Condo vacation rentals in Jefferson County

A queen canopy bed is framed by flowing white drapes, creating a serene sleeping space. A round mirror is centered above the bed, while warm accent pillows add a touch of color. Light-colored walls and a dark carpet enhance the atmosphere of tranquility.

4.97 out of 5 average rating, 275 reviews

The Garret in Butchertown's Bed N Brothel

Soak up the sunlight in this 1000sf penthouse of this retired historic 19th-century Butchertown brothel. Blanketed in natural light, this 3rd story Garret has the feel of a sun-bleached tree-top tent, and is ideal for a couple's retreat or a friends' outing. A few of the city’s top restaurants and bars are less than a block walk away. Endless other drinking, shopping, and attractions are nearby in Nulu, Frankfort Ave, and the Waterfront. & don’t miss our other listing, the Hilltop Hideaway!

A two-story brick duplex is seen with white window trim and dark shutters. Lush green grass surrounds the property, complemented by neatly arranged rocks and low shrubs. The front door is accessible via a short set of steps, highlighted by sunlight filtering through nearby trees.

4.96 out of 5 average rating, 165 reviews

Hidden GEM, newly furnished in a safe, great area

Our “unit” is a great place to stay. Absolutely wonderful neighborhood with beautiful historic setting, cozy, safe and quiet. Short walking distance to many restaurants, shops, coffee houses. Majestic trees line properties and homes. Downtown & NULU 4 miles. Churchill Downs 10 miles, University of Louisville is 13 miles away. Golf & swim center .25 miles this. property is duplex. Very separate accommodations! Private! If you have baby we have supplies, portable crib changing pad upon request!

A spacious loft-style kitchen is highlighted by a modern white table surrounded by metal chairs. A vintage neon sign reading 'Louisville' adds a pop of color against the textured wall. Natural light pours in through large windows, reflecting off shiny purple floors.

4.95 out of 5 average rating, 268 reviews

★ Victorian Louisville ★ 1000 sqft Glassworks Loft

Fresh, modern and sleek 950 SqFt loft style unit. Constructed inside the historic glassworks building, this condo is one of the most unique in the city. You will be amazed by the style, but also the amenities nearby. With a 2 minute walk to Museum row, and a 7 minute walk whiskey row, the convention center, the YUM! center and the center for the arts - everything is nearby. With Wifi, Netflix, and Hulu provided you have everything you need. The perfect spot for relaxing or going out on the town

The living area features large windows allowing natural light to fill the space. A comfortable couch is positioned beside a rustic coffee table, with a dining area featuring bar stools in the background. Exposed brick walls and glossy concrete floors add character.

4.99 out of 5 average rating, 162 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.

4.96 out of 5 average rating, 295 reviews

A spacious, walk-in shower is enclosed in glass, showcasing stylish Carrara marble walls and a built-in bench. Multiple shower fixtures, including an overhead showerhead, are visible. A plush gray towel is hung neatly on a glass panel, enhancing the modern and elegant design.

Condo in Saint Matthews

The Sweet Spot! - Live Like a Local

Live like a local in one of Louisville’s most sought-after neighborhoods, young professionals and families alike. Rich in history and surrounded by wall-to-wall dining, shopping, and entertainment, this vibrant area is known for its charm, energy, and premium appeal. Originally built as a single condo over two decades ago, the owner later acquired the neighboring unit and completely reimagined the entire second level. The result is a thoughtfully crafted space that truly feels like a retreat.

A spacious sectional sofa is center stage in a modern living area. The room is brightened by large windows, showcasing views of the outdoors. A decorative rug adds color and warmth, while a round coffee table completes the inviting setup.

4.98 out of 5 average rating, 191 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.

A bright and airy living space is highlighted by large windows with blue frames. A light-colored sofa and two teal chairs provide seating, complemented by a white coffee table and a patterned area rug. The kitchen features modern appliances and a dining area with stylish bar stools.

4.95 out of 5 average rating, 197 reviews

Downtown 2 Bedroom | Modern | Free Parking | Safe7

The Theatre Building is a beautifully renovated Art Deco building listed on the Historical Register located next to the Palace Theater. You will enjoy easy access to all of downtown from our central location for fun or work. Each unit has its own dedicated high speed (300MB) wi-fi connection, HDTV w/cable & streaming apps, as well as 1 FREE off-street, hotel garage parking space. There are numerous entertainment, shopping, dining and bourbon tasting options available within a short walk.

A spacious living area features a large sectional sofa and a coffee table, set on a textured area rug. A flat-screen television is positioned on an elegant TV stand, with large windows allowing natural light to illuminate the space.

4.99 out of 5 average rating, 125 reviews

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.

A colorful mural featuring vibrant horses adorns the exterior wall of the NULU Marketplace. The artwork is complemented by geometric shapes and bright colors, adding visual interest to the building's facade. Small trees and landscaping enhance the inviting atmosphere of the marketplace.

4.96 out of 5 average rating, 146 reviews

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

Welcome to The Old Fashioned presented by BNB Louisville! 🥃 Experience this spectacular unit in the hottest urban development in the city, NULU Marketplace. • Luxurious 1 Bedroom Suite with a King Bed and Sofa Bed 🛏️ • Historic charm with exposed brick, high ceilings, and pocket doors • Spa bathroom featuring a relaxing soaking tub 🛁 • Full kitchen and private laundry • Secure off street parking included 🚗 Perfect for a romantic getaway or a stylish city retreat!

A spacious living area features a red, plush sofa complemented by two striped armchairs. A wooden coffee table sits centrally, with a large, flat-screen TV mounted on the wall. Exposed brick adds character to the space, while warm lighting creates a cozy environment.

4.99 out of 5 average rating, 164 reviews

Peaceful Retreat on 4th Street - Parking included!

Welcome to Louisville! Our condo is mere steps away from Fourth Street Live, the Convention Center, live theater and stage venues, Whiskey Row, the starting point of the Bourbon Trail, and a host of restaurants where you can indulge your "Foodie" side. Cardinal Stadium, Churchill Downs, the airport, fairgrounds, Kentucky Kingdom and the zoo are a short ride away. This condo is ideally located for fun or business, yet when you're inside it is blissfully quiet!

4.9 out of 5 average rating, 185 reviews

Perfect Nulu Getaway w/ Best Location- low fees

You can’t find a better location in the city. Welcome to Lou Lou on Washington, our Nulu condo. We are located just steps away from the best food, drinks, and events in the derby city. We are located on a quiet street, only one block away from Main St. You can walk to breweries next door or even a soccer game at Lynn Family Stadium. The Yum Center is only a few blocks away, and we have one of the few properties located walking distance from Waterfront Park.

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.