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Search Vacation Homes in Shepherdsville

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Compare 815 Vacation Homes in Shepherdsville with updated reviews, rates, and availability.

Louisville's Best Area, Walk to All!

9.8 out of 10, Exceptional, (160)
"Great location, clean property, and awesome communication with the host. Would highly recommend!"
The price is AED 386
AED 857 total
includes taxes & fees
26 Nov - 27 Nov
Louisville's Best Area, Walk to All!

Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

9.8 out of 10, Exceptional, (59)
"Full of cobwebs and dust. Lack of pots and pans, the few there were dirty like burned food in it. Rooms nice. Yard superb Parking very nice"
The price is AED 2,567
AED 4,860 total
includes taxes & fees
2 Dec - 3 Dec
Cheerful Historical Mansion 8-bedrooms and 6 baths Vacation Home in Derby City

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

10.0 out of 10, Exceptional, (171)
"Excellent views of the river and downtown Louisville. We will return!!!"
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

Brand New Downtown Luxury Home

10.0 out of 10, Exceptional, (9)
"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

Bourbon Suites -Foodies -Bourbon -2 Living Rooms

10.0 out of 10, Exceptional, (52)
"Everything was great!"
The price is AED 1,158
AED 2,597 total
includes taxes & fees
26 Nov - 27 Nov
Bourbon Suites -Foodies -Bourbon -2 Living Rooms

Huge and Contemporary Norton Commons House!

9.8 out of 10, Exceptional, (33)
"The property is in a very nice neighborhood with plenty of nearby businesses. A well built home. When I had questions or issues the response was in minutes, and was taken care of. "
The price is AED 1,286
AED 2,426 total
includes taxes & fees
26 Nov - 27 Nov
Huge and Contemporary Norton Commons House!

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

10.0 out of 10, Exceptional, (136)
"We were only in the home one night but everything was clean and comfortable. Great location, in walking distance to restaurants. Easy check in and fast communication from the host. Would stay there again."
The price is AED 687
AED 1,441 total
includes taxes & fees
24 Dec - 25 Dec
The Highlands Hideaway, 50 steps from Restaurant Row, Downtown, Expo, Highlands

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

9.8 out of 10, Exceptional, (49)
"Awesome location and great stay!"
3 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!

Close to Churchill/Expo, Foodie, Spacious

9.8 out of 10, Exceptional, (65)
"This is the second time we’ve stayed here. The 5 good sized bedrooms and 5 bathrooms all with showers is so great! My bed was super comfortable, both the mattress and the sheets. Everything in the house is super intentional. Everything we needed without extra clutter. The decor is very nice as well. We hope to be back! "
The price is AED 1,143
AED 2,822 total
includes taxes & fees
26 Nov - 27 Nov
Close to Churchill/Expo, Foodie, Spacious

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

9.6 out of 10, Exceptional, (17)
"Group of 8 in town for Bourbon Trail tours. Plenty of room for everyone. Large kitchen and living area for everyone to gather. Beds were comfortable and could not hear noise from other bedrooms. Could hear the train, but came prepared with ear plugs, thanks to other reviews. Not a huge deal, but a little inconvenient...not enough towels. One bath towel per person, no hand towels, less than one wash cloth per person, no towels for hot tub, and no kitchen towels or dish cloths. "
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

Germantown - Perfect for Groups

10.0 out of 10, Exceptional, (9)
"This house was perfect for our family of 4. Everyone had their own room and comfy bed. We had space to chill and relax. The house is quaint and quirky and full of charm. And this Germantown area is awesome. We got to walk to bars, restaurants and a couple cute shops. Even walked to Logan Street Market. Going to Waverly Hills and the Mega Caverns were maybe 20-25 minutes away. Super easy by car. PS.. Don’t let the outside of this house/area fool you. We felt safe and secure even when we got...
Germantown - Perfect for Groups

The Luxe! 3 bedroom 1 bath

9.6 out of 10, Exceptional, (8)
"The home is old and needs more work but it served its purpose for us to have a place to stay. It is definitely not "Luxe" as the title states. The kitchen was lacking basic cookware such as a frying pan for cooking breakfast. There are no dressers for clothes and minimal hangers in the closets forcing us to live out of our suitcase for the 6 nights we were there. If you need a place to sleep and shower and not much more, it's a good fit. If you want or need more, this is not the place for you. "
The Luxe! 3 bedroom 1 bath

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

10.0 out of 10, Exceptional, (46)
"We enjoyed staying in the property so much! There was a lot of room, we were pleasantly surprised. We enjoyed playing bumper pool, it was a fun evening activity to do. Having coffee, creamer and eggs were a huge bonus and we are grateful for it! Everything was very clean and the pillows were very comfortable, so rare in a hotel or rental property. All of the extras like shampoo, conditioner and a hair dryer were awesome to have. It was very peaceful and a nice stay. Thanks!"
The price is AED 606
AED 1,312 total
includes taxes & fees
8 Dec - 9 Dec
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Spacious, Fully-Stocked, Walking distance to Downtown

10.0 out of 10, Exceptional, (10)
"Great house for 2 couples. Convenient to downtown. Host had water and some snacks available - great visit."
Spacious, Fully-Stocked, Walking distance to Downtown

River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

9.8 out of 10, Exceptional, (47)
"Close to the Expo for the livestock show stay. House was clean. Beds were comfortably. "
River City Retreat near Zoo/Expo/Airport/Churchill + Arcade

Bourbon Royale, Home of Two Kings; putting green, downtown, free coffee & snacks

10.0 out of 10, Exceptional, (9)
"Conveniently located and very relaxing"
Bourbon Royale, Home of Two Kings; putting green, downtown, free coffee & snacks

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

9.6 out of 10, Exceptional, (62)
"We loved this cute and inviting home on a quiet street. The super private backyard with hot tub, patio, and sauna was like a private retreat. The large dining rm /living rm /kitchen was a great community space for our family gathering."
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville

10.0 out of 10, Exceptional, (49)
"House was beatiful with plenty of room. James was awesome and reponded "
The price is AED 617
AED 1,761 total
includes taxes & fees
23 Dec - 24 Dec
***Oak Street Charm*** -EXPO, Downtown, casual luxury in historic Old Louisville

The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby

10.0 out of 10, Exceptional, (13)
"The house was very clean and quiet, with a huge TV in the common room. A short drive to Bardstown and other stops on the bourbon trail."
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby

Best Location!!! - Huge Historic Charm - 3BR-3BTH

9.4 out of 10, Exceptional, (82)
"Enjoyable place to stay. Highly recommend. "
Best Location!!! - Huge Historic Charm - 3BR-3BTH
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

22-acre Home on Bourbon Trail w/ Sunroom!

3.0 star property
22-acre Home on Bourbon Trail w/ Sunroom!

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

9.8 out of 10, Exceptional, (78)
"The host of this property is great. She communicates well and was easily accessible. The property is clean and in a great location if you are looking for things south of Louisville. Great layout for families with kids and in-laws. "
The price is AED 551
AED 1,627 total
includes taxes & fees
1 Dec - 2 Dec
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (87)
"Great location! Excellent dining options nearby!"
The price is AED 465
AED 732 total
includes taxes & fees
9 Dec - 10 Dec
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.