Shelter Island, NY Homes for Rent

This stunning home is only going to be offered one time as a summer vacation rental. Situated thoughtfully on the property to catch indirect natural light through-out the day this open, airy and bright home was custom built working side by side with owners and architect until perfection was reached. Enter this architectural delight through large glass doors off a stone front porch to be greeted

What a great place for a summer vacation! This stunning home is located on a beautifully landscaped, very private, .92 fenced and gated acre within easy distance of Wades Beach, Fresh Pond, library, and restaurants. That is if you can tear yourself away from the comforts of home. A covered front porch opens to a great room with living and dining areas, fireplace and glass doors to the back deck

Within close proximity to sandy Hay Beach, this immaculate 4 bedroom, 4 bath cedar shingled three-level modern has the spirit of living in a birds nest with sliding glass doors and porches everywhere overlooking cherry trees and wrap around deck, bay breezes blow throughout gently. The kitchen is a chef's delight, with granite counters, maple cabinets, Viking stove, Monogram refrigerator, Bosch

Charming Summer Victorian on Water. The peaceful living room and dining room are surrounded by the stunning waterfront porch The open and comfortable eat-in-kitchen and family room are comfortable essentials to this easy living home. First floor bedroom with full bath along with five craftsman's bedrooms and waterfront screened in porch on the second floor completes this charmer! Near

A romantic and secluded summer getaway. Enjoy a front row seat to breathtaking and dramatic views of the Shelter Island Sound, Crescent (Sunset) Beach, Quinipet Sailing, North Ferry, Greenport, Southold and 4th of July fireworks. Conveniently just steps from Kissing Rock, Crescent Beach, The Pridwin Hotel (Spa and Restaurant), Sunset Beach (Restaurant and Nightlife), Shelter Island House

This house is the summer retreat you have been looking for. Centrally located down a private lane you will enjoy extraordinary views of the creek from the poolside patio. Private dock on this waterfront property for all the summer activities, just feet from the back door. This home offers a large chefs kitchen open to the living, dining and reading nook. Windows galore inviting the natural light.

In one of the most sought after locations on Shelter Island, this original waterfront cottage has the most beautiful water views overlooking Coecles harbor to Gardiners Bay, with full sunlight from Sunrise to Sunset. This 4 bedroom 2 bath property sits at the end of a long winding driveway providing great privacy. There has been a new kitchen renovation now providing water views while cooking.

Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end of your private dock. Every detail was masterfully thought through by a leading design team. The floor plan offers a first-floor primary suite, four additional private guest bedrooms with two gracious common living spaces, a