Photo by Lesley B

Search Vacation Homes in Shepherdsville

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Vacation Homes in Shepherdsville

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

Vacation Home in Shepherdsville

10.0 out of 10, Exceptional, (1)
"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.
The price is SAR 709
SAR 1,524 total
includes taxes & fees
13 Dec - 14 Dec
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking
Fridge, microwave, oven, stovetop
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Vacation Home in South Louisville

10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
The price is SAR 154
SAR 658 total
includes taxes & fees
15 Dec - 16 Dec
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Outdoor dining
Angels Envy 29 - A relaxing place by the lake!

Vacation Home in Taylorsville

9.4 out of 10, Exceptional, (20)
"Great place good accommodation "
United States
Ryan D.
The price is SAR 488
SAR 1,119 total
includes taxes & fees
3 Dec - 4 Dec
Angels Envy 29 - A relaxing place by the lake!
Outdoor spa tub
Kentucky Sunrise 18- Greet the Sun As it Rises

Vacation Home in Taylorsville

9.8 out of 10, Exceptional, (51)
"Great place - everything and more!Suzanne was super helpful!"
United States
leslie Z.
The price is SAR 506
SAR 1,164 total
includes taxes & fees
3 Dec - 4 Dec
Kentucky Sunrise 18- Greet the Sun As it Rises
Terrace/patio
DerbyCity Getaway | Hot Tub | Near Churchill Downs

Vacation Home in Taylor Berry

8.4 out of 10, Very Good, (6)
"Loved the backyard "
United States
Jeremy P.
The price is SAR 278
SAR 726 total
includes taxes & fees
9 Dec - 10 Dec
DerbyCity Getaway | Hot Tub | Near Churchill Downs
Exterior
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

Vacation Home in St. Matthews

9.0 out of 10, Wonderful, (6)
"Stayed for a friends wedding at Whitehall. Location was great and we were able to walk to a handful of restaurants and coffee shops "
United States
Natalie H.
The price is SAR 287
SAR 991 total
includes taxes & fees
9 Dec - 10 Dec
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms
Private kitchen
Putt Putt House by Louisville Walking Bridge

Vacation Home in Jeffersonville

2.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful property in lovely area "
United States
A. Dawn
The price is SAR 375
SAR 1,102 total
includes taxes & fees
7 Dec - 8 Dec
Putt Putt House by Louisville Walking Bridge
Fridge, microwave, oven, stovetop
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

Vacation Home in Bardstown

10.0 out of 10, Exceptional, (82)
"Accommodations were excellent We are definitely recommending to friends "
United States
John F.
The price is SAR 419
SAR 1,223 total
includes taxes & fees
3 Dec - 4 Dec
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S
Outdoor dining
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Vacation Home in New Hope

10.0 out of 10, Exceptional, (62)
"Great place to stay while doing a Bourbon Tour!!"
United States
PATRICIA
The price is SAR 425
SAR 1,089 total
includes taxes & fees
6 Dec - 7 Dec
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Fridge, microwave, oven, stovetop
Private Home Close to Zoo, U of L, Churchill Downs

Vacation Home in Poplar Level

9.6 out of 10, Exceptional, (18)
"I love this property! Great neighborhood near the park and zoo, comfortable beds, and a nice living room to hang out in. Very charming older home"
United States
Rosemary P.
The price is SAR 334
SAR 1,167 total
includes taxes & fees
4 Dec - 5 Dec
Private Home Close to Zoo, U of L, Churchill Downs
2 bedrooms, WiFi, bed sheets
Stylish House Walking Distance from the Fun of the Highlands!

Vacation Home in Phoenix Hill

9.6 out of 10, Exceptional, (24)
"We enjoyed our stay. The place was just as advertised. The host was so helpful and easy to reach. "
United States
Trena D.
The price is SAR 281
SAR 762 total
includes taxes & fees
8 Dec - 9 Dec
Stylish House Walking Distance from the Fun of the Highlands!
Fridge, microwave, oven, stovetop
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Vacation Home in New Albany

10.0 out of 10, Exceptional, (34)
"Property is great for those traveling with pets. Yard big enough to play. New Albany great location with restaurants close by. Really nice greenway along the river as well. All in all I would highly recommend this property. "
United States
Robin S.
The price is SAR 263
SAR 742 total
includes taxes & fees
14 Dec - 15 Dec
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
Interior
Hillside Home Close To The Bourbon Trail

Vacation Home in Bardstown

9.0 out of 10, Wonderful, (15)
"Nice place in walking distance to the Bardstown downtown area. Enjoyed the accommodations, local food and activities! "
United States
Michael D.
The price is SAR 311
SAR 1,183 total
includes taxes & fees
7 Dec - 8 Dec
Hillside Home Close To The Bourbon Trail
Fridge, microwave, oven, stovetop
Close to Expo Ctr, UofL, Walk to bars, shops!

Vacation Home in Germantown

10.0 out of 10, Exceptional, (70)
"The place was very clean and organized. Furniture, floors, and appliances are all of good quality. I enjoyed my stay and would definitely book again "
United States
Victor H.
The price is SAR 284
SAR 722 total
includes taxes & fees
3 Dec - 4 Dec
Close to Expo Ctr, UofL, Walk to bars, shops!
Exterior detail
Close to Everything in Louisville!!!

Vacation Home in Camp Taylor

9.4 out of 10, Exceptional, (37)
"Matches the description and photos "
United States
Angela C.
The price is SAR 356
SAR 954 total
includes taxes & fees
3 Dec - 4 Dec
Close to Everything in Louisville!!!
Fridge, microwave, oven, stovetop
Southern Family Charmer - Perfect Space & Location with style and comfort!

Vacation Home in Schnitzelburg

10.0 out of 10, Exceptional, (22)
"We had a great stay in Louisville. The property was beautiful, and location was perfect. "
United States
Kelsea Y.
Southern Family Charmer - Perfect Space & Location with style and comfort!
Fridge, microwave, oven, stovetop
Charming 4BR w/ Fire Pit + Next to Barton 1792

Vacation Home in Bardstown

10.0 out of 10, Exceptional, (36)
"Great little place for a short stay. Loved the homemade soaps that were provided. If we ever need to stay in the area again we will absolutely stay in This place again. "
United States
Anonymous traveler
The price is SAR 379
SAR 1,134 total
includes taxes & fees
3 Dec - 4 Dec
Charming 4BR w/ Fire Pit + Next to Barton 1792
Fridge, microwave, oven, stovetop
Charming 2 BR home by Emerson Park & Gardens - UL, Downtown, Shopping and Eats

Vacation Home in Schnitzelburg

9.8 out of 10, Exceptional, (42)
"Best hosts and neighborhood! Thank you for a quiet and comfortable stay! "
United States
Trina M.
The price is SAR 457
SAR 1,302 total
includes taxes & fees
3 Dec - 4 Dec
Charming 2 BR home by Emerson Park & Gardens - UL, Downtown, Shopping and Eats
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail

Vacation Home in Phoenix Hill

9.6 out of 10, Exceptional, (41)
"East parking and great place to explore from"
United States
Karen W.
Luxurious home in centrally located Phoenix Hill. Mins to NULU & Bourbon Trail
Outdoor spa tub
Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)

Vacation Home in Taylorsville

9.6 out of 10, Exceptional, (53)
"We had a girls weekend and everything was perfect. Would definitely stay here again."
United States
Susan N.
The price is SAR 465
SAR 1,044 total
includes taxes & fees
3 Dec - 4 Dec
Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shepherdsville Hotel Reviews

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

10/10 Excellent
"Clean rooms and front desk staff very pleasant."
Kim 1-night trip
Posted 1 day ago
Derby City Gaming & Hotel - A Churchill Downs Property

Explore a world of travel with Expedia