Luxury homes for rent in Shelter Island, New York

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

Great Shelter Island traditional home in Hilo Shores with a charming wrap around porch. Set up on a hill this spacious home has lovely kitchen, living room, separate den and...

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

This wonderful cottage on bucolic Shelter Island has been recently renovated and is now available for summer rental. With spacious kitchen with dining table, island seating and...

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

This lovely 3 bedroom and 2 bath home has been fully renovated, open living space with kitchen and dining area, sun room which leads out to deck, three bedrooms and two baths...

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

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

Also Available: Oct 4K, Nov 4K, Dec 4K This bucolic property on quiet Shelter Island offers the most peaceful environment. The lovely home was curated over the years by an...

Presented by Leslie Reingold | Sotheby's International Realty - Bridgehampton Brokerage

Beautifully renovated and furnished and now ready for its first tenants. This lovely two story home is your perfect retreat for the upcoming summer months. A wonderful location...

Presented by Nola Baris | Sotheby's International Realty - East Hampton Brokerage

This lovely Shelter Island shingle style was originally built in 1860 and has been much improved with modern amenities while retaining the essence of the Island. Huge kitchen area...

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