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Historic Downtown Annapolis | 2BR En Suites | Walk to USNA & City Dock

Photo gallery for Historic Downtown Annapolis | 2BR En Suites | Walk to USNA & City Dock

An outdoor dining area with tables and chairs, a street with shops, and a flag.
A waterfront area with buildings, a dock, and boats.
A brick building with large windows and a tree in front.
A large brick building with a prominent tower, surrounded by lush greenery and a body of water.
A kitchen with a granite countertop, stainless steel sink, and a decorative mirror above the sink.

Reviews

10 out of 10
Exceptional

Highlights

  • At the center of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Walk to Maryland State House
2 bedrooms2+ bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Washing machine
  • Air-conditioning
  • Deck or patio
  • Internet access
  • Balcony or patio

Explore the area

View map
Annapolis, MD
  • Place, William Paca House
    ‪2 min walk‬
  • Place, Annapolis City Dock
    ‪2 min walk‬
  • Place, Maryland State House
    ‪2 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪39 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1 – Queen En Suite

1 Queen Bed

Bedroom 2 - Queen En Suite

1 Queen Bed

2 bathrooms, 1 half bathroom

Bedroom 1 En-Suite Bath

Bathtub or shower · Toilet

Bedroom 2 En-Suite Bath

Bathtub or shower · Toilet

Main Level 1/2 bath

Toilet

Spaces

Deck or patio
Kitchen
Dining area

About this property

Historic Downtown Annapolis | 2BR En Suites | Walk to USNA & City Dock

Stay in the heart of historic downtown Annapolis at this charming 2-bedroom, 2.5-bath townhome on quiet Pinkney Street. With two private ensuite bedrooms, a comfortable living area, full kitchen, in-home laundry, and a private enclosed courtyard, this home is ideal for couples, friends, Navy families, wedding guests, and weekend getaways.

Walk to the U.S. Naval Academy, City Dock, Main Street restaurants, waterfront attractions, boutique shops, and the best of downtown Annapolis in minutes.

This beautifully restored Annapolis townhome offers a comfortable and convenient home base for your stay.

Inside, you’ll find:

2 bedrooms, each with a private ensuite bathroom
2.5 bathrooms total
Comfortable living room for relaxing after a day downtown
Dining area for meals, coffee, or planning the day
Fully equipped kitchen
In-home washer and dryer
Private enclosed courtyard for morning coffee or evening wine

The layout works especially well for two couples, friends traveling together, families visiting the Naval Academy, or guests attending weddings and Annapolis events.

Location

You’ll be tucked away on charming Pinkney Street while staying close to everything downtown Annapolis is known for. Walk to the U.S. Naval Academy, City Dock, Main Street dining, shops, cafes, historic sites, and waterfront views without needing to drive around town.

Other things to note
There is no on-site parking, but nearby public garages and paid parking options are available within easy reach. This is common for historic downtown Annapolis and keeps you close to the city’s best attractions.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 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

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Follow any instructions that were left by the owner in the house manual/welcome letter. If you've moved any furniture (indoor/outdoor) or belongings, please return them to their original location.
Make sure all appliances (not the refrigerator) and electronics are turned off prior to departure.
Check throughout the house (and around all electrical outlets) for any personal items. Please note that if you do leave something behind, we cannot assume responsibility for it.
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property Registration Number RENT-002420-2025
Property # 5153185vb
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. Looking to enjoy an event or a game while in town? See what's happening at Tose Family Tennis Center or Alumni Hall. Looking to get your feet wet? Kayaking, power boating and sailing adventures can be found near the property.
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Map
Annapolis, MD

What's nearby

  • William Paca House - 2 min walk - 0.2 km
  • Annapolis City Dock - 2 min walk - 0.2 km
  • Maryland State House - 2 min walk - 0.2 km
  • St. John's College - 3 min walk - 0.3 km
  • U.S. Naval Academy - 3 min walk - 0.3 km

Getting around

  • Odenton Station - 22 min drive
  • Fort Meade, MD (FME-Tipton) - 34 min drive

Restaurants

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

Frequently asked questions

Is Historic Downtown Annapolis | 2BR En Suites | Walk to USNA & City Dock pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Historic Downtown Annapolis | 2BR En Suites | Walk to USNA & City Dock?

As of 27 Aug 2026, prices found for a 1-night stay for 2 adults at Historic Downtown Annapolis | 2BR En Suites | Walk to USNA & City Dock on 30 Aug 2026 start from AU$1,379, 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.

What time is check-in at Historic Downtown Annapolis | 2BR En Suites | Walk to USNA & City Dock?

Check-in begins at 3:00 PM.

What time is check-out at Historic Downtown Annapolis | 2BR En Suites | Walk to USNA & City Dock?

Checkout is at 10:00 AM.

Where is Historic Downtown Annapolis | 2BR En Suites | Walk to USNA & City Dock located?

Located in Historic District, this holiday home is steps away from The Colonial Players and Annapolis City Dock. 48 Fleet Street and 97, 99 and 101 East Street are just steps away.

About the host

Hosted by Annapolis Accommodations & Property Management

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