The Captain's Quarters Welcome aboard The Captain's Quarters, a beautifully restored 4-bedroom, 3-bathroom home in the heart of historic Eastport — one of Annapolis's most charming and walkable waterfront neighborhoods. Sleeping up to 8 guests, this home is the perfect retreat for families, crews, and reunions alike. Location, Location, Location You couldn't ask for a better home base. Coffee shops, restaurants, and waterfront views are all just steps from your door. Whether you're exploring historic Annapolis or simply strolling the neighborhood at sunset, this location truly can't be beat. Old World Charm, New World Comfort Original wood floors and warm wood furnishings run throughout the home, paired with tastefully curated marine and nautical artwork that gives every room a coastal, storied character. Thoughtful updates blend seamlessly with the home's historic bones, so you get all the charm with none of the compromise — including sustainably minded upgrades throughout. Outdoor Living, Front to Back Sip your morning coffee on the front porch, or gather with family on the back patio. The fully fenced backyard is a peaceful, private space to relax — and it's dog-friendly, so the whole crew can come along. A Welcoming Neighborhood Eastport is home to a strong Navy and Marine community — friendly neighbors and a true sense of local pride make this a warm, welcoming place to stay. With free parking, a tranquil setting, and an unbeatable walkable location, The Captain's Quarters is ready to welcome you home. Note that guests will be asked to fill out a verification form after booking and pay a small damage waiver OR refundable deposit. This property has a camera that records audio on the front exterior of the property.

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