Search Cottages in Shelter Island

"We really enjoyed our stay at your fairy tale cottage. It is truly a zen experience with a creative flow of mixed culture. Mark and Eunyoung are very pleasant hosts and contribute to the peaceful vibes. They are both very accommodating, and you're welcome immediately. The location is central and convenient to various points in the Hamptons."

"Has everything you need for 2, for a Summer stay. (The portable heater didn't keep up with the December evenings)."

"I was in the area for my niece's college graduation at Wesleyan University and loved the chance to explore this beautiful part of the country. Being so close to the water in Old Saybrook was amazing, and the house itself was both fresh and cozy. The hosts were very responsive, and the only issue (which they acknowledged in advance) was that a portion of the fence was missing, due to a recent storm. That said, they were up front and apologetic, knowing that I'd booked because my dogs were along....

"You have the opportunity to attend a graduation party at the Hamptons, where everyone had to find their own accommodations. The location is essentially located to town to the water and beautiful scenic paths. The host insured that the home was exceptionally clean and amenities provided. Not to mention accommodating due to last-minute change in schedule."

"Beautiful studio apartment and truly a retreat from our busy work schedules. Nice response from host when we had questions. Lovely location and truly inspiring..."

"Tucked away near the sound….a piece of paradise ! Truly a beautiful place to unwind and enjoy all the North Fork has to offer . Centrally located on the North Fork, but easy access to a spectacular beach . You will leave refreshed & trying to figure out how soon you can return ."

"I booked this for a sister weekend. It was perfect for what we needed. It appears that the house was built to be a summer getaway, so it is pretty basic and no frills and comes with all the creaks and quicks of an older house. The living room is perfect for hanging out and the four chairs make it easy to rearrange to suit your needs. The kitchen is nicely stocked with everything you would need to stay with a family and the dining room is spacious enough to easily accommodate everyone staying...

"This cottage is so adorable and just a short walk to the beach and a local convenience store. This makes it easy to park the car and just walk to get coffee and such. We stayed in October so not much open this time of year, but we were in the area for a family wedding so not much time to hang out anyway. This was the first time I've rented on Vrbo, so I wasn't sure what to expect as have read a lot about obnoxious owners with tons of rules, but Brett is super-chill with only a couple of things...

"What a beautiful relaxing weekend getaway with friends. The view was beautiful and the place was clean and comfortable. We would stay here again!"

"Relaxing and beautiful sunset views , Clean and floor plan one floor plan was perfect ! Spacious and so nice to relax on this vacation ! Close to everything we needed !"

"First and foremost the inlet is awesome for the family...we spent the week playing in the giant puddles ..it was the perfect intro to the ocean! At high tide we grilled and enjoyed the backyard! Super friendly neighborhood.. multiple public beaches in walking distance..house has everything you need and nothing you don't to enjoy a quick family get away!"

"The property was okay except washer & dryer were out of order and hot water wouldn't stay a steady temperature, also the toaster didn't work. But the major issue we had was with a schizophrenic man that lives next door who was intimidating us and was very angry, he even came right up in the front doorway when we were in the house. Talked to host about man having a key to the place and not feeling safe to spend a second night. Host knew all about man but would not refund our second night, so we...

"Lovely little cottage, very responsive host, we had a relaxing and enjoyable stay."

"Returning to this property with our dog. Love being near the water and still close to everything. Brunch at Love Land is minutes away. My dog loves wineries and there are many dog friendly options near by. Dinner at North Fork Table is not far away. Highly recommend!"

"My friends and I had a great time staying at this adorable cottage! The beach is so close and the parking pass is a lifesaver! We also loved making a fire and relaxing in the backyard. There was plenty of room in the kitchen to cook while spending time together. Will definitely book again!"

"The lake house was a perfect retreat, perfectly located to town, train, trails and beach. We can’t wait to visit again !"