Family-friendly holiday rentals in Louisville

4.99 out of 5 average rating, 107 reviews

An inviting outdoor space features a spacious in-ground pool surrounded by a decorative fence. Lush green trees provide shade, while the backdrop showcases a sunset sky with soft purple hues. Comfortable lounge chairs are positioned near the water, enhancing the area's relaxing ambiance.

Home in Mount Washington

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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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.

4.98 out of 5 average rating, 297 reviews

The Lakehouse at Progress Park in Derby City

Skip the packing & extra costs - everything you need is already here. Perfect for groups, families, or midweek getaways. The Lake house combines comfort, convenience, & a one of a kind outdoor experience. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. Show up, settle in, and start relaxing. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

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A modern living area features a soft pink sofa embellished with decorative floral pillows. A glass coffee table is centered on a multi-colored area rug. Light enters from large windows outfitted with sheer curtains, creating a bright and inviting space. Artwork adorns the nearby walls.

4.94 out of 5 average rating, 228 reviews

Highlands Bishop Cottage-Walkable

Walkable Highlands Cottage in the Irish Hills neighborhood. Newly renovated with charm! Close to NULU (.5 mi), Butchertown (.6 mi), downtown (1 mi). Just 4 mi to the Yum Center, 5 mi to the Expo Center, 5.2 mi to Churchhill Downs, and 5.7 mi to the airport. Walkable to breweries, restaurants, parks and Cave hill Cemetery. You can even view the bridge over Ohio River from the end of the street. 1 on property small parking spot off alleyway with additional street parking on side streets

Indoor spacesFamilyAmenities

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.

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!

Indoor spacesFamilyAccess

4.95 out of 5 average rating, 206 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.

4.99 out of 5 average rating, 260 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!

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4.99 out of 5 average rating, 245 reviews

Butchertown & NuLu's Shantyboathouse

Welcome to the Shantyboathouse! Recognized as a truly unique property, it has twice been featured in the Courier-Journal and was honored with a historical plaque by the Louisville Landmarks Commission in 2019. According to a 1976 newspaper article, a local legend recounts that the house floated up the river during the 1937 flood, and was later set on a foundation—earning it the enduring nickname, "the shanty boat." This rich history adds to the property's distinctive character and charm.

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4.98 out of 5 average rating, 276 reviews

A spacious studio-style room features a four-poster bed with white bedding. A comfortable armchair sits nearby, and a flat-screen TV is positioned on a wooden entertainment unit. Natural light enters through patterned curtains, illuminating the warm wood flooring.

Tiny home in La Grange

Brakeman's Cottage

"All Aboard the Brakeman's Cottage! Experience the charm of this tiny house listed on the National Register of Historic Buildings in LaGrange, Kentucky. Nestled just feet from the train tracks in the heart of downtown, it offers a unique experience. Situated across from the train observation tower and within walking distance of the best restaurants and quaint shops, our newly remodeled property features private off-street parking. Step into history with modern comforts at Brakeman's

FamilyIndoor spacesQuiet

4.81 out of 5 average rating, 752 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

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A bright living room features a dark tufted sofa adorned with decorative pillows. A wooden coffee table sits in front of the sofa, and a large flat-screen TV is mounted above a white mantel. Two armchairs are positioned near a window, with natural light flowing into the space.

4.94 out of 5 average rating, 464 reviews

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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Superhost

4.83 out of 5 average rating, 103 reviews

The Washington - Nulu/Butchertown- Lynn Stadium

The Washington sits in the heart of Butchertown/Nulu. Blocks away from the Nulu and Market Street. Neighborhood features artisan chocolates, handmade soaps, quirky homeware, and great cafes. Copper & Kings distillery offers brandy tastings, while 19th-century buildings house trendy Modern American eateries, cocktail bars, and craft beer pubs within walking distance to Lynn Stadium , breweries, and distilleries. Enjoy a stylish experience at this centrally-located place.

KitchenFamilyAccuracy

4.96 out of 5 average rating, 246 reviews

A spacious bedroom features a large bed with dark bedding centered on wooden floors. Two cozy armchairs are positioned nearby, complemented by a vibrant area rug. A decorative mirror and framed artworks adorn the walls, while a bookshelf holds an array of books, adding character to the space.

Guesthouse in Louisville

Comfortable-relaxed space to find your inspiration

Located in the Germantown neighborhood of Louisville, this peaceful efficiency apartment in a traditional "shotgun" home, built in the 1890s, is within 10 minutes of nearly all of Louisville’s airport traveler’s attractions. Guests enjoy great sleep on top bedding and attention to detail. Sit on the front porch and let time slip by or spend the evening with a relaxing drink or meal in one of the neighborhood’s hip local eateries and bars. Plan your next journey.

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Apartment in Central Business District

A spacious living area is highlighted by expansive floor-to-ceiling windows, offering views of the cityscape. Modern furnishings include a sectional sofa, a coffee table, and stylish chairs. A decorative light fixture hangs overhead, complementing the wood flooring and neutral-toned walls.

Location! Corner downtown condo!

Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

Indoor spacesFamilyGetting around

4.92 out of 5 average rating, 150 reviews

Popular amenities for Louisville family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

Home in La Grange

Hot Tub-King Bed-Coffee Bar-Arcade-Fire Pit!

KitchenIndoor spacesValue

4.91 out of 5 average rating, 142 reviews

A relaxing outdoor seating area features a framed gas fire pit at the center, surrounded by plush seating. Scenic water views are complemented by string lights and the warm hues of sunset, creating a tranquil atmosphere for evening gatherings.

4.97 out of 5 average rating, 145 reviews

Luxe Waterfront w/Cinema Hot Tub Sauna Pet Views

FamilyIndoor spacesBackyard

4.98 out of 5 average rating, 125 reviews

Cabin in Shepherdsville

Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby

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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

KitchenFamilyParking

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.

4.98 out of 5 average rating, 160 reviews

Walking Bridge, Putt Putt House

KitchenIndoor spacesDecor

A backyard is displayed, featuring a hot tub and a gas fire pit surrounded by four outdoor chairs. Patio heaters provide warmth, and the space is framed by a fence. The modern home is visible in the background, illuminated by evening light.

4.95 out of 5 average rating, 313 reviews

Hot Tub | Fenced-in Yard | King Bed | Walk to Nulu

Indoor spacesFamilyAir conditioning

4.99 out of 5 average rating, 123 reviews

Bourbon Lounge in NULU>Hot Tub>King Beds>Fire Pit!

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A covered outdoor space features a hot tub and comfortable seating arrangements. Styled with a patterned rug, the area is enhanced by string lights overhead. A secure wooden fence surrounds the backyard, ensuring privacy and safety for guests.

4.88 out of 5 average rating, 182 reviews

Best of the Ville’s Modernised

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Family- and pet-friendly home rentals

Condo in Central Business District

A spacious loft-style kitchen is highlighted by a modern white table surrounded by metal chairs. A vintage neon sign reading 'Louisville' adds a pop of color against the textured wall. Natural light pours in through large windows, reflecting off shiny purple floors.

★ Victorian Louisville ★ 1000 sqft Glassworks Loft

FamilyIndoor spacesAccuracy

4.95 out of 5 average rating, 272 reviews

4.89 out of 5 average rating, 235 reviews

A wooden sign is displayed on a wall, featuring the text 'Welcome to Our Nest' in an elegant cursive font. The sign has a rustic design with a whitewashed finish, and a pink ribbon is tied at the top for hanging.

Loft in Crestwood

Welcome to the Nest!

KitchenFamilyValue

4.95 out of 5 average rating, 279 reviews

A historic duplex is framed by vibrant greenery and blooming flowers. The elegant structure features a welcoming porch and decorative wood detailing. A Gothic brick church stands adjacent, adding architectural interest to the scene.

Home in Old Louisville

The Kentucky Rose-Old Louisville 4BR/2BA

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A spacious living area displays a mix of comfortable seating options, including a sofa, armchair, and patterned rug. A vibrant mural above the fireplace adds a pop of color. The adjoining kitchen is visible in the background, enhancing the open layout of the space.

4.93 out of 5 average rating, 259 reviews

Colonel Lou Lou's

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A spacious living area features a comfortable sectional sofa and a large, cozy bean bag styled cushion. Decorative lighting provides a warm glow, and a stone fireplace is centered on a light blue wall. A patterned area rug adds color, while large windows invite natural light.

4.99 out of 5 average rating, 169 reviews

Cozy cottage open for Bourbon and beyond

KitchenFamilyView

Guest suite in Louisville

A cozy seating area features a modern sofa and a small side table, positioned on a patterned rug. Natural light filters through sheer curtains, illuminating the dark walls. Nearby, a door leads to the exterior, while colorful artwork decorates the walls.

Eco+ guest suite in the center of all the fun

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4.98 out of 5 average rating, 683 reviews

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

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A charming, two-story house features a brick exterior with white trim and large windows. Lush green grass surrounds the property, and vibrant flower beds add color. A welcoming pathway leads to the entrance, showcasing the inviting atmosphere of the home.

4.94 out of 5 average rating, 143 reviews

Full House near EXPO Center - Best Location in Lou

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Family-friendly home rentals with a pool

5.0 out of 5 average rating, 131 reviews

An inviting open kitchen showcases modern appliances and a spacious countertop, perfect for meal preparation. A cozy living room features a plush sofa, complemented by natural light from nearby windows and tasteful decor that enhances the comfort of the space.

Home in Prospect

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

KitchenIndoor spacesDecor

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.

4.95 out of 5 average rating, 114 reviews

Cozy Neighborhood Home - 10 min to Louisville!

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Guest suite in Jeffersonville

Come explore Jeffersonville & Louisville

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4.94 out of 5 average rating, 191 reviews

4.89 out of 5 average rating, 138 reviews

Home in Taylorsville

#18 Kentucky Sunrise - Lakefront Home with spacuio

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4.91 out of 5 average rating, 149 reviews

Cottage in Taylorsville

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

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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.

Cherokee Park Oasis with Pool and Hot Tub

Indoor spacesKitchenCheck-in

4.96 out of 5 average rating, 408 reviews

4.95 out of 5 average rating, 224 reviews

Cottage in Taylorsville

Luxury Retreat with Hot Tub

Indoor spacesFamilyAccuracy