Winchester Vacation Rentals

"Our stay was great! We stayed for 2 days while in town for a high school graduation. The house is perfect for a small family and has everything you need for a comfortable stay. It's located within walking distance to downtown, which was very convenient. The hosts were attentive and friendly. We would definitely rent again if needed."

"Very nice the owners have thought about everything! We were very impressed of the inside of the house. Highly recommend!"

"Very clean, very homey, and the property manager was very friendly and accommodating. We absolutely loved the seclusion! If you are looking for someplace quiet, this is the place! Would definitely stay here again!"

"We had such a charming stay at this quaint little house! It’s an older home, but that just adds to its cozy character. The space had everything we needed for a comfortable visit, from the thoughtful touches to the well-stocked essentials. If you’re looking for a place that feels welcoming, homey, and full of charm—this is it!"

"House was just as advertised. It’s an older house but well maintained. Had everything we needed and more."

"Perfect place for our family to stay for the weekend. Comfy& clean."

"This is a beautiful, historic home that is comfortable and welcoming. The decor and information provided about the rooms and former residents was very interesting. We enjoyed our stay! "