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Holiday Homes in Shepherdsville

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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec

Featured Holiday Homes in Shepherdsville

Our top choices for Shepherdsville holiday homes

Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
Exterior

Stay on Broadway - Sleeps 10, Hot Tub, Walkable!

8.8 out of 10, Excellent, (8)
"Had a great time "
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!
Downtown Bourbon Black Swan House
Fireplace

Downtown Bourbon Black Swan House

9.8 out of 10, Exceptional, (12)
"This property was a great fit for our family of four! Tastefully appointed and very clean, this three bedroom, two bath was very comfortable and quiet. Located extremely close to downtown Bardstown, many places are walkable. Great and timely communication with host and an easy check in made this weekend hassle free. Thank you."
The price is AU$463
includes taxes & fees
15 Sept - 16 Sept
Downtown Bourbon Black Swan House
The Chestnut - Nulu
Terrace/patio

The Chestnut - Nulu

2.0 star property
9.8 out of 10, Exceptional, (22)
"We stayed here for a "
The price is AU$293
includes taxes & fees
28 Sept - 29 Sept
The Chestnut - Nulu
Wanderlust - Hot tub / fire pit - Location!
Outdoor spa tub

Wanderlust - Hot tub / fire pit - Location!

9.8 out of 10, Exceptional, (8)
"4 guys in our group. We all had big comfy beds and enjoyed the hot tub and fire pit outside. Would recommend!"
Wanderlust - Hot tub / fire pit - Location!
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Outdoor dining

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

10.0 out of 10, Exceptional, (179)
"Way beyond our expectations. We loved our stay!"
The price is AU$516
includes taxes & fees
1 Oct - 2 Oct
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville
Stay in a historic Early 1800s Guest House!
Exterior

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (108)
"A great location and very quiet area. House was very clean and well kept. We walked to most of our destinations due to the location which was very nice. Only constructive criticism i would give is a dead bolt lock on back door, some kind of foot stool and end table in living room. I would definitely stay here again. "
The price is AU$306
includes taxes & fees
30 Sept - 1 Oct
Stay in a historic Early 1800s Guest House!
The Farmwife’s Hideaway
Terrace/patio

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (28)
"We visited for a long weekend, great place to stay! Lots of space for everyone and a great outdoor space to also enjoy our evenings. Definitely plan to go back!"
The price is AU$478
includes taxes & fees
15 Sept - 16 Sept
The Farmwife’s Hideaway
Close to Everything in Louisville!!!
Exterior detail

Close to Everything in Louisville!!!

9.4 out of 10, Exceptional, (33)
"House provided a clean environment and space for three adults and two small dogs. It was central location to get to other stops in Louisville. Enclosed back yard provided spot for dogs. Neighbors were nice. Everything we needed was provided. "
The price is AU$428
includes taxes & fees
16 Sept - 17 Sept
Close to Everything in Louisville!!!
Big Chill! 5br 2ba Walkable- Hot tub!
Terrace/patio

Big Chill! 5br 2ba Walkable- Hot tub!

2.0 star property
9.0 out of 10, Wonderful, (12)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!
Charming Highlands Carriage House 2 beds/2bath NO POOL
Exterior

Charming Highlands Carriage House 2 beds/2bath NO POOL

10.0 out of 10, Exceptional, (85)
"Wonderful location and wonderful accommodations"
Charming Highlands Carriage House 2 beds/2bath NO POOL
Derby City Delight
Interior

Derby City Delight

The price is AU$366
includes taxes & fees
15 Sept - 16 Sept
Derby City Delight
Secret Garden Guest House - 3BR/2BA - Fire pit!
Outdoor dining

Secret Garden Guest House - 3BR/2BA - Fire pit!

7.6 out of 10, Good, (5)
Secret Garden Guest House - 3BR/2BA - Fire pit!
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!
TV, table football, offices

New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

9.4 out of 10, Exceptional, (30)
"This property was perfectly located for my family to visit family in Louisville. Everything was relative close and we loved getting back to the property with clean, relaxing, and well laid out environment."
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!
4 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!
Terrace/patio

4 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!

10.0 out of 10, Exceptional, (62)
"We enjoyed our stay"
4 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Interior

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

9.8 out of 10, Exceptional, (71)
"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 AU$1,867
includes taxes & fees
22 Sept - 23 Sept
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Exterior

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

10.0 out of 10, Exceptional, (154)
"Like visiting Grandma's house while super close to all the bourbon awesomeness"
The price is AU$391
includes taxes & fees
15 Sept - 16 Sept
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Louisville's Best Area, Walk to All!
Exterior

Louisville's Best Area, Walk to All!

9.8 out of 10, Exceptional, (177)
"We were in town to visit our aging parents. The location was perfect and the place was very nice and clean and comfortable. You MUST be able to use stairs to stay here."
The price is AU$447
includes taxes & fees
28 Sept - 29 Sept
Louisville's Best Area, Walk to All!
Spectacular waterfront house!
Outdoor spa tub

Spectacular waterfront house!

9.6 out of 10, Exceptional, (80)
"We had a great time and loved the view of the river! "
Spectacular waterfront house!
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square
Outdoor dining

NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square

10.0 out of 10, Exceptional, (4)
"Host provided great communication before and after our stay. Super great location for anyone visiting the Bourbon Trail. Thank you for making our stay in Kentucky such a great experience for everyone!"
The price is AU$1,004
includes taxes & fees
29 Sept - 30 Sept
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
Fridge, coffee/tea maker, cookware/dishes/utensils

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

9.0 out of 10, Wonderful, (33)
"Our group enjoyed staying in this house, especially since all the bedrooms had king beds. The beds were very comfortable. The neighborhood was quiet and the people in Jeffersonville were friendly. The only issue we had was that it wasn't as cleaned as well as we would have liked and was lacking some of the basics. "
The price is AU$732
includes taxes & fees
15 Sept - 16 Sept
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
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

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

10/10 Excellent
"Had a long day after my Grandad's funeral, it was nice to be able to unwind. Al's Restaurant was very good for both breakfast and dinner. I did not have a chance to spend time in the pool, but it looked very relaxing. Even though the hotel is next to the airport, it was quiet and very clean. Friendly staff. I certainly will return in the future. "
Mary 1-night trip
Posted 4 days ago
Crowne Plaza Louisville Airport Expo Ctr by IHG

Find out more about Shepherdsville

Find out more about Shepherdsville

Shepherdsville Holiday Homes information

Number of reviews
Accommodation
1090 Holiday Homes
Lowest Price
AU$293
Highest Price
AU$1,867

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