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

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

"Call Me Old-Fashioned"in Derby & Bourbon Country!
Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!

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!

Quiet Neighborhood Home With Outstanding Location
Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

The House with the Orange Door
Located near Churchill Downs, UofL, downtown, the Convention Center and Fairgrounds, and a short distance to restaurants, bars and coffee shops. This single family home offers two bedrooms with queen beds and a pull-out couch in the living room. Enjoy coffee or a relaxing evening cocktail on the back deck. The kitchen is fully equipped and the open living space provides a great area for socializing. Locally made art and decor is on display, adding to the uniqueness of the space.

Private EAST END gem, minutes to everything!
Cozy, East End cottage just minutes from Top Golf, shopping malls, restaurants, entertainment, and other amenities. Easy access to the expressway. Home is well appointed with granite countertops, stainless appliances, hardwood floors, and more. A seasonal creek across from the house can be heard giving the impression of a cabin in the woods with privacy and seclusion, with the convenience of city living at your fingertips. There is also a beautiful park steps away from the house.

The Winning Ticket / Track, Concerts and Life
Are you looking for a fun spot to stay in Louisville 2 miles from the SDF airport, KY Kingdom, Mega Caverns, and Expo Center / Fairgrounds for all the FUN Concerts and Events? PRIME location for Derby goers! 10 minutes from the downtown city? Easy access to all hospitals. Complete with all the comforts of home! Pet-friendly! Look no further. 3 beds / 1 bath Sleeps up to 6 Queen Bed in a closed off bedroom (2) Queen Couch (2) Full size Pull Out couch bed (2) Huge yard

✸ 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.

Stay in Historic Butchertown, Blocks From NuLu
With its prime location at 1025 E Main St at the intersection of Louisville's Butchertown and NuLu neighborhoods, you'll be blocks away from the city's most vibrant and exciting districts. With this beautifully renovated, designer-curated home as your base, walk to the area's trendiest shops and restaurants, sample local craft beers at one of the nearby breweries, or enjoy tastings on one of the many bourbon tours that the city is famous for.

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!

"The Brook" - Louisville
Enjoy a stay at this spacious, beautifully decorated ranch home in East Louisville. Blending organic modern decor and intentional functionality, you will feel relaxed and right at home. The home is nestled in a quiet neighborhood and yet only 1 mile from the interstate - conveniently located, a drive anywhere isn't far. Bring your crew to town to experience a day at the horse track, a bourbon tour, or a Kentucky family getaway!

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!
Popular amenities for Shepherdsville house rentals
House rentals with a pool

Bourbon Trail Lake Home w/ Hot tub & King Bed

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

5 Baths• King Beds• Hot Tub • Expo & Bourbon Trail

Peppermint Cottage Norton Commons w Breakfast

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

Happy Goose Hollow

Close to everything / Huge

4BR Hot Tub. Game Room. Near Lake
Weekly house rentals

The Nicholson Guest House

Bourbon Belle w/parking Booking now for Ky Derby!

Sugar Maple Corner: 5min to KY Expo Center and Zoo

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

Scandinavian Retreat: Cozy Stay near Louisville

Cozy Home w/ Fully Fenced Yard

Near Expo • Churchill Downs • Downtown • Cozy

Exclusive Louisville House Near UofL: Work & Relax
Private house rentals

Shepp 4bd3ba FtKnoxEliz baby-theater-arcade-gym

Country Retreat on Bourbon Trail - Fire Pit - King

Cozy Little Home

Turtle View 1

Western Gothic Escape • Moody + Modern Vibes

Minutes to Louville Firepit/fenced yard

Modern Comfort •Bourbon Trail & Derby•Fenced yard

The Gold Standard Retreat
When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,910 GYD | G$22,583 GYD | G$25,301 GYD | G$25,719 GYD | G$33,665 GYD | G$22,792 GYD | G$26,974 GYD | G$21,746 GYD | G$31,574 GYD | G$25,301 GYD | G$25,301 GYD | G$25,928 GYD |
| 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 G$12,546 GYD 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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- Louisville Vacation rentals
- Buffalo Trace Distillery
- Kentucky Derby Museum
- Churchill Downs
- Kentucky Kingdom & Hurricane Bay
- Kentucky Exposition Center
- Valhalla Golf Club
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Angel's Envy Distillery
- Falls of the Ohio State Park
- Louisville Slugger Field
- Big Four Bridge
- Kentucky Science Center
- Waterfront Park
- Evan Williams Bourbon Experience
- Frazier History Museum
- University of Louisville
- Kentucky International Convention Center
- Marengo Cave National Landmark
- Four Roses Distillery Llc
- L&N Federal Credit Union Stadium
- James B Beam Distilling
- Bardstown Bourbon Company
- Castle & Key Distillery




