Homes for Rent near Shelter Island School

This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet bar),cook's kitchen, and full dining room Three bedrooms include a private guest suite (with steam shower)primary and secondary bedrooms both

Wake up each morning to beautiful views of Peconic Bay. This spectacular Silver Beach location features a 4 bedroom, 2 bathroom cape with country kitchen, living room with fireplace and dining area with French doors opening onto a covered veranda with amazing views. Fish on your jetty and win a catch for dinner! An outdoor shower and private, enclosed yard plus sandy beach make this a picture

Discover summer on Shelter Island in this newly renovated and beautifully furnished 3 bedroom two bath cottage, with wrap around decks overlooking Peconic Bay and evening Sunsets. Located in this quiet community with Beaches directly across from your house this is Summer as you remember it. The open floor plan of the house provides great spaces for family and friends to enjoy meals and gather

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 original 4 bedroom Shelter Island Farmhouse is located on the perfect 3.4 acre setting. offering complete privacy. A beautiful large property overlooking a nature preserve is the perfect place to slow down and hang out with family and friends, for a Summer of peace and relaxation. Evenings on the screen porch, bonfires, napping in the hammock, or games of croquet it's all here. The First

Located a few doors from beach and boating access, this lovely vacation home has an airy open design with vaulted ceilings in the living room, fireplace, dining area and sun room. All have access to a wrap deck with open area for sunbathing and also a large area with a new awning for shady dining and relaxing. A central kitchen has stainless appliances and a pass through service bar. The master

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

This charming 3 bedroom house with a pool is comfortable, fresh and bright. The updated kitchen features stone counters, new stainless appliances, and practical counter seating. Great area for relaxing and entertaining in living room, dining room, and sunroom. A large deck surrounds the pool creating an easy flow for outside living and dining. . The house is located on a quiet street close by

Sited on a gentle rise, minutes from Menhaden Lane beach, the stunning, Philip Johnson's Glass House inspired restoration of this Mid Century Modern home, has brick flooring throughout the main floor and an abundance of natural light. The home has splendor with the added benefits and comforts of today's amenities. Three bed three bath, with the den converting into the fourth bedroom/ private

This 4 bedroom 3 and a half bathroom awaits your summer vacation. Perfect for families, entertaining, and relaxing. The first floor features 3 bedrooms including a guest suite. Additional 2 bedrooms with a shared bath and a half bath. The eat in kitchen, living room with cathedral ceilings and dining room blend for seamless entertaining. The second floor features a private primary ensuite

Beautiful, open design with 4 bedrooms and 3.5 baths located near Congdon's Creek Marina and close to golf, boating and lovely island beaches. The freshly painted interior has all new furnishings and features a spacious, bright great room with vaulted ceiling and stone fireplace; a dining area that seats eight and overlooks a wrap deck and pool; a granite and stainless kitchen with breakfast bar,

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

Set on 1.8 acres of bay front on Ram Island. House has 4 bedrooms, 2 bathrooms, sleek modern beach cottage decor, and has forever views onto Gardiner's Bay. The property is set up for gracious outdoor summer living, including a wall of sliding doors from living room, formal dining room and master suite overlooking the bluff, kitchen with granite countertops, vaulted ceiling, fireplace, infinity