Smoking-friendly holiday rentals in Jefferson County

Sweet Highlands Victorian 2Blocks off Bardstown Rd

My place is close to nightlife, public transport, parks, and the city center. You’ll love my place because of the high ceilings, the coziness, the comfy bed, the light, and the kitchen. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups. Nulu and downtown are minutes away. You can stroll down our lovely sidewalks and look at the beautiful Victorian houses and trees, enjoy some great food, with lots of quirky shops just footsteps away. Enjoy!

Band Camp!

Welcome to our incredible 7 bed, 3 bath Louisville Airbnb! Centrally located, this spacious home is the perfect base for your Kentucky adventures. Situated close to the airport, track, fairgrounds, and downtown, our property offers convenience and easy access to all the city has to offer. With its comfortable bedrooms, well-equipped bathrooms, and ample space for large groups, our Airbnb provides a comfortable and enjoyable stay for every guest. Book now and experience the best of Louisville!

Peaceful home with river views

A secluded two story house on beautiful property by the river. The nearest neighbors are on the other side of the tree lines. The front Dutch door opens up to hardwood floors with instant views of the Ohio River. Fiber optic internet and Wi-Fi. Apple TV. Well-stocked kitchen (spices and appliances). No sirens or traffic noise. Guests reportedly love having morning coffee on the back porch overlooking the river. Respect the quiet vibe in this valley, no loud parties or music after 7:00 pm.

3600SF ~ 2 Kitchens ~ Hot Tub ~ Game Room

+Sleeps 18 +Large Fenced Backyard- Gazebo, Hot tub, Fire pit, Grill, Trash pong, Cornhole, Giant connect 4 +Game room including: Pool, Ping Pong, Foosball, and Poker tables with 2 smart tv’s +Kids room with NINTENDO SWITCH, 8 controllers, and 2 standing arcade games +2 Fully stocked kitchens +2 living rooms +Top and bottom floor are separated by door for privacy +High end memory foam mattresses +2 sets of washer/dryers +4 driveway parking spots +11 Smart TV’s +Kid friendly amenities

The Camp Taylor Cottage Close to Airport/ Downtown

We’re delighted to host you at this beautifully updated home, thoughtfully refreshed throughout to ensure a comfortable and memorable stay. From the moment you step inside, you’ll notice the attention to detail and inviting atmosphere designed with our guests in mind—perfect for unwinding, and feeling right at home. The cottage features 2 comfortable bedrooms, 4 beds, and sleeps up to 8 guests. Guests will also enjoy the spacious-oversized shower, perfect for unwinding after a long day

Airstream Farm Stay Getaway!

Enjoy some time away on a farm in a customized remodeled 1977 Airstream Sovereign! Top of the line details inside - a warm and cozy farm outside! Spend time with the horses, pigs, chickens and cats during your visit! Whether it is picking flowers in the garden or starting a fire in the solo stove! We have everything you need to reconnect to nature in Luxury! PLEASE TAKE NOTE! The toilet is a composting toilet. Special instruction for use in manual. EASY AND CLEAN TO USE.

12 Guest/Top Area /Families/Park

Welcome to our Family Airbnb 1- Great Location in residential neighborhood 2- 20 Min to Kentucky Derby Museum 3 - 20 Min to Louisville Mega Caverns 4- 15 Min Evan William Bourbon 5- 20 Min Churchill Down 6- Designed for 2 guests (3 Queen Bed, 1 double Bunk bed, 1 Queen Air Mattress) 7- Free Parking (2 Cars Inside and 2 Cars Outside) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Quiet and Safe Area 11- Private Patio 12-24/7 Available Host 13- 2 Smart TVs 14- Laundry In Unit

Weekly Downtown Penthouse Loft- Parking & Elevator

Now accepting January–February weekly stays — ideal for extended work travel, relocation, or temporary housing needs. This downtown penthouse loft is optimized for weekly stays and designed for guests seeking a quiet, comfortable, and fully equipped home base in the heart of the city. Perfect for extended business travel, corporate housing, medical professionals, relocation, or insurance stays. This unit offers the privacy and amenities that matter for a real weekly stay

The Rickhouse ~ NULU ~ Bourbon Enthusiast’s Oasis!

Rickhouse: A structure designed to store and age distilled spirits. Sparked from a passion for fine spirits and the idea that a home can contain all the makings to craft the perfect cocktail, the Rickhouse was born. Featuring chesterfield leather seating, a vast collection of cocktail glasses, regulated 4-tier humidor and spirits-centric art, it strikes the perfect match of comfort and eccentricity. Cheers and enjoy The Rickhouse!

Blush & Whimsy Penthouse Loft with rooftop terrace

A penthouse Loft. Unique among short term rentals. A fair price for ultimate luxury. Luscious fancy folded towels, yummy robes, a candy on your pillow. Unbelievably comfortable in a high end setting. Fabulous location, close to everything. Restaurants, live music, the bourbon trail, whiskey row, Muhammad Ali, Speed, Slugger museums, all within walking distance. Convention Center, medical centers within 2 blocks.

Barks & Bourban Your derby city retreat

Welcome to your tranquil retreat in Louisville, KY! Located at 2830 Esther Blvd, our dog-friendly home offers peace and convenience. Nestled in a safe, upscale neighborhood 10 mins from downtown, enjoy 3 bedrooms, 2.5 baths, fenced yard with dog door. Nearby bourbon distilleries: Evan Williams (5 mi), Bulleit (8 mi), Angel's Envy (4 mi). Explore Louisville, largest, Cherokee Park scenic trails (3 mi)

5 acre Creekside Camping: Willow

🌲 5-Acre Creekside Camping: Willow Nestled along a peaceful creek and bordering Jefferson Memorial Forest—Louisville’s largest park. Escape the city and camp under the stars on our 5 wooded acres, seamlessly connected to thousands of acres of pristine woodlands. Wake up to deer, turkey, and eagle sightings—all just steps from your firepit.