House vacation rentals in Shepherdsville

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Top-rated house rentals in Shepherdsville

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Guest favorite
Home in Elizabethtown
4.9 out of 5 average rating, 124 reviews

Downtown Elizabethtown Mid-Century Charm Home

Experience minimalist mid-century modern charm in our cozy 2BR, 2BA home just a few miles from downtown, Etown Sports Park, Freeman Lake and hospital, making it perfect for travel nurses & families alike. Enjoy a fully equipped kitchen and outdoor space with grill and fire pit. This home is conveniently located near Etown's downtown area where you can explore local shops, restaurants & parks. Our cozy mid-century modern home is the perfect place to stay during your visit to Elizabethtown, KY.

Guest favorite
An inviting open-air living room features a pool table with colorful billiard balls awaiting play. Plush velvet couches in green and gold surround a circular coffee table, set against a backdrop of exposed brick walls. The space is brightened by large windows and artistic wall decor.
Home in Smoketown Jackson
4.94 out of 5 average rating, 228 reviews

"Blue Grass" Pool Table Retreat - Plush Comfort

The perfect getaway to luxuriate in the center of Louisville! Boasting 11-foot tall ceilings, 75" televisions, and a spacious downstairs floor plan that includes a pool table, living room (with velvet sofas), and an open-air basement rec room with spiral staircase and fur bean bags. We decorated our home to provide as much comfort & entertainment as possible: super-cushy king-size memory-foam beds, vast porch space (with grill), and eclectic art to feed your eyes & mind. We hope you enjoy it!

Top guest favorite
A cozy living space features a brown sectional sofa adorned with a cushion displaying the phrase 'CALL ME OLD FASHIONED.' Green plants are positioned beside the couch, while patterned wall art and a decorative sign contribute to the inviting decor.
Home in Louisville
4.99 out of 5 average rating, 217 reviews

"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!

Top guest favorite
A cozy living room showcases a comfortable dark sofa and an inviting loveseat. A television is mounted on the wall across from the seating. Wooden accents, including a small table set, add charm. Natural light filters through a window, illuminating the warm wood flooring.
Home in Bardstown
4.92 out of 5 average rating, 128 reviews

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!

Guest favorite
The exterior of a charming single-story house is shown, featuring a covered porch and stone columns. Lush green bushes frame the entrance, and two seats are visible on the porch. A modest yard surrounds the house, with a clear sky above.
Home in Clifton Heights
4.9 out of 5 average rating, 305 reviews

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.

Guest favorite
A cozy living room is presented with a dark sofa facing a white-brick fireplace. Above the fireplace, a flat-screen television is mounted. Two armchairs flank the fireplace, while a small ottoman completes the seating arrangement. Light-colored drapes frame the windows, and artwork decorates the walls.
Home in Louisville
4.87 out of 5 average rating, 222 reviews

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.

Guest favorite
A spacious living area features a comfortable gray sofa, wooden coffee table, and two stylish chairs. A wall-mounted television is visible, complemented by decorative shelves. Natural light enters through windows, while recessed lighting enhances the modern ambiance. The hardwood look flooring adds warmth to the space.
Home in Elizabethtown
4.98 out of 5 average rating, 112 reviews

✸ 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.

Guest favorite
The living room features a sectional sofa adorned with a soft throw. A large, flat-screen TV is mounted on the wall, complemented by a wooden media console. Natural light fills the space, which is accentuated by high ceilings and a statement wall art piece depicting a city skyline.
Home in Germantown
4.92 out of 5 average rating, 285 reviews

Near Ky Expo, UofL, & CHDowns! Priv Parking!

The Whiskey Stop- We are ready to host short term, mid-term, and long term rental guests. Digital nomads, nurses and healthcare professionals welcome! High speed internet! Walking distance to the hip local restaurants and bars in Germantown and Schnitzelberg neighborhoods. Our home is completely remodeled with all the modern conveniences and a comfortable, casual touch. So much to see and do in Louisville you’ll load up your itinerary with unforgettable experiences.

Top guest favorite
A spacious living area features a comfortable brown sofa and a wooden coffee table, complemented by a ceiling fan. A dining set occupies one corner, while equestrian-themed artwork adorns the walls. Natural light enters through sliding glass doors, enhancing the overall ambience.
Home in Radcliff
5 out of 5 average rating, 102 reviews

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!

Superhost
A comfortable living area is presented with a spacious grey sofa and an armchair positioned on a patterned rug. Natural light streams through the framed windows, and a stone fireplace serves as a focal point, complemented by a wall-mounted television.
Home in Louisville
4.86 out of 5 average rating, 121 reviews

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!

Guest favorite
An open living space features a wall-mounted TV opposite a sectional sofa. A bar-height dining table with seating for four is positioned beside the sofa. Light walls and large windows contribute to a bright atmosphere, while decorative wall art adds visual interest.
Home in Iroquois
4.93 out of 5 average rating, 255 reviews

Parkside Pad - Iroquois Park

Central Location! One bedroom & One Bath Home. This home offers a 5 minute walk to wonderful Iroquois Park and the charming Beechmont Neighborhood. Short 5 minute drives to Churchill Downs and the University of Louisville, 10 minute drives to the Airport and Fairgrounds/Exposition Center, and 15 minute drives to trendy NuLu, Highlands, and Germantown neighborhoods. This space will offer the best of what Louisville has to offer.

Top guest favorite
The exterior of a brick patio home is showcased, featuring a well-maintained landscape with shrubs lining the entrance. A one-car garage is visible, with a paved walkway leading to the front door. Trees are present in the background, and autumn leaves cover the ground.
Home in Shepherdsville
4.95 out of 5 average rating, 110 reviews

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

When is the best time to visit 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 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!