Charming Victorian Apartment | Downtown Winchester — Winchester, KY — vacation rental

Charming Victorian Apartment | Downtown Winchester

Nightly
📍 Winchester, KY, US
→Book direct~$120
Per night · ~ estimatesHow we estimate

Step into this charming Victorian apartment in the heart of downtown Winchester, KY. The 2-bedroom, 1-bath layout features a cozy living room with a decorative fireplace and smart TV, a fully equipped kitchen, and in-unit laundry. Both bedrooms offer blackout curtains and reading chairs; the shared bath includes a shower and soaking tub. Pets welcome! Free parking behind the building and on the street. The perfect base for exploring Winchester's local scene and the Kentucky countryside.

About the Home

NOTE: After booking confirmation, you will receive a short pre-arrival form from property management to be completed prior to arrival. ACCESS TYPE: ▻ Guests will have access to the entire 1st floor apartment. PROPERTY LAYOUT: FIRST FLOOR ▻ Living Room: Smart TV, decorative fireplace, stackable washer/dryer, Keurig coffee maker ▻ Kitchen: Electric stove, oven, microwave, full-size refrigerator, dishwasher ▻ Bedroom 1: 1 Queen bed, closet, reading chair, blackout curtains, ceiling fan ▻ Bedroom 2: 1 King bed, Smart TV, walk-in closet, reading chair, blackout curtains ▻ Bathroom: Full bath — shower + soaking tub + toilet + sink, linen closet HIGHLIGHTS ▻ Charming ground-floor apartment in a beautifully preserved 1900 Victorian building ▻ Cozy living room with decorative fireplace and smart TV ▻ Fully equipped kitchen with electric stove, dishwasher, and full-size refrigerator ▻ In-unit stackable washer and dryer — no laundromat runs needed ▻ Both bedrooms feature blackout curtains and reading chairs for restful nights ▻ Full bath with both a shower and a soaking tub ▻ Self check-in via smart locks on front and back doors ▻ Ample free parking — 5+ spots behind the building plus street parking ▻ Pet-friendly — dogs welcome! ▻ Downtown Winchester location, steps from local dining and shops ACCESSIBILITY ▻ Ground-floor, single-level apartment with no interior stairs. Steps going up the entry door.

Good to know

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, 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. ▻ Please ensure pets are cleaned up after. ▻ 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 – We’re happy to welcome pets! A $150 non-refundable fee applies, plus $50 for each additional pet. This helps cover the extra deep cleaning to keep the home fresh for all guests. ▻ 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 door and above the back door. It is on and recording 24/7 to help ensure the safety of you and the property during your stay.

The Neighborhood

🌳 Surrounding Area ▻ Downtown Winchester Core — 2 min walk (Main St shops, local restaurants, local character) ▻ Ale-8-One Bottling Company — 5 min drive (birthplace of Kentucky's iconic local soda) ▻ Fort Boonesborough State Park — 20 min drive (historic fort, Kentucky River access, camping) 🍽️ Dining & Cafes ▻ Main Street Winchester restaurants — 2–5 min walk ▻ Local cafes and eateries in downtown Winchester — walkable 🏘️ Nearby Towns & Cities ▻ Lexington, KY (Horse Capital of the World) — 20 min drive (dining, bourbon, horse farms) ▻ Richmond, KY — 20 min drive (Eastern Kentucky University, shops) ▻ Paris, KY — 20 min drive 🍷 Bourbon & Spirits ▻ Woodford Reserve Distillery — 35 min drive ▻ Kentucky Bourbon Trail distilleries (via Lexington) — 20–60 min drive 🏞️ Outdoors & Day Trips ▻ Red River Gorge Geological Area — 45 min drive (world-class hiking, rock climbing, natural arches) ▻ Natural Bridge State Resort Park — 55 min drive ▻ Daniel Boone National Forest — 45 min drive ▻ Kentucky Horse Park (Lexington) — 25 min drive

Guest Access

PARKING ▻ 5+ dedicated outdoor parking spots available behind the house off the alley at no charge. Free street parking available along S Maple St. ENTERING THE HOME ▻ The Home is Accessed Via Self Check-In Using a Smart Lock with a Unique Code Per Guest.

Your host

From the host
This host hasn't said how they take bookings yet. Before you pay, ask how they take payment and what their cancellation policy is.

House Rules and Terms

Treat property as you would want your property to be treated.

What this place offers

Safety & cleaning 5Family, pets & fun 7Parking & access 4Tech & work 3Pool & outdoors 2Kitchen & dining 14Comfort & essentials 20Rules & details 2
Carbon monoxide detector
Cleaning products
Fire extinguisher
First aid kit
Smoke detector
Baby bath
Board games
Children’s books and toys
Crib
High chair
Pack ’n Play/travel crib
Pets allowed
Free parking on street
Garage
Private entrance
Single level home
Laptop friendly workspace
TV
Wireless Internet
Garden or backyard
Outdoor seating (furniture)
Coffee
Coffee maker
Cookware
Dining table
Dishes and silverware
Dishwasher
Freezer
Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster
Wine glasses
Air conditioning
Bathtub
Bed linens
Body soap
Ceiling fan
Clothing storage
Conditioner
Dryer
Essentials
Extra pillows and blankets
Hair dryer
Hangers
Heating
Hot water
Indoor fireplace
Iron
Room-darkening shades
Shampoo
Shower gel
Washer
Long term stays allowed
Suitable for events

More homes nearby

Booking and price

Book on
the host's own site (venturebnb.guestybookings.com). CielStay links you there and charges no fee.

Property sourced from Guesty • View original listing • •

$115/ night
GuestsUp to 6
Bedrooms2
Bathrooms1

House Policies

✓Pets welcome
Guests2
Pets0
📅 No current calendar from the host's site
→Book direct~$120
Per night · ~ estimatesHow we estimate