The Anchored Stay, a cozy Annapolis getaway

Spacious, walkable, and close to City Dock and the Naval Academy, with parking nearby. Sleeps about 10, 5 bedrooms and 3.5 baths.

Airbnb Listing

5 bedrooms · 3.5 baths · Sleeps 10 · Parking nearby · Walk to City Dock

Welcome to The Anchored Stay

Patrick and Kelsey Gross are delighted to welcome you to 146 Duke of Gloucester Street. We believe in the unhurried rhythm of Annapolis, where historic charm meets the quiet comfort of a lived-in home.

The House

1/2

★★★★★ Elexis · Jun 2026

We had a wonderful time at this Airbnb! Clean, beautiful house with responsive and prepared hosts! Would highly recommend!

★★★★★ Brian · May 2026

Great old Annapolis house in a very convenient location. The house was very comfortable.

★★★★★ Robin · Aug 2026

Patrick is an excellent host! The house is larger than we expected with room to relax with our plebe.

★★★★★ Ralph · Jul 2026

Loved the house! Great location and close to everything. Will rebook next time we are in town.

★★★★★ Matt · Jul 2026

Very responsive host and the house was just as advertised, they even sent us an inflatable mattress. Will go again.

Book on Airbnb

★★★★★ Celeste · Jun 2026

fantastic downtown home- very helpful and kind hosts- just what we needed for our time in annapolis

Where you'll sleep

Five bedrooms and 3.5 baths, sleeping about 10.
First floor: a half bath.

Second floor: three bedrooms and two full baths.

Third floor: a private primary suite with a walk-in shower and a large spa-like tub.

Front porch for sitting, plus a backyard with a gazebo.

In the heart of historic Annapolis

City Dock — the harbor and downtown waterfront

U.S. Naval Academy — about an 18-minute walk

Historic District — shops and restaurants downtown

146 Duke of Gloucester Street, Annapolis, MD 21401