Vacation rentals with a patio in Shelter Island

Country Beach Home!

Perfection!! Amazing, centrally 🌊 located home in the middle of EVERYTHING that the North🍷Fork has to offer. BEAUTIFULLY designed with architectural details throughout. Open floor plan, large 🔥 fireplace. Huge Chefs 👩‍🍳 kitchen is AMAZING!! Minutes to Wine 🍷Country, farms, shoppes, and restaurants. So much to do or just relax 💤 and enjoy the beautiful tranquilpatio, new Weber BBQ, 🍗 and landscaped 🌹 yard. Beach gear, 10 beach chairs, 4 🍺 coolers, 4 beach 🏖️ umbrellas, beach toys/games for you

Peaceful and Private 3 bedroom home in the woods

Located on a private road & nestled in the woods, you’ll easily get lost in the quiet sounds & sights of nature all around you. Great walking/biking area, with the beaches less than a half-mile away. SI is a special example of the beauty on this earth! My 14 lb dog & I live in the separate converted garage. Your house has separate parking, a privacy fence & separate entrance, so you'll only see me if you need me. If you’re looking to escape, relax, & quiet your mind, you have found your home! ✨

East End Escape

Welcome to East End Escape – A cozy one-bedroom retreat with a king bed, queen sleeper sofa, and a bright bath with great water pressure. Enjoy a full kitchen, two dining areas, WiFi, and parking for two full sized vehicles. Fully fenced in backyard with a propane fire pit. Perfectly located between the North and South Forks, you’ll have easy access to wineries, beaches, and charming towns. Just a short walk to Flanders Bay for unforgettable sunrises and sunsets. Message us for weekday deal M-T

Sag Harbor Dream Cottage

Start your day with a paddle on the bay and return to have coffee or tea next to the pool with the sound of bird chirping. With Serene Green Farmstand a 3 minute walk away you can prepare the best local produce in the gourmet kitchen. Bicycle to Shelter island and south ferry on dedicated path. A short distance to Historic Sag Harbor and a stones throw from Long Beach. Ocean beaches are a short distance away. Or just stay home and enjoy the peace and tranquility of a highly appointed family home