[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # 2nd Story Historic Downtown 2BR with Modern Amenities Lakefront apartment in Winchester with kitchen ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69760000/69755500/69755411/a46f7754.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/70000000/69760000/69755500/69755411/8fb3c5ba.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69760000/69755500/69755411/6908cecc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Onsite parking](https://images.trvl-media.com/lodging/70000000/69760000/69755500/69755411/989abbee.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Onsite parking](https://images.trvl-media.com/lodging/70000000/69760000/69755500/69755411/dd023c20.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Step into this historic two-bedroom apartment in downtown Winchester, Kentucky. This 150-year-old building combines old-world charm with modern amenities like a fully remodeled European Wet Room bathroom and kitchen. 9.0 Wonderful ### Entire apartment 2 bedrooms1 bathroomSleeps 5 ## Popular amenities - Kitchen - Parking available - Pet-friendly - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire apartment to yourself and will only share it with other guests in your party. ### 2nd Story Historic Downtown 2BR with Modern Amenities Experience this unique and historic two bedroom apartment in the heart of downtown Winchester Kentucky. This building is over 150 years old and rich in history in the community, however, features modern amenities to ensure an amazing stay. This building is immediately across the street from the historic clocktower courthouse. You'll feel right at home in the fully remodeled bathroom (European Wet Room), kitchen and bedrooms. You'll also feel plenty of old world charm. Walking distance to all! ## Property amenities ### Internet - Available in the apartment: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Microwave - Oven - Refrigerator - Spices - Stovetop ### Bedrooms - 2 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 1 bathroom - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Entertainment - TV ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - One pet total (up to 50 lbs per pet) ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In the city center - In the mountains - On a lake ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101040000/101036900/101036870/d0c2a8e7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 1800’s Historical Log Cabin near I-75 Interstate Lexington - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 47 reviews CA $168 CA $333 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=101036870&PinnedHotelID=101036870&HadPinnedHotel=true®ionId=-1&adults=2) ![Private kitchen](https://images.trvl-media.com/lodging/109000000/108570000/108566500/108566456/8b2dee1f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Perch - NEW / Downtown! 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Paris - Kitchen - Free WiFi - Air conditioning - Outdoor space 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=114867520&PinnedHotelID=114867520&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 1:00 PM ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total (up to 50 lbs per pet) Restrictions apply; for more information contact the property at the number on the booking confirmation Note from host: We love our animal guests. ### Children and extra beds Children are welcome Note from host: All ages welcome. ### 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property 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 ### Property is also known as 2nd Story Historic Downtown 2BR With Modern Amenities Apartment 2nd Story Historic Downtown 2BR With Modern Amenities Winchester ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=37.996655,-84.178406&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:eb%7DfF%60bx%60O%3FS%3FS%40S%3FS%40S%40S%3FS%40SBS%40S%40SBQBSBS%40QBSDSBQDQBSDQDQDQDQDSFQDOFQDQFQFOHQFOFOFQHMHQFMHQHMHOHMJOHKJOHMJMJMJKJMJKJKJKJKLIJKLKLIJKLILGLILIJGNILGLELGNGLGLENELENELCNENELANCLCNCNANCNALANAN%3FN%3FNAN%3FN%3FL%40N%3FN%3FN%40N%40N%40LBN%40NBLBNBNBLBNDNBLDLDNDLDNFLFLFLDNFLHLFLHJHLHLFLJLHJJJJLHJJLJJJHJJLLJHLJLHLJNHJJNHNHLHNHNHLFPHLFPFNHNFPFNFPDPFPFNDPDRDPFPBPDPDRBPDPBRBRBPBR%40RBP%40RBR%40R%40R%40R%3FR%40R%40R%3FR%3FR%3FR%3FP%3FR%3FRARAR%3FRARARARCRARCPARCRCPCRCREPCPEREPCPGPEPEREPGNGPEPGPGNGPINGNGPILGPILINIPIJINKNIJKNILKLILMJKLIJKJMJKJMHKLKHMHMJMFMHKHMHMFMHOFMDMFMFOFMDODMDMDOBODMBOBODM%40OBO%40MBO%40O%40O%40O%3FO%3FM%40O%3FO%3FOAO%3FO%3FOAMAOAOCOAOCMAOEMAOEOEMCOEMEOEMEMGOGMGMEMGOIKGMIMIMGMIKKMIMIKMMIKKKKKKKKKMKKKMKMIMKOIKKOIMIMIOIQGMIQIMGQGOGOIQGOGQEQGQEOGQESEQEQEQEQCSEQCQESCQASCSCSCQASASCSAS%3FSASAS%3FSAS%3FS%3FQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=e-HHydZlSU4eOunVtAVfiRkU8Ug=) Winchester, KY #### What's nearby - Bluegrass Heritage Museum - 6 min walk - 0.6 km - Clark Regional Medical Center - 2 min drive - 2.4 km - Lykins Park - 4 min drive - 3.4 km - Southwind Golf Course - 5 min drive - 5.1 km - Fort Boonesborough State Park - 13 min drive - 14.7 km #### Getting around - Blue Grass Airport (LEX) - 31 min drive #### Restaurants - ‪Taco Bell - ‬3 min drive - ‪Dairy Queen - ‬4 min walk - ‪Clark's Pump-N-Shop - ‬8 min walk - ‪96 Truck Stop - ‬4 min drive - ‪Tacos Luna Y Mas - ‬9 min walk ## Frequently asked questions ### Is 2nd Story Historic Downtown 2BR with Modern Amenities pet-friendly? > Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details. ### What time is check-in at 2nd Story Historic Downtown 2BR with Modern Amenities? > Check-in begins at 1:00 PM. ### What time is check-out at 2nd Story Historic Downtown 2BR with Modern Amenities? > Check-out is at 10:00 AM. ### Where is 2nd Story Historic Downtown 2BR with Modern Amenities located? > Located in the heart of Winchester, this apartment building is steps from Clark County Courthouse and Winchester Opera House. Bluegrass Heritage Museum and College Park are also within 15 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 2nd Story Historic Downtown 2BR with Modern Amenities Reviews 9.0 ### Wonderful All reviews shown are from real guest experiences. Only travellers 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.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 9.4 Cleanliness ### 9.2 Location 10 - Excellent 9 8 - Good 3 6 - Okay 0 4 - Poor 0 2 - Terrible 1 ### 10/10 Excellent #### RADENE B. Sep 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great little place My daughter and I had a wonderful stay. The rental had everything we needed. The location was close to everything. ##### RADENE B. Stayed 3 nights in Aug 2024 ### 10/10 Excellent #### Elizabeth W. Apr 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice little apartment conveniently located Great spot. Easy drive to outdoor activities. Several places to eat and drink nearby. Host very responsive. Hope to stay here again! ##### Elizabeth W. Stayed 3 nights in Apr 2024 ### 10/10 Excellent #### Irvin C. Jul 16, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Very nice Love the place ##### Irvin C. Stayed 4 nights in Jul 2024 ### 8/10 Good #### John J. Dec 10, 2024 Liked: Cleanliness, communication, location, listing accuracy #### Well worth the money Great place to stay... i feel like it wasnt advertised as well as it could have been. We loved the gas fireplace. Was concerned about check-in as i hadnt heard from the owner, but within a day of our arrival i reached out and the owner was always fast and responsive at that point. Any concerns vanished. What a great location! ##### John J. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### Linda P. May 8, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Interesting and unique- very clean! Fantastic ##### Linda P. Stayed 2 nights in May 2024 ### 10/10 Excellent #### Angelique D. Apr 5, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Historic charm. Charming historic building. The floors creak and have a slight lean, as would be expected in a 150 yr old building. Modern comforts all located in historic downtown Winchester. Walking distance to boutique shopping, cafes and activities. Beds were comfy too. ##### Angelique D. Stayed 3 nights in Mar 2023 ### 2/10 Terrible #### Brad H. Jun 14, 2024 Disliked: Cleanliness, check-in, communication, location, listing accuracy #### Never got in! Never had a bad VRBO experience until this one. We booked this property 2 weeks in advance of our trip but never heard from property owner until we reached out to personal number. By the time they got back with us about how to enter the property, it was too late for us to reasonably make our trip. We communicated as such and asked for a partial refund to which there was no reply. Enjoy your free pay day!! Disappointing and frustrating. Would not recommend ##### Brad H. Stayed 1 night in Jun 2024 ### 8/10 Good #### Kyile M. Aug 10, 2024 Liked: Cleanliness, location, listing accuracy Disliked: Check-in ##### Kyile M. Stayed 2 nights in Apr 2024 ### 10/10 Excellent #### Brian M. Nov 2, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great location We had a great stay, the unit has lots of charm and is very cozy. We enjoyed the walkability to great local shops and restaurants. It's within a short driving distance to other great areas to check out! ##### Brian M. Stayed 3 nights in Oct 2023 ### 10/10 Excellent #### Brandon Feb 27, 2023 ##### Brandon Stayed 1 night in Feb 2023 ### 8/10 Good #### Susan F. Oct 12, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome historic property The host is most helpful. The staircase is a bit daunting. The historic building has charm with wifi convenience. ##### Susan F. Stayed 5 nights in Oct 2022 ### 10/10 Excellent #### Mallory M. May 15, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### GREAT Experience Susan and Joel were AMAZING to work with. They are responsive, kind and the apartment was amazing. The location was great, we were there during the summer concert series and we were right in the middle of it. Live music, food, drinks. We could walk everywhere we needed to go. It was perfect. I would definitely stay there again. ##### Mallory M. Stayed 2 nights in May 2022 ### 10/10 Excellent #### Max I. Nov 14, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Lovely stay This spot was great! Right in the middle of cute downtown Winchester! I would definitely recommend this spot to anyone! ##### Max I. Stayed 2 nights in Nov 2021