Vacation rentals with a pool in Jeffersonville

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.

Lux Riverfront Condo in Louisville/Jeffersonville

Riverfront! Luxury! Skyline Views!!! This newly Renovated Luxury Riverfront condo is the perfect stay for your Family or Business trip. now Ideal for walk downtown concerts, Thunder & Bourbon & Beyond. Walk to restaurants, Big Four Station, the bridge to Downtown Louisville, great bars, and nightlife. A short drive to major venues, the KFC YUM! Center, EXPO Center, amusement parks, hiking trails, and The Bourbon Trail. Make this your home for an Elevated stay in beautiful, vibrant Kentuckiana!

Cozy Neighborhood Home - 10 min to Louisville!

Relax just 10 minutes from downtown Louisville at this beautiful patio home in a newly built community. Perfect for a weekend trip, business travelers, those with pets, travel nurses, and others! Quick, easy access to River City via I-65 or East End Bridge from a quiet, charming neighborhood just blocks from the area’s newest restaurant corridor. We are dog friendly, and boast a large side-yard and sidewalks throughout. Also enjoy the neighborhood’s paved walking trail with a lake view.

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!

Exclusive Farmhouse w/ a Romantic Garden View!

Discover rustic charm at this serene Prospect, KY retreat, nestled on a historic estate garden by the Smithsonian. Surrounded by retired thoroughbreds and saddlebreds, this unique stay offers a peaceful farm setting just 25 minutes from downtown Louisville. Perfect for weddings, family vacations, or romantic escapes, the home features a fully equipped kitchen, outdoor space, free parking, and self check-in. Unplug, recharge, and enjoy Kentucky’s natural beauty in a truly memorable setting.

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

Step into Peppermint Cottage ( breakfast included) and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, 3 pools and YMCA. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and summer Friday food trucks with live music . Your Louisville adventure awaits !

Downtown | Walk to Restaurants, Free Parking

Experience Louisville like a boutique hotel stay in the heart of downtown. This luxury apartment sleeps up to 4 with a king memory-foam bed and a queen memory-foam sleeper sofa for a restful night. Enjoy complimentary coffee and skyline views from your private balcony. Walk to dining, nightlife, and 4th Street Live!, then unwind with the golf simulator, gym, a seasonal dip in the heated pool and hot tub, or a cozy movie night. Elevated comfort, prime location book your stay with us today.

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.

Golf, Bourbon & Hot Tub | 3 King Ensuites

Three king suites, each with its own full ensuite bath — nobody shares, nobody waits. Plus a bunk room, a private hot tub in a fenced courtyard, a gas grill, and a two-car garage. There's a TrackMan golf simulator on the ground floor of this building that our guests can book (extra fee). Restaurants, coffee shops, and other neighborhood businesses are nearby. Heads up: you'll hear the simulator downstairs — we provide white-noise machines and earplugs. Up one flight of stairs.

The Lyric 185 - Norton Commons

Welcome the luxurious accommodations of the Lyric at Norton Commons. The Norton Commons neighborhood is an extremely walkable, mixed use development with shopping, restaurants, bars, and coffee shops. This unit is offered as a partnership with Watch Hill Proper, Louisville's premier bourbon destination. This unique partnership allows our guests the opportunity to participate in exclusive bourbon experiences, tastings, food pairings, and even private barrel selection.

Entire Home with Indoor Spa & Pool

Escape to Hot Tub Hideaway, a private 3-bedroom Louisville retreat just 10 minutes from downtown. This single-level home comfortably fits 6 guests and features a private indoor hot tub, a seasonal pool, and a fully equipped kitchen. Perfect for families or groups seeking a resort-style getaway with the comforts of home, complete with a fire pit, fast Wi-Fi, and a dedicated workspace. Your ideal base for exploring Louisville!

BEST View of Louisville

Sip on a glass of bourbon/wine while enjoying the scenic view of the Louisville skyline on the private outdoor balcony. This stylish 2 bedroom/2 bath condo offers accommodations for 6 with all the amenities of home. Minutes away from horse racing, bourbon distilleries, hiking/biking trails, and nightlife. Churchill Downs- 13mins Louisville Airport- 12mins KFC Yum Center- 5mins Big Four Bridge- 2mins