Search Vacation Homes in Winchester

"Great location! Easily walked to the towns main attractions, shopping and coffee shop. Parking was a bit confusing with the snow piles. House was clean with strong retro vibes. Basement game room had a lot of broken items which was disappointing but overall met our weekend needs."

"Beautiful home, we had a great stay! Thank you!"

"Absolutely loved this place. It was so peaceful and quiet. We had daily visits from deers, squirrels, hawks and even a praying mantis. I would love to own this property."

"The property had everything needed. Heat and air, washer dryer, dishwasher. The absolute most awesome thing is the view. This property actually has three porches. A sunroom with TV and seating, a screened-in porch which is lovely and has a table and chairs for dining, and the back porch/deck walkway. It has seating and a grill. The view from every window in the house is amazing! The house feels remote yet there are neighbors if there was an emergency. My only caution is when pulling into the...