10/10 Excellent
jill s.
Oct 19, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
jill s.
Stayed 2 nights in Oct 2025
Entire home
Winners Circle - 2BR - Patio-Garage - Walk to Rupp
Photo gallery for Winners Circle - 2BR - Patio-Garage - Walk to Rupp
Reviews
10 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 61495 sq ft
Popular amenities
Explore the area
Lexington, KY
- Place, Rupp Arena8 min walk
- Place, Lexington Convention Center12 min walk
- Place, University of Kentucky14 min walk
- Airport, Lexington, KY (LEX-Blue Grass)10 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Living Room 1
1 Queen Sofa Bed
2 bathrooms, 2 half bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer
Bathroom 3
Soap · Toilet
Bathroom 4
Soap · Towels provided · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
About this property
Winners Circle - 2BR - Patio-Garage - Walk to Rupp
Welcome to Winner's Circle! Stylish 3-story townhome in the heart of Lexington’s Distillery District, steps from Rupp Arena, Manchester Music Hall, Gatton Park, and the University of Kentucky. This upscale 2BR + pullout sofa home offers luxury design, fully stocked kitchen, smart TVs, blackout curtains, and private patio with bistro lighting, perfect for families, concertgoers, or exploring Bourbon Country.
Key Features
☀ Sleeps up to 6
☀ 2 full bathrooms + 2 half baths
☀ King + Queen + pull-out sofa
☀ Fully stocked kitchen, Nespresso & Keurig machines
☀ Private patio with seating & bistro lights
☀ Smart TVs, blackout curtains, walk-in closets
☀ Dedicated workspace with external monitor
☀ High speed internet
☀ Walkable to Rupp Arena, Manchester Music Hall, Distillery District
☆☆ BEDROOMS ☆☆
Primary (3rd floor): King bed, blackout curtains, smart TV, walk-in closet, ensuite full bath.
Second Bedroom (3rd floor): Queen bed, blackout curtains, smart TV, walk-in closet, its own full ensuite bath access.
Pullout Sofa (1st floor): In comfortable living area, with smart TV, adjacent half bath, blackout curtains for privacy.
☆☆ BATHROOMS ☆☆
You’ll have 2 full bathrooms (both richly appointed with fluffy towels, body wash, shampoo, conditioner, and essentials) and 2 additional half baths for guests, so no waiting in line during busy mornings or after late nights.
☆☆ KITCHEN & RELAXING AREAS ☆☆
The heart of the home is a modern, fully stocked kitchen, high-end appliances, cookware, utensils, dining settings, plus both Nespresso and Keurig for your preferred brew. The main living area (on the second floor) blends comfort and style with plush seating, smart TV, and easy flow to the patio. It’s an ideal setting for relaxing, chatting, or gearing up before a concert or game. There is also an additional living area on the first floor equipped with a half-bath, smart tv, and dedicated workspace.
☆☆ OUTSIDE SPACE ☆☆
Step outside to your private patio overlooking the Distillery District, draped in bistro lights and outfitted with seating, perfect for morning coffee or evening wind-downs. Parking includes your driveway spot, shared complex parking, and additional on-street options for extra flexibility.
★☆ Book Today & Let Us Take Care Of You ☆★
Don’t miss out on this upscale, convenient getaway in one of Lexington’s most vibrant neighborhoods. Book now and relax. We’ll take care of the rest!
Property is a 3-story townhome, stairs are required to access 2 of the bedrooms.
Permit #: STR-26-000007
Key Features
☀ Sleeps up to 6
☀ 2 full bathrooms + 2 half baths
☀ King + Queen + pull-out sofa
☀ Fully stocked kitchen, Nespresso & Keurig machines
☀ Private patio with seating & bistro lights
☀ Smart TVs, blackout curtains, walk-in closets
☀ Dedicated workspace with external monitor
☀ High speed internet
☀ Walkable to Rupp Arena, Manchester Music Hall, Distillery District
☆☆ BEDROOMS ☆☆
Primary (3rd floor): King bed, blackout curtains, smart TV, walk-in closet, ensuite full bath.
Second Bedroom (3rd floor): Queen bed, blackout curtains, smart TV, walk-in closet, its own full ensuite bath access.
Pullout Sofa (1st floor): In comfortable living area, with smart TV, adjacent half bath, blackout curtains for privacy.
☆☆ BATHROOMS ☆☆
You’ll have 2 full bathrooms (both richly appointed with fluffy towels, body wash, shampoo, conditioner, and essentials) and 2 additional half baths for guests, so no waiting in line during busy mornings or after late nights.
☆☆ KITCHEN & RELAXING AREAS ☆☆
The heart of the home is a modern, fully stocked kitchen, high-end appliances, cookware, utensils, dining settings, plus both Nespresso and Keurig for your preferred brew. The main living area (on the second floor) blends comfort and style with plush seating, smart TV, and easy flow to the patio. It’s an ideal setting for relaxing, chatting, or gearing up before a concert or game. There is also an additional living area on the first floor equipped with a half-bath, smart tv, and dedicated workspace.
☆☆ OUTSIDE SPACE ☆☆
Step outside to your private patio overlooking the Distillery District, draped in bistro lights and outfitted with seating, perfect for morning coffee or evening wind-downs. Parking includes your driveway spot, shared complex parking, and additional on-street options for extra flexibility.
★☆ Book Today & Let Us Take Care Of You ☆★
Don’t miss out on this upscale, convenient getaway in one of Lexington’s most vibrant neighborhoods. Book now and relax. We’ll take care of the rest!
Property is a 3-story townhome, stairs are required to access 2 of the bedrooms.
Permit #: STR-26-000007
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space
Have a question?
BetaGet instant answers with AI powered search of property information and reviews.
Similar properties
Historic Mansion in Downtown Lexington.
Historic Mansion in Downtown Lexington.
- Kitchen
- Washer
- Dryer
- Air conditioning
10.0 out of 10, Exceptional, (148 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
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
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
Property Registration Number Permit #: STR-26-000007
We should mention
This property does not have elevators
About the neighborhood
Lexington
Distillery District, a neighborhood in Lexington, is home to this vacation home. Victorian Square Mall and Hamburg Place are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Raven Run Nature Sanctuary and Triangle Park. Looking to enjoy an event or a game? See what's going on at Kroger Field or Keeneland Racing Course.
Lexington, KY
What's nearby
- Lexington Brewing & Distilling Co. - 2 min walk - 0.2 km
- Rupp Arena - 8 min walk - 0.7 km
- Lexington Convention Center - 12 min walk - 1.1 km
- Lexington Opera House - 13 min walk - 1.1 km
- University of Kentucky - 14 min walk - 1.2 km
Getting around
Restaurants
- Triangle Park Cafe - 15 min walk
- Country Boy Brewing - 17 min walk
- Lexington Brewing & Distilling Co. - 8 min walk
- Chaotic Good: Coffee, Comics And Games - 18 min walk
- J2C Asian Bistro - 17 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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
Your host
Premier Host
They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback