10/10 Excellent
jill s.
Oct 19, 2025
Liked: Cleanliness
jill s.
Stayed 2 nights in Oct 2025
Entire home
Winners Circle - 2BR - Patio-Garage - Walk to Rupp
Choose dates to view prices
Photo gallery for Winners Circle - 2BR - Patio-Garage - Walk to Rupp
Reviews
1010 out of 10
Exceptional
Entire home
2 bedrooms3 bathrooms1495 sq ft
Popular amenities
- Kitchen
- Washer
- Dryer
- Free WiFi
- Air conditioning
- Outdoor Space
Explore the area
Lexington, KY
- Rupp ArenaPlace, Rupp Arena8 min walk
- Lexington Convention CenterPlace, Lexington Convention Center12 min walk
- University of KentuckyPlace, University of Kentucky14 min walk
- Lexington, KY (LEX-Blue Grass)Airport, Lexington, KY (LEX-Blue Grass)10 min drive
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About the neighborhood
Lexington
Located in Distillery District, this vacation home is adjacent to Lexington Brewing & Distilling Co. and a short stroll from Rupp Arena. The vacation home includes a kitchen, a balcony, and a refrigerator.
What's nearby
- Lexington Brewing & Distilling Co. - 2 min walk - 0.1 miles
- Rupp Arena - 8 min walk - 0.5 miles
- Lexington Convention Center - 12 min walk - 0.7 miles
- Lexington Opera House - 13 min walk - 0.7 miles
- University of Kentucky - 14 min walk - 0.8 miles
Getting around
- Blue Grass Airport (LEX) - 12 min drive
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
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board. Housekeeping is available on request.
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Property amenities
Internet
- Available in the house: Free WiFi
Parking and transportation
- Onsite parking options include a garage
Kitchen
- Blender
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Electric kettle
- Ice maker
- Kitchen island
- Lobster/crab pot
- Microwave
- Oven
- Paper towels
- Refrigerator
- Stovetop
- Toaster
Bedrooms
- 2 bedrooms
- Bedsheets provided
Bathroom
- 3 bathrooms
- Bathtub or shower
- Hair dryer
- Shampoo
- Shower
- Soap
- Toilet paper
- Towels provided
Living spaces
- Living room
Entertainment
- Books
- Games
- Smart TV
Outdoor areas
- Balcony
- Outdoor furniture
Laundry
- Laundry facilities
- Washing machine
Work spaces
- Computer monitor
- Desk
- Desk chair
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- No elevator
- Smoking not allowed
Services and conveniences
- Change of bedsheets (on request)
- Change of towels on request
- Housekeeping (on request)
- 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)
- Fire extinguisher
General
- At least 80% lighting from LEDs
- Bed sheets changed on request
- Housekeeping (on request)
- Towels (changed on request)
- Unit size: 1,495 square feet
- Water-efficient showers
Policies
Check-in
Check-in time starts at 4:00 PM
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
- This property doesn't allow pets
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
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 Permit #: STR-26-000007
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, and a smoke detector.
Additional information about polices, regulations, and more:
- There are no elevators.
Frequently asked questions
What can I see within easy reach of this vacation home?
This vacation home is situated in Distillery District, just steps from Lexington Brewing & Distilling Co.. You'll also find Red Mile Racetrack and Kroger Field within a short drive.
Is parking available on site at Winners Circle - 2BR - Patio-Garage - Walk to Rupp?
Yes, there is a garage.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
What will couples enjoy most about a stay at Winners Circle - 2BR - Patio-Garage - Walk to Rupp?
Couples will appreciate amenities at this vacation home, including a kitchen and a smart TV in each house and a kitchen in some.
Does Winners Circle - 2BR - Patio-Garage - Walk to Rupp have a hot tub?
No, there isn't a spa tub at this vacation home.
Does this vacation home offer 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.
Does Winners Circle - 2BR - Patio-Garage - Walk to Rupp have connecting rooms available?
No, there aren't connecting guestrooms at this vacation home.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is Blue Grass Airport (LEX), which is 6.1 mi away (12 minutes by car).
Are there rooms with balconies that I can book at Winners Circle - 2BR - Patio-Garage - Walk to Rupp?
Yes, every house at Winners Circle - 2BR - Patio-Garage - Walk to Rupp comes with a balcony.
Winners Circle - 2BR - Patio-Garage - Walk to Rupp 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
1
Rating 8 - Good. 0 out of 1 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 1 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 1 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 1 reviews
2 - Terrible
0
10/10
Cleanliness