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Compare 1079 Vacation Homes in Shepherdsville with updated reviews, rates, and availability.

Charming shotgun home, 3 miles from Churchill Downs & the 151st Kentucky Derby!

9.6 out of 10, Exceptional, (24)
"Perfect size and location. Would stay again."
Charming shotgun home, 3 miles from Churchill Downs & the 151st Kentucky Derby!

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (12)
"Great place to stay with plenty to do."
The price is SAR 777
SAR 1,282 total
includes taxes & fees
29 Apr - 30 Apr
The Farmwife’s Hideaway

The Curated Chateau—Minutes from Louisville

10.0 out of 10, Exceptional, (28)
"Perfect location for the Kentucky Bourbon Trail and many other attractions!"
The Curated Chateau—Minutes from Louisville

Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky

10.0 out of 10, Exceptional, (1)
"Had a great stay at this property. Check-in was super easy, the house was beautiful and clean, host responded quick and helped with anything I needed. 10/10 would stay again."
The price is SAR 1,211
SAR 2,725 total
includes taxes & fees
6 May - 7 May
Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky

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

10.0 out of 10, Exceptional, (17)
"Comfy"
The price is SAR 330
SAR 831 total
includes taxes & fees
11 May - 12 May
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Spacious and Beautiful home near downtown Louisville, Kentucky.

10.0 out of 10, Exceptional, (3)
"Easy access, clean, everything was great. "
The price is SAR 446
SAR 1,039 total
includes taxes & fees
29 Apr - 30 Apr
Spacious and Beautiful home near downtown Louisville, Kentucky.

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

10.0 out of 10, Exceptional, (54)
"Awesome location and great stay!"
3 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!

9.8 out of 10, Exceptional, (65)
"Really enjoyed the house, very spacious. Great host as well, would recommend staying here!"
The price is SAR 2,622
SAR 4,964 total
includes taxes & fees
29 Apr - 30 Apr
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

10.0 out of 10, Exceptional, (89)
"Nice, comfy home. The property was clean and convenient. Tammy was easy to contact and very helpful. Definitely would book again."
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

8.0 out of 10, Very Good, (4)
"Great place for a get away with friends or family. A lot of extra perks that come along with the house. Along with cleanliness and easy check in process. Tyler is great to deal with and answer anytime we had a question about the property. Would definitely stay if we are back in the area. "
ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

Historic District Townhouse in City's BEST Location

9.8 out of 10, Exceptional, (192)
"A great place in a great location. The unit is off of a charming courtyard. Walkable to coffee shops and restaurants. The unit was well maintained and the owner was very helpful "
Historic District Townhouse in City's BEST Location

✪Heated Pool, Firepit, Bikes, Grill, Pets✪

8.4 out of 10, Very Good, (11)
"The house was the perfect size and setup for my family. All bedrooms are upstairs so there privacy from downstairs noise. The house was very cozy, heat worked extremely well in the winter. We did not use the pool. Just a note, it’s small but big enough for a small group of people or family with young kids. Great price for the size of home in the area. "
The price is SAR 324
SAR 1,144 total
includes taxes & fees
30 Apr - 1 May
✪Heated Pool, Firepit, Bikes, Grill, Pets✪

Brand New Downtown Luxury Home

9.8 out of 10, Exceptional, (10)
"This house was the perfect home base for our large group trip to Louisville! The location was very convenient - we were a few miles away from all the action on Whiskey Row, with tons of bars and restaurants right down the street. Despite being in the heart of downtown, the house itself was surprisingly spacious and comfortable. Plenty of room for everyone to spread out and relax, and the common areas were great for hanging out and playing games. We would definitely recommend this VRBO to...
Brand New Downtown Luxury Home

Highlands Home: Bourbon, Derby, Bar, Karaoke & Fun!

The price is SAR 750
SAR 1,145 total
includes taxes & fees
29 Apr - 30 Apr
Highlands Home: Bourbon, Derby, Bar, Karaoke & Fun!

Pet-Friendly Clarksville Home w/ Central A/C

10.0 out of 10, Exceptional, (31)
"Stayed here with my family for the weekend. It was very clean and close to everything. Great place!"
Pet-Friendly Clarksville Home w/ Central A/C

Cozy Cottage-Bourbon Trail, Expo, YUM, Derby!

10.0 out of 10, Exceptional, (22)
"We stayed at the property while in Louisville for an event at the YUM Center and found that everything we needed was just a short drive away. We had a great stay and would definitely stay again if we are in the area. "
Cozy Cottage-Bourbon Trail, Expo, YUM, Derby!

The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

10.0 out of 10, Exceptional, (149)
"Great time visiting family!"
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

Charming 2-bedroom house in lovely Louisville. Located near Churchill Downs/YUM.

6.8 out of 10, (3)
"The house and host were both quite accommodating. The neighborhood was not so much, but in our case all we did was sleep there so it wasn’t an issue. The host was quite gracious when I spoke to her on the phone and there was plenty of off street parking in the back."
Charming 2-bedroom house in lovely Louisville. Located near Churchill Downs/YUM.

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

9.4 out of 10, Exceptional, (3)
"Visit to celebrate my wife’s commencement, we all enjoyed our stay very much"
Stay on Broadway - Sleeps 10, Hot Tub, Walkable!

Just 10 minutes from town -We're more than just a place to stay!

10.0 out of 10, Exceptional, (3)
"It was so great. Super clean and awesome location. We got to roam around and enjoy the property as well"
Just 10 minutes from town -We're more than just a place to stay!
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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Other property types in Shepherdsville

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

10.0 out of 10, Exceptional, (89)
"Nice, comfy home. The property was clean and convenient. Tammy was easy to contact and very helpful. Definitely would book again."
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Hancock House

3.0 star property
8.0 out of 10, Very Good, (232)
"Great stay!"
The price is SAR 335
SAR 737 total
includes taxes & fees
11 May - 12 May
Hancock House

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (92)
"Great location! Excellent dining options nearby!"
The price is SAR 443
SAR 711 total
includes taxes & fees
26 May - 27 May
Stellar Suites
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.