Shepherdsville Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Shepherdsville holiday rentals

Exterior

Justin Fitch Cabin - Active Heroes

Justin Fitch Cabin - Active Heroes
Bullitt County
The price is HK$1,722
HK$1,992 total
includes taxes & fees
16 Mar - 17 Mar
Justin Fitch Cabin - Active Heroes
Living area

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, (1 review)
"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 HK$1,284
HK$2,927 total
includes taxes & fees
23 Mar - 24 Mar
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking
Exterior

One of a kind cabin in the woods. Quiet and private but close to everything.

One of a kind cabin in the woods. Quiet and private but close to everything.
Coxs Creek
10.0 out of 10, Exceptional, (114 reviews)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
The price is HK$704
HK$1,294 total
includes taxes & fees
15 Mar - 16 Mar
One of a kind cabin in the woods. Quiet and private but close to everything.
Pool

Kentucky Sunrise 18- Greet the Sun As it Rises

Kentucky Sunrise 18- Greet the Sun As it Rises
Taylorsville
9.8 out of 10, Exceptional, (51 reviews)
"Quiet, peaceful place to rest. Perfect for a weekend getaway"
United States
Ryan D.
The price is HK$1,057
HK$2,454 total
includes taxes & fees
16 Mar - 17 Mar
Kentucky Sunrise 18- Greet the Sun As it Rises
Interior

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
3.0 star property
Vine Grove
10.0 out of 10, Exceptional, (4 reviews)
"The house was perfect for our short visit with our son at Ft. Knox. The house was small but clean and well maintained. The layout made good use of the space and everything was in working order. Overall a great option for someone looking for a place to stay. "
United States
ANDREA
The price is HK$767
HK$2,077 total
includes taxes & fees
15 Mar - 16 Mar
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
Dining

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, (64 reviews)
"Great location, close to many bourbon stops.Would definitely stay again."
United States
Matthew M.
The price is HK$951
HK$2,265 total
includes taxes & fees
23 Mar - 24 Mar
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
27-inch Smart TV with satellite channels

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
9.4 out of 10, Exceptional, (6 reviews)
"Clean, lovely stay. "
United States
Hannah
The price is HK$556
HK$1,099 total
includes taxes & fees
15 Mar - 16 Mar
The Duke Hotel
Smart TV, books

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (31 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is HK$415
HK$1,344 total
includes taxes & fees
15 Mar - 16 Mar
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Fridge, microwave, oven, stovetop

New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (54 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 HK$1,120
HK$2,279 total
includes taxes & fees
16 Mar - 17 Mar
New Downtown Luxury Townhouse in Bourbon Country
Fridge, microwave, oven, stovetop

Germantown Fav! BOOK for Music Fests & DERBY 2026!

Germantown Fav! BOOK for Music Fests & DERBY 2026!
Germantown
10.0 out of 10, Exceptional, (74 reviews)
"The home was very clean, well stocked, and in a central location. We were extremely comfortable and found lots of things to do around town."
United States
Shannon W.
The price is HK$647
HK$1,570 total
includes taxes & fees
17 Mar - 18 Mar
Germantown Fav! BOOK for Music Fests & DERBY 2026!
Smart TV, DVD player, books, video library

A Cozy Cottage Near the Heart of All Louisville Attractions!

A Cozy Cottage Near the Heart of All Louisville Attractions!
Cloverleaf
10.0 out of 10, Exceptional, (380 reviews)
"Wonderful little place to stay for a weekend. 10/10 recommend staying here. Quiet and serene, and the hosts have thought of everything- very nicely equipped!"
United States
Amanda E.
The price is HK$1,127
HK$1,490 total
includes taxes & fees
15 Mar - 16 Mar
A Cozy Cottage Near the Heart of All Louisville Attractions!
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (40 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is HK$886
HK$1,029 total
includes taxes & fees
15 Mar - 16 Mar
The Bellwether Hotel
Pool

Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)

Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)
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 HK$1,064
HK$2,118 total
includes taxes & fees
16 Mar - 17 Mar
Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)
Exterior

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (24 reviews)
"Great place "
United States
Scott L.
The price is HK$567
HK$1,294 total
includes taxes & fees
16 Mar - 17 Mar
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Smart TV

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 HK$822
HK$2,108 total
includes taxes & fees
15 Mar - 16 Mar
Close to Everything in Louisville!!!
Property grounds

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bardstown
10.0 out of 10, Exceptional, (49 reviews)
"Perfect for our stay. "
United States
Ranee T.
The price is HK$993
HK$3,036 total
includes taxes & fees
15 Mar - 16 Mar
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Terrace/patio

Cozy KY Escape with Hot Tub near the Bourbon Trail

Cozy KY Escape with Hot Tub near the Bourbon Trail
Taylorsville
10.0 out of 10, Exceptional, (106 reviews)
"The cottage is very clean and comfortable. I stayed with a friend and we were both impressed by how comfortable the beds are. The area the cottage is in is very pretty. I didn't stay long because I was in and out for a wedding, but I would definitely book this cottage again."
United States
Rachel I.
The price is HK$1,479
HK$2,675 total
includes taxes & fees
22 Mar - 23 Mar
Cozy KY Escape with Hot Tub near the Bourbon Trail
Fridge, microwave, oven, stovetop

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (14 reviews)
"Great property. Good location. "
United States
Damont P.
The price is HK$978
HK$3,246 total
includes taxes & fees
16 Mar - 17 Mar
Uptown Class
Interior

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (55 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is HK$1,174
HK$2,053 total
includes taxes & fees
25 Mar - 26 Mar
Carriage House, 7 minutes from downtown Louisville
Interior

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
South Louisville
10.0 out of 10, Exceptional, (24 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is HK$359
HK$1,416 total
includes taxes & fees
24 Mar - 25 Mar
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
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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Top Shepherdsville Hotel Reviews

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

10/10 Excellent
"Room was spacious and clean. The staff was very quick to respond to the our needs"
Daniel 1-night trip
Posted 5 hours ago
Galt House Hotel Trademark Collection by Wyndham

Find out more about Shepherdsville

Search for holiday rentals in Shepherdsville on Expedia! You can easily find your home rentals, villas, holiday apartments in Shepherdsville using one of the methods below:

  • View our selection of featured holiday rentals in Shepherdsville
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Look no further and take a look at our great range of rental properties in Shepherdsville!

Frequently asked questions

Can I find a holiday rental in Shepherdsville?

Yes, there are holiday rentals in Shepherdsville close to Bernheim Arboretum and Research Forest, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Shepherdsville. Make sure you have time to check out the riverfront and golf courses during your trip.

What are some of the best holiday rentals that Shepherdsville has to offer?

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65: This highly rated holiday home rental in Shepherdsville is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Shepherdsville?

Expedia has 16 holiday rentals for your stay in Shepherdsville.

What’s there to see and do in Shepherdsville?

Bernheim Arboretum and Research Forest and Floyd's Fork are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Kart Kountry. Paroquet Springs Conference Center and Jim Beam American Outpost are other places to visit while you're in town.

What are holiday rentals like in Shepherdsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Shepherdsville. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.