Apartment in Jefferson County, KY
4 guests · 2 bedrooms · 1 bath
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About this apartment rental
Summary:
Welcome to The Winston on Market — a stunning 1,800 sq ft 2-bedroom loft in a historic 1800s downtown Louisville building (originally a bank, with the vault still in the basement). Sleeping up to 4 in a king bed, a double bed, and a sofa bed, the home features a cozy fireplace, Samsung Smart TVs in both bedrooms, Hisense Smart TV in the living room, full kitchen with Keurig, and in-unit washer & dryer. Private elevator opens directly into the unit — steps from Whiskey Row and 4th Street Live.
The Space:
BOOKING RULES:
- A photo of a valid government-issued ID is required before the booking can be confirmed. This is mandated by building management for security and applies to all guests staying at the property.
- Guests must be 25 years of age or older to book.
- Strict NO VISITOR policy.
ACCESS TYPE
⊳ Guests will have access to the entire 2nd-floor loft apartment. Building access is via a street-level front door (physical key provided) and a private penthouse elevator that opens directly into the unit — no shared hallway, no common corridor.
PROPERTY LAYOUT
FLOOR 2 (Single-Level Open-Concept Loft):
⊳ Living Room: Sofa bed, Hisense Smart TV, functional fireplace, thermostat, near 360-degree window views.
⊳ Kitchen: Stove, oven, microwave, refrigerator, freezer, Keurig coffee maker (open to living area).
⊳ Bedroom 1: King bed, Samsung Smart TV, closet.
⊳ Bedroom 2: Double bed, Samsung Smart TV, closet.
⊳ Bathroom: Toilet, shower, bidet, washer, dryer
HIGHLIGHTS
⊳ Historic downtown Louisville building dating to the 1800s (originally a bank — vault still preserved in basement).
⊳ 1,800 sq ft open-concept loft with near 360-degree window views of downtown.
⊳ Private elevator opens directly into the unit — no shared hallways or neighbors at your door.
⊳ Sleeps up to 6 across a king bed, a double bed, and a queen sofa bed.
⊳ Functional fireplace for cozy evenings.
⊳ Samsung Smart TVs in both bedrooms + Hisense Smart TV in the living room.
⊳ Fully equipped kitchen with full-size appliances and Keurig coffee maker.
⊳ In-unit washer & dryer — ideal for longer stays.
⊳ Walkable to Whiskey Row, 4th Street Live, KFC Yum Center, Louisville Slugger Museum, and Waterfront Park.
⊳ Two fire extinguishers + carbon monoxide / smoke detectors for safety.
ACCESSIBILITY
⊳ Single-level loft unit located on the 2nd floor — accessed via the building's private penthouse elevator. No internal stairs.
Guest Access:
PARKING:
⊳ Street paid/metered parking only — downtown location. No dedicated spots.
ENTERING THE HOME:
⊳ Street-level front door uses a physical key. Private elevator requires a physical elevator key (guests turn it off when inside — no key = no floor access).
The Neighborhood:
Nearby Popular Spots (approx. drive/walk times)
⊳ Whiskey Row (Old Forester, Evan Williams, Angel's Envy) ~ Walking Distance
⊳ 4th Street Live ~ 2 Minute Walk
⊳ KFC Yum Center ~ 3 Minute Walk / 1 Minute Drive
⊳ Louisville Slugger Museum & Factory ~ 4 Minute Walk / 1 Minute Drive
⊳ Muhammad Ali Center ~ 5 Minute Walk / 2 Minute Drive
⊳ Kentucky Science Center ~ 5 Minute Walk / 2 Minute Drive
⊳ Waterfront Park ~ 8 Minute Walk / 3 Minute Drive
⊳ NuLu ~ 4 Minute Drive
⊳ Norton Hospital ~ 4 Minute Drive
⊳ UofL Hospital ~ 4 Minute Drive
⊳ Bardstown Road (Highlands) ~ 8 Minute Drive
⊳ Churchill Downs ~ 10 Minute Drive
⊳ Louisville Mega Cavern ~ 14 Minute Drive
⊳ Kentucky Expo Center ~ 15 Minute Drive
⊳ Louisville International Airport (SDF) ~ 12 Minute Drive
Breakfast / Coffee Spots
⊳ Biscuit Belly (Whiskey Row) ~ 2 Minute Walk
⊳ Toast on Market ~ 5 Minute Walk
⊳ Butchertown Bakery ~ 6 Minute Drive
Lunch Spots
⊳ Mayan Café ~ 3 Minute Drive
⊳ Feast BBQ ~ 4 Minute Drive
⊳ Garage Bar ~ 4 Minute Drive
⊳ Jeff Ruby's Steakhouse ~ 2 Minute Walk / 1 Minute Drive
Dinner Spots
⊳ Doc Crow's (Whiskey Row) ~ 1 Minute Walk
⊳ The Eagle ~ 4 Minute Drive
⊳ Decca Restaurant ~ 4 Minute Drive
⊳ Jack Fry's ~ 8 Minute Drive
⊳ Against the Grain ~ 5 Minute Drive
Bourbon Distilleries
⊳ Old Forester ~ 1 Minute Walk
⊳ Evan Williams ~ 2 Minute Walk
⊳ Angel's Envy ~ 4 Minute Walk
⊳ Kentucky Peerless ~ 5 Minute Drive
⊳ Rabbit Hole ~ 5 Minute Drive
Bars
⊳ Hell or High Water ~ 3 Minute Walk
⊳ Meta ~ 4 Minute Walk
⊳ Proof on Main ~ 5 Minute Walk
⊳ Taj Louisville ~ 5 Minute Walk
⊳ Haymarket Whiskey Bar ~ 4 Minute Drive
Getting Around:
GETTING AROUND:
▻ We recommend Uber or Lyft. We have not had any issues with either.
EVENT OR TOUR OPTIONS:
▻ If you are looking for a tour guide or event transportation in the area, please let us know! We would be happy to help.
Other Things to Note:
We take pride in offering a clean, comfortable, and welcoming space for your stay. The home is professionally cleaned and well-maintained, though minor signs of age may be present as this is a well-loved home rather than a hotel-style property. If anything needs attention, we’ll address it promptly to ensure a stress-free visit. We kindly ask that you treat the home as your own, and guests are responsible for any damages or loss, which should be reported immediately.
HOUSE RULES:
▻ WE ONLY ACCEPT GUESTS THAT ARE 25 YEARS OLD AND ABOVE
▻ NO Visitors allowed.
▻ Please do not unplug any electronics that are currently connected. Unplugging devices may result in a $100 fee.
▻ STRICTLY NO PARTIES, NO GATHERINGS, NO UNAUTHORIZED GUESTS, and a security deposit of $500 to $1,000 USD applies for local guest bookings.
▻ Please observe quiet hours between 10 PM and 8 AM
▻ Strictly No Smoking. Smoking of any kind, including cigarettes, cigars, e-cigarettes, vaping devices, or illegal substances, is prohibited anywhere in the property. Any violation may result in the immediate termination of your reservation without a refund, plus a $500 smoking violation fee to cover additional cleaning and remediation costs.
▻ Kindly keep noise and all activities neighbor-friendly, and avoid any community disturbance. Excessive noise, disruptive behavior, or any activity that disturbs the surrounding community may result in the immediate termination of your reservation without a refund plus a violation fee of $500.
▻ NO pets allowed. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning.
▻ Visitors and unauthorized guests are generally NOT allowed.
By booking this property, you agree to follow all rules and guidelines outlined in the listing. Failure to comply may result in a $500 fee, charged to the credit card used for the reservation.
POLICIES:
▻ Early Check-In – We’ll do our best to accommodate! Same-day requests depend on our cleaning team, and for future stays, the only guaranteed option is booking the prior night (if available).
▻ Luggage Drop – Luggage drop may be accommodated before check-in, but it is not guaranteed and must be approved by the host in advance. Approval depends on availability, cleaning schedule, and whether the property is ready for access.
▻ Late Check-Out – Late check-out is not guaranteed and requires host approval. Standard checkout applies unless approved. To guarantee a later stay, book the next night if available. Unauthorized late check-outs incurs violation fees.
▻ Package Delivery – We cannot guarantee safe or timely receipt of packages sent to the home. For reliability, we recommend using a local pick-up location or requesting doorstep delivery if sending items here.
▻ Pet Policy – NO pets allowed. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning.
▻ Third-Party Bookings are NOT permitted. The person making the reservation must be the primary guest staying at the property. Reservations made on behalf of someone else may be canceled or terminated without a refund if they do not comply with this policy.
▻ Mail Back Service - If you forget something, we can mail it back for a $50 fee (as long as it’s not an oversized item)
▻ Cancellation - Cancellation refunds will be based on your booking's cancellation policy
▻ There are exterior cameras installed above the front doors, overlooking the hallway to the entrance. It is on and recording 24/7 to help ensure the safety of you and the property during your stay.
Interaction with Guests:
We provide a direct contact number during your stay.
Welcome to The Winston on Market — a stunning 1,800 sq ft 2-bedroom loft in a historic 1800s downtown Louisville building (originally a bank, with the vault still in the basement). Sleeping up to 4 in a king bed, a double bed, and a sofa bed, the home features a cozy fireplace, Samsung Smart TVs in both bedrooms, Hisense Smart TV in the living room, full kitchen with Keurig, and in-unit washer & dryer. Private elevator opens directly into the unit — steps from Whiskey Row and 4th Street Live.
The Space:
BOOKING RULES:
- A photo of a valid government-issued ID is required before the booking can be confirmed. This is mandated by building management for security and applies to all guests staying at the property.
- Guests must be 25 years of age or older to book.
- Strict NO VISITOR policy.
ACCESS TYPE
⊳ Guests will have access to the entire 2nd-floor loft apartment. Building access is via a street-level front door (physical key provided) and a private penthouse elevator that opens directly into the unit — no shared hallway, no common corridor.
PROPERTY LAYOUT
FLOOR 2 (Single-Level Open-Concept Loft):
⊳ Living Room: Sofa bed, Hisense Smart TV, functional fireplace, thermostat, near 360-degree window views.
⊳ Kitchen: Stove, oven, microwave, refrigerator, freezer, Keurig coffee maker (open to living area).
⊳ Bedroom 1: King bed, Samsung Smart TV, closet.
⊳ Bedroom 2: Double bed, Samsung Smart TV, closet.
⊳ Bathroom: Toilet, shower, bidet, washer, dryer
HIGHLIGHTS
⊳ Historic downtown Louisville building dating to the 1800s (originally a bank — vault still preserved in basement).
⊳ 1,800 sq ft open-concept loft with near 360-degree window views of downtown.
⊳ Private elevator opens directly into the unit — no shared hallways or neighbors at your door.
⊳ Sleeps up to 6 across a king bed, a double bed, and a queen sofa bed.
⊳ Functional fireplace for cozy evenings.
⊳ Samsung Smart TVs in both bedrooms + Hisense Smart TV in the living room.
⊳ Fully equipped kitchen with full-size appliances and Keurig coffee maker.
⊳ In-unit washer & dryer — ideal for longer stays.
⊳ Walkable to Whiskey Row, 4th Street Live, KFC Yum Center, Louisville Slugger Museum, and Waterfront Park.
⊳ Two fire extinguishers + carbon monoxide / smoke detectors for safety.
ACCESSIBILITY
⊳ Single-level loft unit located on the 2nd floor — accessed via the building's private penthouse elevator. No internal stairs.
Guest Access:
PARKING:
⊳ Street paid/metered parking only — downtown location. No dedicated spots.
ENTERING THE HOME:
⊳ Street-level front door uses a physical key. Private elevator requires a physical elevator key (guests turn it off when inside — no key = no floor access).
The Neighborhood:
Nearby Popular Spots (approx. drive/walk times)
⊳ Whiskey Row (Old Forester, Evan Williams, Angel's Envy) ~ Walking Distance
⊳ 4th Street Live ~ 2 Minute Walk
⊳ KFC Yum Center ~ 3 Minute Walk / 1 Minute Drive
⊳ Louisville Slugger Museum & Factory ~ 4 Minute Walk / 1 Minute Drive
⊳ Muhammad Ali Center ~ 5 Minute Walk / 2 Minute Drive
⊳ Kentucky Science Center ~ 5 Minute Walk / 2 Minute Drive
⊳ Waterfront Park ~ 8 Minute Walk / 3 Minute Drive
⊳ NuLu ~ 4 Minute Drive
⊳ Norton Hospital ~ 4 Minute Drive
⊳ UofL Hospital ~ 4 Minute Drive
⊳ Bardstown Road (Highlands) ~ 8 Minute Drive
⊳ Churchill Downs ~ 10 Minute Drive
⊳ Louisville Mega Cavern ~ 14 Minute Drive
⊳ Kentucky Expo Center ~ 15 Minute Drive
⊳ Louisville International Airport (SDF) ~ 12 Minute Drive
Breakfast / Coffee Spots
⊳ Biscuit Belly (Whiskey Row) ~ 2 Minute Walk
⊳ Toast on Market ~ 5 Minute Walk
⊳ Butchertown Bakery ~ 6 Minute Drive
Lunch Spots
⊳ Mayan Café ~ 3 Minute Drive
⊳ Feast BBQ ~ 4 Minute Drive
⊳ Garage Bar ~ 4 Minute Drive
⊳ Jeff Ruby's Steakhouse ~ 2 Minute Walk / 1 Minute Drive
Dinner Spots
⊳ Doc Crow's (Whiskey Row) ~ 1 Minute Walk
⊳ The Eagle ~ 4 Minute Drive
⊳ Decca Restaurant ~ 4 Minute Drive
⊳ Jack Fry's ~ 8 Minute Drive
⊳ Against the Grain ~ 5 Minute Drive
Bourbon Distilleries
⊳ Old Forester ~ 1 Minute Walk
⊳ Evan Williams ~ 2 Minute Walk
⊳ Angel's Envy ~ 4 Minute Walk
⊳ Kentucky Peerless ~ 5 Minute Drive
⊳ Rabbit Hole ~ 5 Minute Drive
Bars
⊳ Hell or High Water ~ 3 Minute Walk
⊳ Meta ~ 4 Minute Walk
⊳ Proof on Main ~ 5 Minute Walk
⊳ Taj Louisville ~ 5 Minute Walk
⊳ Haymarket Whiskey Bar ~ 4 Minute Drive
Getting Around:
GETTING AROUND:
▻ We recommend Uber or Lyft. We have not had any issues with either.
EVENT OR TOUR OPTIONS:
▻ If you are looking for a tour guide or event transportation in the area, please let us know! We would be happy to help.
Other Things to Note:
We take pride in offering a clean, comfortable, and welcoming space for your stay. The home is professionally cleaned and well-maintained, though minor signs of age may be present as this is a well-loved home rather than a hotel-style property. If anything needs attention, we’ll address it promptly to ensure a stress-free visit. We kindly ask that you treat the home as your own, and guests are responsible for any damages or loss, which should be reported immediately.
HOUSE RULES:
▻ WE ONLY ACCEPT GUESTS THAT ARE 25 YEARS OLD AND ABOVE
▻ NO Visitors allowed.
▻ Please do not unplug any electronics that are currently connected. Unplugging devices may result in a $100 fee.
▻ STRICTLY NO PARTIES, NO GATHERINGS, NO UNAUTHORIZED GUESTS, and a security deposit of $500 to $1,000 USD applies for local guest bookings.
▻ Please observe quiet hours between 10 PM and 8 AM
▻ Strictly No Smoking. Smoking of any kind, including cigarettes, cigars, e-cigarettes, vaping devices, or illegal substances, is prohibited anywhere in the property. Any violation may result in the immediate termination of your reservation without a refund, plus a $500 smoking violation fee to cover additional cleaning and remediation costs.
▻ Kindly keep noise and all activities neighbor-friendly, and avoid any community disturbance. Excessive noise, disruptive behavior, or any activity that disturbs the surrounding community may result in the immediate termination of your reservation without a refund plus a violation fee of $500.
▻ NO pets allowed. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning.
▻ Visitors and unauthorized guests are generally NOT allowed.
By booking this property, you agree to follow all rules and guidelines outlined in the listing. Failure to comply may result in a $500 fee, charged to the credit card used for the reservation.
POLICIES:
▻ Early Check-In – We’ll do our best to accommodate! Same-day requests depend on our cleaning team, and for future stays, the only guaranteed option is booking the prior night (if available).
▻ Luggage Drop – Luggage drop may be accommodated before check-in, but it is not guaranteed and must be approved by the host in advance. Approval depends on availability, cleaning schedule, and whether the property is ready for access.
▻ Late Check-Out – Late check-out is not guaranteed and requires host approval. Standard checkout applies unless approved. To guarantee a later stay, book the next night if available. Unauthorized late check-outs incurs violation fees.
▻ Package Delivery – We cannot guarantee safe or timely receipt of packages sent to the home. For reliability, we recommend using a local pick-up location or requesting doorstep delivery if sending items here.
▻ Pet Policy – NO pets allowed. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning.
▻ Third-Party Bookings are NOT permitted. The person making the reservation must be the primary guest staying at the property. Reservations made on behalf of someone else may be canceled or terminated without a refund if they do not comply with this policy.
▻ Mail Back Service - If you forget something, we can mail it back for a $50 fee (as long as it’s not an oversized item)
▻ Cancellation - Cancellation refunds will be based on your booking's cancellation policy
▻ There are exterior cameras installed above the front doors, overlooking the hallway to the entrance. It is on and recording 24/7 to help ensure the safety of you and the property during your stay.
Interaction with Guests:
We provide a direct contact number during your stay.
Amenities at Exclusive Downtown retreat w/ stunning city views!
Non-smoking
No pets allowed
Family friendly
Map of Jefferson County, KY
$$$$
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