Search Cottages in Winchester

"We stayed at this lovely cottage on our trip to Salem,Ma and it is conveniently located within about 20 mins to Salem. While we were not visiting Salem we ventured around Gloucester and visited many delicious restaurants and viewed the ocean. 10/10 recommend and look forward to coming back!"

"My wife and I had a terrific stay here. This cottage style house was appointed with everything we needed to make our stay comfortable. The area itself was super quite and very safe. We were able to use the community pool and hot tub ( very clean ) and even tried our hand at pickleball. The owner was super nice and made himself available by phone or email if we needed anything. If you like clean, safe, and fun places to stay this would be it."

"Summer was the most amazing place. It is so charming. It has everything you could want. A cool restaurant, a General Store, beach volleyball, basketball, tennis, a gym, two pools and a hot tub. It is also complete with a beach are and a large pond/lake that has canoe and kayaks available. Another perk is the gated community. The cottage was charming, super comfortable, and stocked with anything you could possibly want. It is also conveniently located to other attractions. The owner was super...

"My wife literally did not want to leave John's cottage at Summer Village. John updated and his wife tastefully decorated their cottage and thought of everything including spices, toiletries, swim toys and a fully stocked kitchen allowing for great home cooked meals. The location is very quiet and private abutting a nature preserve and the neighbors were friendly and welcoming. We swam in the pool and played on the beach every day. John promptly answered any questions we had and offered...