5-Bedroom Homes for Rent in Shelter Island Heights, NY

WHEN AN ARTIST MAKES A HOME Serena Dugan, Co-Founder of Serena&Lily has completed her renovation of 37 Tuthill Drive, Shelter Island. This property is a robust representation of Serena's vision as an artist and a designer. Each detail was carefully considered and selected, and her point of view is visible throughout the house. The artwork, fabrics, and wallpapers are of her design. In some

This home has been thoughtfully designed creating spaces for complete comfort and relaxing whether alone or entertaining large groups of friends. Detailed with the highest quality and craftsmanship throughout . Starting with the extensive outdoor spaces all accessible from the main rooms of the house , the pool area has generous lounging areas including and outdoor kitchen , leading onto the

Welcome to Sandpoint, an exclusive Shelter Island retreat recently built on 1.4 acres, just a stone's throw from a sandy beach and across from a 12-acre preserve. This stunning home features five bedrooms, including two master suites and one room with twin beds. Sunlit and spacious, the heart of the home is a well-equipped kitchen with an oversized island overlooking a large pool and landscaped

This stunning 5 bedroom, 4.5 bath home has 6 acres and easy access to Dering Harbor Marina, the Shelter Island Yacht Club, Town dock, ferry, tennis, shops and restaurants in picturesque Shelter Island Heights. The house has first and second floor verandas, a center hall foyer, flanked by the living and dining rooms with a family-room, fireplace, powder room, marble and stainless kitchen and mud

An incredible property with everything you need for a fantastic summer vacation. This 5-6 bedroom, 5 bath home features a spacious, open living room with fireplace, dining area, charming eat-in country kitchen, media room, waterview deck, wrap brick patio, heated pool, tennis court and small strip of beach! All on 3 acres with stunning waterviews. Available for winter rental. [[Rental