Mansion holiday rentals in Louisville

4.99 out of 5 average rating, 105 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!

4.98 out of 5 average rating, 123 reviews

Cabin in Shepherdsville

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! 🥃✨

The charming brick exterior of the house is complemented by large windows and a peaked roof. A well-maintained lawn features vibrant yellow daffodils in the foreground, creating a welcoming entryway framed by steps leading to the front door.

4.99 out of 5 average rating, 298 reviews

★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 living room features a light gray sofa adorned with green pillows, paired with two modern wooden chairs. A coffee table sits centrally, complemented by a decorative plant. Natural light floods the space through a window with wooden blinds, accentuating earthy tones and textures.

4.96 out of 5 average rating, 102 reviews

Zen House*Hot Tub*NULU*King Beds*Majestic Backyard

Start your Louisville trip in this Japandi style home where you'll stay for peace, relaxation, and tranquility with family and friends! We have 4 bedrooms, 2 bathrooms and a large privacy yard w/ a hot tub, fire pit, grill, string lights and an umbrella patio table. The back yard is even more magical at night under the lights! You're in a prime location in NULU w/ many restaurants, bars and distilleries nearby. If you don’t believe us telling you how great our house is, read our reviews :)

4.99 out of 5 average rating, 121 reviews

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

The living room is arranged with a comfortable grey sofa, a decorative coffee table, and a patterned area rug. Two wicker chairs are positioned nearby, and large windows with white curtains allow natural light to fill the space, creating a bright and welcoming atmosphere.

4.91 out of 5 average rating, 379 reviews

4Bdrm ☑ Near Expo ☑ Downtown ☑ Spacious!

In town for Derby, an Expo event, or a weekend with friends? This spacious group home is your home base — central, comfortable, and ready to host a crowd. - 2.5 mi to KY Expo Center - 1.8 mi to Churchill Downs/Derby, - 1.8 mi to U of L, - 10 min to downtown & the bourbon distilleries (easy interstate access). Fully furnished w/ linens, towels & stocked kitchen. Parking for 4 cars, in-unit washer/dryer, fast WiFi, quiet & safe neighborhood. No locals. No parties — registered guests only.

Superhost

A private backyard is featured, showcasing a fire pit surrounded by seating. The interior displays a spacious living area with modern decor, including comfortable seating and artwork. A well-equipped kitchen with sleek cabinetry is also visible, alongside a staircase leading to additional living spaces.

4.93 out of 5 average rating, 210 reviews

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!

4.97 out of 5 average rating, 109 reviews

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

Designed for groups to stay together comfortably, this spacious, renovated 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, you can walk to NULU for the famous distilleries, or stay in with wine and dinner on the patio—there’s options for everyone. Built for birthday weekends, family trips, bachelorettes and everything in between!

4.95 out of 5 average rating, 122 reviews

A two-story building is framed by lush greenery and a well-maintained exterior. The ground-level white porch is furnished with bright red chairs, flanked by steps leading to the entrance. A welcoming pathway runs between manicured bushes and trees, enhancing the inviting façade.

Home in Highlands

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!

Home in East Market District

The living area features a modern design with a bold black and white mural on one wall. A comfortable leather sofa and coordinating armchairs create a cozy seating arrangement around a rustic wooden coffee table, while large windows allow natural light to fill the space.

4.97 out of 5 average rating, 332 reviews

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

5.0 out of 5 average rating, 108 reviews

A living room is featured, showcasing a plush sofa and an ornate coffee table atop a patterned area rug. Large windows, draped with elegant curtains, allow natural light to illuminate the space. Antique furnishings and decorative accents add to the room's historic charm.

Home in Old Louisville

Elegant Victorian in Old Louisville

Constructed in 1884, the historic mansion combines Victorian elegance with modern amenities. 5 bedrooms (4 queen & 2 single beds) 3 full bathrooms, parlor, kitchen/great room and laundry. Stocked refrigerator in renovated kitchen. Smart TVs with popular streaming channels and WiFi. Spacious brick patio. Central location in historic neighborhood near Churchill Downs, University of Louisville and downtown attractions. Street parking available in front and side of the mansion.

A warm brick facade of a house is framed by lush greenery. The front porch features two white columns, creating a welcoming entrance. Flower pots add color to the surroundings, while a pathway leads to the front door, surrounded by well-maintained landscaping.