Last Updated: 5 Hrs. Ago

Monthly Rent

$3,150

Beds

3

Baths

2

Note: Prices and availability subject to change without notice.

Lease Terms

Contact office for Lease Terms

About 31 Chester Square

Winter Rental: Available October 1, 2025-April 30, 2026 (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 $400/mo. First, last, & a half month's security deposit due at signing. No smoking. No events or parties.

WINTER RENTAL: Squam Light is located in Gloucester, Massachusetts in the 01930 zip code.

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Floorplan Amenities

  • Dishwasher

Commuter Rail

  • Gloucester

    Drive: 9 min 4.3 mi
  • Rockport

    Drive: 12 min 5.9 mi
  • West Gloucester

    Drive: 13 min 6.6 mi
  • Manchester

    Drive: 19 min 10.8 mi
  • Ipswich

    Drive: 28 min 15.2 mi

Universities

Parks & Recreation

  • Halibut Point State Park

    Drive: 8 min 3.8 mi
  • Mass Audubon's Eastern Point Wildlife Sanctuary

    Drive: 16 min 7.8 mi
  • Coolidge Reservation

    Drive: 17 min 8.6 mi
  • Appleton Farms

    Drive: 28 min 15.3 mi

Shopping Centers & Malls

Military Bases

Schools

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