Historic Downtown Charmer, Water Views and Parking!

Photo gallery for Historic Downtown Charmer, Water Views and Parking!

A waterfront area with buildings, a dock, and a boat named 'Catching'.
A living room with a sofa, chairs, a coffee table, a TV, and a fireplace.
A row of townhouses with a brick facade, multiple windows, and a small front porch area.
A street view with a wooden building on the left, a white fence, and a flag.
A wooden staircase with a handrail and a light fixture above the landing.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Maryland State House
Sleeps 52 bedrooms3 beds

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Balcony
  • Internet access

Explore the area

View in a map
Annapolis, MD
  • Place, Annapolis City Dock
    ‪1 min walk‬
  • Place, William Paca House
    ‪2 min walk‬
  • Place, Maryland State House
    ‪3 min walk‬
  • 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 Single 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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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 693991vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Shoppers can check out Annapolis City Dock, while everyone can enjoy the natural beauty of Chesapeake Bay and Sandy Point State Park. French Soldiers Monument and Annapolis Maritime Museum are also worth visiting. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
Map
Annapolis, MD

What's nearby

  • Annapolis City Dock - 1 min walk - 0.0 km
  • William Paca House - 2 min walk - 0.2 km
  • U.S. Naval Academy - 2 min walk - 0.2 km
  • Ego Alley - 3 min walk - 0.3 km
  • Maryland State House - 3 min walk - 0.3 km

Getting around

  • Odenton Station - 29 min drive
  • Fort Meade, MD (FME-Tipton) - 25 min drive

Restaurants

  • ‪RaR Brewing - Chessie's Wharf - ‬3 min drive
  • ‪Taco Bell - ‬5 min drive
  • ‪Shika Sushi & Ramen - ‬6 min drive
  • ‪Starbucks - ‬2 min walk
  • ‪Boatyard Bar & Grill - ‬15 min walk

Frequently asked questions

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 25 Aug 2026, prices found for a 1-night stay for 2 adults at Historic Downtown Charmer, Water Views and Parking! on 10 Sept 2026 start from £864, 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 at Historic Downtown Charmer, Water Views and Parking!?

On-site 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!?

Checkout is at 11:00 AM.

Where is Historic Downtown Charmer, Water Views and Parking! located?

Located in Historic District, this holiday 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.

About the host

Hosted by Owner

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