Mansion holiday rentals in Louisville

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! 🥃✨

DERBY-ready home just minutes fr Churchill Downs!

Welcome to Urban Oasis Haven, a sanctuary of modern comfort & convenience nestled in the vibrant heart of Louisville! This home is ideal for young professionals, remote workers, and medical staff. Enjoy Wi-Fi, a comfortable workspace, and a cozy living area to relax. Located near Dtown, UofL, and major hospitals, it offers walkability to vibrant dining, cafes, & local culture. Perfect for rentals, event-goers stays, or exploring Louisville's history. Book your relaxing, home-like retreat today!

★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking

Upper Highlands home in privileged location w/ keyless entry. A block from Bardstown Road, close to I-264 for fast commutes and all the HIGHLANDS excitement. Harmony of convenience & quiet allows for perfect stays for families, couples, business/vacation travelers alike. •4 bedrooms (includes basement), and 4 SMART TVs •Large kitchen, appliances, 2019-23 •PARKING up to 4 cars •Back porch GAS GRILL •Patio furniture * FIRE PIT, added Oct-2024 •Super Fast fiber-optic WiFi •Samsung Washer&Dryer

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.

Nulu | Bourbon District | 4 Bedroom | Fire Pit

Enjoy your stay in this clean and comfortably modern home that's right next to all the hotspots NuLu has to offer! Socialize in the evenings around the fire pit, in the private fully fenced back yard, or catch the game on a 65 inch 4K LED TV. Don't want to stay in? Walk or take a short Uber to places like Falls City Brewing, Guaca Mole or La Bodeguita De Mima! With 2 King beds, 1 Queen bed, 1 Full bed, and two living spaces, this home provides room for everyone to relax and make memories!

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.

Spacious Historic Home, Louisville Adjacent

Our home is blocks from historic downtown New Albany and only 10 minutes from downtown Louisville, KY, and 15 minutes from Churchill Downs...You’ll love our place because of how spacious and uniquely styled it is. It is great for large and small groups alike. This property is a real home, complete with cooking utensils and a full kitchen, as well as plenty of places to relax and hang out with people you enjoy. We love sharing our home with guests who appreciate style and beauty!

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.

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

4Bdrm ☑ Near Expo ☑ Downtown ☑ Spacious!

- 2.5 mi to Expo Center - 10 min drive to downtown (great access to the interstate) - 10 min drive to downtown distilleries - University of Louisville = 1.8 miles - 1.8 miles to the KY Derby • Spacious home for larger groups • Central Location, Easy Interstate Access • Fully Furnished + Linens and Towels + Stocked Kitchen • Parking for 4 cars • Quiet & safe neighborhood • Internet • Onsite washer + dryer No Locals No Parties (only registered guests)

Derby Dreaming in the Julep House - Churchill/Expo

This stylish home is the perfect space to spend time in the Derby City. Newly appointed furnishings and decor adorn this spacious 4 bedroom, 2 full bath he. Located just minutes from Churchill Downs, The Kentucky Fair & Expo Center, Kentucky Kingdom, The Muhammad Ali International Airport, University of Louisville, The Urban Bourbon Trail, The Convention Center, Waterfront Park, and all of Downtown Louisville's attractions. Enjoy the best of Kentucky!

Closest Walk to the Expo Center & Louder Than Life

Welcome to Preston Place, your Louisville, Kentucky home! Sleeps 10: Perfect for large families and groups! CONVENIENTLY LOCATED: Just a 2-minute walk from your front porch to the Gate 6 entrance to the Expo Center, putting you in the absolute closest rental home to all of the sports tournaments, concerts, livestock & equipment expos held on the festival grounds. Kentucky Kingdom shares the property, and the Kentucky Derby is just minutes away!