House in Louisville, KY
14 guests · 7 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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.
Amenities at *New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14
Free WiFi/internet
Air conditioning
Non-smoking
TV
Coffee/tea maker
Refridgerator
Kitchen
Balcony/Terrace
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Patio
Oven
Stove
Fireplace
Bath or shower
Ironing facilities
Towels
Desk
Hairdryer
Map of Louisville, KY
Ratings and reviews
10.0 / 10.0Outstanding·Dec 2025
Excellent location, close to nightlife and bars. Off street parking is small but still accommodated a crew cab long bed truck. Plenty of beds! Hot tub was great!
$$$$
Top rated by guests
10.0Outstanding
(1 Rating)
"Excellent location, close to nightlife and bars. Off street parking is small but still accommodated a crew cab long bed truck. Plenty of beds! Hot tub was great! "
John D.Don't miss out! Price and availability may change
