Smoking friendly vacation rentals in Jefferson County

4.8 out of 5 average rating, 110 reviews

Bungalow in Louisville

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!

5 out of 5 average rating, 12 reviews

A game room featuring a poker table with colorful chips and LED lighting. Nearby, a foosball table and a pool table are visible. Two smart TVs are mounted on the wall, and large windows provide natural light, illuminating the space.

Home in Jeffersonville

3600 SF ~Game room~2 Kitchens~Awesome backyard

+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

4.97 out of 5 average rating, 118 reviews

An inviting rooftop terrace is showcased, featuring comfortable seating arrangements made of wicker. A suspended chair adds a unique touch, surrounded by greenery and decorative elements. The space is designed for relaxation, with wooden decking and large windows allowing for ample natural light.

Condo in Louisville

Downtown Penthouse | Stylish Loft + Rooftop Patio

Prime downtown location! Walk to top attractions. Steps from 4th Street Live, dining and Whiskey row. Easy access to the Kentucky Derby, and the Convention Center. Perfect for business travelers and weekend getaways. The condo offers a comfortable, stylish retreat with a beautiful patio for outdoor enjoyment. Fully stocked with all necessities, you'll feel right at home. This condo is perfect for those looking for a sophisticated stay with easy access to the best the city has to offer.

5 out of 5 average rating, 14 reviews

A chicken coop is depicted, featuring a wooden structure with mesh panels. Several chickens are seen on the ground inside, with an outdoor door framed in wood. A white bucket hangs on a wall, providing an additional functional element to the space.

Camper/RV in Crestwood

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.

Apartment in Jeffersonville

The exterior of Wall Street Suites is showcased, featuring a modern design with a combination of wood and stone elements. The building is set against a clear blue sky, with a ramp for accessibility and a well-maintained lawn in front.

4.98 out of 5 average rating, 51 reviews

Affordable luxury 5 mins from dwtn Louisville

With its prime location in the heart of downtown, it offers the perfect blend of luxury and local flair. Welcome to Wall Street Suites. The outdoor space, complete with elevated turf and outdoor speakers, are a unique feature that provides an urban oasis for relaxation. 5 mins from downtown Louisville makes it easy to explore the surrounding area or enjoy the lively atmosphere. Secure parking ensures peace of mind for our visitors. Perfect location for Yum Center Concerts!

4.9 out of 5 average rating, 103 reviews

A modern kitchen corner is showcased with a granite countertop and wooden shelves. Glassware and decorative items are neatly arranged on the shelves above. Natural light floods the space through a nearby window, highlighting the minimalist design and greenery of a small potted plant.

Home in Crestwood

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

4.81 out of 5 average rating, 16 reviews

A spacious deck is equipped with comfortable seating and adorned with various stones. The view reveals expansive green fields, framed by trees and rolling hills in the distance, under a soft, overcast sky.

Home in Prospect

Secluded cottage on farm.

3/8 mile long tree lined driveway to a secluded two story house on 800 acres. The nearest neighbors are on the other side of the tree lines. Dutch doors open up to Parkay floors with instant views of the mighty Ohio River. Fiber optic internet and Wi-Fi. Netflix, Prime TV, etc on the Apple TV. Well stocked kitchen and plenty of space for parking. No sirens or traffic noise. This is a very quiet river valley. Please respect the vibe and do come back!

5 out of 5 average rating, 110 reviews

A fenced backyard features a wooden deck with seating arrangements, including black Adirondack chairs and a small grill. A bourbon barrel is positioned near the entrance, complementing the contemporary structure with black siding and large windows.

Home in Louisville

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!

4.85 out of 5 average rating, 62 reviews

A game room features a large pool table with cues and balls neatly arranged. Two minimalist chairs are positioned nearby, and a decorative light fixture hangs above. A black and white cityscape print with touches of yellow is displayed on the wall, complementing the soft natural light from the window.

Home in New Albany

Modern Townhome on Mansion Row w/Pool Table

Have fun with the whole family at this stylish townhome on Mansion Row. Enjoy the 8’ pool table, watch the big game in HD on the huge projector screen or have a game night on the touch screen gaming table (includes Monopoly, Life, Sorry, etc.). Centrally located between downtown Louisville & Caesar’s Casino in Southern Indiana, this is the perfect place to call home while enjoying all that Louisville has to offer.

4.9 out of 5 average rating, 48 reviews

Loft in Louisville

Gorgeous Rooftop Penthouse Loft w/your own 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.

4.86 out of 5 average rating, 7 reviews

A gentle creek flows through a lush green area, bordered by trees and greenery. Smooth stones line the creek's edge, with clear water visibly bubbling as it moves downstream. A gravel path is partially visible on the right, leading into the tranquil natural setting.

Campsite in Louisville

5 acre Creekside Camping: Sycamore

🌲 5-Acre Creekside Camping: Sycamore 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.