Holiday rentals with a hot tub in Jeffersonville

Cherokee Park Oasis with Private Entrance

1 bdrm basement apartment with private entrance, bedroom, bathroom, and common area located adjacent to Cherokee Park. 3/4 mile walk to shops, restaurants, and entertainment on Bardstown Rd. Heated saltwater swimming pool (seasonal) and cabana with wet bar. Hot tub. Centrally located within 10 minutes from downtown, Churchill Downs, the Zoo, the airport, golf courses, and Kentucky Kingdom. Situated in a quiet, park-like neighborhood with ample parking. Owner occupies the main floor upstairs.

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.

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 through our photos & read the descriptions under them. You’ll love our home because we are close to downtown Louisville & Jeffersonville but tucked away enough for a peaceful, relaxing stay. No early check ins allowed.

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

Downtown Getaway • King Bed, Heated Pool + Hot Tub

Stay in splendor as you enjoy the endless amenities and stylish touches this apartment has to offer! Enjoy a peaceful night's sleep on a comfortable mattress, and start your day with a complementary cup of coffee. Get a workout in the gym, hang out at the rooftop or walk around downtown. Being in the heart of downtown, the opportunities and activities are endless! To end the night, relax with a glass of wine and watch a movie on Hulu or Disney plus! Don't wait! Book your stay with us today!

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 Trail Firepit Hot Tub River Road Picnic

After a beautiful drive along a tree-lined-canopied road, you will find Mint Julep Villa, located on a private 1.3 acre lot and just one street over from the Ohio River. Mint Julep Villa, is tastefully decorated for you and your family to enjoy your stay in the Louisville and Prospect KY area. No matter if it's the Bourbon trail, the Kentucky Derby, the numerous concerts and the many other attractions to draw you to Kentucky, Mint Julep Villa will be a place you'd be attracted to as well.

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!

+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.

4th Street Suites - Opulent 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, pullout couch, a fully stocked kitchen, and a bright living area. Wake up to city sights, stroll to 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 in the clubhouse. This is your launchpad for adventure—or a quiet, stylish escape when it’s time to rest. Come make it yours!

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 & only 5 minutes to Airport, Fairgrounds & Exposition Center. It’s a short drive to U of L, & other Universities , Seminary and 4th street Live. 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.

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.