Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has indicated that there is a carbon monoxide detector on the property

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher

Our family has been coming to Shelter Island for 12 years. We used to rent every summer and decided to buy 3 years ago. We found house we loved on a quiet street that reminds us of our childhood. Our 3 kids love riding their bikes around the neighborhood and beyond. We often ride or walk to the beach in the morning and then sometimes fish or golf in the afternoon. Shelter Island is one of the few places in the area that makes you feel like you have transported into a different time. A quieter time. It is easy to reconnect and read a book or play a board game when all of your day-to-day worries were left behind as you boarded the ferry.

5 Pennys Path is special to us because it is a charming house with a pool in a neighborhood that is pretty much self contained. We had a vision for the home and opened up the living area when we redid the kitchen. We also redid the two bathrooms so it feels very new inside. The pool is a big attraction and, fortunately, there is nice flat yard also. We like our neighbors and everyone in the area is very friendly. The location is great. We sometimes don't use the car unless we are going grocery shopping or to play golf. The Silver Beach area is one of the nicest parts of Shelter Island and Shell Beach is probably the best kept secret (shh) on the Island. There is so much to do there including swim, fish, shell, play sports or just relax.

The new kitchen, bathrooms and central AC make our home a very easy place to be. The pool right off the back room allows for hours of fun for the family. The house has an open floor plan that allows families to stay connected to each other (instead of the their devices). The location is great for anyone who likes to walk or ride bikes. The neighborhood is unique in that there are 3 parallel roads connected at either end so there is no reason for anyone to enter unless they are a resident or visitor. The Silver Beach area has great quiet beaches and nice fishing. You can walk to Bootlegger's Alley and watch the sunset in less than 5 minutes which, by the way, is a really nice way to end the day. Town and Sunset Beach are short bike rides (and very short drives) away so most major attractions are right nearby. This is a special place to us and we hope it will be to you!