Mansion holiday rentals in Louisville

4.98 out of 5 average rating, 110 reviews

King of the Highlands * HUGE 7BR 6BA->Game Room

✨ Exciting upgrades launching late March (photos coming soon): Hot tub 🛁, fire pit lounge 🔥, luxury theater room 🎥, poker / game room 🃏, themed rooms 🎭, and super high-end finishes throughout. This massive 7BR offers 10 beds, 6 baths, pool table 🎱, Golden Tee 🕹️, multiple 4K TVs 📺, private patio with BBQ 🔥, and parking 🚗. Prime Highlands location near Bardstown Rd dining, nightlife, and entertainment. Derby, Bachelor party, work retreat, Bourbon tour, concert, tournament - Search Over!

FamilyLocationComfort

4.98 out of 5 average rating, 120 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! 🥃✨

FamilyLocationCondition

Superhost

4.88 out of 5 average rating, 114 reviews

Modern stay close to UofL & downtown Louisville!

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!

FamilyLocationAccess

4.99 out of 5 average rating, 102 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!

FamilyValueHot tub

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, 99 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 :)

ValueFamilyCondition

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, 296 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

ValueFamilyBreakfast

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, 377 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.

FamilyLocationGrill

4.99 out of 5 average rating, 118 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

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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, 209 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!

FamilyLocationLong stay

4.97 out of 5 average rating, 108 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!

LocationFamilyWalkability

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!

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