Annisquam Rental on the Water: Chester Square

Winter Rental Available: September 15, 2025-June 15, 2026. This beautifully renovated home is located directly on Lobster Cove in the historic village of Annisquam. Soak up the beautiful views from the house, deck or private dock of the fabled footbridge which connects the Annisquam peninsula to the banks of mainland Gloucester. The interior boasts an open-concept kitchen, dining, and living area, highlighted by a wall of waterside windows that flood the space with natural light. The well-applianced kitchen has honed granite countertops and a mix of fir and bamboo floors. On this level, there are three bedrooms including one of two primary suites with private deck, and two full bathrooms and a laundry closet with side-by-side washer/dryer. Upstairs is the second primary bedroom suite featuring a private deck with spectacular views and an ensuite bathroom with a soaking tub and dressing area. Enjoy views from the deck or warm fall nights around the fire pit in the verdant side yard. Go for a swim, kayak, or paddleboard from the private dock. Walk to Lobster Cove and Annisquam's beaches, or short boat ride to Wingaersheek Beach. Two-car parking. First, last, security due at signing. Internet and water/sewer included. Renter responsible for heat (gas), hot water and electric. Cable ready. No pets. No smoking. No events or parties.