
House vacation rentals in Shepherdsville
Find and book unique houses on Airbnb
Top-rated house rentals in Shepherdsville
Guests agree: these houses are highly rated for location, cleanliness, and more.

Bourbon Trail Spacious Backyard NEW HotTub Grill!
The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

Bourbon Trail Schoolhouse
Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!

Downtown Elizabethtown Mid-Century Charm Home
Cozy 2BR/2BA mid-century modern home, great for tournament families or working travelers. This is also my personal home when I’m not traveling & I share it with guests while I’m away. Sleeping setup: 1 king, 1 full, futon sofa bed and two queen air mattresses. Minutes from Etown Sports Park, downtown, Freeman Lake & the hospital. Fully equipped kitchen plus a Pac-Man arcade game that kids love. Backyard opens to a large community field with baseball and soccer space, plus a grill and fire pit

Bardstown Bourbon Bnb - near My Old KY Home
Welcome to our charming Airbnb in Bardstown, Kentucky, the bourbon capital of the world! Situated in the heart of downtown, our spacious and beautifully decorated home is the perfect retreat for bourbon enthusiasts, history buffs, and nature lovers alike. Boasting of three comfortable bedrooms, each furnished with plush bedding. The living area is bright and airy, with large windows and comfortable seating for you to relax. The fully-equipped kitchen is perfect for cooking up delicious meals.

Atoka Farms
If you are looking to get away in seclusion and be with Mother Nature, this is the home. Very quiet, with a running creek beside the home. Walking distance to the Ohio river, two outdoor decks, one with a grill. A car port, full kitchen, two full baths, paved driveway, trees all around. The home sits between two hill ridges surrounded by 180 acres. It is a park like setting. 30 minutes from Gene Snyder and I-71 (Louisville). Historic Lagrange Ky and Madison In, are a must see and close by.

Barton House - Long Stays Welcome!
Welcome to the Barton House - your home away from home near the Bourbon trail, wineries, and more! The Barton house gets its name from its close proximity to the Barton 1792 distillery & view of Barton rickhouses from the front door. The house sits in a quiet neighborhood & is a 5 min. drive to the dinner train and quaint streets of downtown Bardstown. It is a short 10 min. drive to many of the distilleries and wineries. Celebrating something special or a special occasion? Let us know!

The Lakehouse at Progress Park in Derby City
A hidden piece of paradise on 12 acres within city limits of Louisville. The Lakehouse sits on a 2 acre pond, perfect for boating & fishing. Boats & lifejackets are provided. 3BR/1BA, sleeps 8 comfortably in the bedrooms with 2 twin murphy beds in the living room. The back yard has a covered tent & patio has a firepit & gas grill. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

✸ Bright, Modern 3BR | Etown Sports Park 1.8 mi✸
Have fun with the whole family at this modern, stylish place! Minutes to downtown Elizabethtown, less than 2 miles to Elizabethtown Sports Park and Bluegrass Sportsplex, convenient to I-65, and an easy drive to Fort Knox make it a desirable location. Luxury latex foam mattresses and smart TVs in the suite rooms, brand new paint and hardwood look flooring throughout, immaculate cleaning, and smart air purifiers will make you never want to leave! 2 car attached garage.

Colonial Hideout | Nulu Fest Coming Soon!
Ready for a relaxing stay in Louisville, Kentucky?! Welcome to a wonderfully homey stay minutes away from the KY Expo Center & Kentucky Fair Grounds. Perfect for hitting the Kentucky Bourbon Trail, heading to one of Louisville's many events, or heading to a game at the KFC Yum! Center. The property & driveway can easily manage horse trailers and car trailers if you’ve got a lot to haul. We look forward to hosting you! Coming soon: High Chair

Cute, Cozy, & Clean Home in Louisville
Welcome to this gem that is 20 minutes from Churchill Downs and Downtown Louisville. 15 minutes from the airport and Jim Beam! With parking galore, plenty of bedrooms, and a huge backyard, this is the ideal space for family and friends to reunite and connect. This is the perfect spot to stay to explore Louisville and surrounding areas - close enough to the excitement but far enough away to rest and relax! We would be happy to host you!

WynDown Spot
Wind down at this centrally located patio home that comes with an attached garage. This wine-themed home is open and airy, and has a screened-in patio for guests to enjoy. Located 0.2 miles from I-65 and minutes away from grocery stores and restaurants. Forest Edge Winery, James Beam Distillery, and MillaNova Winery are a 10-15 minute drive and many other attractions are nearby. You and your pets can "wine down" at Wyandot!

Thompson Hideaway
Our cozy home is tucked back off the road, located directly behind the Mellwood Art Center. The neighborhood has a large selection of restaurants and one of the best bars for live music in the city Mellwood Tavern. Nulu, Downtown and the Highlands are all very close by. This home is a good option for couples, families, or a trip with friends. Great for a Travel Nurse with a dog
Popular amenities for Shepherdsville house rentals
House rentals with a pool

Louisville KY Home w/Hot Tub & Pool

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Peaceful Bourbon trail home POOL hot tub 3 kings

Peppermint Cottage Norton Commons w Breakfast

Luxury Estate: Bourbon Room, Sauna, Spa & Cinema!

Bourbon Trail Pool&Hottub FUN-ZONE! GameRm! Fish!

Happy Goose Hollow

6 BR Highlands Home- King Beds- 2 Kitchens-Walkabl
Weekly house rentals

Shepp 4bd3ba FtKnoxEliz baby-theater-arcade-gym

Riverfront Cottage

The Bourbon “T”

Heavenly Hillview retreat

Historic Gaffney House, Exclusive River Estate

Cozy Little Home

Turtle View 1

Elizabethtown Sports Park/Bourbon Trail
Private house rentals

Distillery Overlook Barndo Home

Boho Bliss~sleeps 5~Firepit

*Bourbon Barrel* Close to Louisville and E-town!

E-town Downtown Cottage 3 bdrm 1.5 bath

Bourbon Trail Bungalow with Hot Tub and play park!

The Bourbon House

Townview Farmhouse

The Haven Simpsonville* Bourbon Trail* 3 bed/3bath
When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ367 | ﺩ.ﺇ397 | ﺩ.ﺇ444 | ﺩ.ﺇ452 | ﺩ.ﺇ591 | ﺩ.ﺇ400 | ﺩ.ﺇ474 | ﺩ.ﺇ382 | ﺩ.ﺇ555 | ﺩ.ﺇ393 | ﺩ.ﺇ371 | ﺩ.ﺇ466 |
| Avg. temp | 2°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 9°C | 4°C |
Quick stats about house rentals in Shepherdsville

Total vacation rentals
Explore 20 vacation rentals in Shepherdsville

Nightly prices starting at
Shepherdsville vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Shepherdsville vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shepherdsville rentals

4.8 Average rating
Shepherdsville stays are highly rated by guests—averaging 4.8 out of 5!
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- Buffalo Trace Distillery
- Kentucky Derby Museum
- Kentucky Exposition Center
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Valhalla Golf Club
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Big Four Bridge
- Falls of the Ohio State Park
- Kentucky Science Center
- Waterfront Park
- L&N Federal Credit Union Stadium
- James B Beam Distilling
- Evan Williams Bourbon Experience
- University of Louisville
- Four Roses Distillery Llc
- Kentucky International Convention Center
- Castle & Key Distillery
- Marengo Cave National Landmark
- Jefferson Memorial Forest
- Bernheim Arboretum and Research Forest




