Monthly Rentals in Gardiners Island

Had a wonderful stay at this beautiful home on the North Fork. Stayed off-season-calm, peaceful and relaxing setting with breathtaking views of the bay. The cottage had everything I needed and felt cozy and welcoming immediately. And very clean. Andrew was friendly, efficient and well organized. I highly recommend this cottage to anyone looking for some R and R!

Anastasia is a wonderful host. Will keep this listing handy whenever we need accommodation again.

Incredible place to stay as a solo traveler. Clean, organized and efficient space with everything you could possibly need on site ! Amazing host with such knowledgeable recommendations for the surrounding area. Would absolutely stay here again & could not recommend more.

It’s rare for an Airbnb to exceed expectations, but Jennifer’s place truly did. This was, without a doubt, the best Airbnb I’ve ever stayed in. The home features modern finishes, thoughtful furnishings, and more than enough space to comfortably accommodate a large group. It was spotless, well-organized, and free of unnecessary clutter. The location is ideal — just a short walk through quiet neighborhoods to reach anywhere in Greenport. Compared to local hotels, this property is an exceptional value at a fraction of the cost. For families traveling with children, the bunk room and a well-stocked closet full of toys were a wonderful bonus that helped keep the little ones entertained. 10/10 would recommend!