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Compare 7 Cottages in Winchester with updated reviews, rates, and availability.

"We stayed here for a weekend in the fall to use as a place to stay outside of Indy. It was a beautiful spot, especially with all the fall leaves. The owner was super responsive to any questions I had beforehand. Would definitely recommend!"

SAR 837 total

includes taxes & fees

25 Dec - 26 Dec

"What a nice little place. Everything we needed. Didn't really use the kitchen this trip since there is family in the area but looked nicely furnished. House has been nicely updated but the older home ambiance is still there. Would love to stay again if I am back in the Richmond area and not traveling with my dogs as I usually do."

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Interior of Gym- Basketball, Volleyball, Pickleball, Dodgeball

"Very clean beautiful house great layout the gym was in constant use basketball volleyball and pickleball will definitely go back "

"Our family was very pleased with this property. It was convenient, clean and comfortable. Just what we needed to spend a few days with family over Thanksgiving. We definitely would consider booking again. "

"My father, husband, children (21, 16), their two friends (19, 18) and myself all immensely enjoyed our stay. We grew up in neighboring Henry County, so we were somewhat familiar with this area even though we had not been here in several years. We needed accommodations as we had a family wedding to attend this particular weekend, and the property was absolutely perfect for us to stay the weekend and beyond. Nestled into the woods, we enjoyed the comforts of tranquility and privacy, along with...