Entire home

Historic District 2BR + Parking | Walk to City Dock & USNA

Photo gallery for Historic District 2BR + Parking | Walk to City Dock & USNA

A living room with a sofa, armchair, and a vintage trunk.
A living room with a sofa, armchair, and a red patterned rug.
A kitchen with white cabinets, a microwave, an oven, and a dishwasher. There is a wooden stool and a table with a plant.
A bedroom with a wooden bed, a ceiling fan, a window with curtains, a bedside table, and a nightstand.
A bedroom with a bed, a window with shutters, and two framed pictures on the wall.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Discover nearby landmarks
    Close to Maryland State House
2 bedrooms1 bathroomSleeps 3

Popular amenities

  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet
  • Onsite parking available
  • Non-smoking

Explore the area

View in a map
Annapolis, MD
  • Place, Annapolis City Dock
    ‪2 min walk‬
  • Place, Maryland State House
    ‪2 min walk‬
  • Place, U.S. Naval Academy
    ‪3 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪37 min drive‬

Rooms & beds

2 bedrooms (sleeps 3)

2nd. fl full

1 Double Bed

2nd fl. full

1 Double Bed

1 bathroom

2nd fl. shared bath

Toilet · Shower only

Spaces

Kitchen

About this property

Historic District 2BR + Parking | Walk to City Dock & USNA

Stay in the heart of Annapolis’ Historic District, just a short walk from City Dock, the U.S. Naval Academy, restaurants, shops and the waterfront. This character-filled two-bedroom home combines an unbeatable downtown location with vintage furnishings, nautical touches and the convenience of reserved parking beside the house.

The main level features a comfortable living room with TV and sofa sleeper, a fully equipped kitchen with stainless appliances, breakfast-bar seating and hardwood floors. Just off the living area, an enclosed porch provides an additional cozy spot to relax with morning coffee or unwind after a day downtown.

Upstairs are two individually styled bedrooms. The first has a double bed, while the second has a three-quarter bed—wider than a twin but slightly narrower than a standard full/double bed. The home is best suited for and limited to a maximum of three guests. A sofa sleeper in the living room provides additional flexibility in sleeping arrangements while maintaining the three-guest maximum.

The full bathroom includes a tub/shower and pedestal sink, and guests also have the convenience of an in-home washer and dryer. High-speed Wi-Fi and window A/C provide modern comforts while preserving the character of this older Annapolis home.

One of the biggest advantages here is the location. Leave the car in the reserved parking space beside the house and explore downtown Annapolis on foot:

Annapolis City Dock: approximately 4-minute walk
U.S. Naval Academy: approximately 0.3 mile / 6-minute walk
Navy-Marine Corps Memorial Stadium: approximately 1.2 miles

This is not a newly built or contemporary-style property—it is a distinctive older Annapolis home filled with collected furnishings, maritime artwork and vintage details. Guests who value walkability, history, personality and location will feel especially at home here.

Sleeps: Maximum 3
Bedroom 1: Double bed
Bedroom 2: Three-quarter bed — wider than a twin, narrower than a full
Living Room: Sofa sleeper
Parking: 1 reserved space beside the house
RENT-001121-2024
Our prices include all fees. No hidden fees.

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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, lock the doors and return the keys
Please follow any instructions that were left by the owner in the house manual/welcome letter.
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-001121-2024
Property # 5153194vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Annapolis Harbor and Tose Family Tennis Center are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium. With kayaking, power boating and sailing nearby, you'll find plenty of adventures in the water.
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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
  • U.S. Naval Academy - 3 min walk - 0.3 km
  • Thurgood Marshall Memorial - 3 min walk - 0.3 km

Getting around

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

Restaurants

  • ‪The Choptank - ‬4 min walk
  • ‪Starbucks - ‬3 min walk
  • ‪The Red Bean - ‬4 min walk
  • ‪Iron Rooster - ‬2 min walk
  • ‪McGarvey's Saloon & Oyster Bar - ‬2 min walk

Frequently asked questions

Is Historic District 2BR + Parking | Walk to City Dock & USNA pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Historic District 2BR + Parking | Walk to City Dock & USNA?

As of 17 Oct 2026, prices found for a 1-night stay for 2 adults at Historic District 2BR + Parking | Walk to City Dock & USNA on 27 Oct 2026 start from £685, 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 District 2BR + Parking | Walk to City Dock & USNA?

On-site parking is available at the property.

What time is check-in at Historic District 2BR + Parking | Walk to City Dock & USNA?

Check-in begins at 3:00 PM.

What time is check-out at Historic District 2BR + Parking | Walk to City Dock & USNA?

Checkout is at 10:00 AM.

Where is Historic District 2BR + Parking | Walk to City Dock & USNA 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.

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 4 out of 7 reviews
Rating 8 - Good. 3 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.0/10

Cleanliness

9.0/10

Check-in

9.8/10

Communication

9.8/10

Location

9.0/10

Listing accuracy

Reviews

Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Plus: great location, good space for three adults, all amenities functioned, quiet street and neighbors, interesting decor.Negative: poor beds, tight parking, narrow stairway could be dangerousI might reserve it again.
Stayed 6 nights in Jul 2026
Response from VrboOwner on 11 Aug 2026
Thank you for your review and for sharing your feedback. We’re glad you enjoyed the location, space, quiet neighborhood and unique character of the home. We take guest feedback seriously and have since made several enhancements to the property, including replacing the mattresses. We also do our best to make guests aware prior to booking that, while having a dedicated parking space is a real convenience in downtown Annapolis, the space is on the smaller side. Likewise, the home’s steep, narrow staircase is part of the character of this more than 200-year-old historic property and may not be ideal for every guest. We appreciate your comments and are always looking for ways to make each stay as comfortable and enjoyable as possible. We’d be happy to welcome you back!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hidden gem

Excellent location for all things USNA and downtown Annapolis. We walked everywhere. The second bedroom was a little warm but it was unseasonably hot while we were there. There is a K cup coffeemaker but you’ll need to bring everything to enjoy a cup. Would definitely stay again!
Stayed 4 nights in Sep 2023
Response from VrboOwner on 10 Jul 2024
Thank you for your review. We're sorry for the oversight on the coffee items not being stocked. Please come back and stay with us again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and host.
Stayed 3 nights in Sep 2026
Response from VrboOwner on 9 Sept 2026
Thank you for the review Leslie. We're so glad you enjoyed your stay and found the location to be convenient! Please come back and stay with us again sometime.
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Checking in

I never received an email telling me the code for the keypad on the door. My daughter and I tried calling the emergency number multiple times, always leaving a message. It was a good hour before anyone responded to our call. The lady had the correct email, but an email was never received. I had expected that calling the emergency number that I would hear something very soon. 57 Pinkney is a lovely place, in a fabulous location.
Stayed 2 nights in Dec 2021
Response from VrboOwner on 13 Jan 2022
We are glad that you enjoyed your stay at 57 Pinkney St. and agree, it's a great place in a perfect location for enjoying everything Annapolis has to offer. We are sorry that you did not receive the email with check in instructions We have verified that it was sent on 12/20/21. We also apologize for the delayed response to your call to the emergency number. We will look into this and make sure that there is a shorter response time going forward.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Classic

Nice place. Great for walking.
Stayed 3 nights in Sep 2021
Response from VrboOwner on 7 Oct 2021
Thanks! Glad you enjoyed your stay! Come back and visit us again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, location, location

Just a few blocks to State House & Governor's mansion, Gate 1 entrance to Navel Academy, harbor, St John's College, St Anne's & shopping. Amazing restaurants within 10 minutes walk. Pinkney is a very quiet Street in a charming neighborhood.
Stayed 4 nights in Sep 2021
Response from VrboOwner on 29 Sept 2021
Thank you, Mary! We're so glad you had a good time and enjoyed Annapolis and our property! Come back anytime! Cheers! The team at Annapolis Accommodations/ Long & Foster Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness
Stayed 3 nights in Aug 2026
Response from VrboOwner on 3 Sept 2026
Thank you for the 5-star review. We'd love to host you again. Please come back any time.

About the host

Hosted by Annapolis Accommodations & Property Management

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