




Experience the charm of historic Shelter Island Heights at Gingerbread Cottage, a beautifully restored 5-bedroom, 4-bathroom Victorian summer cottage originally built in 1876. This impeccably appointed vacation rental offers over 3,300 square feet of living space, perfectly situated to immerse you in the natural beauty and easygoing rhythm of this island oasis.
The classic comfort of Gingerbread Cottage welcomes you with period details like gingerbread gothic carpentry, a white picket fence, and gabled roofs. Relax on the wrap-around porch overlooking Greenport Harbor, or enjoy an evening cocktail while taking in the stunning views. Inside, the home features an indoor dining room, living area, and great room, along with a fully stocked kitchen and outdoor gas grill for al fresco meals.
Within walking distance, you'll find the best of Shelter Island - beaches, shops, a public golf course, and the Mashomack Preserve. Swing by the Shelter Island Pharmacy for an authentic egg cream, or enjoy coffee and Italian fare at the nearby cafes and restaurants. Venture across the lawn to the North Ferry for an 8-minute ride to the walkable streets of Greenport, with award-winning dining and entertainment.
This property comfortably sleeps 10 guests and offers complimentary WiFi, a washer and dryer, and access to the Shelter Island Heights Property Owner's Association tennis courts and beach club. A two-week minimum stay is required during the summer season, with nightly rentals available after Labor Day.
This description is for informational purposes. Please verify all details, including amenities, policies, fees, and availability, on the booking platform before booking.
You’ll be staying in someone’s home, so please treat it with care and respect.

