Annapolis, Maryland
Historic 2BR + Loft Home in Downtown Annapolis
About the property
Stay in the heart of downtown Annapolis in our charming historic 2-bedroom home with bonus loft built in 1875. Our home blends character and comfort. Perfectly located just steps from shopping, waterfront dining, local restaurants, and the U.S. Naval Academy. Walk to City Dock, explore cobblestone streets, or enjoy nearby nightlife and attractions. After a day in town, relax in a cozy space full of historic charm with modern touches—ideal for couples, families, or friends exploring Annapolis.
Stay in the heart of downtown Annapolis at this charming and light-filled home, just steps from everything the city has to offer. Featuring 2 bedrooms. Enjoy, a dining area that seats 6, spacious living room, 1.5 bathrooms and plenty of natural light throughout. Walk right out the front door to restaurants, shops, the waterfront, Naval Academy, and all the historic charm of Annapolis. The perfect home base for your stay!
Where you will sleep:
The primary has a king bed and the second offers a queen bed.
A bonus loft includes a daybed that converts into two twin beds—perfect for children or extra guests.
The living room also has a sleeper sofa
Comfortably sleeps 4 adults or up to 6 guests if traveling with kids.
The city does provide free parking from 6PM Friday to 6AM Monday at the Calvert Street Garage (19 St. Johns Lane) or you can also park in the following garages/lots: Hillman Garage (150 Gorman Ave - entrances from Main St or Duke of Gloucester) South Street Lot - South Street off Church Circle, Gotts Court Parking Garage – (25 Northwest Street) Knighton Parking Garage – (1A Colonial Avenue), Park Place - 5 Park Place (just off West St ).
The free Annapolis Circulator bus stops at all the city garages/lots and the city dock and can be used to get to/from the garages. Please see the Annapolis Parking website for further details
We respect our guests' privacy and offer a self-check-in process for your convenience. While we will not be present during your stay, we are always available via the messaging app or phone if you have any questions or need assistance.
Stay in the heart of downtown Annapolis in our charming historic 2-bedroom home with bonus loft built in 1875. Our home blends character and comfort. Perfectly located just steps from shopping, waterfront dining, local restaurants, and the U.S. Naval Academy. Walk to City Dock, explore cobblestone streets, or enjoy nearby nightlife and attractions. After a day in town, relax in a cozy space full of historic charm with modern touches—ideal for couples, families, or friends exploring Annapolis.
Stay in the heart of downtown Annapolis at this charming and light-filled home, just steps from everything the city has to offer. Featuring 2 bedrooms. Enjoy, a dining area that seats 6, spacious living room, 1.5 bathrooms and plenty of natural light throughout. Walk right out the front door to restaurants, shops, the waterfront, Naval Academy, and all the historic charm of Annapolis. The perfect home base for your stay!
Where you will sleep:
The primary has a king bed and the second offers a queen bed.
A bonus loft includes a daybed that converts into two twin beds—perfect for children or extra guests.
The living room also has a sleeper sofa
Comfortably sleeps 4 adults or up to 6 guests if traveling with kids.
The city does provide free parking from 6PM Friday to 6AM Monday at the Calvert Street Garage (19 St. Johns Lane) or you can also park in the following garages/lots: Hillman Garage (150 Gorman Ave - entrances from Main St or Duke of Gloucester) South Street Lot - South Street off Church Circle, Gotts Court Parking Garage – (25 Northwest Street) Knighton Parking Garage – (1A Colonial Avenue), Park Place - 5 Park Place (just off West St ).
The free Annapolis Circulator bus stops at all the city garages/lots and the city dock and can be used to get to/from the garages. Please see the Annapolis Parking website for further details
We respect our guests' privacy and offer a self-check-in process for your convenience. While we will not be present during your stay, we are always available via the messaging app or phone if you have any questions or need assistance.
Stay in the heart of downtown Annapolis in our charming historic 2-bedroom home with bonus loft built in 1875. Our home blends character and comfort. Perfectly located just steps from shopping, waterfront dining, local restaurants, and the U.S. Naval Academy. Walk to City Dock, explore cobblestone streets, or enjoy nearby nightlife and attractions. After a day in town, relax in a cozy space full of historic charm with modern touches—ideal for couples, families, or friends exploring Annapolis.
Stay in the heart of downtown Annapolis at this charming and light-filled home, just steps from everything the city has to offer. Featuring 2 bedrooms. Enjoy, a dining area that seats 6, spacious living room, 1.5 bathrooms and plenty of natural light throughout. Walk right out the front door to restaurants, shops, the waterfront, Naval Academy, and all the historic charm of Annapolis. The perfect home base for your stay!
Where you will sleep:
The primary has a king bed and the second offers a queen bed.
A bonus loft includes a daybed that converts into two twin beds—perfect for children or extra guests.
The living room also has a sleeper sofa
Comfortably sleeps 4 adults or up to 6 guests if traveling with kids.
The city does provide free parking from 6PM Friday to 6AM Monday at the Calvert Street Garage (19 St. Johns Lane) or you can also park in the following garages/lots: Hillman Garage (150 Gorman Ave - entrances from Main St or Duke of Gloucester) South Street Lot - South Street off Church Circle, Gotts Court Parking Garage – (25 Northwest Street) Knighton Parking Garage – (1A Colonial Avenue), Park Place - 5 Park Place (just off West St ).
The free Annapolis Circulator bus stops at all the city garages/lots and the city dock and can be used to get to/from the garages. Please see the Annapolis Parking website for further details
We respect our guests' privacy and offer a self-check-in process for your convenience. While we will not be present during your stay, we are always available via the messaging app or phone if you have any questions or need assistance.
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 17, 2026 | $400 | Not Available | 90 |
| Jul 18, 2026 | $400 | Not Available | 90 |
| Jul 19, 2026 | $325 | Not Available | 90 |
| Jul 20, 2026 | $325 | Not Available | 90 |
| Jul 21, 2026 | $325 | Not Available | 90 |
| Jul 22, 2026 | $325 | Not Available | 90 |
| Jul 23, 2026 | $325 | Not Available | 90 |
| Jul 24, 2026 | $400 | Not Available | 90 |
| Jul 25, 2026 | $400 | Not Available | 90 |
| Jul 26, 2026 | $325 | Not Available | 90 |
| Jul 27, 2026 | $325 | Not Available | 90 |
| Jul 28, 2026 | $325 | Not Available | 90 |
| Jul 29, 2026 | $325 | Not Available | 90 |
| Jul 30, 2026 | $325 | Not Available | 90 |
| Jul 31, 2026 | $400 | Available | 90 |
| Aug 1, 2026 | $400 | Available | 90 |
| Aug 2, 2026 | $325 | Available | 90 |
| Aug 3, 2026 | $325 | Available | 90 |
| Aug 4, 2026 | $325 | Available | 90 |
| Aug 5, 2026 | $325 | Available | 90 |
| Aug 6, 2026 | $325 | Not Available | 3 |
| Aug 7, 2026 | $400 | Not Available | 3 |
| Aug 8, 2026 | $400 | Not Available | 3 |
| Aug 9, 2026 | $325 | Not Available | 3 |
| Aug 10, 2026 | $325 | Available | 3 |
| Aug 11, 2026 | $325 | Available | 3 |
| Aug 12, 2026 | $325 | Available | 3 |
| Aug 13, 2026 | $325 | Not Available | 3 |
| Aug 14, 2026 | $400 | Not Available | 3 |
| Aug 15, 2026 | $400 | Not Available | 3 |
| Aug 16, 2026 | $325 | Not Available | 90 |
| Aug 17, 2026 | $325 | Not Available | 90 |
| Aug 18, 2026 | $325 | Not Available | 90 |
| Aug 19, 2026 | $325 | Not Available | 90 |
| Aug 20, 2026 | $325 | Not Available | 90 |
| Aug 21, 2026 | $400 | Not Available | 90 |
| Aug 22, 2026 | $400 | Not Available | 90 |
| Aug 23, 2026 | $325 | Not Available | 90 |
| Aug 24, 2026 | $325 | Not Available | 90 |
| Aug 25, 2026 | $325 | Not Available | 90 |
| Aug 26, 2026 | $325 | Not Available | 90 |
| Aug 27, 2026 | $325 | Not Available | 90 |
| Aug 28, 2026 | $400 | Not Available | 90 |
| Aug 29, 2026 | $400 | Not Available | 90 |
| Aug 30, 2026 | $325 | Not Available | 90 |
| Aug 31, 2026 | $325 | Not Available | 90 |
| Sep 1, 2026 | $325 | Not Available | 90 |
| Sep 2, 2026 | $325 | Not Available | 90 |
| Sep 3, 2026 | $325 | Not Available | 90 |
| Sep 4, 2026 | $400 | Not Available | 90 |
| Sep 5, 2026 | $400 | Not Available | 90 |
| Sep 6, 2026 | $325 | Not Available | 90 |
| Sep 7, 2026 | $325 | Not Available | 90 |
| Sep 8, 2026 | $325 | Not Available | 90 |
| Sep 9, 2026 | $325 | Not Available | 90 |
| Sep 10, 2026 | $325 | Not Available | 90 |
| Sep 11, 2026 | $400 | Not Available | 90 |
| Sep 12, 2026 | $400 | Not Available | 90 |
| Sep 13, 2026 | $325 | Not Available | 90 |
| Sep 14, 2026 | $325 | Not Available | 90 |
| Sep 15, 2026 | $325 | Not Available | 90 |
| Sep 16, 2026 | $325 | Not Available | 90 |
| Sep 17, 2026 | $325 | Not Available | 90 |
| Sep 18, 2026 | $400 | Not Available | 90 |
| Sep 19, 2026 | $400 | Not Available | 90 |
| Sep 20, 2026 | $325 | Not Available | 90 |
| Sep 21, 2026 | $325 | Not Available | 90 |
| Sep 22, 2026 | $325 | Not Available | 90 |
| Sep 23, 2026 | $325 | Not Available | 90 |
| Sep 24, 2026 | $325 | Not Available | 90 |
| Sep 25, 2026 | $400 | Not Available | 90 |
| Sep 26, 2026 | $400 | Not Available | 90 |
| Sep 27, 2026 | $325 | Not Available | 90 |
| Sep 28, 2026 | $325 | Not Available | 90 |
| Sep 29, 2026 | $325 | Not Available | 90 |
| Sep 30, 2026 | $325 | Not Available | 90 |
| Oct 1, 2026 | $325 | Not Available | 90 |
| Oct 2, 2026 | $400 | Not Available | 90 |
| Oct 3, 2026 | $400 | Not Available | 90 |
| Oct 4, 2026 | $325 | Not Available | 90 |
| Oct 5, 2026 | $325 | Not Available | 90 |
| Oct 6, 2026 | $325 | Not Available | 90 |
| Oct 7, 2026 | $325 | Not Available | 90 |
| Oct 8, 2026 | $325 | Not Available | 90 |
| Oct 9, 2026 | $400 | Not Available | 90 |
| Oct 10, 2026 | $400 | Not Available | 90 |
| Oct 11, 2026 | $325 | Not Available | 90 |
| Oct 12, 2026 | $325 | Not Available | 90 |
| Oct 13, 2026 | $325 | Not Available | 90 |
| Oct 14, 2026 | $325 | Not Available | 90 |
| Oct 15, 2026 | $325 | Not Available | 90 |
Amenities
New · 1 review
Average rating will appear after 3 reviews
Danielle's place was great for our group. The property itself is beautiful and it is conveniently located for exploring Annapolis. All positive experiences with the host.
Where you'll be
Annapolis, Maryland, 21401, United States
Immerse yourself in the historic heart of Annapolis, where Maryland's maritime heritage and political legacy seamlessly intertwine. Steps away from the lively Annapolis City Dock and Armel-Leftwich Visitor Center, you are ideally placed to discover the architectural grandeur of the Maryland State House or browse the exhibits at the U.S. Naval Academy Museum. Experience local culture at nearby Maryland Hall or explore
Immerse yourself in the historic heart of Annapolis, where Maryland's maritime heritage and political legacy seamlessly intertwine. Steps away from the lively Annapolis City Dock and Armel-Leftwich Visitor Center, you are ideally placed to discover the architectural grandeur of the Maryland State House or browse the exhibits at the U.S. Naval Academy Museum. Experience local culture at nearby Maryland Hall or explore
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.