[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # Pretty Little Apt by the Train II Apartment in Winchester ![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/4d85dcf4.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/ccd1e83b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Private kitchen](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/6944d33b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/0531b121.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/76000000/75860000/75853400/75853307/d904aaa0.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Welcome to this charming downtown apartment, full of light and personality. Enjoy your morning coffee on the porch swing, listening for the train in the distance. The main bedroom has a queen-sized bed and large closet, plus a turntable with vinyl records to set the mood. 10 Exceptional ### Entire apartment 1 bedroom1 bathroomSleeps 2 ## Popular amenities - Air conditioning - Free WiFi ## 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. ### Pretty Little Apt by the Train II This little place is just plain charming. Lots of light and personality. Wonderful alternative to the typical hotel experience. Fabulous for short term rental needs. Come enjoy Downtown Flat screen TV/ Record Player FREE PARKING/WIFI Near Piccadillys Pub, the Walking Mall, our beautiful and historic library, Shenandoah Univ. -5 minute Winchester Med Center -5 min DC. -1.5 hr Skyline Drive -30 min Free Parking too ! Reach out on social media if you need more. Michele Bouve Hoffman The space This vintage apartment above downtown shop is just plain charming. It is decorated with lots of light - and personality! Enjoy your morning coffee on the porch swing and wait for the train to come by. The main bedroom has a queen sized bed and large closet. There is a turntable and some vinyl there for your enjoyment. Many guests have been delighted with their stays and have said that the apt. is more spacious than it looks in pics . ## Property amenities ### Internet - Available in the apartment: WiFi ### Bedrooms - Bedroom - Bedsheets provided ### Bathroom - 1 bathroom - Hair dryer - Soap - Toilet paper - Towels provided ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Porch ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### 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 ![Interior](https://images.trvl-media.com/lodging/108000000/107220000/107216300/107216300/w1118h1128x0y0-c29ed3e7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Rosamond nice downtown studio apt Winchester Historic District - 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Old Town Winchester, a neighborhood in Winchester, is home to this apartment. Shenandoah Valley Discovery Museum and Nalls Farm Market are local attractions and those in the mood for shopping can visit Apple Valley Square Shopping Center and Northside Station Shopping Center. Looking to enjoy an event or a game while in town? See what's going on at Summit Point Motorsports Park, or consider a night out at Barns of Rose Hill. [Visit our Winchester travel guide](https://www.expedia.ca/Winchester.dx6056879) [View more Apartments in Winchester](https://www.expedia.ca/Winchester-Apartments.d6056879-aaApartments.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=39.18658,-78.164345&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:eoenFbna%7CM%3FQ%3FU%3FS%3FS%40S%40S%40U%40Q%40S%40SBS%40SBSBSBSBSBQBSDQDSBQDSDQDQFQDSDQFQFQFOFSFOFOFQHOFQHMHQHMHQHMHOHMHMJOJMHMJMJKJMJKJMLKJKJKLIJKLKJILILILILGLILGLGNILELGLELGNENELENELENCNCLCNCNCLANANANANALAN%3FN%3FN%3FN%3FN%3FN%3FL%40N%40N%40N%40N%40L%40NBNBLBNBNBLDNDNDLDLDNFLDLFLDNHLFLFLHLFLHLHLHJHLJJJLHJJJJLJJLJJJLJJJLHLJNHLJLHLHNHLHPHLHPHLFPHNFPFNFPFPFNFPFPDPDRFPDPDPDRBPDRDPBRBPBRBRBRBR%40R%40RBR%40R%40P%40T%40R%40R%3FR%3FR%3FT%3FP%3FR%3FT%3FR%3FRARARARARARCRARARCRCRCRCRCPCREPERCPEREPEPGPEPERGPGPGNGPGPGNGPINGNINININIPILINILKLILKNILKJKLKJKLKJMLKJKJMHKJMJKHMFMJMFMHMHMFMFOFMFMFMDOFMDMDODOBMDODOBMBOBO%40MBO%40O%40O%40O%40M%3FO%40O%3FO%3FO%3FO%3FOAM%3FOAOAOAOAMCOAOCMCOCOEMEOCMEOEOEMGMEMGMGOGMGMGMIMIMGMKMGKIMKKKMIKKKKMMKKKMKKKMKKIMKMKOIMIMIOIMIQIOIOIOGOIOGQGOGOGSGOGQGQESEQGQEQEQESCQESEQCSCQCSCSCSCSASCSASASASASASAS%3FS%3FS%3FU%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=3d520w9I_RiuKn0sRsDjpCirJ6s=) Winchester, VA ### What's nearby - Shenandoah Valley Discovery Museum - 8 min walk - 0.7 km - Museum of the Shenandoah Valley - 19 min walk - 1.7 km - Shenandoah University - 3 min drive - 2.4 km - Apple Blossom Mall - 4 min drive - 4.2 km - Winchester Medical Center - 5 min drive - 3.9 km ### Getting around - Martinsburg, WV (MRB-Eastern West Virginia Regional) - 29 min drive ### Restaurants - ‪The Hideaway Cafe - ‬4 min walk - ‪Piccadilly's Public House & Restaurant - ‬1 min walk - ‪Paladin Downtown - ‬2 min walk - ‪Water Street Kitchen - ‬6 min walk - ‪Roma Old Town Wood-Fired Pizzeria - ‬5 min walk ## Frequently asked questions ### Is Pretty Little Apt by the Train II pet-friendly? > No, pets are not allowed at this property. ### How much does it cost to stay at Pretty Little Apt by the Train II? > As of Oct 20, 2025, prices found for a 1-night stay for 2 adults at Pretty Little Apt by the Train II on Oct 21, 2025 start from CA $182.26, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Winchester-Hotels-Pretty-Little-Apt-By-The-Train-II.h75853307.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at Pretty Little Apt by the Train II? > Check-in begins at 3:00 PM. ### What time is check-out at Pretty Little Apt by the Train II? > Check-out is at 12:00 PM. ### Where is Pretty Little Apt by the Train II located? > Located in Old Town Winchester, this apartment building is within a 10-minute walk of Handley Regional Library, Old Court House Civil War Museum, and Bright Box Theater. Mt Hebron Cemetery and Stonewall Jackson's Headquarters are also within 10 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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