The Anchored Stay

Set along one of Annapolis’s most iconic historic streets, this beautifully restored home blends colonial charm with crisp modern design in the heart of downtown. With its walkable location, elegant interiors, and rare private courtyard, the residence offers a refined stay for families, couples, Naval Academy visitors, and business travelers seeking comfort, character, and convenience. Steps from waterfront views, renowned restaurants, and centuries of maritime history, this home captures the true essence of Annapolis.

Inside, the fully renovated interior showcases clean contemporary finishes while preserving the architectural charm of the city’s colonial past. Light-filled living spaces include a welcoming lounge area with designer furnishings, warm textures, and a streaming-ready TV, perfect for unwinding after exploring downtown. The adjacent dining area flows into a chef-inspired kitchen with high-end appliances and everything needed for cooking at home or enjoying local takeout.

Thoughtfully arranged bedrooms offer both serenity and flexibility. The primary suite features a premium queen or king bed (based on configuration) and calming natural light. Additional guest bedrooms provide stylish comfort for adults or children, and quality pull-out or flex sleeping options ensure versatility for families or group stays. Modern bathrooms, high-speed Wi-Fi, curated décor, and luxury bedding enhance the sense of ease and comfort throughout the home.

A private outdoor courtyard, rare for downtown Annapolis, serves as a peaceful retreat for morning coffee, evening wine, or alfresco meals. Sheltered from the bustle of the city yet just steps from its vibrant heart, this space adds an unforgettable element of relaxation to your stay.

From the front door, guests can explore the best of Annapolis entirely on foot. Main Street, the City Dock, the U.S. Naval Academy, Maryland Avenue shops, and the historic State House are all minutes away. Whether visiting for the boat shows, commissioning week, sailing adventures, romantic weekends, or local events, this downtown retreat offers unmatched access, style, and comfort in one of Maryland’s most beloved waterfront cities.