Search Vacation Homes in Windsor

"It was well situated for the activites we had planned. They said they would be fixing windows & AC this summer which would be a great imporvement. Good communication, Very clean. Thanks!"

"Cute little home felt very comfortable "

"I booked this property for a birthday weekend for my adult children and I. I wanted a house close to a lake and also hiking, and this was perfect! The home had everything we needed to relax, enjoy the outdoors, and have a great stay. The fishing was excellent and the sup was used by everyone! We met lovely people at the beach and ended each day at the firepit. The property was pet friendly, and there were even dog treats for us upon arrival! I would recommend this property for its location,...

"Great place to stay very clean and secured"

"My friend and I were excited to get away during the New years week. We got everything from warm mid 40s to 6 inches of snow and low 20s. We were looking for a cozy cabin with a fireplace/stove and some outdoors for our dog. This was exactly what we wanted. I was able to do some excellent trout fishing nearby and some great hikes on DEC trails in State Forests, which were right up the road. The kitchen worked great and the cabin has a cozy feel with an open concept. The owner, Angelo was super...

"Great property... apparently it was an old general store in the middle of this small, quaint town. The living space is stunning, completely renovated and modern. Communication with Adam was fantastic, highly recommend!!!"

"Thank you!"

"We had a great stay! The house was the perfect size for our family trip. We had a problem with the door lock but Brenda was very quick to assist us! She was very quick to respond to our messages. We enjoyed our stay at Smiley Hollow!"

"Excellent experience, clean and well maintained property."

"We are a group of college friends who have been getting together for over forty years. We’ve stayed at a variety of places over the years and now, with 3 generations attending, we need larger accommodations. I think we’ve found our place. Lovely setting. Clean, comfortable rooms. Plenty of bathrooms! We had perfect weather but even if there were rain, the front veranda offers lots of space to hang out. (A few rocking chairs would be nice for the babies and grandparents.) Overall, a lovely...

"We had a wonderful gathering of friends for two nights here. The big kitchen was a centerpiece in the main house and we enjoyed the beautiful entertainment lodge. The kids had a wonderful time. I highly recommend tubing in town at OARS. The river was pristine and it was a highlight for us. Thank you for hosting our group."