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Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & Dock

Photo gallery for Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & Dock

Coastal decor meets historic charm
A bedroom with a large bed, a wooden dresser, a fan, and a rug.
A dining area with a table, chairs, and a patterned rug.
A paved backyard with a wooden fence, two potted plants with purple flowers, and a tree.
A bedroom with a bed, a chair, a rug, and a door leading to another room.

Reviews

10 out of 10
Exceptional

Highlights

  • At the centre 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, 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)
    ‪39 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

2nd floor en suite

1 Queen Bed

2nd floor en suite

1 Queen Bed

2 bathrooms, 1 half bathroom

1st fl.

2nd fl. guest room 1

Bathtub or shower

2nd fl. guest room 2

Bathtub or shower

Spaces

Deck or patio
Kitchen
Dining area

About this property

Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & 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
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
  • U.S. Naval Academy - 3 min walk - 0.3 km
  • Ego Alley - 5 min walk - 0.4 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
  • ‪McGarvey's Saloon & Oyster Bar - ‬1 min walk
  • ‪Chick & Ruth's Delly - ‬4 min walk

Frequently asked questions

Is Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & Dock pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & Dock?

Check-in begins at 3:00 PM.

What time is check-out at Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & Dock?

Checkout is at 10:00 AM.

Where is Historic Annapolis 2BR En Suite Retreat- Walk to Naval Academy & Dock located?

Located in Historic District, this holiday home is steps away from The Colonial Players and Annapolis City Dock. U.S. Naval Academy is 0.3 mi (0.4 km) away.

Reviews

10

Exceptional

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean, had all the necessities. Just an excellent place to stay. Location in the middle of Annapolis makes for an enjoyable stay
Stayed 3 nights in Nov 2025
Response from VrboOwner on 17 Nov 2025
Thank you for your kind review! We're so glad you enjoyed your stay! Please come back and stay again...any time!
Verified

10/10 Excellent

Erica O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a fantastic location. You are walking distance from everything. The home was quaint and clean. Perfect for our weekend getaway.
Stayed 2 nights in Oct 2025
Response from VrboOwner on 28 Oct 2025
Erica, Thank you for your 5 star review! We're so glad you enjoyed your stay! We'd love to have you back again!

About the host

Hosted by Annapolis Accommodations & Property Management

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English
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