6 independently run vacation rentals in Gloucester, MA, run by 1 local host. 2 book online on the host's own site and the rest take inquiries, with no guest service fees.
Search live availability in Gloucester

Gloucester, MA
A waterfront home in Gloucester with a private deep-water dock, a seaside hot tub beside an outdoor fire, kayaks, a six-person Lund dinghy and captained charters on our Whaler.
sleeps 8
At a glance: Sleeps 8. Pets welcome (up to 2).
Haven's read: Private and secluded. Immersed in nature. Good for groups. Good for couples. Good for families with children.
Book direct on bookwithhaven.com

Gloucester, MA
Charming 3-Bedroom Home in Historic Rocky Neck—Steps from Harbor Views, Art, and Coastal Walks
sleeps 6
At a glance: Sleeps 6. No pets.
Inquire on bookwithhaven.com

gloucester, Massachusetts
A unique and peaceful retreat.
sleeps 8
At a glance: Sleeps 8. No pets.
Inquire on bookwithhaven.com

Gloucester, MA
Unique and Tranquil Getaway
sleeps 8
At a glance: Sleeps 8. No pets.
Book direct on bookwithhaven.com

gloucester, Massachusetts
Unique and Tranquil Getaway
sleeps 8
At a glance: Sleeps 8. No pets.
Inquire on bookwithhaven.com

Gloucester, MA
Unique and Tranquil Getaway
sleeps 8
At a glance: Sleeps 8. No pets.
Inquire on bookwithhaven.com
Independent hosts with more than one stay here run their own booking sites. Each links to the host's site, where every home they manage is listed.
Updated . Listings and counts come from each host's live site.