Title: City Charmer near Historic OldTown Winchester. - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # City Charmer near Historic OldTown Winchester. Vacation home in Winchester with kitchen and patio ## Photo gallery for City Charmer near Historic OldTown Winchester. ![Exterior - City Charmer near Historic OldTown Winchester. (Winchester)](https://images.trvl-media.com/lodging/25000000/24180000/24177200/24177114/974b6539.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - City Charmer near Historic OldTown Winchester. (Winchester)](https://images.trvl-media.com/lodging/25000000/24180000/24177200/24177114/823b0f85.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets - City Charmer near Historic OldTown Winchester. (Winchester)](https://images.trvl-media.com/lodging/25000000/24180000/24177200/24177114/eefbe709.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - City Charmer near Historic OldTown Winchester. (Winchester)](https://images.trvl-media.com/lodging/25000000/24180000/24177200/24177114/15251e60.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail - City Charmer near Historic OldTown Winchester. (Winchester)](https://images.trvl-media.com/lodging/25000000/24180000/24177200/24177114/d166ee74.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Nestled in the heart of Historic Old Town Winchester, this charming 1950's cottage style home offers a peaceful retreat with a large backyard and patio. Take advantage of the fully-equipped kitchen, charcoal grill, and laundry facilities or explore nearby restaurants, bars, shopping venues. ## Reviews 10 Exceptional ### Entire home 2 bedrooms1 bathroomSleeps 4800 sq ft ## Popular amenities - Parking available - Dryer - Barbecue grill - Washer - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### City Charmer near Historic OldTown Winchester. Renovated 1950's cottage style home. Enjoy a small house with a great front porch and a large backyard with patio. Just minutes to drive and about 10-15 minutes to walk to Historic Old Town Winchester which includes numerous restaurants, bars, shopping, and often some kind of event like the Shenandoah Apple Blossom Festival! Our house is located about 65 miles West of Washington D.C. if you're looking for a day trip to the big city or just sit back and relax right here in our small town. This home was my grandma's home so even with a fresh new look, it will always be special to me. I visited my grandma in this home for over thirty years and always admired the character of it. While renovating, it was so important to me to keep some of that original charm--from the custom-made cabinets to the original hardwood floors; It's all there just spruced up a bit! Our home has two bedrooms--a queen size bed, full bed, and a pull out sofa with queen size mattress. We also have a pack & play for infants. The kitchen has all the cooking essentials, microwave and a Keurig machine for coffee. There is also a charcoal grill out back. Laundry is available in the basement. The steps are steep so please be careful. ## Property amenities ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee/tea maker - Cookware, dishware, and utensils - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Bathtub or shower - Hair dryer - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - DVD player - TV ### Outdoor areas - Charcoal grill - Garden - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Cobblestone flooring in public areas - Hardwood flooring in public areas - Smoking not allowed - Note from host: Smoking/Vaping is permitted outdoors only. ### Services and conveniences - Iron/ironing board ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Garden - Unit size: 800 square feet ## Similar properties ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/37000000/36190000/36189100/36189076/1addf58b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Colonial Getaway near Old Town Historic Winchester Winchester - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 33 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=36189076&PinnedHotelID=36189076&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106330000/106326000/106325979/b9eee300.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming 2-bedroom house with Gorgeous Views in serene Middletown Middletown - Kitchen - Washer - Dryer - Pet-friendly 9.6 Exceptional 15 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=106325979&PinnedHotelID=106325979&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, stereo](https://images.trvl-media.com/lodging/115000000/114690000/114683300/114683299/1ca873ee.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New - The Skyline Flat Front Royal - Kitchen - Pet-friendly - Free WiFi - Air conditioning 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=114683299&PinnedHotelID=114683299&HadPinnedHotel=true®ionId=-1&adults=2) ![Apartment (0 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94957500/94957474/8557790a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Virginia Retreat w/ Canoe, Pets Welcome Rileyville - Kitchen - Pet-friendly - Parking included - Free WiFi 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=94957474&PinnedHotelID=94957474&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33120000/33110300/33110221/901f0183.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### ANS Inn & Suites Winchester - Pet-friendly - Parking included - Free WiFi - Air conditioning 7.4 Good 67 reviews CA $87 CA $104 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-24&endDate=2025-12-25&selected=33110221&PinnedHotelID=33110221&HadPinnedHotel=true®ionId=-1&adults=2) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364026/5a07226c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The George Washington Hotel, A Wyndham Grand Hotel Old Town Winchester - Pool - Spa - Free WiFi - Restaurant 9.4 Exceptional 1,007 reviews CA $175 CA $199 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-17&endDate=2025-12-18&selected=1364026&PinnedHotelID=1364026&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 3:00 PM Contactless check-in available ### 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 Information provided by the property may be translated using automated translation tools ### Rules If more than one vehicle, please park any additional cars across the street. No additional guests are allowed at the home that are not on reservation without approval from host. Please be respectful of neighbors. No loud music or noise. Thank you ### Pets Pets not allowed ### Children and extra beds Children are welcome Note from host: Do not allow children to lock doors without adult. ### Events No events allowed ### Smoking Smoking is not permitted Smoking/Vaping is permitted outdoors only. ## 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 indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock 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 City Charmer Historic Oldtown Winchester House City Charmer Historic Oldtown House City Charmer Historic Oldtown Winchester City Charmer Historic Oldtown City Charmer Near Historic Oldtown Winchester City Charmer near Historic OldTown Winchester. City Charmer near Historic OldTown Winchester. Winchester ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=39.189587,-78.152245&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:_bfnFnb_%7CM%3FS%3FS%3FS%40S%40S%3FS%40U%40Q%40SBS%40SBS%40SBSBSBSBQDSBSDQDQBSDQFQDQDSFQFQDQFQFQFOFOHQFOHQFOHOHMHQHMHOJMHMJOHMJMJMJMJKHKLMJKJKLKJIJKLKLILILIJILGLILGNGLILELGNELGNELELENENELCNCNCLCNCNALCN%3FNANANAN%3FL%3FN%3FN%3FN%3FN%3FN%40N%40L%40N%3FNBN%40NBLBNBLBNBNDLDNDLDNDLFLDNFLDLHLFNFJHLFLHLHLHJHLJLJJHLJJJJJJLJJJJJLJLJLHLJNHLJLHNHLHPHLFPHLHPFNFPFNHNFPFPDPFPDPFRDPDPDPDRDPBRDPBRDP%40RBRBRBRBR%40R%40RBR%40P%3FT%40R%40R%3FR%40R%3FR%3FR%3FR%3FTAR%3FRARAR%3FRARCRARARCRCRCRCRAREPCREPCREPEREPEPEPGPERGPEPGNGPIPGNGPGNININGNININININKLILKNILKLKJKLKJKLKJKLKJMJKHMJMJKHMFMJMFMHKFOHMFMFMFOFMDMFODMDODMBODODMBOBMBO%40OBO%40O%40M%40O%40O%3FO%40O%3FO%3FO%3FM%3FOAO%3FOAOAOAMAOCOAMCOCOCMEOEOCMEMEOEMGOEMGMGMGOGMIMGMIKGMKMGMIMKKKKIMKKKKMMKIMKKKMKKKMIMKOIMKMIOIOIOIOIMGQIOGOIQGOGQGQGOEQGQGSEQEQGQEQCSEQEQCSESCQCSCSCSASCSASCSASASAS%3FSASAS%3FS%3FU%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=O1HAGmI_AhgGIA-RKDnw5uAXdj8=) Winchester, VA #### What's nearby - Jim Barnett Park \- 12 min walk \- 1.1 km - Bright Box Theater \- 16 min walk \- 1.4 km - Patsy Cline Historic House \- 19 min walk \- 1.6 km - Shenandoah Valley Discovery Museum \- 19 min walk \- 1.6 km - Shenandoah University \- 2 min drive \- 2.1 km #### Getting around - Martinsburg, WV (MRB-Eastern West Virginia Regional) - 23 min drive #### Restaurants - ‪McDonald's - ‬15 min walk - ‪Pizzoco Pizza Parlor - ‬19 min walk - ‪Arby's - ‬13 min walk - ‪Wendy's - ‬14 min walk - ‪Piccadilly's Public House & Restaurant - ‬13 min walk ## Frequently asked questions ### Is City Charmer near Historic OldTown Winchester. pet-friendly? ### How much is parking? ### What time is check-in at City Charmer near Historic OldTown Winchester. ? ### What time is check-out at City Charmer near Historic OldTown Winchester. ? ### Where is City Charmer near Historic OldTown Winchester. located? ## Have a question? 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