Just steps from Main Street, City Dock, and the USNA (300 ft), you'll be in the perfect location for exploring Annapolis from our historic flat. The home was built in the early 1700's and still retains its original character but was recently renovated. This charming two-level apartment has high-speed WiFi and hotel-quality mattresses and pillows.
Parking is not available at the home, but a paid parking garage is close by (.3 miles), with a water taxi stop at City Dock to explore Annapolis by boat.
Our space has three bedrooms with an additional small area that can be used as a nursery or office. There is a half flight of stairs at the entrance to the home and another half flight within the apartment. Please note that there are two other units in the building, but they are completely separate and have their own entrances.
The kitchen is well-equipped with essential cookware and supplies including coffee, tea, sugar, creamer, olive oil, and spices. There is a new 55" Smart TV that features Netflix, Disney, Hulu, and ESPN. We have the fastest WiFi possible and will do anything to make your stay more comfortable!
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Out of respect to others in the building and neighbors, parties, events, and loud music are not permitted. Quiet hours are from 9pm-8am.
It's an old house, so please do not flush anything other than toilet paper. No tampons or wipes, even if they say “flushable”.
Important information
You need to know
Property Registration Number STR23-145350
Property # 4464265vb
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 deadlock
About the area
Annapolis
Historic District, a neighbourhood in Annapolis, is home to this holiday home. French Soldiers Monument and Helen Avalynne Tawes Garden are local attractions and those in the mood for shopping can visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Travelling with kids? Consider Maryland Hall for Creative Arts and Annapolis Maritime Museum. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking/biking trails nearby.
O'Brien's Oyster Bar & Seafood Tavern - 5 min walk
Annapolis Market House - 3 min walk
Chick & Ruth's Delly - 6 min walk
Frequently asked questions
Is Beautiful Historic Flat next to City Dock + USNA pet-friendly?
No, pets are not allowed at this property.
What time is check-in at Beautiful Historic Flat next to City Dock + USNA?
Check-in begins at 4:00 PM.
What time is check-out at Beautiful Historic Flat next to City Dock + USNA?
Checkout is at 10:00 AM.
Where is Beautiful Historic Flat next to City Dock + USNA located?
Located in Historic District, this family-friendly Annapolis holiday home is steps away from John Smith House and U.S. Naval Academy. William Paca House and Annapolis City Dock are just steps away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had our two kids, and each had a friend. It was perfect for us for a long weekend. We all could walk everywhere easily, even over the bridge to Eastport. Everyone thought the lower basement level was very cool, unique, and let everyone hang out as needed. We would absolutely come back. If we can get the other flats/floors, too, it'd be great for a larger group.
Verified traveller
Stayed 3 nights in Oct 2025
Response from VrboOwner on 16 October 2025
We enjoyed hosting you and hope to have you back soon! Glad you and your family had a nice time!
We had the best time- thank you for a great stay! Megan's place was beautifully appointed and in the perfect location for our needs. She was super responsive to messages and accommodating to an early check-in. I would definitely stay here again!
Johnnie B.
Stayed 3 nights in Oct 2025
Response from VrboOwner on 20 November 2025
Thanks for the kind words Johnnie! Thank you for choosing our place and hope to host you again!
About the host
Hosted by Megan Crabtree
We are a husband-wife team who love Annapolis and sharing our home. We've lived in downtown Annapolis with our family for the last 12 years. We recently moved across town and decided to rent our flat on Vrbo. We don't use a management company and enjoy helping our guests by making their trip as comfortable as possible.
We hope you have a wonderful stay!
Why they chose this property
Just steps from Main Street, City Dock, and the USNA (300 ft), you'll be in the perfect location for exploring Annapolis from our historic flat. You'll be in walking distance to historical sites, restaurants, shops, and the water.
What makes this property unique
The home was built in the early 1700's and still retains its original character but was recently renovated. You'll find the lower level especially charming with brick floors and walls, original beams, and the original fireplace.
The location couldn't be any more convenient to visit downtown Annapolis!
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests