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Browse Select Wenham Cottages

Enjoy a serene garden retreat with a patio, lush plants, and a wooden deck leading to the house.

"The cottage is cozy and quaint as described and includes all of the important necessities for an enjoyable stay. Janet and Mike are fabulous hosts--great communication, very kind and helpful!! Their number one goal as hosts is to have guests feel welcome and enjoy the beauty of Rockport and the surrounding areas :) Thank you Janet and Mike!! A++ rating :)"

"The trip was for my parent's 50th wedding anniversary. They said the place was wonderful and that they had an excellent time!"

"Beach cottage perfect for our needs. Great location, convenient to going everywhere including walking to the beach! Super easy check-in! Great rental."

Enjoy live performances and events in this grand hall with a stage and seating area.

"Great place to stay, and plan to go again."

Enjoy a serene beach experience with calm waters and a wide expanse of sandy shore.

"Perfect little cottage for my husband and I and our two dogs. Lots of day trips to see the sites and walk the dogs. Denise is a great host and easy to communicate with. Loved our stay, would definitely recommend!"

Staircase leads to an upper level, flanked by pendant lights and a door to another room.

"much needed respite!"

"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!"

Walk along the designated beach pathway, marked by blue and white stripes, to the ocean's edge.

"Plum island is an amazing combination of beach fun and nature immersion. The cottage was cozy and more spacious than the pictures indicated, located a short walk away from two beach access points. The AC was also excellent, which isn’t always the case for beach rentals. This cottage is perfect for a relaxed vacation and I couldn’t recommend it enough. "

Enjoy live performances and presentations in this elegant auditorium with a grand piano and ocean views.

"Beautiful spot to enjoy a few days on the beach!"

Enjoy al fresco dining on the deck surrounded by lush greenery and trees.

Situated on a rocky shoreline, this historic building offers a picturesque setting with a sandy beach and calm waters.

"Property was just as described and pictured in online listing. It is a charming and cozy home with a beautiful view. It is conveniently located near Good Harbor Beach and downtown Gloucester. "

Enjoy cooking in this well-equipped kitchen with a dishwasher, oven, microwave, and stove.

"Even better in person, host had great hospitality, very clean, quiet, and lovely place to stay! We loved it!"

Relax in a serene oceanfront setting with lounge chairs and a shaded area amidst lush greenery.

"The cottage is in a beautiful quiet location. The parking and walk to the cottage was as described. The views were incredible! Definitely will return next year"