Apartment holiday rentals in Jefferson County

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.

Dreamy Designer Apartment - Available for DERBY

A thoughtfully curated stay by Jaclyn Journey Hospitality, designed with intention so you feel cared for while away from home. Set within a historic 19th-century building, the space celebrates character & charm while offering beautifully considered comforts throughout. Featured in Architectural Digest, DOMINO Magazine, Apartment Therapy, & more. Every detail has been hand-selected to delight the senses. The apartment is also shoppable, inviting you to take home a favorite piece of your stay.

Luxe speakeasy-inspired condo in the heart of NuLu

Welcome to Luxe Louis! Our home is a stylish art deco retreat with a moody and eclectic speakeasy vibe, sleeping 4 and perfectly situated for an unforgettable Louisville experience. A short walk from Whiskey Row, the Louisville Slugger Museum, and UofL, with Churchill Downs a quick ride away. Located in the vibrant East Market District (NuLu), enjoy unique art galleries, specialty stores, antique shops, and a renowned culinary scene. Embrace the spirit of Louisville in style at Luxe Louis!

Hangover House, a cool spot above a cool bar

HangOver at our House! This spacious apartment located directly above theMerryWeather bar in Schnitzelburg can sleep up to 4. Large bedroom features a queen bed, DVD/TV, tons of natural light, and French doors for privacy. Living room has sofa bed and flat screen smart TV. Eat-in kitchen also has laundry. Throw some darts in the front lounge! And you're just a short walk to a variety of bars, restaurants, retail, and grocery. FOR NIGHT OWLS ONLY! YOU'LL BE SLEEPING ABOVE A BUSY, NOISY BAR.

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.

Spacious & Artsy Highlands 3 Bedroom for Up to 6

There is more room than meets the eye in this surprisingly spacious and uniquely designed space! The lower level of our house (technically the basement) is designed to be an apartment, offering 1400 sq. ft. of relaxing and spacious fun. This is a great space and value for up to six people. The space is closed off from the rest of the house with total privacy. We’re located in a quiet neighborhood in the Highlands and conveniently located to a diverse set of restaurants, highways and grocery.

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!

Cozy and Quiet in Schnitzelburg

This quiet one bedroom apartment is a great home base for exploring the Derby city! Separate entrance through a charming backyard/English-style garden. Less than 2 1/2 miles to historic Churchill Downs, less than a mile to Nord's famous bakery, Sunergos Coffee, Monnick Beer Company, Check's Bar & Grill, The Post and more. A short drive to the local restaurants and unique shops of Bardstown Road, NuLu and Frankfort Avenue. No Louisville locals can stay at this location.

Cozy Bardstown Rd Apt | W/D, Fast WiFi, Parking

Whether you're sampling local cuisine, discovering unique boutiques, or simply soaking in the vibrant atmosphere, this delightful retreat allows you to immerse yourself in Louisville's Highlands neighborhood. This inviting 1 BR 1 BA 1st-floor unit is ideally positioned on Bardstown Rd for easy access to all. Need extra space? There is a queen pullout couch in the living room and a couple air mattresses. Looking for bourbon tours? We have connections!

Beach Vibes 2 mile to Whiskey Row Bourbon City

The beach vibes here are amazing 🤩! This special place is close to everything, making it easy to plan your visit. Only 2.7 mile away you will enjoy everything Downtown Louisville has to offer from a Bourbon Experience, great places to eat, bars, museums, arts, theater, music on Main Street also known to locals as Whiskey Row and Museum Row. Enjoy the local Indiana scene in Downtown Jeffersonville or Downtown New Albany with food and fun!

The Point at Story and Frankfort Avenue

The Point is a spacious and completely renovated one bedroom (king) apartment. You will absolutely love the huge sectional couch while watching your favorite shows on the 65" smart TV. Unit very close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.

“Crossroads” connecting Louisville and Bardstown

This apartment is good for couples, solo adventurers and business travelers. It is 10 miles south of Louisville, 18 miles north of Bardstown, 18 miles west of Taylorsville Lake and 1 hr away from Lexington. It is close to a very cool park, The Parklands, where you can hike, bike and kayak. The apartment is centrally located in the “crossroads” of several really cool communities in horse country, Kentucky.