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Fleet St Retreat in Downtown - Great Location!

Photo gallery for Fleet St Retreat in Downtown - Great Location!

A kitchen with a bar area, wooden stools, a dolphin wall decoration, and a nautical-themed rug.
A living room with a blue sofa, a grey sofa, a wooden coffee table, and nautical-themed pillows.
A modern interior with a staircase, a dining area with a table and chairs, and a living room with a sofa and a coffee table.
A marina with boats docked, a flagpole with an American flag, and a statue of a person.
A bedroom with a bed, a ceiling fan, and a window with blinds.

Reviews

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

Highlights

  • Family fun awaits
    Top-rated for families.
  • At the center of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Near Maryland State House
2 bedrooms2+ bathroomsSleeps 5

Popular amenities

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

Explore the area

View in a 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)
    ‪37 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 2

1 Single Bed and 1 King Bed

Master

1 Queen Bed

2 bathrooms, 1 half bathroom

First floor

Master

Second Full

Spaces

Deck or patio
Kitchen
Garden

About this property

Fleet St Retreat in Downtown - Great Location!

We welcome you to our renovation on historic Fleet Street. Purchased in 2016 this house was taken down to the studs so everything is brand new and waiting to host you on your next trip to Annapolis. Literally a stones throw from everything downtown has to offer you can’t get closer to the action. USNA, Maryland State House, City Dock, McGarveys and Iron Rooster are just around the corner. Perfect place for two couples and a extra single. Small city patio out back.

We are in the heart of downtown Annapolis. Guests have the full townhouse to themselves

There is no parking at this location - guests use one of the city garages all Located within a few block walk

Quiet Hours after 9pm. No parties ( Bach / ette included ) No pets or smoking.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 24
Check out before 10:00 AM
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Children

Adults only
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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 # 1825982vb
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 first aid kit

About the area

Annapolis

Historic District, a neighbourhood in Annapolis, is home to this holiday home. 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.
View more Holiday homes in AnnapolisOpens in a new window
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 - 29 min drive
  • Fort Meade, MD (FME-Tipton) - 30 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 - ‬16 min walk

Frequently asked questions

Is Fleet St Retreat in Downtown - Great Location! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Fleet St Retreat in Downtown - Great Location!?

As of 23 Aug, 2026, prices found for a 1-night stay for 2 adults at Fleet St Retreat in Downtown - Great Location! on 24 Aug, 2026 start from S$781, 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 Fleet St Retreat in Downtown - Great Location!?

Check-in begins at 3:00 PM.

What time is check-out at Fleet St Retreat in Downtown - Great Location!?

Checkout is at 10:00 AM.

Where is Fleet St Retreat in Downtown - Great Location! located?

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

About the host

Hosted by M

Host profile image
Megan is a local owner and property manager of Short term rentals in the Annapolis area any beyond . Born and raised in Downtown Annapolis she is your go to person for all things local . Reach out with any questions - we’d love to help you plan your next trip !

Why they chose this property

This was a old rowhouse on Fleet that had to be taken down to the studs . We are super proud of our renovation job and know you will be too !

What makes this property unique

Heart of Downtown . Walk to city dock , USNA , all Churches , AYC in just a few minutes . Parking will need to be in one of our numerous local garages as the city no longer allows parking passes to short term rentals .

Premier Host

They consistently provide great experiences for their guests
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