Gloucester
Gloucester
Massachusetts
Highlights
Nestled on Cape Ann, Gloucester boasts a rich maritime legacy, stunning beaches, and unique attractions like the Hammond Castle and the Cape Ann Museum.
Massachusetts Get directions
Nestled on Cape Ann, Gloucester boasts a rich maritime legacy, stunning beaches, and unique attractions like the Hammond Castle and the Cape Ann Museum.
Massachusetts Get directions
"Whether you’re going solo or booking a group beach trip, this cottage has two units you can book separately or together. A little over an hour’s drive northeast of Boston, this cozy beach house with a full-size kitchen and large deck facing the water is set on a private beach outside the town of Gloucester. With one bedroom, this space is better for couples traveling alone. While this one just has a few weekends left available this summer, the hosts rent out another one-bedroom unit in the same cottage with its own private entrance that has plenty more dates left to book." - Lyndsey Matthews, Nicholas DeRenzo
"Yard Meat in Gloucester. These dudes would just grill in their front yard and hand out burgers to anyone who pulled up, all for donations. The health inspector wasn’t a fan, but I sure was." - Erika Adams
