City Charmer near Historic OldTown Winchester.

Top rated by guests
Most favorited
Exterior detail
Dining
Dining
Private kitchen
Private kitchen
review stars
10.0Outstanding
(59 Ratings)
"The house was fantastic. Everything was as advertised and the neighborhood is extremely quiet. Only 1 mile from Old town Winchester too."
Marc H.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(59 Ratings)

House in Winchester, VA

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
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About this house rental

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.

Amenities at City Charmer near Historic OldTown Winchester.

Free WiFi/internet
Air conditioning
Non-smoking
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Microwave
Washing machine
Dryer
Patio
Kitchenware
No pets allowed
Garden
Oven
Stove
Laundry services
Bath or shower
Ironing facilities
Towels
Hairdryer

Map of Winchester, VA


Ratings and reviews

10.0 / 10.0
Outstanding(59 Ratings)
10.0 / 10.0Outstanding·Oct 2025
The house was fantastic. Everything was as advertised and the neighborhood is extremely quiet. Only 1 mile from Old town Winchester too.
10.0 / 10.0Outstanding·May 2024
I was looking for a nice home base, with a washer and dryer during a hiking trip to Shenandoah and came across Crystal’s place. The home was just as the listing described and more. The welcome sign was a nice touch, as was the jug of water, coffee machine and the cork board of suggested restaurants. Such a cute home too in the middle of a nice neighborhood! Highly recommend
10.0 / 10.0Outstanding·Oct 2023
Me and a buddy stayed a few days in Winchester to tour the nearby battlefields and attractions in town. House was in a nice neighborhood that is a five minute drive or 15-20 minute walk to Old Town. Bedrooms were clean and comfortable. The host was super responsive and helped us out with multiple suggestions. Thanks so much, Crystal! I would like to revisit Winchester at some point (didn’t quite get to see everything we wanted) and would definitely stay here again.
5.0 / 10.0·Feb 2021
"The City Charmer" is the perfect place for your Winchester stay! It is centrally located and convenient to interstates and the downtown pedestrian mall.The house is clean, cozy and has everything you need whether you want to use it as a "home base'" to explore the area or just relax on the amazing porch. Crystal is a wonderful host and most responsive to any questions you might have. We have stayed here many times and never been disappointed!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at City Charmer near Historic OldTown Winchester.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is City Charmer near Historic OldTown Winchester. pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at City Charmer near Historic OldTown Winchester.?

We found 22 amenities for this rental. This includes free wifi/internet, air conditioning, non-smoking, tv, and coffee/tea maker.


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