Shepherdsville Vacation Rentals

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Shepherdsville vacation rentals

Exterior

Justin Fitch Cabin - Active Heroes

Justin Fitch Cabin - Active Heroes
Bullitt County
The price is ￥33,594
￥38,352 total
includes taxes & fees
Feb 20 - Feb 21
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 ￥21,683
￥52,006 total
includes taxes & fees
Mar 18 - Mar 19
Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking
27-inch Smart TV with satellite channels

The Duke Hotel

The Duke Hotel
2.0 star property
Downtown Louisville
10.0 out of 10, Exceptional, (1 review)
"Great stay! Clean and very easy to acess. "
United States
Justin
The price is ￥10,842
￥21,446 total
includes taxes & fees
Feb 18 - Feb 19
The Duke Hotel
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 ￥13,743
￥25,250 total
includes taxes & fees
Feb 22 - Feb 23
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 ￥20,615
￥47,380 total
includes taxes & fees
Feb 18 - Feb 19
Kentucky Sunrise 18- Greet the Sun As it Rises
House (3 Bedrooms) | 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 ￥14,965
￥40,519 total
includes taxes & fees
Feb 18 - Feb 19
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 ￥17,316
￥44,506 total
includes taxes & fees
Feb 18 - Feb 19
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
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, (378 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 ￥21,989
￥29,067 total
includes taxes & fees
Feb 18 - Feb 19
A Cozy Cottage Near the Heart of All Louisville Attractions!
Iron/ironing board, WiFi, bed sheets

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is ￥8,246
￥21,887 total
includes taxes & fees
Feb 22 - Feb 23
Alfesco - Walkable Highlands Guesthouse
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 ￥21,851
￥44,457 total
includes taxes & fees
Feb 18 - Feb 19
New Downtown Luxury Townhouse in Bourbon Country
Fridge, microwave, oven, stovetop

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, (13 reviews)
"Perfect for our stay and clean. Close to Elizabethtown"
United States
Brandi J.
The price is ￥12,980
￥27,777 total
includes taxes & fees
Feb 28 - Mar 1
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
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 ￥20,886
￥41,229 total
includes taxes & fees
Feb 18 - Feb 19
Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (37 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is ￥17,364
￥20,155 total
includes taxes & fees
Mar 18 - Mar 19
The Bellwether Hotel
Fridge, microwave, oven, stovetop

Germantown Fav! BOOK for MATS, DERBY 2026!

Germantown Fav! BOOK for MATS, DERBY 2026!
Germantown
10.0 out of 10, Exceptional, (72 reviews)
"Cute comfortable house would go again"
United States
Hope N.
The price is ￥13,193
￥31,299 total
includes taxes & fees
Feb 18 - Feb 19
Germantown Fav! BOOK for MATS, DERBY 2026!
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, (105 reviews)
"Very nice. Perfect cottage for the 4 of us as we did the bourbon trail. Toni Is a great hostess. "
United States
Leland J.
The price is ￥24,050
￥47,051 total
includes taxes & fees
Feb 18 - Feb 19
Cozy KY Escape with Hot Tub near the Bourbon Trail
House (3 Bedrooms) | Interior

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
3.0 star property
New Albany
10.0 out of 10, Exceptional, (1 review)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is ￥12,827
￥52,593 total
includes taxes & fees
Feb 23 - Feb 24
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
Interior

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (52 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 ￥20,615
￥36,334 total
includes taxes & fees
Feb 18 - Feb 19
Carriage House, 7 minutes from downtown Louisville
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 ￥9,162
￥27,472 total
includes taxes & fees
Feb 22 - Feb 23
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Smart TV

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"Clean home and very friendly neighbors "
United States
Tranquilina G.
The price is ￥16,034
￥41,121 total
includes taxes & fees
Feb 18 - Feb 19
Close to Everything in Louisville!!!
Dining

Country Clean Cozy

Country Clean Cozy
Elizabethtown
9.8 out of 10, Exceptional, (39 reviews)
"When we arrived, we had everything we needed to just fall in bed and sleep after a long trip. This beautiful home was well maintained, clean, comfortable and absolutely beautiful. Wish we could have stayed longer."
United States
Shannon Z.
The price is ￥21,302
￥47,001 total
includes taxes & fees
Feb 18 - Feb 19
Country Clean Cozy
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

Embassy Suites Louisville Downtown

Embassy Suites Louisville Downtown

10/10 Excellent
"Excellent staff from Scott at Valet to the bartenders at social hour. Our room was spotless, the hallways & other areas were very clean. Comfortable beds & great complimentary breakfast! "
Tiffany 2-night trip
Posted 15 hours ago
Embassy Suites Louisville Downtown

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 vacation rental in Shepherdsville?

Yes, you can find vacation rentals in Shepherdsville near Bernheim Arboretum and Research Forest, or you can select a more secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental in Shepherdsville?

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65: This Shepherdsville vacation home rental is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Shepherdsville?

Expedia has 17 vacation 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 vacation rentals like in Shepherdsville?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Shepherdsville. Vacation rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.