Family-friendly holiday rentals in Louisville

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!

OPEN for Derby! Dreamy Designer Apartment

A thoughtfully curated stay by Jaclyn Journey Hospitality, designed with intention so you feel cared for while away from home. Set within a historic 19th-century building, the space celebrates character & charm while offering beautifully considered comforts throughout. Featured in Architectural Digest, DOMINO Magazine, Apartment Therapy, & more. Every detail has been hand-selected to delight the senses. The apartment is also shoppable, inviting you to take home a favorite piece of your stay.

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.

ArTisTs CoTTaGe

Enjoy peaceful privacy with center city convenience! Bright, open ambiance. Art and music supplies, books, toys, games, CD's, movies. Two decks and a covered patio. Found art gardens and galleries. Fully equipped kitchen with granite counters. Large windows in downstairs bedroom with queen bed and gas fireplace. Ladder access to queen bed in skylit loft. A perfect getaway for artists/writers on retreat, solo adventurers, couples, business travelers and small families with well behaved kids.

Historic Ali Suite in heart of NuLu action

This spacious suite pays tribute to Louisville’s own Muhammad Ali in true urban style! Located in a lovingly renovated 1843 church, it boasts a king-size bed, full bath, kitchenette with table for 4, and lounge sofas that comfortably sleep 2. You'll be in the middle of all Market Street has to offer — steps from Rabbit Hole Distillery, Nouvelle Wine Bar, Garage Bar, and tons more. A 10-minute ride from the airport, half a mile from Slugger Field, and 1 mile from YUM! and Convention Centers.

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.

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!

The Derby City Loft, luxury, walk to museum row

Located in historic downtown Louisville the Derby City Loft is a show stopper! This PENTHOUSE luxury condo offers stunning views and high end living. The open floor plan boasts 3 queen beds, curtains can be pulled to make it a 2 bedroom. Plus the oversized sectional sofa may sleep 2 comfortably as well. Fully stocked kitchens and bathrooms with everything! This home was designed and styled with your comfort in mind, kick back, relax and enjoy high style living at the Derby City Loft.

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.

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

The Grace Airstream at Progress Park in Derby City

Always wanted to experience the vintage airstream life? Here's your chance! The Grace is a 1974 Airstream Sovereign Land Yacht. All the amenities of a hotel, just on the water's edge. Enjoy your coffee in the hammock, spend your days hiking, fishing, swimming, kayaking or paddle boarding. A hidden gem, right in the city. 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.

Charming Bungalow on 1.5 Acres in Amazing Location

Peaceful. Private. Clean. Comfortable. Convenient. Hummingbird is a charming updated bungalow in one of Louisville's most coveted neighborhoods. Nestled on 1.5 acres of a historic street, you'll enjoy a park-like setting teeming with wildlife. Private, yet offering easy access to shopping, dining, entertainment, and major highways, this hidden gem is sure to please. Plus, NO CLEANING FEE! Whether here work, fun, or both, you’ll love your time at Hummingbird.