“The Shack” at Gingerbread Hill

Welcome to 9 Gingerbread Hill, tucked away on one of Marblehead’s most picturesque streets, The Shack is a quintessential seaside escape with deep local roots. Rumored to be one of the last remaining fishing shanties in town, this 1-bedroom, 1-bath cottage has been thoughtfully updated while preserving its original charm.

Inside, you’ll find sunlit rooms and coastal touches that invite you to slow down and stay awhile. The open layout features a comfortable living area, a small but efficient kitchen, and an additional office space.

Step outside to enjoy a beautifully landscaped yard surrounded by mature plantings and salty harbor air. Whether you’re sipping morning coffee on the front porch, walking to nearby shops and beaches, or exploring Marblehead’s historic streets, The Shack offers the perfect blend of history, comfort, and coastal simplicity.

Available for extended stays of 30 days or more, The Shack can also be rented together with its neighboring home, 11 Gingerbread Hill, for larger groups or families visiting the area.