10/10 Excellent
John D.
10 Dec 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
John D.
Stayed 4 nights in Dec 2025
Entire home
*New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14
Holiday home in Louisville with kitchen and balcony
Photo gallery for *New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14
Reviews
10 out of 10
Exceptional
7 bedrooms3+ bathroomsSleeps 14278.7 sq m
Popular amenities
Explore the area
Louisville, KY
- Place, Cherokee Park16 min walk
- Place, Headliners Music Hall20 min walk
- Place, Nulu Market Place4 min drive
- Airport, Louisville, KY (LOU-Bowman Field)11 min drive
Rooms & beds
7 bedrooms (sleeps 14)
BR 1
1 King Bed
BR 2
1 Single Bunk Bed and 1 Double Sofa Bed
BR 3
1 Double Sofa Bed
BR 4
2 Single Beds and 1 Queen Bed
BR 5
1 King Bed
BR 6
1 Single Bed and 1 Queen Bed
BR 7
1 King Bed
3 bathrooms, 1 half bathroom
BA 1
Bathtub or shower · Toilet
BA 2
Bathtub · Toilet
BA 3
Bathtub or shower · Toilet
BA 4
Toilet
Spaces
Deck or patio
Kitchen
Balcony
Dining area
About this property
*New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14
Step into The ALL NEW Trailhouse – Bourbon Retreat, a high-end, speakeasy-inspired Highlands estate designed for unforgettable Louisville stays. 🥃
Historic charm meets modern luxury with a sipping room, cocktail lounge kitchen, luxe bedrooms, and a private courtyard oasis with hot tub and fire pit. Perfect for Bourbon Trail adventures, Derby weekends, and elevated group getaways. With space for up to 14 guests, this home is tailor-made for gathering in style.
🛏️ ROOM FOR EVERYONE
Inside, you’ll find over 2,200 sq ft of character-filled comfort spread across three thoughtfully designed floors.
• Sleeping: Each of the 7 bedrooms is uniquely styled and furnished with a mix of queen, full, twin, and bunk beds, offering flexible sleeping arrangements for families, friend groups, or coworkers traveling together. All beds feature fresh, hotel-quality linens and cozy pillows for a restful night’s sleep.
• Bathrooms: Include tiled walk-in showers, a charming clawfoot tub, and double vanities—perfect for groups getting ready at once. 🚿
👨🍳 ENTERTAIN IN STYLE
The kitchen/lounge is a true showstopper, equipped with everything you need to cook, cater, or simply gather around the oversized island.
• Features: Stainless steel appliances, a Keurig with coffee pods and creamer, ample cookware, and plenty of dishware. It’s a central hub for the whole group. 🍳
🌿 OUTDOOR LIVING
Enjoy morning coffee on the front porch, afternoon hangs in the garden space, or unwind at night under the stars in your own slice of Highlands charm.
• Amenities: With plenty of outdoor seating, you’ll have room to spread out and soak in the experience.
📍 PRIME LOCATION
Tucked in one of Louisville’s most beloved neighborhoods, you’re truly in the middle of it all:
• 5–10 minute walk to bars, restaurants, and music venues. 🚶
• 4 minutes to KFC Yum Center and the Convention Center.
• 5 minutes to the University of Louisville.
• 9 minutes to the airport. ✈️
• Quick access to Churchill Downs, Nulu, and Downtown.
This is the perfect launchpad for exploring everything Louisville has to offer.
✨ EXCITING UPDATES
Exciting updates are on the way! A brand-new hot tub will be installed in October, and by January the home will feature a full design overhaul. The new layout will include refreshed interiors and a new bed setup with 3 king bedrooms for added comfort.
Historic charm meets modern luxury with a sipping room, cocktail lounge kitchen, luxe bedrooms, and a private courtyard oasis with hot tub and fire pit. Perfect for Bourbon Trail adventures, Derby weekends, and elevated group getaways. With space for up to 14 guests, this home is tailor-made for gathering in style.
🛏️ ROOM FOR EVERYONE
Inside, you’ll find over 2,200 sq ft of character-filled comfort spread across three thoughtfully designed floors.
• Sleeping: Each of the 7 bedrooms is uniquely styled and furnished with a mix of queen, full, twin, and bunk beds, offering flexible sleeping arrangements for families, friend groups, or coworkers traveling together. All beds feature fresh, hotel-quality linens and cozy pillows for a restful night’s sleep.
• Bathrooms: Include tiled walk-in showers, a charming clawfoot tub, and double vanities—perfect for groups getting ready at once. 🚿
👨🍳 ENTERTAIN IN STYLE
The kitchen/lounge is a true showstopper, equipped with everything you need to cook, cater, or simply gather around the oversized island.
• Features: Stainless steel appliances, a Keurig with coffee pods and creamer, ample cookware, and plenty of dishware. It’s a central hub for the whole group. 🍳
🌿 OUTDOOR LIVING
Enjoy morning coffee on the front porch, afternoon hangs in the garden space, or unwind at night under the stars in your own slice of Highlands charm.
• Amenities: With plenty of outdoor seating, you’ll have room to spread out and soak in the experience.
📍 PRIME LOCATION
Tucked in one of Louisville’s most beloved neighborhoods, you’re truly in the middle of it all:
• 5–10 minute walk to bars, restaurants, and music venues. 🚶
• 4 minutes to KFC Yum Center and the Convention Center.
• 5 minutes to the University of Louisville.
• 9 minutes to the airport. ✈️
• Quick access to Churchill Downs, Nulu, and Downtown.
This is the perfect launchpad for exploring everything Louisville has to offer.
✨ EXCITING UPDATES
Exciting updates are on the way! A brand-new hot tub will be installed in October, and by January the home will feature a full design overhaul. The new layout will include refreshed interiors and a new bed setup with 3 king bedrooms for added comfort.
Add dates for prices
Amenities
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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10.0 out of 10, Exceptional, (33 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed, service animals permitted
Smoking
Smoking is not permitted
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number LIC-STL-25-00184
We should mention
A car is recommended for transport to and from this property
About the area
Louisville
Located in Louisville, this holiday home is near theme parks. KFC Yum Center and Louisville Slugger Museum are cultural highlights and Kentucky Kingdom is a popular area attraction. Thomas Edison House and Louisville Zoo are also worth visiting. Discover the area's water adventures with nearby power boating, or enjoy the great outdoors with hiking, hunting and mountain biking.
Louisville, KY
What's nearby
- Cave Hill Cemetery - 9 min walk - 0.8 km
- Cherokee Park - 16 min walk - 1.4 km
- Headliners Music Hall - 20 min walk - 1.7 km
- Nulu Market Place - 4 min drive - 2.4 km
- Historic Frankfort Avenue - 4 min drive - 3.1 km
Getting around
Restaurants
- O'Shea's Irish Pub - 4 min walk
- Chill BAR Highlands - 3 min walk
- Big Bar - 5 min walk
- Chipotle Mexican Grill - 2 min walk
- Starbucks - 3 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
About the host
Hosted by BNB Louisville
Hi, I’m Eric—founder of BNB Louisville. I’ve been hosting guests in Louisville for over a decade, and I love creating unique, comfortable spaces that showcase the best our city has to offer. Whether you’re here for the Derby, a weekend getaway, or a family celebration, my goal is to make your stay seamless, stylish, and stress-free.
We’re a local team with high standards, quick response times, and a deep love for this city. From restaurant recommendations to last-minute requests, we’re here to help you feel right at home—so all you have to do is show up and enjoy.
We’re a local team with high standards, quick response times, and a deep love for this city. From restaurant recommendations to last-minute requests, we’re here to help you feel right at home—so all you have to do is show up and enjoy.
Why they chose this property
This isn’t just another big house. It’s a well-aged Highlands retreat, crafted for groups who appreciate great company, great design, and a great pour. Thoughtfully renovated from top to bottom, this 7-bedroom estate blends historic character with modern comfort in one of Louisville’s most coveted neighborhoods.
✔️ 🥃 Sleeps 14 comfortably, with room to spread out and settle in
✔️ 🍸 Entertainer’s kitchen and lounge, perfect for cocktails and conversation
✔️ 🔥 Private courtyard with hot tub, ideal for nightcaps under the stars
✔️ 📍 Prime Highlands location, steps to top bars, restaurants, and shops
✔️ 🏇 Minutes to Churchill Downs, Downtown, and NuLu
✔️ 🎉 Perfect for Bourbon Trail trips, Derby weekends, and group getaways
✔️ 🤝 Responsive local team to support a smooth, elevated stay
Whether you’re here to sip your way through the Bourbon Trail, celebrate a milestone, or simply unwind in style, this is the kind of place that gets better every time you come back.
✔️ 🥃 Sleeps 14 comfortably, with room to spread out and settle in
✔️ 🍸 Entertainer’s kitchen and lounge, perfect for cocktails and conversation
✔️ 🔥 Private courtyard with hot tub, ideal for nightcaps under the stars
✔️ 📍 Prime Highlands location, steps to top bars, restaurants, and shops
✔️ 🏇 Minutes to Churchill Downs, Downtown, and NuLu
✔️ 🎉 Perfect for Bourbon Trail trips, Derby weekends, and group getaways
✔️ 🤝 Responsive local team to support a smooth, elevated stay
Whether you’re here to sip your way through the Bourbon Trail, celebrate a milestone, or simply unwind in style, this is the kind of place that gets better every time you come back.
What makes this property unique
✅ What You’ll Love:
🛌 7 bedrooms, 3.5 bathrooms
👥 Sleeps up to 14
🛁 Hot tub
👨🍳 Chef’s kitchen + Keurig coffee bar
🛁 Clawfoot tub + modern tiled showers
📺 Smart TVs & blazing-fast Wi-Fi
🎯 Game yard, BBQ, & outdoor space
🚗 Easy/free off-street parking
🔑 Smart keyless entry + local support team
🌆 Walk to bars, restaurants, and attractions
🛌 7 bedrooms, 3.5 bathrooms
👥 Sleeps up to 14
🛁 Hot tub
👨🍳 Chef’s kitchen + Keurig coffee bar
🛁 Clawfoot tub + modern tiled showers
📺 Smart TVs & blazing-fast Wi-Fi
🎯 Game yard, BBQ, & outdoor space
🚗 Easy/free off-street parking
🔑 Smart keyless entry + local support team
🌆 Walk to bars, restaurants, and attractions
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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