Holiday rentals with a hot tub in Jeffersonville

Southern Comfort-Hottub wlk 2 Resturant Row & Shop

Experience a one-of-a-kind stay at Southern Comfort, your private retreat nestled in Louisville’s most walkable, charming, and vibrant neighborhood. This stylish 4-BR, 2.5-BA home is packed with character, comfort, and Southern hospitality. From the moment you step inside, you’ll feel the inviting energy of a house designed for memory-making. Whether you're here for a Bourbon Trail adventure, a family getaway, or a trip with friends, Southern Comfort delivers style, space, and plenty of smiles.

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!

Hot Tub, Put Put AND Arcade Games Room!

Come enjoy our fun house , we have a hot tub, fire pit and fully fenced private outdoor area , that makes for perfect day in or nights with our string lights and cozy fire pit! We’re only 2 miles from the hustle and bustle of downtown Jeffersonville and 4 miles across the bridge to Louisville’s downtown area. We have top of the line comfortable mattresses and cozy bedding! Fully fenced in backyard and Pet Friendly with a Fee, stay in or go out, either way you’ll have a great with ample space.

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

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.

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

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Kick back and relax with family and friends in this cozy modern house. Perfect for 3-4 couples exploring what the Louisville area offers. A block away from the Ohio River and 10-15 minutes away from the Yum Center, 4th St Live, and the Expo Center/Fairgrounds. Easily entertain with large open floor plan and stunning backyard. Have an ease of mind with up to 4 cars off street parking in this safe neighborhood. Heated attached 2 car garage provides extra parking or extended entertainment area.

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.

Come explore Jeffersonville & Louisville

The hot tub is available year-round. Perfect for relaxing and de-stressing during your stay. The pool is open May 1 ~ Oct 1. You can stay in and binge-watch movies from our collection of DVD's or your Apple TV app favorites on the 110-inch screen in the theater room. Please browse our photos & read the descriptions under them. You’ll love our home because we are close to downtown Louisville & Jeffersonville yet tucked away enough for a peaceful, relaxing stay. No early check-ins allowed.

3801 Hamburg Pike- Family Escape with Hot Tub.

Escape to our brand-new 3-bedroom, 2-bathroom home, built in August 2025—perfect for a fun-filled family getaway. Relax in style with a private Jacuzzi hot tub and a fully fenced backyard, perfect for kids and pets. You'll find a spacious open-concept living room, a full kitchen with an island. The home sleeps up to six guests with two queen beds and two twin beds. We kindly request only registered guests—no parties allowed—and we are a smoke-free home. Enjoy a secure, peaceful retreat.

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!