Smoking friendly vacation rentals in Jefferson County

Luxury Urban Loft on Market Street | Bourbon Trail

NEW! | Stunning Nulu Loft on Market St – Walk Everywhere (92 Walk Score!) Step into a stylish, spacious loft in the heart of Nulu, Louisville’s most vibrant neighborhood. Located directly on E Market St, this multi-level retreat puts you steps from top restaurants, bourbon bars, galleries, and boutiques—perfect for exploring. With private entry, full access to two expansive floors, and thoughtfully designed spaces, this loft is ideal for groups, couples or anyone wanting a true urban experience.

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!

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.

Walk to Bourbon Trail | NULU Gem | Gated Parking

Stay in the heart of NULU—this modern ground-floor condo puts you steps from Louisville’s best restaurants, bourbon stops, and local shops. Walk to favorites like Angel’s Envy and Rabbit Hole Distillery, enjoy all the NuLu dining, or head downtown in minutes for concerts, games, or events. The condo is comfortable, quiet, and thoughtfully set up—ideal for couples, solo travelers, or business stays, with gated parking, fast Wi-Fi, and everything needed for short or extended stays.

Airstream Farm Stay - Bourbon and Beyond!

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.

Pet Friendly Cabin | 9-Person hot tub & Trails!

Sleeps 12 • Hiking Trails • Fire Pit • Dog Friendly • Near Louisville • Family Gatherings • Group Trips * Downtown Louisville (15 min) * Churchill Downs (15 min) * Kentucky Derby Museum (15 min) * Louisville Mega Cavern (20 min) * Louisville Zoo (20 min) * Louisville Slugger Museum (20 min) * Big Four Bridge (20 min) * Huber’s Winery (25 min) * Squire Boone Caverns (15 min) * Caesars Southern Indiana (20 min) * Valhalla Golf Club (25 min) • French Lick Resort (45 min)

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!

The Audubon Derby Retreat

Welcome to your Derby home in the heart of Audubon Park, one of the area’s quietest and most charming neighborhoods. This cozy and comfortable retreat has been thoughtfully designed with Derby travelers in mind, offering the perfect place to relax and unwind. Located less than 10 minutes from the Derby festivities, you’ll be close to all the excitement while enjoying the peace and character of this beautiful community.

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)

Executive Studio | Free Parking | Downtown | 3F

IMPORTANT NOTE BEFORE BOOKING ‼️ Our studio is located in the heart of downtown Louisville, giving guests quick access to restaurants, nightlife, hospitals, conventions, and major attractions. Because of this prime city location, you may hear normal downtown noise, including traffic from nearby roads and the highway. For added comfort, we provide ear plugs and a white noise machine in the unit.

Affordable luxury 5 mins from dwtn Louisville

NO NEIGHBORS, NO NEIGHBORS, NO NEIGHBORS! Welcome to Wall Street Suites, a modern and stylish 2-bedroom, 2-bath getaway designed for travelers who want privacy, comfort, convenience, and a touch of luxury. With no neighbors, secure parking, and a location just 5 minutes from downtown Louisville, this space offers the perfect balance of privacy and access to the city’s best attractions.

3600SF~2 Kitchens~Hot Tub~Game Room~Backyard~Play

Your ultimate Louisville group getaway for 18! This spacious home is an entertainment paradise with a huge game room, hot tub, and fire pit. Enjoy two full kitchens and living rooms, perfect for large families and celebrations. Located just 10 minutes from downtown Louisville, it's the perfect headquarters for exploring the city while enjoying resort-style amenities.