Holiday rentals with a hot tub in Louisville

Highlander House: Louisville's Bourbon Trail Home!

Welcome to Highlander House — spacious, stylish, and built for groups! This 6BR/3.5BA home features a hot tub, game room, and 11 beds (2 King, 2 Queen, 3 doubles, 4 singles) plus 4 sofas, comfortably sleeping large parties. Just 1 block from Louisville's restaurant row and perfectly positioned as your launch point for the Bourbon Trail. Enjoy rare off-street parking in heart of the city. Ideal for bachelorette parties, reunions, and group getaways — book your unforgettable Louisville stay today!

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!

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! 🥃✨

Best of the Ville’s Modernised

This stylish home is perfect for a fun-filled family getaway. With a Jacuzzi hot tub, outdoor wood burning fireplace, ample seating, you can relax and unwind in style. The house is designed to be relaxing for a fun weekend away and family-friendly, ensuring that everyone has a great time. This property is also dog-friendly. The fully fenced-in backyard is a safe and secure! If you’re looking for quieter neighborhood than the hustle and bustle of downtown Jeffersonville, we’re a 2 mile drive.

Awesome Louisville/Nulu Getaway!

Whether you want to taste the bourbon, watch the horses, enjoy a concert at the Yum Center, or watch the Cards, this home is ideally located in NULU situated between downtown and the Bardstown Rd area. The back yard is fenced in with a well-maintained hot tub and tons of seating. It’s a Louisville oasis! Upstairs 1 king and 2 downstairs queen beds are spacious and extremely comfortable. The kitchen and living room are open and perfect for entertaining family and friends! Welcome to Louisville!

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

Bourbon Trail Spacious Backyard NEW HotTub Grill!

The Burnt Barrel – Your vibrant Louisville getaway in the historic Shelby Park neighborhood! Perfect for couples, business travelers, or event visitors. Enjoy high-speed Wi-Fi, a dedicated workspace, fully equipped kitchen, & a NEW hot tub & grill. Just minutes from Whiskey Row, the Urban Bourbon Trail, Churchill Downs, NuLu, UofL Health, and the Convention Center. Explore iconic spots like Old Forester, Angel's Envy, & Evan Williams — all within 10–15 minutes. True Louisville charm awaits!

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!

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.

Hot Tub | Fenced-in Yard | King Bed | Walk to Nulu

5-minute walk to the heart of NuLu and close to the Bourbon Trail Backyard retreat with colorful flowers, a hot tub, fire pit, and outdoor dining area Chef-ready kitchen featuring an Instant Pot, rice cooker, toaster, and just about every coffee maker imaginable Full cable TV plus streaming access to Netflix, Disney+, Hulu, and HBO Max Nintendo Switch with multiple games for all ages Board game collection for fun nights in 15 minutes to Churchill Downs, UofL, and the airport

Hot Tub-King Bed-Coffee Bar-Arcade-Fire Pit!

Centrally located in La Grange, the Kindness Capital of Kentucky. Welcome to the hallmark of small towns where the train rolls down Main Street over 30 times each day. Walk to locally owned donut and coffee shops, Farmer’s market, playground with splash pad, and restaurants. Spend your day on the Bourbon Trail or Churchill Downs before relaxing in the Hot Tub. Driving distance to the Creation Museum and Ark Encounter, The Slugger Museum, Falls of the Ohio, and Mega Caverns.

Best Location in the City-2 Story Patio & Hot Tub

The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.