31 Chester Sq, Gloucester, MA 01930

Winter Rental: Available October 14, 2026-May 31, 2027 (Utilities Included) Located in the heart of the quaint and charming village of Annisquam, this newly renovated Gloucester cottage offers the perfect off-season home. The bright and airy ground floor has many windows, letting in lots of natural light. The full bathroom on the main level has a shower over tub. A three-season sunroom runs the length of the house with two additional beds. The dining room is classic and formal with a drop leaf table and ceiling fan. Upstairs, there are 3 bedrooms and a full bath with clawfoot tub and shower. All bedrooms have closet space and dressers for storage. The primary bedroom has a queen bed, bedroom two has a full, and the third has two twins. The private back yard has garden furniture and parking both at the top and bottom of the driveway. Take a walk back in history by strolling through the prototypical colonial village with its white clapboard and black shuttered homes and picturesque lanes that were created to accommodate horse-drawn carriages. This is what you come to New England for -- history on the water! Dogs OK. Cats OK. Internet and water/sewer included. Electric and gas heat included up to a combined total of $400/mo. First, last, & a half month's security deposit due at signing. No smoking. No events or parties.