Smoking friendly vacation rentals 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!

The Riverside Retreat - Your Coastal Getaway

Take it easy at this unique and tranquil getaway, perfectly situated with the Ohio River right in your backyard. Relax on the spacious back deck and enjoy stunning river views while unwinding in a peaceful setting. This home has been recently updated with a refreshed kitchen, flooring, modern lighting, updated bedrooms, and a renovated shower, making it a comfortable and inviting retreat for the duration of your stay. The Riverside Retreat is the perfect place to recharge and enjoy the scenery

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.

The Farm at Grace Hill - Luxury Airstream

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.

Luxury Cabin | 9-Person Hot Tub Near Louisville

Perfect for Louisville's biggest festivals! Walker Woods Hideaway is about a 25-30 minute drive from the Kentucky Exposition Center, home to Louder Than Life, Bourbon & Beyond, the Kentucky State Fair, and many other major events. After a full day of music or exploring, come back to a secluded, peaceful cabin, soak in the hot tub, and enjoy the quiet woods. * Downtown Louisville (15 min) * Churchill Downs (15 min) * Kentucky Derby Museum (15 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.

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.

Executive Studio | Nearby 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.

Great for Short or Long Stays: Downtown New Albany

LOCATION: Prime spot! Enjoy all that New Albany has to offer. Location is walking distance to various dining options, farmer's market, shopping, and the riverfront. THE UNIT: This unit is super clean and has modern and up-to-date amenities. Very safe neighborhood and convenient free street parking. FLEXIBLE BOOKING OPTIONS: This unit is great for long-term stays, work visits, or quick getaways.

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.

Beautiful house in suburban neighborhood

Safe space to relax and have a good time with your loved ones. Located in a nice neighborhood with swimming pool, basketball and tennis court, it’s the perfect place to enjoy time with your family or friends. Only 15 mins away from downtown Louisville, it’s close to restaurants, grocery stores and a movie theater. Peace and fun all in the same place!