Luxury Properties for rent in Shelter Island, New York

Escape to this serene and stylish summer haven on prestigious Ram Island. Nestled behind a gated, tree-lined driveway, this charming 3-bedroom home is complemented by a separate...

Presented by Maz Crotty | Sotheby's International Realty - Southampton Brokerage

Stunning new modern home with an abundance of natural light throughout. 4 bedroom, 3 bath home with plenty of room for your loved ones. Home has a large open living space with oak...

Presented by Maz Crotty | Sotheby's International Realty - Southampton Brokerage

Superb one level home on a quiet street close to Silver Beach. Easy living and excellently styled throughout with large eat in kitchen, great sunroom for summer living, open...

Presented by Maz Crotty | Sotheby's International Realty - Southampton Brokerage

In our beloved 2,350 acres of Mashomack Nature Preserve, there are a handful of residences. At the end of this long private road through this preserve, one can find this...

Presented by Tina Marika Kaasik | Daniel Gale Sotheby's International Realty

A stunning architectural jewel in Pandion, this freshly built, never-before-lived-in residence is both design-forward and deeply inspiring. Clad in arctic pine tongue-and-groove...

Presented by Jenny Landey | Sotheby's International Realty - East Hampton Brokerage

Welcome to your ultimate summer escape. Tucked away on 2 lush, private acres along the shimmering waters of Coecles Harbor, this fully renovated 1800s farmhouse offers the perfect...

Presented by Lidia Murphy | Sotheby's International Realty - East Hampton Brokerage

Come and enjoy all Shelter Island has to offer. This lovely 3 bedroom home has been skillfully turned into the perfect summer spot with every amenity who could list! Gunite Pool,...

Presented by Maz Crotty | Sotheby's International Realty - Southampton Brokerage

Discover the perfect island getaway in this spacious 4-bedroom, 2-bathroom home tucked away on a large, serene lot. Surrounded by mature landscaping, the property features a...

Presented by Mackenzie Needham | Daniel Gale Sotheby's International Realty

Classic Cape Cod Retreat Near Shell Beach Enjoy summer on Shelter Island in this charming Cape Cod–style home with tranquil water views just across the street and easy access to...

Presented by Debra Von Brook-Binder | Daniel Gale Sotheby's International Realty

This wonderful traditional home in the Silver Beach neighborhood has everything you could need for an amazing summer on the water - deep water dock and access to West Neck Harbor...

Presented by Maz Crotty | Sotheby's International Realty - Southampton Brokerage

This spectacular spot in Silver Beach offers the perfect place to get away from it all and enjoy the views all day long! Wake up to see the sparkling bay and idle away your days...

Presented by Maz Crotty | Sotheby's International Realty - Southampton Brokerage