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*New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14

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Outdoor spa tub
Smart TV, fireplace, books
Fridge, microwave, oven, stovetop
Exterior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

7 bedrooms4 bathrooms279 sq m

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Louisville, KY
  • Place, Cave Hill Cemetery
    ‪9 min walk‬
  • Place, Cherokee Park
    ‪16 min walk‬
  • Place, Nulu Market Place
    ‪4 min drive‬
  • Airport, Louisville, KY (LOU-Bowman Field)
    ‪11 min drive‬

Room options

Similar properties

About the area

Louisville

With a stay at this vacation home in Louisville, you'll be within a 5-minute drive of KFC Yum Center and Whiskey Row. .This vacation home is 5 mi (8 km) from Kentucky Exposition Center and 3 mi (4.8 km) from Louisville Slugger Museum.

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

  • Louisville, KY (LOU-Bowman Field) - 12 min drive

Restaurants

  • ‪Chill BAR Highlands - ‬3 min walk
  • ‪O'Shea's Irish Pub - ‬4 min walk
  • ‪Big Bar - ‬5 min walk
  • ‪Chipotle Mexican Grill - ‬2 min walk
  • ‪Taco Bell - ‬2 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

*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.
Make yourself comfortable in this air-conditioned vacation home, which features a fireplace and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Enjoy the recreation opportunities such as a hot tub or make use of other amenities including concierge services.
Guests will find features like internet access and onsite parking.

Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Bedrooms

  • 7 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Balcony
  • Firepit

Laundry

  • Coin laundry
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Ice skating nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 3,000 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number LIC-STL-25-00184

We should mention

A car is recommended for transportation to and from this property

Property is also known as

orp5b70ed5x

*New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14 Reviews

Reviews

10

Exceptional

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

Reviews

10/10 Excellent

John D.

Liked: Cleanliness
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!
Stayed 4 nights in Dec 2025