Search Cottages in Shelter Island

"Stay was relaxing, space was very cozy. we enjoyed our stay. "

"Cute place, very clean"

"We booked last minute as we decided to join family staying in Old Lyme. This cottage was just perfect for our needs. My husband and I along with our 19 year old stayed here. Clean, newly remodeled and amenities to meet our needs for a 3 day beach retreat. Simple, but practical. Close to beach and a/c was a treat during the heat wave! ⭐️⭐️⭐️⭐️⭐️"

"Cozy cottage, good location, nice access to the Sound."

"We had a magical Christmas here. I fulfilled a lifelong dream to host my family for Christmas Eve Smorgasbord and the jigsaw puzzle had all of the pieces! "

"This rental is so unique with the 2 sides, and was absolutely perfect for our wedding weekend. We had the groom’s friends staying on one side, and my friends staying on the other side. The two sides are connected through the sunroom and the backyard space is great which made bringing the whole group together so easy. The setup was also perfect for me to get ready on my own separate side the day of the wedding so that my now husband wouldn’t see me. The decor and cleanliness of the house were...

"Before my trip even began, communication with Bill was exceptional. Bill was very responsive throughout my entire 3 day stay. The entire house was recently renovated, and I can tell not only did they invest a lot of money in the renovation, but they were very thoughtful in all the upgrades they made. The neighborhood is also very peaceful. Whether you make a left or right, you’re only a couple blocks from the beach. My wife and I really enjoyed staying at this house. It was perfect for us as a...

"Perfect stay in Madison. Beautiful location. Clean and comfy house. Will be back!"

"Terrific location. 1 block from the beach."

"Excellent experience. Great host. Clean, inviting property near beach. Cozy home. Good value. Will stay again. Thank you. "

"My family enjoyed staying at this lovely property. The backyard was especially great! My kids splashed in the heated pool and jumped on the trampoline every day! The location was ideal and very close to the beach. We would definitely return. "