Pet-friendly vacation rentals in Shepherdsville

4.98 out of 5 average rating, 125 reviews

Cabin in Shepherdsville

Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby

🏡 Bourbon Trail Hideaway – A spacious 5BR, 3.5BA log cabin on 6 private acres, just 9 mins from Jim Beam! 🍂 Blending rustic charm with modern comforts, this retreat features a Brand NEW speakeasy lounge, hot tub, fire pit, wraparound decks, arcade games, and a well-stocked kitchen. Enjoy breathtaking sunsets, fast WiFi, plush seating, Smart TVs, and a cozy ambiance, plus luxurious beds, spa-like bath, and plenty of space to relax or entertain. Perfect for groups, couples & bourbon lovers! 🥃✨

4.96 out of 5 average rating, 106 reviews

Home in Elizabethtown

Old Maple House - 1901 charmer on Bourbon Trail

Welcome to Old Maple House, a charming retreat on the Bourbon Trail in Elizabethtown, KY. Perfect for groups, sleeps up to 12 and features a beautifully renovated est. 1901 home with cozy living spaces, and unique Canadian-inspired touches. Enjoy nearby distilleries, breweries and bars, historic sites, and local dining, or relax in this serene setting. With modern amenities and warm hospitality, the Old Maple House is your home away from home for unforgettable stays in Elizabethtown Kentucky!

A single-story brick home is featured, surrounded by well-maintained landscaping. A paved driveway leads to a two-car garage, and a basketball hoop is positioned on the right. The yard offers a grassy area with neatly trimmed bushes and trees providing light shade.

4.89 out of 5 average rating, 226 reviews

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.

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.

4.91 out of 5 average rating, 349 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.

4.98 out of 5 average rating, 167 reviews

Home in Elizabeth

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!

4.98 out of 5 average rating, 264 reviews

Dome in Mount Washington

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

4.87 out of 5 average rating, 321 reviews

A modern kitchen area is highlighted by stainless steel appliances, including a refrigerator and microwave. An island with seating for two faces a cozy living space featuring a fireplace and natural light streaming in from large windows.

Apartment in Louisville

The Point at Story and Frankfort Avenue

The Point is a spacious and completely renovated one bedroom (king) apartment. You will absolutely love the huge sectional couch while watching your favorite shows on the 65" smart TV. Unit very close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.

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.

4.94 out of 5 average rating, 332 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.

4.94 out of 5 average rating, 202 reviews

A spacious living area is equipped with a large sectional sofa and a wooden coffee table, providing a comfortable gathering space. The modern kitchen features stainless steel appliances and dark cabinetry, while an open layout invites natural light from the adjacent windows.

Home in Germantown

The Caldwell Highlands/Germantown

Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.

4.88 out of 5 average rating, 101 reviews

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.

4.92 out of 5 average rating, 1255 reviews

A blue carriage house is viewed from the driveway, surrounded by greenery and blooming trees. Steps lead to an upper balcony, offering outdoor potential. The driveway provides easy access to the garage, emphasizing a sense of space and privacy.

Guesthouse in Louisville

HIghlands Modern Get Away

Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.

4.99 out of 5 average rating, 115 reviews

A country farmhouse is set on a gentle hill, surrounded by lush green grass and trees. The building features a light-colored exterior, a front porch, and a staircase leading to the entrance. The clear blue sky enhances the peaceful rural setting.

Farm stay in Loretto

Knobview. Peaceful 3 BR Farm House on Bourbon Trl.

Peaceful country farm house on 84 acres is centrally located within a short driving distance of several distilleries on the Bourbon Trail. Come and relax on the big covered back porch. Watch the wildlife and sip on some bourbon you may have bought from one of our famous local distilleries.

Popular amenities for Shepherdsville pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A jacuzzi hot tub is illuminated by blue lights, creating a serene ambiance. The steam gently rises from the surface of the water, suggesting warmth and relaxation. Surrounding the tub, wooden decking and softly glowing lights add to the inviting atmosphere.

4.89 out of 5 average rating, 159 reviews

Parkside Retreat

A charming brick exterior of a single-story home is framed by a lush green lawn. The front porch is furnished with a white railing and features a small potted plant at the entrance. A wooden fence provides privacy in the background.

4.94 out of 5 average rating, 155 reviews

Derby Dreaming in the Julep House - Churchill/Expo

A warm brick facade of a house is framed by lush greenery. The front porch features two white columns, creating a welcoming entrance. Flower pots add color to the surroundings, while a pathway leads to the front door, surrounded by well-maintained landscaping.

4.99 out of 5 average rating, 160 reviews

Country House/ City House

4.99 out of 5 average rating, 122 reviews

Home in Springfield

Bourbon + HotTub + FirePit "Fall Magic"

A welcoming living area features a light blue wall and hardwood floors. A large sectional sofa is positioned next to a coffee table. A clock adorns the wall, and recessed lighting illuminates the space. The adjoining area includes a dining table visible in the background.

4.99 out of 5 average rating, 220 reviews

Newly Renovated Derby House

4.98 out of 5 average rating, 160 reviews

A welcoming exterior view of a stylish house features a covered front porch with seating and decorative elements. The spacious interior showcases a cozy living area with comfortable seating and art on the walls. A well-maintained outdoor space includes a putting green. Natural light brightens the rooms.

Home in Jeffersonville

Walking Bridge, Putt Putt House

A spacious living area features a comfortable gray sectional sofa, accented by decorative pillows. A round coffee table sits at the center on a striped rug. Tall windows allow natural light to fill the room, while a brick fireplace adds warmth, complemented by wall decor.

4.95 out of 5 average rating, 103 reviews

Spacious 4 BD Home | 5 min to Airport • 6 min Expo

A spacious living area features large windows allowing natural light to fill the room. A comfortable couch and a reclined chair offer seating, with a coffee table in front. A fireplace serves as a focal point, framed by decorative elements and bookshelves.

4.96 out of 5 average rating, 322 reviews

Home near the Highways

Pet-friendly home rentals with a pool

4.83 out of 5 average rating, 105 reviews

The exterior of the cottage features a charming façade with a covered porch framed by light-colored wood columns. A vibrant red door serves as a focal point, complemented by neatly trimmed shrubs and a landscaped area. Soft, natural lighting enhances the welcoming atmosphere.

Home in Taylorsville

Little Slice of Heaven-27

4.97 out of 5 average rating, 152 reviews

An aerial view captures the property surrounded by lush farmland. The layout includes a swimming pool and neighboring structures, featuring manicured lawns and ample greenery. A winding driveway leads through the landscape, emphasizing the spaciousness of the 72-acre setting.

Farm stay in Raywick

Missy’s unique stays on the bourbon trail .

4.89 out of 5 average rating, 138 reviews

Home in Taylorsville

#18 Kentucky Sunrise - Lakefront Home with spacuio

4.91 out of 5 average rating, 108 reviews

An outdoor space features a large swim spa hot tub beside a wooden bar with four stools. A gazebo is adorned with seating for relaxation. A stone pathway leads towards the backyard, with a manicured lawn and trees bordering the property.

Home in Clarksville

10 min to Lou~Huge Hot Tub~Fenced Backyard~Games

4.95 out of 5 average rating, 114 reviews

A comfortable living area is furnished with a leather recliner and a wooden coffee table. A television is mounted on the wall opposite the open kitchen, where light cabinetry and seating at the counter are visible. Natural light enters the room, creating a warm ambiance.

Home in Jeffersonville

Cozy Neighborhood Home - 10 min to Louisville!

Home in Washington County

Bourbon Trail Pool&Game Zone! Keeneland! 3 acres!

4.99 out of 5 average rating, 192 reviews

4.84 out of 5 average rating, 129 reviews

A two-story cottage with light gray siding and a symmetrical facade is shown. The front porch features wooden steps leading to an inviting entrance. Lush green hedges frame the exterior, while a gravel driveway extends to the left, emphasizing the cottage's serene setting.

Cottage in Taylorsville

Lake Livin' & Bourbon Sippin'

4.91 out of 5 average rating, 149 reviews

Cottage in Taylorsville

Lakeside Haven Cottage 4, Lake View, Hot Tub, Pool

Private, pet-friendly home rentals

4.97 out of 5 average rating, 143 reviews

A cozy front porch features woven chairs arranged around a small table, inviting relaxation. Lush green ferns are placed in terracotta pots, complementing the rustic wooden beams and the log cabin's natural surroundings.

Cabin in La Grange

The Log Cabin at StoneLedge

A welcoming living area is furnished with a plush brown sofa and matching armchair, illuminated by natural light from a window. A wooden coffee table and desk are present, while a plant stand with various greenery adds a touch of nature to the space.

4.88 out of 5 average rating, 40 reviews

Turtle View 1

Apartment in Shepherdsville

Flip Flops & Fireflies: Back2Basic

4.8 out of 5 average rating, 10 reviews

4.71 out of 5 average rating, 7 reviews

The Hearthside Haven: A Relaxing Rural Getaway

4.89 out of 5 average rating, 99 reviews

3 BED/2 BA on Bourbon Trail - Pet Friendly

4.93 out of 5 average rating, 76 reviews

Home in Vine Grove

The Oaks | Near Ft Knox • Pool Table • Sleeps 9

4.85 out of 5 average rating, 13 reviews

Home in Mount Washington

Pet-friendly yard, king suite near Louisville