Exclusive Downtown retreat w/stunning city views! | Apartment in Louisville
2 Bedroom Apartment in West Main Historic District, Louisville
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:
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:
▻ Please do not unplug any electronics that are currently connected. Unplugging devices may result in a $100 fee.
▻ Strictly NO PARTIES. A security deposit of $500 applies for local guest bookings.. A security deposit of $500 applies for local guest bookings.. A security deposit of $500 applies for local guest bookings..
▻ Please observe quiet hours between 10 PM and 8 AM
▻ Strictly NO SMOKING
▻ Kindly keep noise and activity neighbor-friendly.
▻ NO pets allowed. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning.
▻ Visitors and unauthorized guests are 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 – We may be able to accommodate luggage drop, subject to prior host approval.
▻ Late Check-Out – Let us know by the day before. To guarantee a late check-out, the following night would need to be booked. Please note, unapproved late check-outs may incur a $50/hour fee, and check-outs at 12 PM or later will be considered an extra night’s stay.
▻ 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. Undisclosed pets will result in a $200 penalty fee to cover professional cleaning.
▻ Third-Party Bookings - We cannot accept bookings made on behalf of someone else.
▻ 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 - To receive a full refund, you must cancel within 24 hours before check-in. Any cancellations after this window will be charged according to the number of nights stayed.
▻ 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.
Exclusive Downtown retreat w/stunning city views! is located in West Main Historic District. Exclusive Downtown retreat w/stunning city views! provides accommodation, featuring TV, Child Friendly, Internet, among other amenities. This Apartment features TV, Child Friendly, Internet, to make your stay a comfortable one.
Exclusive Downtown retreat w/stunning city views! has 2 Bedrooms , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Apartment because of the excellent services rendered by the owner or manager of this Apartment, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Apartment has a friendly neighborhood, and the West Main Historic District has interesting places to visit. If you want to learn more about the Apartment in West Main Historic District, such as places to visit and things to do nearby, you can check below to learn more.
Amenities
Facility Overview
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Air conditioning
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Heating
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Shampoo
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Shower
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Hair dryer
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Bed sheets provided
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Dining table
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Living room
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Stovetop
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Cookware/dishes/utensils
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Dishwasher
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Coffee/tea maker
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Microwave
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Refrigerator
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Oven
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Washing machine and dryer
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Onsite parking
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No pets allowed
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Smoke-free property
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TV
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Unit size: 1800 sq ft (167 sq m)
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English
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Iron/ironing board
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WiFi available
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Fire extinguisher
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Smoke detector installed (host has indicated there is a smoke detector on the property)
Policies
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited property registration number lic-stl-26-00305 safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
FAQ's
Is this West Main Historic District apartment pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the West Main Historic District apartment have a swimming pool?
No, this West Main Historic District apartment does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in West Main Historic District apartment?
Best-rates for the West Main Historic District apartment starts from $266 per night with includes Internet, Kitchen, Security/Safety, Wellness Facilities, Fireplace/Heating, Laundry, Air Conditioner, Parking, TV, Child Friendly with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is West Main Historic District apartment a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this apartment Good or guests have recommended them suitable for families. As reported by the owner or manager, the apartment has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the West Main Historic District apartment wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the West Main Historic District apartment has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the West Main Historic District apartment?
Based on the information reported by the owner or manager, the West Main Historic District apartment indicates 1 day stay policy at this apartment. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for West Main Historic District apartment?
Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.