Set in the city center, this 2-bedroom vacation home accommodates 6 guests. It features 1 bathroom and a patio for outdoor enjoyment. The location provides easy access to Annapolis City Dock and 14 Fleet Street, offering a variety of dining and entertainment options. Enjoy your stay in the heart of the town.
Highlights
Games
A rare find - enjoy a variety of games available on-site.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Walk to Maryland State House
2 bedrooms1+ bathroomSleeps 6
Popular amenities
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue
Fenced yard
Explore the area
Annapolis, MD
Annapolis City Dock
Place, Annapolis City Dock
1 min walk
William Paca House
Place, William Paca House
2 min walk
Maryland State House
Place, Maryland State House
3 min walk
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
39 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
2 Single Beds
Living room 1
1 Double Sofa Bed
1 bathroom, 1 half bathroom
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Kitchen
Office
Dining area
About this property
Naval Academy Gate 1
This 2-bed, 1.5-bath townhome mixes modern renovations with 1900 classic charm. It's been lovingly decorated to accommodate 6 guests. You'll love the proximity to downtown Annapolis - simply walk one-half block to Main Street circle and Annapolis City Dock. You'll truly be in the middle of everything in this beautiful historic home!
Why guests love staying at 20 Fleet Street:
☼ Historic row home right in the heart of downtown Annapolis with tons of natural light and upgraded features, ideal for families, romantic getaways, or a group of friends visiting historic Annapolis, USNA, and other tourist sites ☼ Centrally located in downtown Annapolis, on historic Fleet Street, just 1/2 block from the action ☼ Two bedrooms: Primary: king bed; Guest: 2 twin beds ☼ The full bathroom is on the second level with both bedrooms and has a tub-shower combo; there is a half-bath on the main living area ☼ Kitchen with all major appliances, a drip coffee maker, kitchen supplies and tools and more ☼ Comfortable living room for watching movies and playing games, with a sliding glass door out to a private outdoor space ☼ Two outdoor spaces - one at the ground level is fully fenced with outdoor dining and a gas grill; the other is a fenced rooftop with outdoor dining ☼ Smart TV in the living room ☼ Fresh linens, towels, toiletries & essentials provided ☼ Professionally cleaned before each visit
Look no further than this historic rowhome in downtown Annapolis!
Please note that there is no parking on Fleet Street. Guests are encouraged to park in nearby public parking garages.
We’ll follow up with a short online registration once you book. It’s fast, simple, and helps us prepare for your visit. Non-Airbnb guests will be asked to pay a small damage waiver OR refundable deposit.
For extra flexibility, consider adding trip insurance for a nominal fee. It can cover you if you need to cancel at the last minute.
20 Fleet Street is managed by a small, female-owned business. We're committed to making sure all of our guests feel welcome and have the best trip ever. Book your trip with confidence that not only will this property be amazing, but the service and attention you get will be, too.
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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, a first aid kit and a deadlock
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.
How much does it cost to stay at Naval Academy Gate 1?
As of 25 Aug 2026, prices found for a 1-night stay for 2 adults at Naval Academy Gate 1 on 14 Sept 2026 start from AU$1,052, 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 Naval Academy Gate 1?
On-site parking is available at the property.
What time is check-in at Naval Academy Gate 1?
Check-in begins at 4:00 PM.
What time is check-out at Naval Academy Gate 1?
Checkout is at 10:00 AM.
Where is Naval Academy Gate 1 located?
Located in Historic District, this holiday home is steps away from 14 Fleet Street and Annapolis City Dock. 48 Fleet Street and The Colonial Players are just steps away.
About the host
Hosted by The House Kee, LLC
Languages:
English
Premier Host
They consistently provide great experiences for their guests