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Compare 1074 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)
"House was clean and very nice. Description online was accurate and we enjoyed our stay very much!"
Charming shotgun home, 3 miles from Churchill Downs & the 151st Kentucky Derby!

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (11)
"This house was perfect for our visit to Bardstown! Very convenient location to multiple distilleries and downtown. Everything was exactly as expected and we arrived to a very well stocked and perfectly clean house. The owner even left us a special surprise (fresh eggs) that we very much appreciated for breakfast!The beds were very comfortable as well. We also loved the design touches (including the artwork) throughout the house ... it truly showed how much the owner cares about this...
The price is AED 760
AED 1,259 total
includes taxes & fees
5 May - 6 May
The Farmwife’s Hideaway

The Curated Chateau—Minutes from Louisville

10.0 out of 10, Exceptional, (28)
"Just a little get away for our anniversary, great location, close to Louisville and Highlands area. Nice, clean and well appointed house with cute decor. It was nice to have a patio out back as well."
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 AED 1,186
AED 2,668 total
includes taxes & fees
27 Apr - 28 Apr
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)
"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 AED 331
AED 809 total
includes taxes & fees
12 May - 13 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 AED 437
AED 1,017 total
includes taxes & fees
27 Apr - 28 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)
"Eric the property manager is awesome!!! "
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)
"We needed a property with both indoor and outdoor space to hold our group of 13. This place was perfect! They were responsive to my revisit questions, the checkin and out process was easy and the home was amazing! We hope to book it again next year."
The price is AED 2,567
AED 4,860 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)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
The price is AED 1,466
AED 2,764 total
includes taxes & fees
27 Apr - 28 Apr
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, (191)
"Location was good; there was street noise but not bad. White noise units was not used, but it is a nice touch. Definitely need to be able to do stairs; the second bedroom has a alot of steps to get to. It was super clean and comfortable. Nice chairs/sofas in bedrooms, but a plus would be a lamp next to them so that you can enjoy setting and relaxing and READ "
Historic District Townhouse in City's BEST Location

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

8.4 out of 10, Very Good, (10)
"House just as described! The pool was the selling point for us! Even in the beginning of March it was as warm as a hot tub! We had 2 families in town for a volleyball tournament and after a long day of volleyball it was perfect to just relax and unwind. We sat outside by the fire pit and made s’mores ( provided by host!). House is an older home with hardwood floors that tend to squeak a bit, but such great character! I am very picky about cleanliness and this house did not disappoint! We did...
The price is AED 317
AED 1,121 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 AED 735
AED 1,121 total
includes taxes & fees
28 Apr - 29 Apr
Highlands Home: Bourbon, Derby, Bar, Karaoke & Fun!

Pet-Friendly Clarksville Home w/ Central A/C

10.0 out of 10, Exceptional, (31)
"This rental is so cute! The owners have thought of everything. I highly recommend staying here."
Pet-Friendly Clarksville Home w/ Central A/C

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

10.0 out of 10, Exceptional, (22)
"The little house was cozy and was great for my family for our little stay. "
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)
"Our host was wonderful! He was quick to respond to my messages - always helpful and polite. The house was comfortable with generously stocked kitchen and bathrooms. Good quality of towels and bedding were a plus! It's a cute home and comfortable. We enjoyed our stay and highly recommend the house and our host, James!"
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)
"The bunkhouse was quiet and cozy. The bed was soft; the bath towels were huge and plush. There was a basket of snacks waiting for us and a large decanter of cold, ionized water in the fridge which was delicious. The place was not cluttered, and since it had the "open" concept, it was a rather large area. Even the bathroom was nice size. The owner was so nice and approachable. On our second night, we were sitting out front, and he came and talked to us as he was taking his horse for an...
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)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
The price is AED 1,466
AED 2,764 total
includes taxes & fees
27 Apr - 28 Apr
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)
"Thank you for a good stay "
The price is AED 304
AED 694 total
includes taxes & fees
6 May - 7 May
Hancock House

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (92)
"Outstanding!"
The price is AED 452
AED 717 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.