Avg monthly rental revenue
$2,667
-4.8%(T3M YoY)-21.4%(Mar YoY)
Where we work · Gloucester
Gloucester vacation rental management.
Gloucester is a working seaport and a year-round community. We manage homes across the city because we live here, we know the neighborhoods, and we genuinely love it.
400 years
America's oldest seaport
9 neighborhoods
Rocky Neck to Lanesville
Year-round
not a summer-only town
Market snapshot
Gloucester at a glance.
Data through March 2026
Market occupancy
33.6%
-3.6pp(T3M YoY)-0.6pp(Mar YoY)
Active listings
97
+11.0%(T3M YoY)+8.9%(Mar YoY)
Market health
Off-Season
Cape Ann is a seasonal market. The bulk of an owner's year lands between May and October, so quiet winter months aren't the right window to read a structural trend.
Avg Monthly Rental Revenue ($)
Source: AirDNA
12-Mo AvgMonthly
“The best thing we can do for a home is be ten minutes from it.”
By neighborhood
Gloucester by neighborhood.
Nine distinct pockets of the city, each with its own character.
Rocky Neck
America's oldest working art colony. Studios, galleries, and a small peninsula that reads like a postcard from another decade.
East Gloucester & Bass Rocks
Niles Beach at sunset, Bass Rocks Golf Club, the Atlantic Path. The east shore that reads like the cover of a Cape Ann book.
Good Harbor
One of the best beaches on the North Atlantic. A thirty-minute walk down the road puts you feet in the sand.
Magnolia
A village that feels like it stopped time around 1965. Lobster shacks, a main street, a beach on the sound.
Annisquam
A river community and village that feels like Maine on a quieter day. The lighthouse at sunset is a real thing.
Wingaersheek & West Gloucester
Flat water, sheltered tide pools, and the Annisquam River running out at low tide. One of the best Cape Ann day-trips of any summer.
Downtown
St. Peter's Square, Main Street, the working waterfront, the smell of the harbor. The center of Gloucester in the best sense.
Lanesville
Quiet, a little rural, the kind of place where people nod as you drive past. Folly Cove, the granite quarries, Cape Ann at a different tempo.
Eastern Point
The lighthouse, the Dog Bar Breakwater, and the walk out to the end on a clear day. A treasured tip of the city.
Got a Gloucester home?
The rental rules, made specific.
Gloucester has short-term rental registration and compliance requirements that vary by property type. We handle it all as part of onboarding, including annual renewals. Specifics depend on your home, so text or email us the details and we'll walk through exactly what applies.
Keep exploring
Our full service area
The Cape Ann overview: the ten-minute ring, the coastline, every town we cover.
How we manage each home
Design and set-up, daily pricing, guest care, turnovers, and monthly reporting, end to end.
Meet Allie and Ryan
The two Massachusetts natives who own and run Rising Tide, both based in Gloucester.