Photo by Sarah Wetmore

Shepherdsville Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
15 Jul - 16 Jul
Tomorrow
16 Jul - 17 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Holiday Rentals in Shepherdsville

Charming Shepherdsville Cozy Home with Lakeside views
Relax in this serene bedroom with a large bed, nightstands, and a ceiling fan.

Charming Shepherdsville Cozy Home with Lakeside views

10.0 out of 10, Exceptional, (3)
"Very nice property. Excellent communication with the host. Would stay again."
The price is HK$706
HK$2,315 total
includes taxes & fees
21 Jul - 22 Jul
Charming Shepherdsville Cozy Home with Lakeside views
The River Hill Farm Cottage offers the perfect blend of peace and modern ease.
Outdoor dining

The River Hill Farm Cottage offers the perfect blend of peace and modern ease.

The price is HK$2,159
HK$2,726 total
includes taxes & fees
21 Jul - 22 Jul
The River Hill Farm Cottage offers the perfect blend of peace and modern ease.
Still Hill Bourbon Trail Home on 5 acres with a hot tub and fire pit
Relax in a hot tub surrounded by a pergola and deck, offering serene views of the natural landscape.

Still Hill Bourbon Trail Home on 5 acres with a hot tub and fire pit

10.0 out of 10, Exceptional, (8)
"The place was great. Comfortable accomodations and would visit again!"
The price is HK$2,119
HK$3,626 total
includes taxes & fees
28 Jul - 29 Jul
Still Hill Bourbon Trail Home on 5 acres with a hot tub and fire pit
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S
Kitchen area with refrigerator, microwave, oven, and sink.

Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

10.0 out of 10, Exceptional, (73)
"Great location for exploring bourbon distilleries. Home was well stocked with everything you might need. We very much enjoyed our stay."
The price is HK$1,173
HK$2,946 total
includes taxes & fees
22 Jul - 23 Jul
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S
The Farmwife’s Hideaway
Relax on the patio with wicker furniture and a large umbrella providing shade.

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (22)
"A peaceful comfortable place near the Bardstown Bourbon trail favorites. I highly recommend this place for your stay."
The price is HK$968
HK$1,854 total
includes taxes & fees
21 Jul - 22 Jul
The Farmwife’s Hideaway
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Charming cottage with a gabled roof and a cozy front porch, featuring a single entryway and a small window above the door.

Ron & Orline's Home, park at the door & use our EV 50 amp charger

10.0 out of 10, Exceptional, (153)
"Cozy home with a wonderful host. I would definitely recommend staying here to anyone"
The price is HK$1,217
HK$2,016 total
includes taxes & fees
18 Jul - 19 Jul
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Stay in a historic Early 1800s Guest House!
Stunning two-story home with a charming front porch and lush surroundings.

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (102)
"This property was very charming, warm and well equipped for our stay. We would highly recommend this property over a hotel room. Would definitely go back!"
The price is HK$812
HK$1,484 total
includes taxes & fees
23 Jul - 24 Jul
Stay in a historic Early 1800s Guest House!
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Relax in this serene outdoor space with a wooden table and two wicker chairs, surrounded by a railing offering a view of the surrounding landscape.

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

10.0 out of 10, Exceptional, (30)
"We really enjoyed our visit and the house was furnished and decorated very nice. Super easy communication with the owner, very transparent willing to help with whatever we needed. Will stay again. "
The price is HK$805
HK$2,826 total
includes taxes & fees
16 Jul - 17 Jul
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
"The Trailhead" - Beautiful Property in the Heart of Bardstown
Relax in this inviting living room with a foosball table, sofas, and a flat-screen TV.

"The Trailhead" - Beautiful Property in the Heart of Bardstown

9.6 out of 10, Exceptional, (11)
"Perfect for our family and close to everything"
The price is HK$2,272
HK$4,294 total
includes taxes & fees
28 Jul - 29 Jul
"The Trailhead" - Beautiful Property in the Heart of Bardstown
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown
Cozy outdoor space with a wood-burning stove and benches under a covered area.

Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

2.0 star property
10.0 out of 10, Exceptional, (18)
"Spacious home, very clean, and an easy location to visit many establishments around Bardstown."
The price is HK$1,491
HK$4,206 total
includes taxes & fees
23 Jul - 24 Jul
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown
Enjoy meals in this dining area with a table set for a meal, surrounded by a view of the water and lush landscape.

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

10.0 out of 10, Exceptional, (1)
"Our family of 8 adults and two young grandchildren absolutely loved this property! The home is beautifully decorated, and the kitchen is both stunning and fully equipped with everything you could possibly need, and more.The barn was a fantastic bonus: a fun and safe place for our grandsons to burn off energy before bedtime, and a perfect spot for the adults to unwind and enjoy games together.From the moment we booked until checkout, Melissa was incredibly responsive and helpful. We couldn’t have...
The price is HK$2,103
HK$5,520 total
includes taxes & fees
17 Jul - 18 Jul
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown
The Angels Share Quiet 4 BR Home in City of Bardstown by 1792 Distillery
Stylish single-story home with a central entrance, small porch, and a well-manicured lawn.

The Angels Share Quiet 4 BR Home in City of Bardstown by 1792 Distillery

10.0 out of 10, Exceptional, (30)
"Great property to stay. Centrally located to all of the area's distilleries."
The price is HK$1,031
HK$2,695 total
includes taxes & fees
22 Jul - 23 Jul
The Angels Share Quiet 4 BR Home in City of Bardstown by 1792 Distillery
Fire pit - Yard Games - Foosball - KY Bourbon Trail
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and dishwasher.

Fire pit - Yard Games - Foosball - KY Bourbon Trail

10.0 out of 10, Exceptional, (34)
"Let’s just say this is my 2nd time here and will always come back!!!!!"
The price is HK$1,243
HK$3,075 total
includes taxes & fees
28 Jul - 29 Jul
Fire pit - Yard Games - Foosball - KY Bourbon Trail
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Enjoy a peaceful stay in this charming house with a front porch and beautifully manicured lawn.

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

10.0 out of 10, Exceptional, (54)
"Great place to stay while doing a Bourbon Tour!!"
The price is HK$926
HK$2,336 total
includes taxes & fees
16 Jul - 17 Jul
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Stunning home with a gabled roof and inviting front porch, featuring a convenient garage entrance.

Near Highways and a 20 Min Drive to Louisville's Main Attractions

10.0 out of 10, Exceptional, (41)
"Great for a big group. Host was great!"
The price is HK$1,590
HK$3,367 total
includes taxes & fees
20 Jul - 21 Jul
Near Highways and a 20 Min Drive to Louisville's Main Attractions
Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away
Stunning two-story home with a gabled roof and inviting front porch, set amidst lush greenery and a well-manicured lawn.

Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away

2.0 star property
10.0 out of 10, Exceptional, (5)
"Exactly as described, was perfect for our family. Alan was great at communicating and giving places to eat at."
The price is HK$981
HK$2,449 total
includes taxes & fees
28 Jul - 29 Jul
Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Relax in the hot tub, surrounded by a wooden deck and a lattice roof.

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

9.8 out of 10, Exceptional, (18)
"Great place good time "
The price is HK$2,360
HK$5,217 total
includes taxes & fees
22 Jul - 23 Jul
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Charming house in one of Louisville's most coveted neighborhoods
Enjoy outdoor dining or relaxation on the deck with a table and chairs, surrounded by a serene lawn and mature trees.

Charming house in one of Louisville's most coveted neighborhoods

10.0 out of 10, Exceptional, (71)
"Cozy, quiet, scenic property run by an extremely responsive host."
The price is HK$1,208
HK$2,304 total
includes taxes & fees
16 Jul - 17 Jul
Charming house in one of Louisville's most coveted neighborhoods
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Enjoy cooking in this well-appointed kitchen with a stainless steel sink, wooden countertop, and range hood.

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

9.8 out of 10, Exceptional, (69)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is HK$4,938
HK$9,659 total
includes taxes & fees
21 Jul - 22 Jul
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Huge and Contemporary Norton Commons House!
Stunning interior space with a striking abstract zebra painting, console table, and geometric accent wall.

Huge and Contemporary Norton Commons House!

9.6 out of 10, Exceptional, (40)
"Great neighborhood in a highly sought after city! The home is beautiful and is in a short driving distance of shops, restaurants, grocery stores and the interstate. Please pay attention to the pictures as the houses are very close together but we never experienced any issues. Also, there is a small fenced in area but no grass so if you are traveling with pets please plan accordingly. However many spots in the neighborhood to walk dogs including a nice sized dog park. Excellent time in KY"
The price is HK$2,473
HK$4,811 total
includes taxes & fees
21 Jul - 22 Jul
Huge and Contemporary Norton Commons House!
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
Sign in
Sign up, it's free

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 13 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.