Mansion holiday rentals in Louisville

✦ Near Expo ✦ Downtown ✦ Churchill ✦ Updated

Louisville has a lot going on — and this four-bedroom home puts you right in the middle of it. Whether you're here for a convention at the Expo, a family weekend, a work trip, or a celebration with your crew, this Airbnb gives everyone space to settle in and feel at home. 4 bedrooms, beds for 10, a fully equipped kitchen, and fast Wi-Fi. Easy access to everything. — 3 miles to KY Expo Center — 1.5 miles to Churchill Downs — 10 min to downtown, distilleries & restaurants *No parties or locals

Close to Buffalo Trace/Transpo available-Must See

Best place to stay on the Bourbon Trail FEATURED on HGTV! Swanky! Stunning! Spectacular! You'll be in a top-floor loft overlooking downtown Shelbyville and perfectly situated in the heart of the Bourbon Trail! Incredible place to stay for Derby, Keeneland, PGA or local weddings and events---if you can pry yourself away from here! We specialize in making your stay an over-the-top experience and are happy to arrange chauffeured transportation, private chef accommodations, and dinner reservations.

Lux 4-King Bedroom Home | Nr Downtown Louisville

Discover Louisville from this chic, industrial-style home! Equipped with 4 bedrooms and 2 full bathrooms, this home also boasts a full kitchen, free Wi-Fi, an outdoor space with a grill & fire pit, and is within walking distance to restaurants and distilleries. Whether you're traveling for business or leisure, you'll love this space! 11 min drive to Churchill Downs (Home of the Kentucky Derby) Walk to Angel’s Envy and Rabbit Hole Distilleries Experience Louisville With Us & Learn More Below!

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! 🥃✨

Group Haven HQ-Walk to NULU-2 Kitchens+4 Baths

Designed for groups to stay together comfortably, this freshly renovated, spacious home offers room to spread out, reconnect, and settle in. With two full kitchens and four bathrooms over two levels, the layout balances both privacy and gathering. Located in the heart of vibrant Butchertown, it’s built for birthday weekends, bachelorettes, family trips, and everything in between. Walk to NULU for the famous distilleries, or stay in with wine and dinner on the patio—there’s options for everyone!

The Log Cabin at StoneLedge

Please note the Log Cabin is a private home BUT the entire cabin is not avaliable for use when booking 4 guest or less. Nestled on an expansive 80 acre horse farm the log cabin is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. The Log Cabin is 10 minutes off of I71 exit 22. Less than 3 minutes to Ashbourne Farm & approximately 10 minutes to Hermitage Farm. ***PLEASE READ THE ENTIRE LISTING

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

Start your Louisville experience in this Bourbon/Speakeasy themed home! You are in the heart of the city with distilleries, breweries, restaurants, bars, shops and NULU all nearby. You’re also directly across the street from Parlour Pizza, Falls City Brewery and 502 Winery. The house itself has everything you need: - 4 bedrooms/2.5 bathrooms - Hot tub - Gas fire pit (gas included) - Corn hole - Fenced in yard - Outdoor seating - Fully stocked kitchen - Coffee & tea provided - High speed WiFi

Highlands Lookout-3BR 3.5BA-Walk to Tons +Parking

Experience the best of Louisville from the heart of the Highlands on iconic Bardstown Road! 3/4 Bedrooms • 3.5 Baths Bonus Lounge with Queen Sleeper Sofa Private Balcony & Wet Bar Perfect for Bourbon Tours, Concerts, Bachelor/Bachelorette Trips & Group Getaways Off-Street Parking Walk to Louisville's best restaurants, bars, breweries, coffee shops, and nightlife. Minutes from downtown, distilleries, Churchill Downs, and the airport. Stylish, spacious and designed for memorable stays!

Fully Renovated 1950s Urban Chic Deer Park Retreat

Sprawl out on a chic, mid-century sectional amid the retro flair, eclectic artwork, and vaulted ceilings within this captivating loft-style home. Cook dinner in a kitchen with soapstone surfaces and dine al fresco at an old-school table on the patio. Renovated with all new luxury hotel bedding, while keeping the original hardwoods, and charm of this older home. Two bedrooms on the 1st floor and two on the 2nd, easy access for all ages. 10 min, to downtown and the Expo Center.

Big House by Expo Center, Airport, Churchill Downs

Perfect for large groups, with a MAIN HOUSE consisting of 3 bedrooms, as well as a CARRIAGE HOUSE with 2 bedrooms and an incredible GAME ROOM! Located in Beechmont, close to Churchill Downs, SDF Louisville Airport, Fair & Expo Center, University of Louisville, etc. There are smart TV’s in every room, two fully stocked kitchens, and modern bathrooms. The private courtyard between the houses includes a fire pit, a deck, and a paver patio with a gas grill, great for entertaining.

Spacious Louisville getaway with private backyard!

Welcome to your Louisville retreat, designed with large groups in mind. Set in a quiet, residential neighborhood, this spacious home offers a calm, serene atmosphere ideal for unwinding together. With 5 comfortable bedrooms and multiple living areas, it easily accommodates up to 16 guests. Enjoy a fully equipped kitchen, a cozy fireplace, and a private backyard perfect for relaxed mornings and peaceful evenings—ideal for families and group getaways seeking comfort and quiet.

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