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City Charmer near Historic OldTown Winchester.

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Photo gallery for City Charmer near Historic OldTown Winchester.

Exterior
Interior
Outdoor dining
TV, DVD player
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 474 sq m

Popular amenities

  • Parking available
  • Barbecue grill
  • Washer
  • Outdoor space
  • Air conditioning
  • Kitchen

Explore the area

Map
Winchester, VA
  • Museum of the Shenandoah Valley
    ‪4 min drive‬
  • Shenandoah University
    ‪5 min drive‬
  • Winchester Medical Center
    ‪6 min drive‬
  • Martinsburg, WV (MRB-Eastern West Virginia Regional)
    ‪23 min drive‬

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About the area

Winchester

In Winchester .Your stay at this Winchester vacation home places you within a 10-minute walk of Friendship Park and Apple Valley Square Shopping Center. Also, Nalls Farm Market is within half a mile (1 km) and Northpark Shopping Center is within 2 miles (3 km).
View more Vacation homes in WinchesterOpens in a new window

What's nearby

  • Shenandoah Valley Discovery Museum - 2 min drive - 1.9 km
  • Apple Blossom Mall - 4 min drive - 3.2 km
  • Museum of the Shenandoah Valley - 4 min drive - 2.8 km
  • Shenandoah University - 5 min drive - 4.6 km
  • Winchester Medical Center - 6 min drive - 4.6 km

Getting around

  • Martinsburg, WV (MRB-Eastern West Virginia Regional) - 23 min drive

Restaurants

  • ‪Arby's - ‬13 min walk
  • ‪McDonald's - ‬15 min walk
  • ‪Pizzoco Pizza Parlor - ‬20 min walk
  • ‪Wendy's - ‬14 min walk
  • ‪Subway - ‬16 min walk

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 manager

Crystal Ford

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The Queen of Winchester Three Bedroom with Upper Level Deck

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  • Outdoor space
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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

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Cobblestone flooring in public areas
  • Smoke-free property
  • 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

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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: Do not allow children to lock doors without adult.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

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

City Charmer near Historic OldTown Winchester. Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 57 out of 59 reviews
Rating 8 - Good. 2 out of 59 reviews
Rating 6 - Okay. 0 out of 59 reviews
Rating 4 - Poor. 0 out of 59 reviews
Rating 2 - Terrible. 0 out of 59 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Jerry H.

Liked: Cleanliness
Stayed 4 nights in Oct 2024

10/10 Excellent

natalie s.

Liked: Cleanliness
Great place in Winchester!
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
Stayed 2 nights in May 2024

10/10 Excellent

Seth M.

Liked: Cleanliness
Cute cozy place
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.
Stayed 3 nights in Oct 2023

8/10 Good

Dawn W.

Liked: Cleanliness
Exceptional historical home.
We were treated like gold by the owner and loved being there. The only things I can see needs improvement are due to the beautiful shiny old hardwood floors a large area rug in the dining room and hallway. The sound level is very high. One or two comfy chairs as well. And a nightlight suggestion for travelers overall because the bathroom entry is very dark without it. But it's truly a gem and we are grateful to have found it and this meticulous caring owner.
Stayed 2 nights in Sep 2023

10/10 Excellent

Eve B., Pittsburgh PA

Liked: Cleanliness
Perfect "City Charmer"
This house is lovely. Spotlessly clean and well cared for. We had just stayed at a Ritz Carlton the previous week and I swear the beds were just as comfortable. Location was great, the view off of the front porch is so welcoming. Walk to town was convenient and we loved all of the recommendations from the owner. Would have loved to stay longer. Highly recommend.
Stayed 2 nights in Sep 2023

10/10 Excellent

Kathy S.

Liked: Cleanliness
Perfect Getaway
A friend and I had a very nice visit to Winchester and found this rental to be comfortable and convenient. It’s several blocks from the Historic District, but we walked there and back with no problem. Everywhere we went we found people to be pleasant and friendly. We enjoyed lunch at El Centro in the Historic District and a delicious dinner at Everest Indian Restaurant on Berryville Ave. The owner, Crystal, is very helpful and responsive. This is a place I would definitely return to at another time.
Stayed 3 nights in May 2023

10/10 Excellent

Kelly S.

Liked: Cleanliness
Wonderful
Great stay. Host was amazing and easy to communicate with. House was perfect! Close to all the sights and restaurants.
Stayed 2 nights in Apr 2023

10/10 Excellent

Edward V., Sterling, VA

Liked: Cleanliness
Quiet and cozy
Very well kept two-bedroom house on a quiet street across from the local elementary school. Lacks a dishwasher, but that wasn't really an issue. This was a perfect spot for a quiet retreat. Hosts were very welcoming and responsive.
Stayed 5 nights in Mar 2023

10/10 Excellent

Dawn V.

Liked: Cleanliness
Cozy and Quaint
What a great cozy space. The location was great as it was central and close to college campus that we were visiting. It had everything we needed and communication with the host was very easy.
Stayed 2 nights in Feb 2023

10/10 Excellent

Francine R., Santa Clarita, CA

Liked: Cleanliness
Winchester Winter Vacation 2022
We had a great time in Winchester visiting family for the start of the Christmas season! This charming little house was perfect for my husband and I and so close to family and Old Town Winchester. Crystal even set up a Christmas tree and outdoor decorations to give the home that extra charm for the holidays. The rooms were roomy enough. The kitchen had ample space to cook when we didn’t feel like going out for dinner. Very tidy, clean, and comfortable during our 10-day. Thank you again, Crystal, for your hospitality. We hope to come back again!
Stayed 9 nights in Dec 2022

10/10 Excellent

Elizabeth W.

Liked: Cleanliness
Perfect for girls' getaway
Those front porch rockers are what drew me in and we were not disappointed! The City Charmer did indeed charm us and was the perfect location for a girlfriends' weekend getaway. Cozy, easy access to town, an owner who made sure everything was just right ... we couldn't have asked for more. Would definitely return here next time we venture to Winchester!
Stayed 2 nights in Oct 2022

10/10 Excellent

Kathryn V.

Liked: Cleanliness
National Park trip
Great place to stay and relax after a great day on a National Park adventure This house is close to Shenandoah National Park, Caverns and Harpers Ferry.
Stayed 4 nights in Sep 2022

10/10 Excellent

Ellen B.

Liked: Cleanliness
Charming and comfortable
Fantastic experience, clean and quiet. Close to old town and walking mall. Would come back without hesitation!
Stayed 4 nights in Sep 2022

10/10 Excellent

Jennifer S.

Liked: Cleanliness
Good Weekend Stay
Enjoyed a pleasant weekend with my husband at City Charmer. I had not visited Winchester in many years and was delighted to find this clean, quiet home in a peaceful neighborhood within easy walking distance of Old Town. Crystal was kind enough to turn the excellent AC on before our arrival, & we were delighted to sit on the roomy front porch each evening, relaxing and enjoying the Mayberry-like neighborhood. While the rooms are small, the home has been updated nicely. We especially appreciated the good water pressure in the tub/shower combo. Overall, a quiet, convenient little cottage with a home town feel. Nice stay.
Stayed 2 nights in Aug 2022

10/10 Excellent

Grant T., Alloa Scotland UK

Liked: Cleanliness
Relaxing Time
The property was wonderful and met all our needs for a chilled vacation in Virginia and had easy access to Winchester Old Town. The host (Crystal) helped us greatly in addition to the facilities available. Her responses were always quick and just overall a really good person to deal with. This is an ideal place if you are visiting Winchester.
Stayed 10 nights in Jun 2022

10/10 Excellent

Michelle L., PALM HARBOR

Liked: Cleanliness
Beautiful home and close to downtown Winchester
Great location. Quick walk or Uber drive to downtown Winchester. Perfect little getaway. Home is cute and very inviting.
Stayed 4 nights in Feb 2022

10/10 Excellent

Bruce S.

Liked: Cleanliness
Super
Any complaints I had were very minor. Overall I could hardly ask for a more convenient and restful week.
Stayed 7 nights in Apr 2022

10/10 Excellent

Sheilah C.

Liked: Cleanliness
Book launch Event
The property is walking distance from Old town Winchester. The bed was comfortable, the house is nice and cozy. I have one suggestion, it would be nice if there was another mirror in the house. Maybe over the dressers in the bedrooms. We will definitely be back.
Stayed 3 nights in Apr 2022

10/10 Excellent

Cami J.

Liked: Cleanliness
Great little places, near town
Quiet and close to town. Property owner checked in and was very informative about everything. It was decorated for Christmas. I felt very at home here and will definitely be coming back!!
Stayed 12 nights in Dec 2021

10/10 Excellent

Mary S.

Liked: Cleanliness
Family wedding
Was the perfect location for our event . Close to all and very nice quiet neighborhood
Stayed 4 nights in Nov 2021

10/10 Excellent

Laureen M., Richmond, VA

Liked: Cleanliness
Perfect Girl’s Getaway
Everything about renting this cottage was perfect. Crystal was very accommodating and communicative during the rental process. The cottage is exactly as pictured. Perfect for a small group to enjoy exploring Winchester’s battlefields, wineries, breweries, restaurants, and black box theatre. About a twenty minute walk to Old Town. Plenty of parking on streets and in a parking garage if walking isn’t for you. The cottage has a beautiful front porch with four rocking chairs. Perfect for enjoying an afternoon cocktail or morning coffee. The cottage is on a quiet part of the street across from a school. Very comfortable beds, sofa and linens. Very good water pressure in the shower! A compact cottage that is very well appointed for a short vacation. If you are looking for a perfect getaway - this cottage is for you!
Stayed 2 nights in Oct 2021

10/10 Excellent

Scott S., Henderson, NV

Liked: Cleanliness
Small Cute Cottage
We stayed in this small home while visiting my daughter and her family. This is home s located in a quite neighborhood. Very well kept older home. Very comfortable beds. I highly recommend this home.
Stayed 4 nights in Jul 2021

10/10 Excellent

Jeffrey C.

Liked: Cleanliness
Convenience
Easy from start to finish. Great location to take day trips from and convenient to shopping and restaurants. Nice place to come home to and relax. There were only three of us which was the right amount of people to be comfortable.
Stayed 5 nights in Aug 2021

10/10 Excellent

valerie c.

Liked: Cleanliness
Great cozy little house.
This house was just what we needed for our stay in Winchester! We especially enjoyed its proximity to Old Town. Will stay here again!
Stayed 3 nights in Jun 2021

10/10 Excellent

robin b.

Liked: Cleanliness
Virginia getaway
House was very nice and clean and close to Old Town in Winchester. Everything was right there for us in the house and very convenient. We would definitely stay again.
Stayed 4 nights in May 2021