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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.

Derby Weekend Retreat | Designer Curated Stay

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.

Stylish groovy condo minutes from Churchill Downs

Welcome to Groovy Louis, a funky and eclectic condo in Louisville’s vibrant NuLu district. Sleeping up to 4 guests, this stylish retreat is just a short walk from Whiskey Row, the Louisville Slugger Museum, UofL, and a quick ride to Churchill Downs. Explore art galleries, antique shops, specialty stores, and one of the city’s top culinary scenes right outside your door. With modern amenities and unique charm, Groovy Louis offers the perfect blend of comfort, culture, and convenience. Book now!

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.

Vintage yet Modern Highlands home! Walk to venues!

Spacious 1st floor apartment in a Victorian duplex home in the heart of the Highlands/Germantown. Can be rented as a single unit or entire home if available. Because of our close proximity to Louisville’s vibrant nightlife & eclectic dining scene, it’s no wonder visitors flock here! **Before booking, please note-- We ask all guests to upload ID, e-sign our rental agreement and hold a security deposit of $300 at time of booking. Access info will not be given until booking process is completed.

Historic Ali Suite in heart of NuLu action

This spacious suite pays tribute to Louisville’s own Muhammad Ali in true urban style! Located in a lovingly renovated 1843 church, it boasts a king-size bed, full bath, kitchenette with table for 4, and lounge sofas that comfortably sleep 2. You'll be in the middle of all Market Street has to offer — steps from Rabbit Hole Distillery, Nouvelle Wine Bar, Garage Bar, and tons more. A 10-minute ride from the airport, half a mile from Slugger Field, and 1 mile from YUM! and Convention Centers.

Sip bourbon on the porch or walk to the best spots

Step into the warmth and character of this beautifully restored 1920s bungalow in Louisville’s beloved Historic Highlands. Thoughtfully updated for modern comfort while preserving its vintage charm, this space offers the perfect mix of history and hospitality. You’ll be just steps from the city’s best local restaurants, cafés, and boutiques. Downtown Louisville and NuLu are just minutes away. 5 ml to Churchill Downs Make this gem your home base for experiencing the best of Louisville

Highlands Zen Oasis • Comfy, Clean & Cozy

Awesome Sweet Spot of a Louisville Location! This PRIVATE APT. with SELF CHECK IN + FREE PARKING is in a beautiful, safe neighborhood in the historic Highlands. Quick 2-min walk to magnificent Cherokee Park OR charming Bardstown Road - a multitude of eclectic galleries, bars, restaurants & shops to explore! Conveniently (5-10 min) located to Churchill Downs, Downtown Louisville, Louisville Seminary, NuLu, UofL, Bellarmine, Fair & Expo Center, Yum Center, Waterfront & the Airport⚜️

The Bardstown-Louisville Nightlife

This spacious unit provides a front row seat to watch and experience Louisville from the comfort of your own private retreat in the middle of the best street in Louisville. Feet from many restaurant , bars and boutiques. During your stay spend time walking the neighborhood filled with boutiques, restaurants, bars, distilleries and art galleries. Start the bourbon trail or walk to the famous Cave Hills Cemetery. Private gatherings are allowed but house rules must be followed.

Highlands Airy Retreat- No Hassle Checkout

Welcome to "Birdie". The cutest, most conveniently located home in the city. From head to toe, Birdie is decked out with all the ingredients for a fun, relaxing Louisville stay. Occupying the 2nd floor of a beautiful Victorian home, Birdie is walking distance to restaurants and the urban bourbon trail, as well as hospitals and downtown businesses. The location truly can't be beat! Drive or Uber to the Yum center, NULU, Lynn Family Stadium, and the waterfront in no time.

Location! Corner downtown condo!

Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

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.