
House vacation rentals in Shepherdsville
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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$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

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

The Bourbon Charm Homestay BourbonTrail Derby PGA
This cozy 3 bedroom house is located only 7 minutes from downtown Bardstown along the Bourbon Trail! Our residence includes three bedrooms (one king size and two queen size beds), a private patio with a grill, a large living room with a huge sectional sofa, and a fully stocked kitchen. We also include a guidebook full of suggestions if you decide you want to go out! We look forward to hosting you while you explore the Bourbon Trail and our unique small town of Bardstown! Smoke-free residence
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Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail
Welcome to the "Bourbon Barrel Retreat" where this truly unique property offers a one-of-a-kind getaway. This newly renovated 5-bed, 3 full bath ranch boasts two additional buildings on the property to provide a Kentucky experience like no other. Immerse yourself in the ambiance of the Bourbon Speakeasy or spend time at the Pickleball Sports Lounge. Unwind and relax however you would like! An ideal location where you are a short drive to Bardstown, Louisville, Lexington, Mammoth Cave and more!
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"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!
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Lilly's Pad
Relax and unwind in between all your Louisville activities. We are close (4.4miles) from SDF airport ,and I65 and the Gene Snyder Freeway are less than 8miles away. There are a plethora of activities from shopping to entertainment venues such as horse racing at historic Churchill Downs, Louisville Zoo, Kentucky Kingdom amusement park, Muhammad Ali museum and childhood home, Louisville Slugger Museum, Valhalla golf club, and 36 Bourbon Distilleries as well as cave exploring and fishing.
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Colonial Hideout | Close to fairgrounds!
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! Family Ready: Pack n Play, High Chair, Plastic Plates & Cups
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DOWNTOWN LOUISVILLE ⭐ Expo Center⭐ 3 BR, 2 BT
- 3 min drive to U of Louisville - 5 min drive to KY Expo Center - 7 min drive to Louisville Zoo This gorgeous 3-bed, 2-bath house is less than 4 miles from downtown Louisville. With its fully-equipped kitchen, spacious rooms & completely renovated kitchen, the house is the perfect base for large groups wanting to explore the city. Enjoy the wide variety of shops, restaurants, & bars nearby. Kentucky Derby fans love the close proximity to Churchill Downs. No Locals Please
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Country House/ City House
We are located in South Louisville and pretty much centrally located to everything in the City of Louisville. We are 10 minutes from the airport, 10 minutes from Churchill Downs, 15 minutes from downtown attractions, close to interstate access and 1 mile from a park. Also, our guests are welcome to relax by our koi ponds and to see my husband’s fish aquariums in his Fish House by just walking through gate at the guest house. We pride ourselves on Southern Hospitality!
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Cabin in the Woods on Lake Close to Louisville Ky
Escape to Little Cedar Lodge, a secluded lakefront cabin just 20 minutes from downtown Louisville. Enjoy beautiful lake views from the huge screened porch, a guest favorite for relaxing among the trees and watching abundant wildlife. This warm, wood-filled A-frame sleeps up to 10 with 2 queen bedrooms plus a spacious loft. Enjoy 2 full baths, a fully stocked kitchen, open living area, fireplace (electric) and plenty of parking. Peaceful, private and close to everything!
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Cozy, 3 bedroom home 4 miles from Fort Knox
Discover a cozy home just 4 miles from Fort Knox, offering a personal driveway and high-speed fiber Wi-Fi. With three comfortable bedrooms accommodating up to 6 guests, including a queen, a twin trundle, and two full-size beds. Plus, you're conveniently situated 4.6 miles from the Patton Museum and 4.4 miles from the Chaffee gate/Visitor Center. Experience comfort, convenience, and proximity to local attractions. Your perfect Fort Knox getaway awaits!
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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!
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The North Mantle House
THIS IS THE ONE! Welcome to The North Mantle! Less than 1.2 MILES from downtown Elizabethtown! 3 MILES to Bluegrass Sportsplex and ONLY 7 MILES to Ford BlueOval Battery Park. Centrally located w/plenty of parking! Our completely renovated place accommodates up to 8 guests comfortably! Open floor plan offers 3 bedrooms & 2 full bathrooms. The fully equipped kitchen has an island with seating for 2 and a dining table with seating for 8.
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Cedar Forest House
Enjoy the location convenience this quaint home has to offer. The Cedar Forest house is a 3 bedroom home located 0.2 miles from the I-65 exit and a short distance to many nearby attractions including bourbon distilleries, wineries, and Bernheim Forest. During your stay, guests can enjoy the two sitting rooms, each with their own smart TV, and stocked with board games. Pets are welcome for an additional pet fee.
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Popular amenities for Shepherdsville house rentals
House rentals with a pool

Little Slice of Heaven-27
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Cozy Neighborhood Home - 10 min to Louisville!
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10 min to Lou~Huge Hot Tub~Fenced Backyard~Games
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Downtown Abode Your home away from home.
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Top 1%• Yard + Porch • 3BR • Peppermint Cottage
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#1 Bourbon Trail POOL&GAME ZONE! Keenland! Hottub!
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#18 Kentucky Sunrise - Lakefront Home with spacuio
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Happy Goose Hollow
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Weekly house rentals

The Caldwell Highlands/Germantown
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Best Location in the City-2 Story Patio & Hot Tub
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The Barrel Proof Bungalow
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Cozy Retreat: Stocked Pond & Firepit near L'ville
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Parkside Pad - Iroquois Park
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Derby Dreaming in the Julep House - Churchill/Expo
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Shepherdsville Cozy Home with Lakeside views
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Cozy Little Home
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Private house rentals

Elizabethtown Sports Park/Bourbon Trail
ValueFamilySleep quality

Whiskey, Horses, & Hospitals
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3 BED/2 BA on Bourbon Trail - Pet Friendly
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Pet-friendly yard, king suite near Louisville
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Distillery Overlook Barndo Home
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Bourbon Trail Bungalow, Ky Derby! Hot Tub
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New Home | Sleeps 16 | Peaceful Area with a View
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The Oaks | Near Ft Knox • Pool Table • Sleeps 9
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When is the best time to visit Shepherdsville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,104 GYD | G$23,012 GYD | G$22,803 GYD | G$29,288 GYD | G$30,125 GYD | G$23,639 GYD | G$26,987 GYD | G$21,757 GYD | G$31,589 GYD | G$22,384 GYD | G$21,129 GYD | G$26,568 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 |
Destinations to explore
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- Knoxville Vacation rentals
- Kentucky Exposition Center
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Louisville Slugger Field
- Churchill Downs
- Kentucky International Convention Center
- Waterfront Park
- University of Louisville
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- Jefferson Memorial Forest
- Muhammad Ali Center
- Castle & Key Distillery
- James B Beam Distilling
- Angel's Envy Distillery
- Frazier History Museum
- Bardstown Bourbon Company
- Bernheim Arboretum and Research Forest
- Big Four Bridge
- Four Roses Distillery Llc
- Cherokee Park
- Kentucky Science Center
- My Old Kentucky Home State Park





