Eastport Bungalow | Yard, Grill & Walk Downtown

Welcome to The Captain's Quarters, a beautifully restored 4BR/3BA home in the heart of walkable, historic Eastport. Old-world craftsmanship meets thoughtful modern (and sustainable) updates—wood floors, wood furnishings, and curated nautical artwork throughout. Enjoy the front porch, back patio, plus a fenced, dog-friendly backyard. Sleeps 8. Free parking. Friendly Navy/Marine neighbors and unbeatable location—everything is just steps away.

This bungalow is on Boucher Avenue in Eastport, the maritime neighborhood across Spa Creek from downtown Annapolis. Eastport's waterfront restaurants and marinas along Severn Avenue are about a 15–20-minute walk, and the Annapolis Maritime Museum is roughly 25 minutes on foot. Downtown is about a mile away: City Dock and the Maryland State House are around 4 minutes by car or under 30 minutes walking, and the Naval Academy's Gate 1 is about a 3-minute drive. Truxtun Park, along Spa Creek, is about a 20-minute walk.

Charming 1920s Bungalow in Eastport – Walk to Downtown Annapolis

About the Space:
-Unique, restored bungalow in the heart of Eastport’s maritime district
-Just one mile to Downtown Annapolis, City Dock, Naval Academy, and the State House
-Historic charm meets modern comfort with wood floors, antique decor, and nautical touches
-Ideal for families, small groups, or those seeking a cozy getaway

Living Spaces:
Main Room:
-Filled with maritime-themed decor and eclectic character
-Drum set for music lovers
-Futon sofa and armchair


Second Living Room:
-Perfect for reading or intimate gatherings
-Desk with maps and books for exploration
-Flows into the dining room and fully equipped kitchen

Outdoor Oasis:
-Sliding door from the kitchen leads to a large, private fenced-in yard
-Organic garden with fig and pawpaw trees
-Two small ponds (one in the front)
-Patio with a grill, chiminea, lawn furniture, and shade trees
-Eco-friendly landscaping for a sustainable retreat

Bedrooms & Bathrooms:
First Floor:
-Queen bedroom with attached bathroom and shower
Second Floor:
-Three bedrooms, each with a queen bed
-Hall bathroom with a stand-up shower
-Primary suite has a queen bed and private bathroom with a large soaking tub and hand-held showerhead

Eco-Friendly Features:
-Rooftop solar panels for sustainable energy
-Permeable gravel driveway for environmental benefits
-Energy-efficient tankless water heater means you'll never run out of hot water!
-Composting and recycling encouraged

Amenities & Conveniences:
-One off-street parking space; free on-street parking available
-Ceiling fans, central AC, and complimentary WiFi
-Two smart TVs for entertainment
-Two office spaces with desks and chairs – great for remote work
-Books on sailing and local culture for curious minds

Pet Rules
-Guests must disclose pets at the time of booking.
-Guests may bring up to 2 dogs who weigh 60 lbs or less each.
-Guests must keep dog(s) leashed when outside of the home or yard.
-Dog(s) are not permitted on beds/couches/chairs.
-Guests must clean up pet waste.

Getting Around:
-Most Annapolis attractions within walking distance
-Water Taxi Nearby:
-Just a 3-minute walk to the South Annapolis Yacht Center pickup spot (750 Boucher Ave.)
-A scenic ride to Annapolis City Dock with optional dockside pickups along the way
-Ask your Water Taxi Captain for local tips and recommendations!

Annapolis City Code (§17.44) requires us to keep a guest log. A signed rental agreement is required for every stay by our insurance provider. After you book, we’ll send it with a quick online registration to get your stay ready.