Holiday houses in Downtown, Louisville

Apartment in Cherokee Triangle

4.94 out of 5 average rating, 289 reviews

Chic, Luxurious Carriage House in Ideal Location

Selected by Architectural Digest as best Airbnb in Kentucky. Sink into the rounded, studded armchair under exposed wooden beams at a characterful retreat with minimal, modern style. This historic space contrasts deluxe touches including the 6-foot soaking tub with sash windows and a sliding barn door. This fully furnished apartment is perfect for a getaway weekend or for short to medium rental as an executive apartment. The historic property has been lovingly renovated as a luxurious apartment with high-end finishes while maintaining the historic character of its past as a carriage house. You enter the apartment through a hallway that houses a dedicated washer and dryer. Upstairs features a large living/working space, a beautiful kitchen with brand new-high end appliances, and a 50" 4K smart TV. The sliding barn door separates the bedroom, where you will also find a large walk-in closet, a marble bathroom with a 6 foot soaking tub, and a brand new queen sized Tuft and Needle mattress. We will meet our guests and orient them to the house and neighborhood, or provide self check-in depending on preference. For the remainder of your stay, we will be close by for any additional needs. Cherokee Triangle is one of the most historic neighborhoods in Louisville, built in the late 19th century and part of the larger Highlands area. The tree-lined streets are a short walk from the restaurants, bars, and boutiques on Bardstown Road. You do not need a car around here - everything is a short walk away. Parks, restaurants, shops, grocery stores are all within 5 minutes on foot. Downtown or Churchill Downs are is a 5-10 minute drive away. Street parking is available.

4.95 out of 5 average rating, 107 reviews

Stylish Urban Apt: King Bed, Gym, Pool & Hot Tub!

This stylish and luxurious apartment is perfect for couples, families, and small groups! Upon entering the apartment, you'll be greeted by modern appliances and renovations , stylish decor, and everything you would need for your stay! Enjoy a peaceful night's sleep on a comfortable bed before venturing out to see everything Louisville has to offer, most of which is right at your doorstep!Don't want to venture out? You'd have a gym,rooftop, and even a golf simulator to enjoy! Book with us today!

Condo in East Market District

4.99 out of 5 average rating, 140 reviews

Downtown Apt in NuLu | King Bed w/ parking

This spacious NULU apartment combines modern furnishings with unique Louisville designs. You'll be staying in true urban style! This place is great for groups looking for a comfortable space to sleep and relax while being in the heart of NULU and just a quick ride to Louisville's major tourist destinations. You'll be steps away from bourbon distilleries, breweries, local restaurants, shopping, and Louisville's thriving nightlife. Includes free parking, work-friendly space, and high-speed wifi.

4.99 out of 5 average rating, 133 reviews

Glassworks Loft at Louisville Skyline

This unique and modern 850 square foot downtown loft is situated in the historic Glassworks building; boasting 12-foot ceilings and a wall of windows overlooking Louisville’s CBD and the Ohio river bridges / fireworks of Thunder. Enjoy all of the comforts of home with new scenery or venture out and relish our great city. Ideal for couples but can sleep 4 comfortably. Great for business or pleasure with close proximity to the KICC, Slugger Factory, Yum Center and 7 distilleries within 4 blocks.

4.98 out of 5 average rating, 157 reviews

The Derby City Loft, luxury, walk to museum row

Located in historic downtown Louisville the Derby City Loft is a show stopper! This PENTHOUSE luxury condo offers stunning views and high end living. The open floor plan boasts 3 queen beds, curtains can be pulled to make it a 2 bedroom. Plus the oversized sectional sofa may sleep 2 comfortably as well. Fully stocked kitchens and bathrooms with everything! This home was designed and styled with your comfort in mind, kick back, relax and enjoy high style living at the Derby City Loft.

4.97 out of 5 average rating, 119 reviews

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.

Superhost

4.94 out of 5 average rating, 112 reviews

Historic Whiskey Row Lofts in Heart of Downtown

Book your stay at the historic Whiskey Row Lofts in the heart of Louisville's cultural, commercial, and entertainment district! Experience the unique architectural features of one of the city's flagship historic buildings, including 12' windows, exposed brick walls, and original molding. You'll be on top of Whiskey Row, the center of bourbon tourism, and just blocks from Museum Row and Louisville's major event centers, such as the KFC Yum! Center and the International Convention Center.

Loft in Central Business District

4.97 out of 5 average rating, 842 reviews

Bourbon City Loft - Free downtown 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 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 Kentucky International Convention Center, and less than 10 minutes from Churchill Downs! Free parking in a secured parking garage!

4.9 out of 5 average rating, 124 reviews

Winner's Circle: Comfy 1BR Downtown | Free Parking

Centrally located - enjoy easy walkable access to all of downtown Newer condo in historic Theatre Building Elevator access in building Next door to the Palace Theater 1 FREE parking space in parking garage High speed wi-fi 65" HDTV - cable & streaming Tourist Area - local shops, eateries and bourbon tasting rooms around 2 Blocks from 4th Street Live 0.6 miles to Convention Center 0.8 Miles to Whiskey Row & Yum! Center 3.6 miles to Churchill Downs 4 Miles to Expo Center/Airport

4.9 out of 5 average rating, 158 reviews

4th Street Suites - Beautiful 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!

4.98 out of 5 average rating, 159 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!