This vacation home places you within a mile (2 km) of Cherokee Park and Headliners Music Hall. The vacation home includes a kitchen, a fireplace, and a balcony.
Historic Frankfort Avenue - 4 min drive - 1.9 miles
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.
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a balcony, and there's space to spread out with 7 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a coffee maker.
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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
Rules
All guests will be required to complete a rental agreement and provide Photo ID prior to check-in. Additional house rules will be sent for your review
No Smoking/Vaping. No Pets unless authorized by host. No Local Bookings Allowed without written approval from host
A Security Hold is required and will be authorized to you credit card by the Host
Pets
Service animals exempt from fees
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
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
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
Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 21
Property Registration Number LIC-STL-25-00184
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Property is also known as
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Frequently asked questions
What's there to see near this vacation home?
This vacation home is located in Louisville within a short 17-minute walk of Cherokee Park. You'll also find Whiskey Row and KFC Yum Center within a short drive.
Is there parking available at *New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14?
No, there isn't parking at this vacation home.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, this vacation home doesn't have an indoor pool; however, there is a hot tub.
What do couples enjoy most about *New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14?
Amenities that appeal to couples at this vacation home include a fireplace, a kitchen, and a smart TV.
Does *New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14 have a hot tub?
No, there isn't a spa tub at this vacation home.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home though service animals are welcome.
Does *New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14 have connecting rooms available?
No, this vacation home doesn't feature connecting guestrooms.
How close is the airport from this vacation home?
The closest major airport to this vacation home is Louisville, KY (LOU-Bowman Field), which is 3.4 mi away (12 minutes by car). Another top airport is Louisville Intl. Airport (SDF), which is located 6.5 mi away (13-minute drive).
Are there rooms with balconies at *New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14?
Yes, every house at *New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14 comes with a balcony.
*New* Speakeasy Highlands 7BR | Hot Tub | Sleep 14 Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 1 out of 1 reviews
10 - Excellent
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Rating 6 - Okay. 0 out of 1 reviews
6 - Okay
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2 - Terrible
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10/10
Cleanliness
Reviews
10/10 Excellent
John D.
Dec 10, 2025
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!