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Shepherdsville Holiday Rentals

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Holiday Rentals in Shepherdsville

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 NZ$499
includes taxes & fees
21 July - 22 July
Charming Shepherdsville Cozy Home with Lakeside views

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

The price is NZ$575
includes taxes & fees
18 July - 19 July
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

10.0 out of 10, Exceptional, (8)
"The place was great. Comfortable accomodations and would visit again!"
The price is NZ$763
includes taxes & fees
13 July - 14 July
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

10.0 out of 10, Exceptional, (71)
"Great location for exploring bourbon distilleries. Home was well stocked with everything you might need. We very much enjoyed our stay."
The price is NZ$719
includes taxes & fees
17 July - 18 July
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

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 NZ$411
includes taxes & fees
14 July - 15 July
The Farmwife’s Hideaway

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

10.0 out of 10, Exceptional, (152)
"Cozy home with a wonderful host. I would definitely recommend staying here to anyone"
The price is NZ$423
includes taxes & fees
13 July - 14 July
Ron & Orline's Home, park at the door & use our EV 50 amp charger

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 NZ$313
includes taxes & fees
13 July - 14 July
Stay in a historic Early 1800s Guest House!

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 NZ$622
includes taxes & fees
14 July - 15 July
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

"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 NZ$906
includes taxes & fees
28 July - 29 July
"The Trailhead" - Beautiful Property in the Heart of Bardstown

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

2.0 star property
10.0 out of 10, Exceptional, (17)
"Spacious home, very clean, and an easy location to visit many establishments around Bardstown."
The price is NZ$887
includes taxes & fees
23 July - 24 July
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

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 NZ$1,169
includes taxes & fees
11 Aug - 12 Aug
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

10.0 out of 10, Exceptional, (29)
"Great property to stay. Centrally located to all of the area's distilleries."
The price is NZ$514
includes taxes & fees
22 July - 23 July
The Angels Share Quiet 4 BR Home in City of Bardstown by 1792 Distillery

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 NZ$649
includes taxes & fees
14 July - 15 July
Fire pit - Yard Games - Foosball - KY Bourbon Trail

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 NZ$491
includes taxes & fees
13 July - 14 July
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

10.0 out of 10, Exceptional, (41)
"Great for a big group. Host was great!"
The price is NZ$763
includes taxes & fees
21 July - 22 July
Near Highways and a 20 Min Drive to Louisville's Main Attractions

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

9.8 out of 10, Exceptional, (17)
"Great place good time "
The price is NZ$1,073
includes taxes & fees
16 July - 17 July
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

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 NZ$486
includes taxes & fees
16 July - 17 July
Charming house in one of Louisville's most coveted neighborhoods

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

9.8 out of 10, Exceptional, (68)
"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 NZ$2,037
includes taxes & fees
14 July - 15 July
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Huge and Contemporary Norton Commons House!

9.6 out of 10, Exceptional, (39)
"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 NZ$1,015
includes taxes & fees
21 July - 22 July
Huge and Contemporary Norton Commons House!

Spacious 7-bedroom Farmhouse in New Haven - On Bourbon Trail!

The price is NZ$532
includes taxes & fees
12 July - 13 July
Spacious 7-bedroom Farmhouse in New Haven - On Bourbon Trail!
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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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.