
House vacation rentals in Shepherdsville
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Top-rated house rentals in Shepherdsville
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Vacation rentals for every style
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Popular amenities for Shepherdsville house rentals
House rentals with a pool

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
This place absolutely exceeded our expectations. The home was spacious, clean, and loaded with more amenities than we anticipated. The speakeasy was such a cool touch and gave the stay a unique vibe true to the reason we were visiting the area. We had a blast on the pickleball court, and the video games were a hit with everyone. Plenty of parking made things easy, especially since we were on motorcycles—very bike-friendly setup. Access was smooth, and the whole experience felt effortless from check-in to check-out. It is very obvious from the moment we booked until the last goodbye message that there was a great deal of thought put into this home and making it an experience for all to enjoy. Would absolutely stay here again. Highly recommend!

Farmhouse Luxury! 10 Min to Distilleries! Pool! Ho
The home was perfect. Well maintained, very clean. Comfortable furnishings, everything you could ask for in the main house. The game-room / garage was the cherry on top!

Pool*HOT TUB*Bourbon Trail
Amazing place, would stay here again, thank you Tony!

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/
Great place! Lots of activities at the house. Clean & Tyler was very communicative!

Stay at Peppermint Cottage in Norton Commons!
Highly recommend staying at The Peppermint Cottage! The location and house were great. Nicole was also very responsive and a great host. Will definitely be back!

Private Estate on Bourbon Trail w/ Beautiful Pool
Spent the weekend for a bachelor party, this property was amazing!! Super private, plenty of space and great amenities. Our host had such great recommendations for distilleries, places to eat, and golf. Just an amazing stay and an amazing home. If you are looking for a place to stay along the bourbon trail, do yourself a favor and book this one!!

The Cozy Lake Place Cottage 75
Great stay for a quick vacation.

Ticky's Cottage at Empire Estate
As advertised! We were visiting a family member and it was a good place to do that. Much better than a motel room! Host was friendly and helpful. Nice large grassy and wooded area for walking. Back away from the street and quiet. Would definitely stay there again.
Weekly house rentals

615 E Washington, Nulu Bourbon Trail
The place was lovely and wonderfully centrally located. They were incredibly responsive and gave amazing check in instructions. The home while beautiful did have an interesting layout with the bedrooms. We would absolutely stay here again.

Cabin on Lake Close to Louisville Ky
We stayed here for an Easter getaway with some friends and our dog. Everything was really clean, the kitchen was really well stocked, it was really quiet, and the space was perfect for all of us. The screened in porch was amazing…I wanted it to come home with me! Overall, great stay. Definitely recommend and would stay again!!

Guesthouse on Story- Bourbon Trail
This was our second stay at Guest House on Story, and was definitely as good, if not better than the first. Kim is an excellent and responsive host who strives to make sure your stay is exactly what you need. We had a large group of adults visiting Louisville to celebrate a birthday weekend, and we had plenty of space to spread out and relax. The area has fun walkable bars, breweries, and cocktail lounges, along with restaurants! Highly recommend Tartan House and Biscuit Belly. Guests should be aware as others have mentioned that given the location in Butchertown, there is occasionally a notable smell outside. It very much depends on the direction of the wind and day/time of the week. Do know though that you cannot smell this inside the house! We caught a whiff outside here and there, but definitely not the entire time. Highly recommend Guest House on Story, and I'm sure we will stay again when in Louisville with a large group.

Highlands Haven Cottage
This is my second stay at Dianas place, working on booming my third one. Vibrant and safe neighborhood, full of various restaurants, coffee shops, bars and funky boutiques. Very walkable. The space has luxurious shower, linens and a gas stove, home away from home. Friendly, and accessible host.

Beautiful space with a garage.
The property was exactly as listed and perfect for what we needed. We felt safe with the external cameras and other safety features. The bed was super comfortable and the space was very clean and well organized. The binder provided was clear and the included "In case of Emergency" plan was an appreciated add in, that we were glad wasn't needed but comforting to have. Added bonus for the garage space provided. Couldn't ask for better. Would 100% stay again.

Home near the Highways
My family and I loved Ross place!!! His communication was quick and left very clear instructions. Upon arrival, he even left music on to welcome us. The home was exactly as pictured and was very peaceful. It accommodated our needs and highly recommend 👌.

Upscale 1 Story Bourbon Trail XLBeds King 2 Single
The house was really nice, great location. The only thing I had trouble with was the lock box.

The Nantucket Suites
absolutely love the place it was just as described big enough for everybody and only suggestion was would be for a guest sign in book and a guest binder for the rules of the home. we loved the place and felt rigth at home. we left little trinkets and the house for the next guest to find.
Private house rentals

Cozy 3-Bedroom Home in Jeffersonville, IN
Quite Great location at peacful clean home and Host was Awesome and responsive and helpful with all question and would love to stay again !!!

Quiet Area | Expressway Nearby | Families Welcome
Our stay at Lynn’s place was enjoyable from beginning to end. Extremely pleased with the entire experience. I will definitely return to her home for future accommodations while visiting the Louisville area.

Three Bedroom Country Cottage
We absolutely loved this charming farmhouse and farm. The longhorns were close by and actually walked toward us as we stood looking at their majestic beauty. The walking trail led us past the pond and down to the rapid creek. We were able to pet the horse and donkey too. The house is very clean and comfortable plus adorable. We felt like we were way out in the country yet we were very close to anything we might need. The bed was comfortable and the kitchen well stocked. The view from the back porch was beautiful. Being there gave us a “peaceful easy feeling”. We came to visit family and will definitely stay here again. Darlene is the perfect hostess.

Bourbon House 1 | Expo Center - Private Backyard
Very pleased with our stay. Host was responsive and accommodating. Lots of room and great location; hope to stay again!

The BourbonTrail Getaway
I have stayed here more than once. This is the best spot in the area. It's close to everything you need and feels like home. Peggy is extremely helpful and the place is very comfortable

Newly Renovated Derby House
Jason’s place was just as described, immaculately clean, and homey. The neighborhood was quiet and felt safe. Beds were comfortable.

Pleasureville - The name says it ALL
The home met our needs perfectly! Lorrie was very responsive to every communication -- and provided helpful recommendations on local gems for dining and shopping. Wish we could have stayed longer just to soak up the scenery and fresh air while sitting on the covered patio.

NEW! Award Winning Luxury 4 BR - Prime Louisville!
Great place and very responsive host. Would stay here again. Charming area and the home offered plenty of space.
Quick stats about house rentals in Shepherdsville
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees
Total number of reviews
910 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Big Four Bridge
- Buffalo Trace Distillery
- Louisville Slugger Field
- Heritage Hill Golf Club
- Louisville Slugger Museum & Factory
- River Run Family Water Park
- Waterfront Park
- Old Fort Harrod State Park
- Kentucky Derby Museum
- Angel's Envy Distillery
- Kentucky Kingdom & Hurricane Bay
- Anderson Dean Community Park
- Kentucky Science Center
- Frazier History Museum
- Evan Williams Bourbon Experience
- Falls of the Ohio State Park
- Muhammad Ali Center
- Valhalla Golf Club
- Hurstbourne Country Club
- Big Spring Country Club
- Turtle Run Winery
- Charlestown State Park