Rising Tide
Motif No. 1 and the Rockport Harbor waterfront on Cape Ann, Massachusetts

Where we work · Rockport

Rockport vacation rental management.

Rockport is a seven-square-mile peninsula at the tip of Cape Ann. We manage homes here because we live ten minutes away and it is one of our favorite places in the world.

10 min
from our Gloucester HQ
Walk-everywhere
downtown peninsula
Postcard town
Cape Ann's quiet side

Market snapshot

Rockport at a glance.

Data through March 2026

Avg monthly rental revenue

$2,133

-23.8%(T3M YoY)-20.0%(Mar YoY)

Market occupancy

40.6%

-5.6pp(T3M YoY)-3.9pp(Mar YoY)

Active listings

66

-21.4%(T3M YoY)-30.6%(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

$0$2.3k$4.5k$6.8k$9kFeb 2023Sep 2023Apr 2024Nov 2024Jun 2025Mar 2026
12-Mo AvgMonthly
Rockport sells itself. Our job is making the home live up to it.
Allie and Ryan

By neighborhood

Rockport by neighborhood.

Six pockets of the peninsula, each with a different personality.

  • Bearskin Neck & Downtown

    The heart of Rockport. Shops, restaurants, and the walk out to the tip. Shorter than it looks, and worth doing slowly.

  • Rockport Harbor / Village

    A block back from Bearskin Neck. Quieter but still walk-to-everything, with a village-inside-the-village feel.

  • Old Garden Beach

    A small postcard cove a short walk south of Bearskin Neck. Historic homes on the bluff and shallow water on the rocks below.

  • Pigeon Cove

    Northern, residential, with a neighbors-know-each-other pace. Cape Hedge for swimming. The quieter side of Rockport.

  • Long Beach

    A mile of sand on the Rockport-Gloucester border. The longest beach on the coast and the kind of place families come back to summer after summer.

  • Halibut Point & NE Coast

    Cliff-side, windswept, with an edge-of-the-world feel. The state park is worth every visit, regardless of season.

Owner questions

The specifics for Rockport.

More general questions live on the main FAQ page.