Charming Highlands Duplex: Historic Elegance, Modern Comfort

Rent both levels of this Cherokee Park duplex!

Welcome to our charming duplex in the heart of Louisville's Highlands neighborhood, a vibrant area known for its unique mix of antique shops, elegant architecture, and upscale dining. Step back in time as you enter this beautifully restored 1900s home, featuring elegant chandeliers, original wood floors adorned with decorative elements, and gilt-framed artwork. The living area boasts impressive decorative fireplaces with pillared surrounds, adding to the historic charm.

Our duplex is registered to host 6 people in each unit, for a maximum of 12 guests total. The upstairs unit is accessed by an exterior staircase with its own entrance and is not accessible from inside the main downstairs unit. Both units have their own kitchens complete with stove, oven, microwave, and refrigerator. There is a full bathroom in the upstairs unit and a full bathroom in the downstairs unit. Guests renting the duplex also have full access to the laundry facilities in the basement. There is an 86" smart TV and heated floors in the winter for your comfort.

Located within walking distance to all major restaurants and entertainment, our home is the perfect hub for exploring everything the Highlands has to offer. Enjoy people-watching from the porch during iconic events like the Kentucky Derby, with a neighborhood festival and live music on Derby Eve. The area is pedestrian-friendly and safe, making it ideal for leisurely strolls to discover the neighborhood's cultural and culinary delights.

For nature enthusiasts, Cherokee Park and Cave Hill Cemetery are nearby, offering picturesque landscapes and a glimpse into Louisville's history. Wildlife lovers will appreciate the park's natural beauty and the opportunity to explore its trails. Birdwatching and picnicking are popular activities in this serene setting.

Back at our duplex, the backyard is a beautiful spot for guests to relax. Keep an eye out for our resident blue heron, who occasionally catches goldfish from the pond. We frequently have to buy new goldfish because of the blue heron's antics. There is also a naughty squirrel in the backyard who digs in the plants, chews on hanging lights, and removes stuffing from chair cushions.

We offer off-street parking in the driveway, which can hold several cars as long as they are smaller, because the driveway is very narrow. Guests need to make sure not to block the sidewalk.

If you have only a few people, be sure to check our other listings to rent only one of the units, whether upstairs or down. Alternatively, feel free to message us with any questions or special requests.

When it comes to transportation, options abound. Take a taxi, Uber, or the TARC busline to explore the city, or opt for a more unique experience with horse-drawn carriage rides, bicycle rentals, or segways. Please note that street parking is limited during certain times, so we recommend using public transportation whenever possible.

Indulge in the vibrant culinary and cultural scene of Louisville's Highlands neighborhood, where our charming duplex awaits to be your home away from home. Immerse yourself in the local culture as you explore the myriad of bars, restaurants, and shops that line the streets, all within easy walking distance from our home.

Start your day with a leisurely stroll to one of the local coffee shops for freshly brewed coffee and a delicious breakfast. Explore the unique boutiques and antique stores that line the streets, offering a variety of treasures waiting to be discovered.

For lunch, choose from a plethora of dining options, including cozy cafes, gourmet delis, and international eateries. Sample local favorites like the Hot Brown or the Derby Pie, or opt for something more exotic from one of the many ethnic restaurants in the area.

As the day turns to evening, immerse yourself in the vibrant nightlife of the Highlands. Sip on craft cocktails at one of the trendy bars or enjoy a pint of local beer at a cozy pub. Live music venues and art galleries abound, offering a glimpse into the thriving arts scene of Louisville.

When hunger strikes, satisfy your cravings with a mouthwatering dinner at one of the acclaimed restaurants in the area. From Southern comfort food to fine dining experiences, the Highlands has something to suit every palate.

Whether you're a foodie, a shopaholic, or an art enthusiast, the Highlands has something for everyone. And with our duplex as your home base, you'll be perfectly positioned to experience it all. Come stay with us and discover the magic of Louisville's Highlands for yourself.

Indulge in the rich history and flavors of Kentucky's Bourbon Trail from our conveniently located duplex in the heart of Louisville's Highlands neighborhood. Immerse yourself in the world of bourbon as you embark on a journey to some of the most renowned distilleries in the region.

With our duplex as your home base, you're perfectly positioned to explore the Bourbon Trail at your leisure. If you have more than 8 people, the bourbon buses will come right up to the house to pick your group up, ensuring a hassle-free and memorable experience. For smaller groups of 6-12 people, Stone Fences tours based out of Lexington will even come all the way out to provide a personalized bourbon tour experience.

Savor the distinctive flavors of Kentucky bourbon as you tour historic distilleries, learn about the art of distillation, and sample a variety of handcrafted spirits. From iconic brands to hidden gems, the Bourbon Trail offers a unique glimpse into the rich heritage and craftsmanship that define Kentucky's bourbon culture.

After a day of bourbon tasting, return to our cozy duplex to unwind and relax. Whether you're planning a weekend getaway or an extended stay, our home provides the perfect blend of comfort and convenience for your Bourbon Trail adventure.

No visit to Louisville is complete without experiencing Churchill Downs, home of the world-famous Kentucky Derby. Located just a short drive or Uber ride from our duplex, Churchill Downs offers a glimpse into the exciting world of horse racing. Take a tour of the historic racetrack, visit the Kentucky Derby Museum, and learn about the history and tradition of the "Run for the Roses."

Whether you're here for a weekend getaway or an extended stay, our home is your home. We take pride in providing a comfortable and welcoming space for our guests, and we're always available to ensure your stay is enjoyable. Come experience the magic of Louisville's Highlands from our front row seat to Derby Eve festivities, or simply relax and soak in the atmosphere of this historic neighborhood.


Government ID is required prior to booking. Please upload prior to reservation acceptance.