Vacation rentals with a hot tub in Jefferson County

Parkside Retreat

Situated off of a parkway with mature trees lining the street, this parkside retreat is close to most everything. We are a short drive to Churchill Downs, Downtown, the Airport. Our home sits on one of the most beautiful streets in the entire neighborhood. We are 7 houses from Iroquois Park. It is terrific for walking, hiking, or just having a picnic. We have a privacy fence with a jacuzi tub on the deck. Many updates make this home the perfect choice to relax after a day of fun activities

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!

Elegant Oasis w/ Modern Hot Tub and Fire Pit

Our two bedroom house is the perfect spot for one or two couples traveling with a one Queen and one King bedroom with tall ceilings making it feel very spacious! We have a brand new four person hot tub in our fully fenced in backyard which makes it very private. We also have a four seater wood burning fire pit and a lounge area under a Gazebo. There is one Big screen TV in the living room with amble seating for everyone. Don’t miss out on this excellent opportunity for a fun relaxing time !!

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!

Walking Bridge, Putt Putt House

NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

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!

Why Not Stay in Louisville? (up to 9 guests)

For 1-9 guests Less than 1 mi to Churchill Downs, grocery, and eateries, this cute gingerbread home is just off I-264 exit. Only 5 minutes to Airport, Fairgrounds & Exposition Center, and a short drive to U of L, & other schools, museums, and 4th street Live Downtown. Located in a nice neighborhood where walkers and runners are common and where off-street parking is readily available. Home access is with a keyless entry. *Occupancy tax is same as hotels & is included in Airbnb final pricing.

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!

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.

GreenHouse New Albany

Right across the river from Downtown Louisville! Central location for Louisville and Southern Indiana events and activities. Welcome to the GreenHouse NA! This charming shotgun home from the 1920’s has been completely refurbished. It is located within 10 miles of major attractions in Louisville, and 1 mile from the many local restaurants and shops that downtown New Albany has to offer. Our home is pet friendly and family friendly! We hope our guests relax and enjoy our peaceful home!

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