Family-friendly vacation rentals in Shepherdsville

Place to stay in Vine Grove

A cozy bedroom features a spacious bed with crisp white linens and decorative pillows. Above the bed, a vibrant artwork of a cow adds a touch of character to the room. A bedside lamp and a small blue nightstand provide additional comfort.

4.99 out of 5 average rating, 152 reviews

Fort 5400

Rustic 1 bedroom unit on 6 acres. Beautiful creek a couple hundred yards from your door with lovely sunsets. Vaulted living room, dual reclining sofa, 50 inch ROKU TV & dinette. Kitchenette with full size refrigerator, microwave, and Keurig coffee maker. King size bed, cozy electric fireplace, 32 inch ROKU TV and closet with washer/dryer. The grounds are shared with one other tenant. FT Knox-6.2 Miles Elizabethtown Sports Park-15 miles Church Hill Downs-36 miles Boundary Oak Distillary-7 miles

Farm stay in Elizabethtown

4.99 out of 5 average rating, 106 reviews

Mini Cow Cottage! Peaceful Farm Getaway

Come enjoy this peaceful private getaway in a beautiful country setting that is still close to town and the bourbon trail. The cottage offers two bedrooms (one king, one queen) and one bath with an open floor plan, fully stocked kitchen, W/D, front and back covered porches, and don't forget the animals! We have mini Highland and High Park cattle, a horse, friendly barn cats, and spacious natural surroundings. There is also a walking trail along the woods, and a beautiful pond. Dogs welcome too!

Guest suite in Louisville

A colorful living area is furnished with a patterned sectional sofa and a round glass coffee table. Natural light enters through multiple windows, illuminating the artful wall decor. A kitchenette area with modern appliances is visible in the background, enhancing the space's functionality.

4.94 out of 5 average rating, 300 reviews

Hide away close to everything

Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

4.99 out of 5 average rating, 210 reviews

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

"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!!

4.98 out of 5 average rating, 255 reviews

The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.

Cabin in Louisville

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Apartment in Central Business District

A living area features a dark leather sofa and two tufted chairs positioned around a circular wooden coffee table. A large piece of wall art and patterned curtains add visual interest. Natural light enters through the window and door leading to a small balcony.

4.96 out of 5 average rating, 134 reviews

4th Street Suites - Stunning King Bed Suite

Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, 2 rollaways, a fully stocked kitchen, and a bright living area. Enjoy morning coffee or evening drinks on your private balcony, stroll to nearby restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool. Your launchpad for adventure—or a quiet, stylish escape when it’s time to rest!

4.92 out of 5 average rating, 101 reviews

The charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with two chairs. The exterior showcases light grey siding complemented by red shutters and door, while a clear driveway leads to the entrance.

Guesthouse in Cecilia

Cottage at the Hundred Acre Wood

Escape to the country and take it easy at this unique and tranquil getaway. This beautiful cottage shares the yard and scenery with the owner’s residence, but is a very peaceful & nice space to relax and sleep at the end of your day. You’ll be out in the country but still conveniently located, only about 15 min from everything. 16 minutes from Glendale - Ford Blue Oval plant 14 minutes from Etown Sports Park 16 minutes from downtown Etown & all the great restaurants and stores

4.81 out of 5 average rating, 685 reviews

An open loft space features a spacious bed with a blue accent blanket. A comfortable sofa sits opposite a stylish dining area, adorned with a round table set for six. Large windows allow natural light to brighten the wooden flooring and inviting decor.

Loft in Louisville

DerbyLoft Louisville

Enjoy the best of Louisville in our second floor loft, a studs-up renovation with modern amenities, full kitchen, and a beautiful bathroom. We're in a central location from which guests can easily tour the heart of Louisville. Private entrance Free parking on street Free Wifi 10min (0.5mi) walk to Churchill Downs 25min (1.5mi) walk to Cardinal Stadium 5min (1.8mi) drive to historic Old Louisville 6min (1.9mi) drive to KY Expo Center 12min (3.2mi) drive to Louisville Airport

Place to stay in Shepherdsville

A spacious sleeping area features a king bed with a soft beige quilt and matching pillows. Two bedside lamps provide warm lighting beside wooden nightstands. The ceiling is accented by textured panels, and the cozy carpet extends across the floor.

4.89 out of 5 average rating, 321 reviews

A Little Bit of Kentucky

A unique loft apartment near Louisville, Bardstown and just across the river from Indiana. This is attached to our Wedding venue for the convenience of anyone who is coming in for a wedding. It has its on separate entrance away from the venue so you wont be bothered by anyone. We are more than willing to accommodate you in any way we can. Let us know what you need and we will do our best to meet your needs. Check our guide book for local attractions and mileage

5 out of 5 average rating, 102 reviews

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

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

The cabin exterior is constructed with natural wood logs, featuring a metal roof in a deep hue. Windows allow natural light to enter, with a covered porch area to the side. A paved driveway leads to the entrance, surrounded by natural greenery.

Cabin in Elizabethtown

4.9 out of 5 average rating, 322 reviews

The Cabin- private,cozy, firepit, hammock, pacman

Take a break and unwind at this peaceful oasis. Blurring the lines between structure and nature, this cabin retreat inspires a feeling of tranquility. The footprint compacts everything one could need- living, kitchen, bed, bathroom, washer/dryer, games and more. Enjoy the peaceful sounds of nature while napping in the hammock. Cook dinner over an open flame in the firepit. Test your skills to beat the high score on PacMan arcade or the foosball table.

4.95 out of 5 average rating, 108 reviews

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

WynDown Spot - Long Stays Welcome!

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 family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Louisville

A heated saltwater swimming pool is surrounded by a concrete patio and lush greenery. The area features a spacious cabana with seating, a chaise lounge, and colorful pool floats. Nearby, a small garden and manicured lawn enhance the outdoor setting.

4.96 out of 5 average rating, 388 reviews

Cherokee Park Oasis with Private Entrance

4.88 out of 5 average rating, 238 reviews

A charming two-story gingerbread home features a red brick facade and a distinctive gabled roof. The exterior includes front steps leading to the main entrance and a porch area with seating. Lush greenery and a neatly maintained lawn are present, adding to the home's welcoming appearance.

Home in Beechmont

Why Not Stay in Louisville? (up to 9 guests)

4.96 out of 5 average rating, 107 reviews

The image collage features various spaces of a stylish home. A cozy lounge area with a fireplace is shown, alongside an outdoor hot tub surrounded by greenery. The dining area is connected to a deck, and a game room with a bar creates an inviting entertainment space.

Home in Bardstown

StillHill: HotTub GameRoom Whiskey Lounge Acreage

4.99 out of 5 average rating, 197 reviews

The cabin exterior is nestled within a wooded landscape, showcasing a wooden facade. A welcoming porch is framed by two Adirondack chairs, with stepping stones leading toward the entrance. Twinkling lights hang across the trees, enhancing the tranquil evening ambiance.

Cabin in Lawrenceburg

Chic Cabin w/ Trails, Hot Tub & Starry Nights

4.99 out of 5 average rating, 107 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

4.95 out of 5 average rating, 118 reviews

A spacious living room features a large sectional sofa and a gas fireplace, with a 65" smart TV mounted above the mantle. Natural light floods in through tall windows, while warm wood tones and modern furnishings create a cozy ambiance.

Home in Bardstown

Pickleball*Hot tub*Speakeasy*Bourbon*Pet-Friendly

Apartment in Central Business District

A bright bedroom features a spacious bed with a red throw blanket and neatly rolled towels. Two bedside tables with stylish lamps flank the bed. Three abstract art pieces hang on the wall above, while large windows provide natural light and a view of the outside.

4.92 out of 5 average rating, 118 reviews

Elegant Apt – King Bed, Heated Pool, Gym + Hot Tub

4.98 out of 5 average rating, 128 reviews

Cabin in Lawrenceburg

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 111 reviews

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

✸ Bright, Modern 3BR | Etown Sports Park 1.8 mi✸

Guest suite in Louisville

A cozy seating area features a daybed with colorful cushions and a contrasting metal chair. A gas fireplace is positioned beside a television, which is mounted above a decorative stone surround. Vintage decor elements, including signs and lamps, enhance the inviting space.

4.94 out of 5 average rating, 338 reviews

Highlands Lower Level Studio Guest Suite

4.91 out of 5 average rating, 296 reviews

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

Quiet Neighborhood Home With Outstanding Location

4.89 out of 5 average rating, 152 reviews

A light-filled living room features a modern beige sofa and a cozy armchair with a soft throw. A decorative rug anchors the space, while tall windows are dressed with flowing curtains. A stylish floor lamp and a small table provide additional comfort.

Home in Beechmont

Central Location. Expo cntr, UofL, Churchill Downs

4.82 out of 5 average rating, 297 reviews

The pastel purple tiny home features a wooden deck adorned with seating. A vibrant arrangement of potted flowers is positioned in the foreground, complementing the home's exterior. Large windows invite natural light, and an air conditioning unit is discreetly mounted on the side.

Camper/RV in Louisville

Tiny Home on Wheels-15 Shared Acres-PassionProject

4.93 out of 5 average rating, 236 reviews

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

Parkside Pad - Iroquois Park

Guest suite in Kenwood Hill

A spacious living area features comfortable seating arrangements, including a blue fabric sofa and two patterned armchairs. A wooden coffee table sits centrally, with magazines and a small vase. The open kitchen area is visible in the background, equipped with modern appliances.

4.95 out of 5 average rating, 117 reviews

Walkout on wooded hillside by Airport and Downs

4.95 out of 5 average rating, 154 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

Family-friendly home rentals with a pool

A charming two-bedroom cottage is displayed, featuring a combination of gray siding and a peaked roof. The front porch is accessible via a small set of steps, surrounded by manicured grass and shrubs. Nearby trees provide a touch of greenery against a clear blue sky.

4.91 out of 5 average rating, 137 reviews

Best view of the lake two bed two bath cottage #4

Cottage in Spencer County

Aerial view captures Taylorsville Lake, surrounded by lush greenery and autumn foliage. The winding shoreline is visible alongside the marina with several boat docks. The community road runs beside the scenic landscape, providing a clear view of the serene water and rolling hills.

4.92 out of 5 average rating, 159 reviews

Peaceful Cottage Minutes from Lake Access

5 out of 5 average rating, 119 reviews

A well-arranged bed features a neutral-toned knitted throw and decorative pillows with unique shapes. A wicker tray in the center holds a bottle of champagne and four glasses, accompanied by two plates and napkins, creating an inviting setting.

Home in Prospect

Peppermint Cottage Norton Commons w Breakfast

4.94 out of 5 average rating, 228 reviews

The exterior of a spacious carriage house is shown, featuring a stone facade and a grey roof. Three garage doors are visible, along with multiple windows framed in green shutters. A large tree provides shade to the front porch, which invites a sense of coming home.

Cottage in Shelbyville

Cozy Cottage on Firefly Farm

4.97 out of 5 average rating, 205 reviews

Luxury Retreat with Hot Tub

The cottage features a two-story structure with a light gray exterior and a welcoming entrance. A front staircase leads to a covered porch area, framed by well-maintained shrubs and greenery. Large windows provide natural light to the inviting living spaces within.

4.9 out of 5 average rating, 143 reviews

Lake Refuge near Louisville & Bourbon Trail #52

A two-story cottage is situated against a lush green backdrop. The exterior features light-colored siding, a covered porch, and multiple windows that allow natural light. A well-maintained lawn surrounds the home, enhancing the inviting appearance of the property.

4.94 out of 5 average rating, 179 reviews

The Gathering Place