Holiday rentals with a hot tub in Jefferson County

Cherokee Park Oasis with Pool and Hot Tub

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.

Bourbon Trail Spacious Backyard NEW HotTub Grill!

The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

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.

Be Cozy at our House with Hot Tub and Fire pit.

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.

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!

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!

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.

Waterfront,Hot Tub,Sauna,Firepit,Cinema,Pets,Views

Derby 2026 dates available. Enjoy luxury riverfront living at Maya’s Bourbon Riverfront just 15 minutes from Churchill Downs and minutes from downtown Louisville and Jeffersonville. Ideally located on the Bourbon Trail this upscale retreat offers four bedrooms three baths and thoughtfully designed spaces for relaxing or entertaining. Start your day by the river then enjoy Derby festivities iconic distilleries NuLu dining and nightlife for an unforgettable Derby and Bourbon Trail escape.

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