg B.
The price is AED 661
AED 1,330 total
includes taxes & fees
20 Apr - 21 Apr
Minutes from Churchill Downs & Downtown Lou!

Country Clean Cozy

Country Clean Cozy
Elizabethtown
9.8 out of 10, Exceptional, (43 reviews)
"Great communication and instructions. House was perfect for our needs and location."
United States
Lynne Y.
The price is AED 529
AED 1,164 total
includes taxes & fees
23 Apr - 24 Apr
Country Clean Cozy

Perfect Kentucky Derby stay near Churchill Downs!

Perfect Kentucky Derby stay near Churchill Downs!
Jeffersonville
The price is AED 333
AED 788 total
includes taxes & fees
20 Apr - 21 Apr
Perfect Kentucky Derby stay near Churchill Downs!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shepherdsville Hotel Reviews

Explore a world of travel with Expedia