Search Cottages in Winchester

"This pearl of an oasis is on Pearly Pond with a breath-taking view of Mount Watchusett. Nestled in a quiet cove, it is still close to local amenities, trails and restaurants. The cabin has everything a person could image to bring on vacation such as nice cookware, beach towels, and games. The home boasts a lovely screened in porch and a beautiful dock with canoe and kayak. We highly recommend this cabin. Gary and Linda are consumate hosts!!"

"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."

"Sportsman's Pond and Blueberry Cottage provided the ideal location for disconnecting from the noise and busyness of every day life. The pond was beautifully serene, without outboard motors, jet skis, etc. The fall colors were gorgeous. The hosts provided every sort of watercraft one might want. I kayaked everyday exploring the shoreline and watching for birds. The cottage was well equipped, the bed was comfortable and an assortment of chairs and couches were available for lounging, viewing the...

"Lovely home with a small dock in a large pond! Kayaks in the back yard. Beautiful looking out to the pond. Very comfortable home. Hosts are very responsive. We would definitely stay here again. Nice job!"

"The property is lovely. It suited our needs and fully equipped. "

"This property was great. Wonderfully modern lake front home. Recommend renting the pontoon to fish for larger fish. Kayaks, Paddleboards, great restaurants and sauna. Picture perfect scenery. "

"Easy hand's off check in and great communication with the host. The cottage itself was lovely - my friends and I were in town for a wedding and it was the perfect accommodations! Would definitely stay here again! "

"We really enjoyed our stay at this peaceful cottage on the lake. We wanted to enjoy nature, unplug, and do some fishing and this location did not disappoint. Even though it rained it did not deter us from enjoying the dock and fishing. The next night we used the fantastic natural sauna and I swear my skin feels softer. We also used the firepit on site. Jim was an awesome host and easy to communicate with. We did not have any issues and would return in a heartbeat. "