Family-friendly holiday rentals in Louisville

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!

Indoor spaces · Family · Outdoor spaces

Walking Bridge, Putt Putt House

NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

Kitchen · Family · Bathroom

The Kentucky Rose-Old Louisville 4BR/2BA

Beautiful home centrally located-close to EVERYTHING! This elegant home has original stained glass windows, beautiful woodwork, large dining and living rooms with two full kitchens and access to a spacious 2 level deck. Super comfortable beds make this a relaxing stay. Close to all the Urban Bourbon restaurants and Distilleries. Minutes from U of L, Churchill Downs, 4th Street Live, Main Street attractions, YUM Center, Convention Center and many other wonderful Louisville destinations.

Indoor spaces · Kitchen · Checkout

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

Family · Kitchen · Parking

"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!

Family · Kitchen · Outdoor spaces

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.

Indoor spaces · Kitchen · Outdoor spaces

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

Indoor spaces · Family · Air conditioning

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

Indoor spaces · Kitchen · Check-in

Bourbon Trail Villa|King Suite|Fenced Backyard|BBQ

⚜1900 sq-ft of modern living space ⚜1,000 sq-ft of fully fenced outdoor entertainment space ⚜Weber grill, wood burning fire pit (wood included), huge swivel umbrella and outdoor dining for 6 ⚜Fully stocked Chef's kitchen ⚜Dry Bar ⚜Big Screen TV's in every bedroom ⚜Netflix Included ⚜Games & books for kids and adults ⚜3rd story office space with twin bed and city skyline views ⚜Urban bourbon trail ⚜Pet friendly! ⚜Minutes from Churchill Downs, Distilleries, & KY Expo Center

Kitchen · Family · Check-in

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!

Family · Indoor spaces · Comfort

The Marie Airstream at Progress Park in Derby City

Marie is a 1996 Excella, perfect for groups, families, or midweek getaways.Skip the packing & extra costs - everything you need is already here. Maire 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. 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.

Kitchen · Family · Shared spaces

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.

Kitchen · Indoor spaces · Air conditioning