Condo holiday rentals in Jefferson County

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Top-rated condo rentals in Jefferson County

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Guest favourite
A spacious living area features a large, comfortable sectional couch adorned with plush pillows. A low coffee table is positioned at the center, with large windows allowing abundant natural light. The space is accented by a decorative rug and the industrial-style ceiling adds character.
Condo in Louisville
4.95 out of 5 average rating, 251 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

Top Guest favourite
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.
Condo in Louisville
4.99 out of 5 average rating, 148 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.

Top Guest favourite
Condo in Saint Matthews
4.96 out of 5 average rating, 272 reviews

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.

Guest favourite
An open living area features exposed brick walls and hardwood flooring, enhanced by natural light from large windows. A spacious leather couch is complemented by a wooden coffee table and two ceiling fans. The kitchen showcases a granite island and modern appliances.
Condo in Louisville
4.9 out of 5 average rating, 269 reviews

Downtown Condo | Private 1 CAR Garage & Balcony

Beautiful Downtown Loft Condo with private balcony overlooking 4th Street. Walking distance to fantastic eateries, bars, concerts, ball games, and much more. Steps to the Palace Theater and 4th Street Live and next door to the Seelbach Hotel. Private 1 CAR, connected to the building for easy downtown parking. Building has secure entry and an elevator. The building is an old clothing department store, BYCKS. This 4th floor unit boasts exposed ceilings, brick walls, and hardwood flooring.

Top Guest favourite
A spacious living area is highlighted by large windows that provide ample natural light. A comfortable sectional sofa is positioned around a central coffee table, with decorative cushions adding color. A vibrant area rug anchors the seating area, complemented by greenery from potted plants.
Condo in Louisville
4.98 out of 5 average rating, 176 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.

Guest favourite
Condo in Louisville
4.94 out of 5 average rating, 210 reviews

Derby Depot Cozy 1BR Central Location Free Parking

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. The 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.

Top Guest favourite
Condo in Louisville
4.95 out of 5 average rating, 140 reviews

The Hilltop Hideaway

Come hunker down at The Hilltop Hideaway, a centrally-located historic 19th-century shotgun style cottage apartment perched atop Clifton’s hills. Perfect for a couple’s getaway, a friends’ rendezvous, or a creative’s retreat, you may find yourself not wanting to leave. But the location couldn’t be better, with Frankfort Ave’s restaurants, coffee shops, and bars all within walking distance, and nearby entertainment options plentiful with Butchertown and NULU only minutes away.

Top Guest favourite
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.
Condo in Louisville
4.99 out of 5 average rating, 155 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!

Guest favourite
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.
Condo in Louisville
4.98 out of 5 average rating, 174 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!

Guest favourite
An inviting rooftop terrace is showcased, featuring comfortable seating arrangements made of wicker. A suspended chair adds a unique touch, surrounded by greenery and decorative elements. The space is designed for relaxation, with wooden decking and large windows allowing for ample natural light.
Condo in Louisville
4.95 out of 5 average rating, 130 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

Superhost
A living area showcases a combination of modern and rustic elements. A leather sofa faces a brick wall with a decorative sign. A vibrant area rug adds color, while a blue armchair and a wooden coffee table provide seating and surface space. A breakfast bar is visible in the background.
Condo in Louisville
4.88 out of 5 average rating, 108 reviews

Nulu/Butchertown 2 BR, along urban bourbon trail

Welcome to MARE on Washington, our Nulu/ Butchertown 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.

Top Guest favourite
Condo in Louisville
4.96 out of 5 average rating, 156 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!

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