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Charming Highlands Duplex: Historic Elegance, Modern Comfort

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Interior
Exterior
Living area
Dining
Private kitchen
Reviews
10 out of 10 Exceptional
4 bedrooms2+ bathroomsSleeps 12

Popular amenities

  • DryerDryerDryer
  • WasherWasherWasher
  • KitchenKitchenKitchen
  • Air conditioningAir conditioningAir conditioning
  • Free WiFiFree WiFiFree WiFi

Explore the area

Map
Louisville, KY
  • Popular LocationLouisville Zoo5 min drive
  • Popular LocationLouisville Mega Cavern8 min drive
  • AirportLouisville, KY (LOU-Bowman Field)9 min drive
  • Popular LocationKentucky Exposition Center9 min drive

Most relevant reviews

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 1

1 Queen Bed

Bedroom 2

1 King Bed and 2 Single Beds

Bedroom 3

1 Queen Bed and 1 Single Futon

Bedroom 4

1 Queen Bed and 3 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Kitchen

About this property

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.

Property manager

Deborah Gill

Languages

English

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM

Children

Adults only

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted
The # of people at the home is limited by the number of people you booked with. $500/pp/night for violations. Visible Exterior Cameras on site.
Please remove your shoes upon entering. Shoe covers/slippers are acceptable, socks work well too! Don't block the sidewalk when parking.
Government ID is required prior to booking. Please upload prior to reservation acceptance.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number LICSTA2200470

We should mention

This property does not have any lifts

About the area

Louisville

This holiday home is located in Bonnycastle, a neighbourhood in Louisville. The area's natural beauty can be seen at Louisville Mega Cavern and Louisville Waterfront Park, while Louisville Zoo and Louisville Slugger Museum are popular area attractions. Check out an event or a game at KFC Yum Center, and consider making time for Kentucky Kingdom, a top attraction not to be missed.
Map
Louisville, KY

What's nearby

  • Louisville Zoo - 5 min drive
  • KFC Yum Center - 6 min drive
  • Louisville Waterfront Park - 7 min drive
  • Louisville Mega Cavern - 8 min drive
  • Kentucky Exposition Center - 9 min drive

Getting around

  • Louisville, KY (LOU-Bowman Field) - 10 min drive

Restaurants

  • Raising Cane's Chicken Fingers - 14 min walk
  • Heine Brothers' Coffee - Longest Ave in the Highlands - 13 min walk
  • Boombozz Pizza & Tap House - 5 min walk
  • Mark's Feed Store Bar-B-Q - 3 min walk
  • Sunergos Coffe - 14 min walk

Frequently asked questions

Is Charming Highlands Duplex: Historic Elegance, Modern Comfort pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Charming Highlands Duplex: Historic Elegance, Modern Comfort?

Check-in begins at 4:00 PM.

What time is check-out at Charming Highlands Duplex: Historic Elegance, Modern Comfort?

Checkout is at 11:00 AM.

Where is Charming Highlands Duplex: Historic Elegance, Modern Comfort located?

Located in Bonnycastle, this holiday home is 0.5 mi (0.8 km) from Cherokee Park and within 3 miles (5 km) of UofL Health - Peace Hospital and Peterson-Dumesnil House. Headliners Music Hall and Louisville Zoo are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews" "
Rating 8 - Good. 0 out of 1 reviews" "
Rating 6 - Okay. 0 out of 1 reviews" "
Rating 4 - Poor. 0 out of 1 reviews" "
Rating 2 - Terrible. 0 out of 1 reviews" "

10/10

Cleanliness

10/10

Check-in

8.0/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Patti B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fun trip!
Property and location were great. Would stay again!
Stayed 2 nights in Mar 2024

About the host

Hosted by Deborah Gill

Host profile image
My husband and I have worked in the rental business in Kentucky for almost 40 years. Originally from Canada and California, we fell in love with Kentucky and have made it our home, raising our two children here.

Hosting guests is more than a job for us – it's a passion. We love meeting new people and sharing the beauty of Kentucky with others. Our goal is to provide a welcoming and comfortable retreat for our guests, ensuring they have an unforgettable stay.

When you stay at our charming Highlands duplex, you're not just booking a place to stay – you're immersing yourself in the warm hospitality and rich history of Kentucky, curated by two hosts who truly love what they do.

Why they chose this property

We fell in love with the Highlands neighborhood for its unique charm and vibrant atmosphere. Its mix of antique shops, elegant architecture, and upscale dining create a truly special ambiance. What we love most about the Highlands is its lively cultural scene, with art galleries, music venues, and boutiques lining the streets. It's a pedestrian-friendly area with a welcoming community feel, making it a perfect place to call home. The neighborhood's rich history, dating back to the mid 19th century, adds to its appeal. From its early days as a streetcar suburb to its role in the Civil War, the Highlands has a fascinating past that is still evident in its architecture and landmarks. Nearby Cherokee Park, designed by Frederick Law Olmsted, offers a serene retreat from city life and is a testament to the area's commitment to preserving its natural beauty.

What makes this property unique

What sets our property apart is its thoughtful design and attention to detail. Each unit is tastefully furnished and equipped with a full kitchen, providing guests with the convenience of home during their stay. The backyard is a beautiful spot to unwind and enjoy the peaceful surroundings.

Our duplex holds a unique position in the neighborhood, being the first house built on the street and now standing next door to the last house built on the street. This historic context adds to the charm and character of our home.

Experience the famously friendly hospitality of the Highlands, where neighbors are known for their welcoming spirit.

With easy access to major restaurants, entertainment, and transportation options, our duplex is the perfect home base for experiencing the vibrant culture and rich history of Louisville.

Languages:

English
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