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Holiday Homes in Shepherdsville

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Featured Holiday Homes in Shepherdsville

Charming Shepherdsville Cozy Home with Lakeside views

10.0 out of 10, Exceptional, (4)
"Check-in very easy, communication was great, house location was good for the most part; plenty of room for everyone."
Charming Shepherdsville Cozy Home with Lakeside views

Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

Modern Comfort •Bourbon Trail & Derby•Fenced yard•full kitchen•parking

Putt Putt House by Louisville Walking Bridge

2.0 star property
10.0 out of 10, Exceptional, (8)
"Property was clean, well lit and very pretty. Location was near food, drink and activities, parking very accessible. Owner communicated promptly too. "
The price is AU$458
includes taxes & fees
1 Sept - 2 Sept
Putt Putt House by Louisville Walking Bridge

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

10.0 out of 10, Exceptional, (26)
"We stopped for one night traveling through. The place was clean, easy to find, and close to a charming downtown. It was also close to many Louisville attractions. Rebecca was very quick to respond and was very communicative. "
The price is AU$309
includes taxes & fees
2 Sept - 3 Sept
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Firepit.

10.0 out of 10, Exceptional, (7)
"Oak & Barrel was a great place to stay for a weekend on the Bourbon Trail. Close to downtown and well located for heading south to bourbon country. Rebecca was very responsive and the house was neat & tidy and well stocked. "
The price is AU$529
includes taxes & fees
29 Sept - 30 Sept
"Oak & Barrel" #1 LOCATION in Louisville. Bourbon & Derby theme. Firepit.

Cozy Home | Just Steps Away from Churchill Downs!

2.0 star property
7.4 out of 10, Good, (3)
"Very nice "
The price is AU$346
includes taxes & fees
1 Sept - 2 Sept
Cozy Home | Just Steps Away from Churchill Downs!

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

9.8 out of 10, Exceptional, (77)
"Great property! Perfect for the five couples! House was very cute and relaxing! Plenty of space for all 10 of us!"
The price is AU$1,074
includes taxes & fees
1 Sept - 2 Sept
NEW Hot Tub, Expo, King Beds, Downtown, Churchill

Charming 2br Hot Tub Getaway 2 Bedroom Home

3.5 star property
10.0 out of 10, Exceptional, (1)
"This is a quiet and cozy house with a gorgeous hot tub. It was close enough to Bowman Field without the hassle of traffic in Louisville. Highly recommend!"
The price is AU$504
includes taxes & fees
14 Sept - 15 Sept
Charming 2br Hot Tub Getaway 2 Bedroom Home

Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

9.6 out of 10, Exceptional, (18)
"Enjoyed this quiet and comfortable spot in New Albany. Very tranquil and clean home. "
The price is AU$302
includes taxes & fees
1 Sept - 2 Sept
Charming 1920’s shotgun in southern Indiana, minutes from downtown Louisville

Stylish Jeffersonville Home - Mins from Louisville

9.0 out of 10, Wonderful, (20)
"This was a great place for us to stay for an event at the expedition center. Close to the highway for quick access to the city. "
The price is AU$481
includes taxes & fees
30 Sept - 1 Oct
Stylish Jeffersonville Home - Mins from Louisville

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

9.6 out of 10, Exceptional, (74)
"Great location, 10-15 minute Uber ride to Louisville."
The price is AU$589
includes taxes & fees
1 Sept - 2 Sept
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Close to Expo Ctr, UofL, Walk to bars, shops!

10.0 out of 10, Exceptional, (65)
"Lovely property in a nice neighborhood that reminded us of Soulard in STL"
The price is AU$307
includes taxes & fees
1 Sept - 2 Sept
Close to Expo Ctr, UofL, Walk to bars, shops!

The Caldwell - Germantown Highlands

10.0 out of 10, Exceptional, (30)
"Nice house for our weekend stay. We would book again! "
The price is AU$298
includes taxes & fees
10 Sept - 11 Sept
The Caldwell - Germantown Highlands

Cozy, historic, pet-friendly home!

9.8 out of 10, Exceptional, (28)
" Nice place to stay. We were close to the Tractor pulls. Would definitely stay again."
The price is AU$555
includes taxes & fees
4 Sept - 5 Sept
Cozy, historic, pet-friendly home!

5BR Very Spacious Home! Perfect for Family!

9.2 out of 10, Wonderful, (17)
"My company stayed here during a work trip and we liked it so much we extended our stay. Great area with lots to do!"
The price is AU$658
includes taxes & fees
1 Sept - 2 Sept
5BR Very Spacious Home! Perfect for Family!

Bourbon Belle- A Germantown Favorite! Priv Parking

10.0 out of 10, Exceptional, (64)
"The VRBO was in a perfect location for us. We attended a volleyball tournament at Louisville convention center. I would recommend anybody stay at this location. If we get back to Louisville, we will definitely try to stay at the same place.Tom Wilson"
The price is AU$307
includes taxes & fees
3 Sept - 4 Sept
Bourbon Belle- A Germantown Favorite! Priv Parking

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

10.0 out of 10, Exceptional, (55)
"Great place to stay while doing a Bourbon Tour!!"
The price is AU$458
includes taxes & fees
1 Sept - 2 Sept
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Charming 1-bedroom house in enjoyable Bardstown with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is AU$307
includes taxes & fees
1 Sept - 2 Sept
Charming 1-bedroom house in enjoyable Bardstown with AC, WiFi

Cozy open floor plan

2.0 star property
The price is AU$501
includes taxes & fees
31 Aug - 1 Sept
Cozy open floor plan

The Chestnut - Nulu

2.0 star property
9.8 out of 10, Exceptional, (22)
"We stayed here for a "
The price is AU$312
includes taxes & fees
29 Sept - 30 Sept
The Chestnut - Nulu
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

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Shepherdsville Holiday Homes information

Number of reviews
Accommodation
1089 Holiday Homes
Lowest Price
AU$298
Highest Price
AU$1,113