You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Near Maryland State House
2 bedrooms1+ bathroomSleeps 5
Popular amenities
Onsite parking available
Kitchen
Washer
Air conditioning
Balcony
Internet access
Explore the area
Annapolis, MD
Annapolis City Dock
Place, Annapolis City Dock
1 min walk
U.S. Naval Academy
Place, U.S. Naval Academy
2 min walk
Maryland State House
Place, Maryland State House
3 min walk
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
39 min drive
Rooms & beds
2 bedrooms (sleeps 5)
Bedroom 1
1 Queen Bed
Bedroom 2
2 Twin Beds
1 bathroom, 1 half bathroom
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Toilet
Spaces
Deck or patio
Kitchen
Balcony
Dining area
About this property
Historic Downtown Charmer, Water Views and Parking!
Life is beautiful in historic downtown Annapolis, with great restaurants, shops and romantic waterfront at your doorstep. Live like a local in a home built in 1875 but updated for today's lifestyles. This two bedroom, 1 1/2 bath home with a designated, off-street parking space -- a rare perk in this National Landmark district -- makes it easy for guests to arrive, unpack and unplug.
Walk down Pinkney Street to experience the restaurants and shops of downtown and see the yachts along Ego Alley. Visit the United States Naval Academy just three blocks away. Or walk up the street on brick and cobblestone sidewalks to explore the grounds of the oldest state house in continued use in America or St. John's College, dating to the 17th century. Experience the restaurants, charming antique stores and neighborhoods around State and Church Circles and beyond.
This 1875 cedar shake home sits in a row of townhouses that have been updated for modern living, with hardwood floors and ceramic tile on the main floor and new carpeting in the bedrooms. Enjoy the cozy fireplace during the cold winter nights, or in the warm summer months, take your morning coffee or afternoon cocktails to the rooftop deck to enjoy views of the water, the boats and City Dock.
This well-decorated house features an open floor plan with updated, fully equipped kitchen, a living room with flat-screen TV and fireplace, dining room and half bath on the first level. There is a small deck facing the courtyard and parking with space to sit and enjoy the morning sun. On the second floor, the generously sized queen bedroom features a walk-in closet, private access to a shared bath and wall-mounted flat screen television. A well-appointed guest room provides two comfortable twin beds. But the second floor also contains a hidden surprise -- a skylit ship's ladder to a widow's walk and rooftop deck with beautiful views of Ego Alley and Spa Creek.
As with any luxury property, the essentials -- linens, WiFi, coffee, and toiletries -- are included.
Historic Annapolis is the place to be during Naval Academy events and football games, St. John's College visits and graduation, boat shows and more. It is the perfect destination for a romantic weekend, a girls' getaway, family reunions, temporary military assignment and more. Consider making this cozy retreat on a historic street your home away from home when you come to visit Maryland's state capital.
Our prices include all fees. No hidden fees.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Annapolis
Located in Annapolis, this vacation home is in the city center. The area's natural beauty can be seen at Chesapeake Bay and Jonas Green State Park, while The Colonial Players and Hammond-Harwood House are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Discover the area's water adventures with kayaking and water skiing nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
Is Historic Downtown Charmer, Water Views and Parking! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Historic Downtown Charmer, Water Views and Parking!?
As of Jun 9, 2026, prices found for a 1-night stay for 2 adults at Historic Downtown Charmer, Water Views and Parking! on Jun 14, 2026 start from $553, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Historic Downtown Charmer, Water Views and Parking!?
Check-in begins at 4:00 PM.
What time is check-out at Historic Downtown Charmer, Water Views and Parking!?
Check-out is at 11:00 AM.
Where is Historic Downtown Charmer, Water Views and Parking! located?
Located in Historic District, this vacation home is within a 5-minute walk of Annapolis City Dock and U.S. Naval Academy. 14 Fleet Street and Kunta Kinte Plaque & Alex Haley Memorial are just steps away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Amazing location in downtown Annapolis. Host was very responsive and addressed a minor issue immediately. We would stay again. Ideal for a small family or couple. Walking distance to USNA gate 1, Main St. and restaurants. Loved the gated parking!
Amazing location with secure off-street parking right behind City Dock restaurants. Not even 100 yards to morning coffee and all the shops. A bit of noise in the evening with the nightlife nearby, but it quieted down pretty early and the streets themselves are quiet with low traffic. And, hey - that is part of why one may want to be there!Property well maintained and hosts were easy to reach and answered a couple minor questions promptly. Was a bit cool for rooftop deck - but cool view!
Nice comfortable stay and perfect location. Had a lovely chat with the owner when we couldn’t figure out the thermostat. She was able to remotely reset it from cool to heat. Highly recommend.