Semesterboenden med bubbelpool i 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!

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 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!

4th Street Suites - Ali King Bed Suite

Wake up to the best of Louisville! Imagine starting your morning in a cozy king bed, strolling to 4th Street Live for brunch, and exploring nearby restaurants, bars, and theatres. Spend the afternoon lounging by the pool or soaking in the hot tub, then watch the city lights twinkle from the 7th‑floor terrace. This stylish suite is your launchpad for urban adventure—and a quiet, relaxing escape when it’s time to rest. Come make it yours and experience the heart of the city!

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.

Big 6BR Mansion | 2 Kitchens | Near Distilleries

• 6 King Beds, 1 Queen & 2 twin pullouts • 2 Fully equipped + stocked kitchens • Onsite, secured parking 6+ vehicles • 2 Living Rooms • 5 Bathrooms • 1/2 acre backyard 12min drive to downtown Louisville 10min drive to Churchill downs and Kentucky Derby Strictly no outdoor deck use/noise after 10pm *Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required* *All guests required to to sign a rental agreement*