Holiday rentals with outdoor seating in Central Business District

Apartment in Jeffersonville

A cozy living area features a black leather sofa with decorative pillows and a single red armchair. Double doors open to a spacious deck with a river view. A glass coffee table sits on a patterned rug, with a TV mounted on the wall and a small console table nearby.

4.98 out of 5 average rating, 322 reviews

Renovated Riverfront Apartment with Elevated Deck

Completely remodeled 1820's riverfront apartment with a direct view of the Ohio River from the elevated deck. Enjoy a quick walk to restaurants, bars, shops, the Jeffersonville Ampitheater and the Big Four Walking Bridge to Louisville, KY. Minutes from KFC Yum Center, Louisville Slugger Field, Museum Row, Kentucky International Convention Center and the Louisville City Soccer Stadium. Perfect, unobstructed view for Thunder over Louisville. Also great for The Kentucky Derby. On site parking.

A spacious living area features exposed brick walls and large arched windows allowing ample natural light. A comfortable blue sofa is positioned in front of a flat-screen TV, while a dining table with wooden chairs is set nearby. A small desk is also visible.

4.89 out of 5 average rating, 212 reviews

Whiskey Row- 1 Min to Yum | 1 Bed 1 Bath- Sleeps 4

Be where the action is in this stylish 1 bedroom on Whiskey Row, the historic street of Louisville just a few steps from The YUM! Center, Kentucky International Convention Center, distilleries, restaurants, museums, & more! Adventure through Louisville easily from this prime location! ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/King Bed ✔ Pets Welcome ADDITIONAL FEE (SEE HOUSE RULES) ✔ Office Desk & High Speed Wi-Fi ✔ 4 Miles from the Legendary Churchill Downs- Home of the Kentucky Derby

A living area features a dark leather sofa and a patterned area rug. A coffee table sits at the center, with a teal cup on top. Light fills the space from large glass doors that open to a balcony, and a modern kitchen is visible in the background.

4.96 out of 5 average rating, 200 reviews

Falls City Loft - Free parking!

If this loft is booked, please check out my other listings... https://www.airbnb.com/h/derby-city-loft https://www.airbnb.com/h/river-city-loft https://www.airbnb.com/h/bourbon-city-loft Spacious 950 sq. ft. loft located in the heart of downtown Louisville. Walking distance to shops, restaurants, bars and 1 block from 4th Street Live! You'll be 4 blocks from the YUM! Center, 2 blocks from the Convention Center, and 10 minutes from Churchill Downs! Free parking in a secured parking garage.

4.9 out of 5 average rating, 684 reviews

The image captures a cozy living area featuring two glasses of wine on a coffee table. A four-poster bed with white sheer curtains is visible in the background, creating a charming focal point. Bookshelves line the wall, adding a touch of warmth and character to the space.

Home in Louisville

Limerick Carriage Company

The Carriage House is ready for you and some-bunny special! Our Carriage House is warm and inviting to guests from all over. We are located close to downtown, Central Park, UofL, & the Bardstown Road corridor. There are many unique shops, restaurants, bars, & places to visit close by - some are walkable in warmer weather. The Carriage House has undergone a complete renovation - we hope you love it as much as we do! Don’t let the outside fool you - the inside of our home is the treasure!

Superhost

A resort-style pool area is surrounded by lounge chairs, featuring a separate hot tub nearby. The pool is framed by landscaped greenery and a contemporary building exterior, with multiple balconies visible in the background.

4.88 out of 5 average rating, 314 reviews

4th Street Suites - Luxury King Bed Suite

Wake up to the best of Louisville! Imagine starting your morning in a cozy king bed, strolling to 4th Street Live for brunch, and exploring nearby restaurants, bars, and theatres. Spend the afternoon lounging by the pool or soaking in the hot tub, then watch the city lights twinkle from the 7th‑floor terrace. This stylish suite is your launchpad for urban adventure—and a quiet, relaxing escape when it’s time to rest. Come make it yours and experience the heart of the city!

Condo in Central Business District

A spacious rooftop patio is highlighted by stylish furniture, including a large sectional and coffee table. Potted plants add greenery, while a scenic river view stretches in the background beneath a clear blue sky filled with light clouds.

4.98 out of 5 average rating, 186 reviews

Charming Penthouse/Rooftop Patio/Downtown

Unwind and enjoy sweeping river views on the rooftop patio while staying in this private 5th floor Penthouse apartment. Intentionally designed and decorated. Features include: a full upscale kitchen, open concept living and dining area, cozy King bed, large plush bathroom, and laundry in the suite. Whether visiting for work or pleasure, this spacious urban suite is located on The Bourbon Trail and within walking distance to Louisville's most popular venues!

Apartment in East Market District

4.98 out of 5 average rating, 104 reviews

Sleek urban condo near Kentucky Bourbon Trail

Discover the perfect blend of comfort and culture at Urban Bourbon Escape, a stylish and modern condo located in the vibrant heart of Louisville. Whether you're sipping your way through the Bourbon Trail or exploring the city’s historic charm, this sleek retreat is your home base for all things Louisville. Enjoy city views, walkable access to top attractions, a fully equipped kitchen, and a cozy space designed for couples or small groups to relax and recharge.

Apartment in East Market District

An inviting entryway showcases an assortment of framed artwork and photographs. A wicker chair is positioned beside a small table with a lamp. The view opens to a warm living area filled with natural light, with soft decor and a glimpse of a dining space in the background.

4.97 out of 5 average rating, 190 reviews

An Unhurried Stay in Butchertown · Steps from NuLu

Some places just make you feel held. This is one of them. A Jaclyn Journey Hospitality stay - set inside a 19th-century building on the edge of Louisville's Butchertown & NuLu neighborhoods. This apartment has been designed with the kind of care that's hard to put your finger on but impossible to miss. Every detail - from the original fireplaces to the lime-washed bedroom walls - has been chosen to make you feel genuinely at ease, not just comfortable.

Condo in Central Business District

The rooftop patio features a relaxing seating area with wicker furniture, including a couch and a stylish hanging chair. A coffee table sits in the center, complemented by potted greenery. The space is surrounded by a decorative railing and offers an inviting atmosphere for outdoor enjoyment.

4.95 out of 5 average rating, 139 reviews

Downtown Penthouse Loft- Free Parking & Elevator

A warm, comfortable downtown loft with garage parking — ideal for work trips, longer stays, or a quiet city escape. It’s a true city loft — open, airy, and easy to live in while still being right in the middle of everything. Located in a historic downtown building, the condo sits on a quiet residential floor, making it a calm, comfortable place to come back to after a day out. Secure garage parking and elevator access make coming and going simple

A bright living area features a contemporary design with a light sofa adorned with decorative pillows, complemented by two stylish lamps. A geometric mural in black and gold accents the wall, while a round coffee table sits atop a patterned rug, enhancing the inviting space.

4.96 out of 5 average rating, 134 reviews

King Retreat | Fire Pit · Pool · Hot Tub · Parking

Experience Louisville in style from this upscale apartment, perfect for up to 4 guests. Sleep easy on a plush king memory-foam bed or queen memory-foam sleeper sofa, then start your morning with complimentary coffee. Step outside to walkable dining, entertainment, and 4th St. Live! Wind down with virtual golf, the 24/7 gym, or a movie night with Hulu and Disney+. Comfort, convenience, and a true city experience book your stay with us today!

Home in East Market District

An open concept living area is displayed, featuring a large comfortable sofa complemented by an area rug. Exposed brick is visible on an interior pillar, while a television hangs on the wall opposite. Floor-to-ceiling windows allow natural light to fill the space.

4.88 out of 5 average rating, 136 reviews

Stay in Historic Butchertown, Blocks From NuLu

With its prime location at 1025 E Main St at the intersection of Louisville's Butchertown and NuLu neighborhoods, you'll be blocks away from the city's most vibrant and exciting districts. With this beautifully renovated, designer-curated home as your base, walk to the area's trendiest shops and restaurants, sample local craft beers at one of the nearby breweries, or enjoy tastings on one of the many bourbon tours that the city is famous for.