Search Vacation Homes in Shelter Island

"Absolutely beautiful home with everything you need for an enjoyable vacation. The host was a pleasure to work with making sure we were comfortable with our accommodations. Definitely a great place to stay. "

"Perfect house for a trip to the North Fork! Very clean and newly refinished. The place had everything we needed for the weekend and the host was very friendly. Great location! "

"Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!"

"We had an amazing weekend at Jill’s ranch. There were 7 of us - 4 adults and 3 teens. Everything was clean and well equipped - whether making meals, watching movies, enjoying morning coffee on the porch while watching horses, it was lovely. Jill and her property manager were available at check-in and for any questions. Highly recommend staying here."

"This home was amazing! We stayed here for most of the week so we could participate in USCGA graduation activities. The home had everything we could possibly need (including a diffuser for my curly-haired daughter). The labels in the kitchen made it super easy to find and put things away. We enjoyed chatting at the fire pit and warming up in the hot tub after a very chilly graduation day. Would absolutely stay here again."

"Apartment was great for 2 couples and a baby. The location was amazing, 5 min walk to everything! Beds were super comfy!"

"Great job "

"Perfect cottage house, well-appointed!"

"Overall, my girlfriends and I had a good stay at this accommodation. Transparently, there were some hiccups in communication between the property manager and I in the week leading up to our trip that were not clearly stated in the home's description prior to us booking our stay, however, I felt that they were able to address my concerns and came up with solutions that felt satisfactory to my group and I. The property manager was overall understanding and receptive to my feedback through our...

"We stayed for a weekend while out east for a wedding. The property was lovely and exactly as pictured."

"The aptly named Charming East Hampton Cottage was a beautiful oasis with lush gardens and comfortable accommodations. The host was very gracious and friendly and communicated with us as soon as we booked the home. My only regret was that we couldnt stay longer."