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.

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Guest favorite
Home in Germantown
4.9 out of 5 average rating, 175 reviews

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!

Top guest favorite
The exterior of the home features a charming white façade with black accents, complemented by a small set of steps leading to the front door. Lush green grass surrounds the property, and a gravel pathway is lined with decorative stones and small shrubs.
Home in Springfield
4.98 out of 5 average rating, 131 reviews

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!

Top guest favorite
Home in Elizabethtown
4.9 out of 5 average rating, 136 reviews

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

Top guest favorite
A charming single-story home features a welcoming front porch with two rocking chairs. Well-maintained landscaping includes shrubs and a gravel pathway leading to the entrance. The exterior showcases a light-colored façade and a gabled roof, surrounded by a grassy yard and neighboring structures.
Home in Bardstown
4.94 out of 5 average rating, 261 reviews

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.

Top guest favorite
A light-filled dining area features a wooden table surrounded by white chairs. A blue area rug anchors the space, complemented by a chandelier above. A kitchen bar with seating is visible in the background, and large windows provide views of the surrounding trees.
Home in Bedford
4.99 out of 5 average rating, 224 reviews

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.

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, 129 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!

Top guest favorite
The open living area showcases hardwood floors and features natural light from large windows. A leather couch is positioned beside a wooden coffee table. The modern kitchen includes a spacious island with bar seating for six, complemented by white cabinetry and stainless steel appliances.
Home in Louisville
4.99 out of 5 average rating, 286 reviews

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.

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, 118 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
Home in Louisville
4.99 out of 5 average rating, 105 reviews

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

Guest favorite
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, 124 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!

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
4.96 out of 5 average rating, 118 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!

Top guest favorite
The exterior of the home features a front porch with steps leading to the entrance. A small table and chairs are positioned on the porch, surrounded by greenery. The yard is open with a gravel driveway and additional foliage visible along the perimeter.
Home in Clifton Heights
4.97 out of 5 average rating, 301 reviews

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

When is the best time to visit Shepherdsville?

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Avg. priceﺩ.ﺇ367ﺩ.ﺇ397ﺩ.ﺇ444ﺩ.ﺇ452ﺩ.ﺇ591ﺩ.ﺇ400ﺩ.ﺇ474ﺩ.ﺇ382ﺩ.ﺇ555ﺩ.ﺇ393ﺩ.ﺇ371ﺩ.ﺇ466
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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!