Monthly Rentals in Shelter Island Heights

Kevin was an incredible kind, welcoming and responsive host. The home is everything and more than we could wish for in a rental. It is cozy and comfortable. Kevin spared no expense to outfit the home with tasteful furniture, bedding, housewares. It was a real treat and we will be back soon.

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!

Such a relaxing atmosphere! Quiet and nestled within nature. The view and hot tub were my favorites. The coffee station was an added bonus:) Monica and Stanley were very responsive. If you’re looking for R&R this is the place.

Kate’s place was perfect—down a quiet and private road but close to everything Shelter Island has to offer. The apartment was cozy and comfortable with all the necessities. Kate was very responsive when needed but you also have privacy. Lovely stay—I hope to come again!