Is this a fair market price?
Is this a fair market price?
Pet Policy

Have a pet?
Tell us about your furry (or feathered) friend so we can find homes that fit.
Want an ad-free experience?
Features
Tell us what things you at 31 Chester Sq.
Internet Options
Check prices of all available internet options at 31 Chester Sq.
Description
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: 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.
Walk Score ®
The Places You'll Go
No nearby places yet
Add places that are important to you














































