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Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky

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Relax in a cozy seating area with two lounge chairs and a small table.
Guests can enjoy a balcony with a window and metal railing.
Relax in this stylish living area with a high ceiling, exposed beams, and a large window offering a view.
Enjoy cooking in this kitchen with a gas stove, oven, and large window offering a view of the outdoors.
Relax in a cozy seating area with a sofa, dining table, and lounge chair, perfect for unwinding and enjoying the view.

Entire home

5 bedrooms3 bathrooms

Popular amenities

  • Dryer
  • Washer
  • Air conditioning

Explore the area

Map
Louisville, KY
  • University of Louisville
    ‪14 min walk‬
  • Kentucky International Convention Center
    ‪3 min drive‬
  • KFC Yum Center
    ‪3 min drive‬
  • Louisville, KY (SDF-Louisville Intl.)
    ‪6 min drive‬

Room options

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Cozy living space with a classic design, featuring a fireplace, coffee table, and unique horse portrait.

Highlands Home: Bourbon, Derby, Bar, Karaoke & Fun!

  • Air conditioning
1.0 out of 5, (2)
The price is €616
for 1 home
includes taxes & fees
10 Aug - 11 Aug
Highlands Home: Bourbon, Derby, Bar, Karaoke & Fun!

About this property

Entire place

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

Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky

Last minute Opening!! Kentucky Derby 2025 cancellation due to family emergency- so this 5 Bed Cigar Lounge is back on the market- Book your stay asap and reach out for tips on how to Derby Play!!

🗝 BOOK TODAY, Your Unforgettable Getaway!

Designed for large groups ready to make memories on Kentucky's iconic Bourbon Trail! Perfect for bachelor and bachelorette parties, this property offers everything you need for the best weekend of your lives.

Why You'll Love This Spot
*Hotel-level comfort
*Spacious, open-concept living areas
*Private outdoor courtyard with a cozy fire pit – perfect for cigar lovers!
*Make this your Bourbon Trail HQ

Free street parking available, Wifi 6 Mesh System, 70" Samsung Smart TV, washer dryer and plenty of spaces to hang out between the 2 floors, and the courtyard.

Welcome you to Louisville KY!
During your stay at this holiday home, you'll be within walking distance of University of Louisville. You'll find features such as laundry facilities. The holiday home includes amenities such as 3 bathrooms and a washing machine.
  • Air-conditioned home with washing machine, 3 bathrooms and hairdryer
  • Amenities include laundry facilities
  • 13 minutes by foot from University of Louisville and a 4-minute drive from L&N Federal Credit Union Stadium
Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky offers its guests laundry facilities. The front desk is open around the clock.

Property manager

5028820071

Property amenities

Internet

  • Available in the house: WiFi

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

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)

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: Not ideal for children, designed for adults

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
Property Registration Number LIC-STA-22-00045
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Kentucky Derby 5 Bed Group 12+ Vacation Stay in Louisville Kentucky Reviews

Reviews

8.0

Very good

Rating 10 - Excellent. 2 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 1 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

Reviews

4/10 Poor

Michelle S.

Liked: Cleanliness
The inside was clean but I was not happy about where it was actually located. I thought it was somewhere else in Louisville
Stayed 2 nights in Jun 2025

10/10 Excellent

kathleen L.

Liked: Cleanliness

Close to grocery smoke shop.

Lovely on the inside. Very close to a grocery/ smoke shop and local liquor store. Currently some construction on the street but no noise on the weekend and it made it easier to park. Gentrifying neighborhood. Very close to freeway on ramp. Made it easy to get to the airport.
Stayed 3 nights in May 2025

10/10 Excellent

Adam A.

Liked: Cleanliness

Smooth and Flawless Experience

Had a great stay at this property. Check-in was super easy, the house was beautiful and clean, host responded quick and helped with anything I needed. 10/10 would stay again.
Stayed 1 night in Mar 2025