Set at the waterfront, this vacation home features 3 bedrooms and 2 bathrooms, accommodating 8 guests. It offers water views and has a private boat dock. Enjoy outdoor areas including a patio and deck, while nearby attractions include Spa Creek and ARTFX Gallery of Fine Crafts and Arts.
Highlights
The great outdoors
Guests love the outdoor space here.
Garage parking available
Enjoy the convenience of garage parking - a rare offering in the area.
Centrally-located
You're never far from where you need to be with this convenient location.
Discover nearby landmarks
Near Maryland State House
3 bedrooms2+ bathroomsSleeps 8
Popular amenities
Dock
Street parking available
Barbecue grill
Toys
Washer
Air conditioning
Explore the area
Annapolis, MD
Maryland State House
Place, Maryland State House
11 min walk
Annapolis City Dock
Place, Annapolis City Dock
13 min walk
U.S. Naval Academy
Place, U.S. Naval Academy
14 min walk
Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks
Absolutely gorgeous downtown waterfront home. Loaded with historical significance and character, all while minutes walking distance to museums, restaurants and festivities on Main Street Annapolis. This home has a deep water slip for up to 40 feet. There are also kayaks and canoes guests may enjoy. And if you aren't up for the short walk to ego alley?... Take the water taxi, they will pick you up and bring you back to 5’s dock. This locally legendary house has had only 2 owners since 1936, each with deep ties to USNA and USMA. It is truly a family home they are happy to share. It’s not a ‘rental’ and the owners desire guests who will treat the home as their own. It is their joy to share this little gem with people who love Annapolis and it’s history.
This home is the definition of tranquility as a virtually secret place in the middle of a city. Tucked away on the waterside of Southgate Ave., it is peaceful, quiet and completely private. Sleeps six adults and two children comfortably. Fully equipped kitchen. Laundry on-site. Walking distance to everything Annapolis. This home is truly one of a kind.
Note that there is street parking only. The photo of the driveway aims at showing the guests that the entrance to the home is down the driveway and behind 7 Southgate Avenue. This home was built in 1936 for the daughter of the then owners of 7 Southgate. Hence the legacy access. There are multiple garages that are less than .4 of a mile away if extended M-F daytime parking is needed. 2 hour weekday limit but no night or weekend parking restrictions. Both uptown and downtown Annapolis are easy walking distance from Southgate Avenue through beautiful Murray Hill.
Our prices include all fees. No hidden fees.
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Please turn off front gate outdoor lights by 11 pm as the neighbors master bedroom catches the glare if left on.
Please be mindful of all neighbors and noise ordinance beyond 8pm.
Absolutely no parties are permitted.
Important information
You need to know
Property Registration Number RENT-000757-2025
Property # 1583552
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Annapolis
Located on the waterfront, this vacation home is in Historic District, a neighborhood in Annapolis. Maryland Hall for Creative Arts and French Soldiers Monument are local attractions and those in the mood for shopping can visit Annapolis City Dock and Annapolis Harbor Center Shopping Center. Helen Avalynne Tawes Garden and Annapolis Maritime Museum are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and mountain biking nearby.
Is Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks?
As of Sep 17, 2026, prices found for a 1-night stay for 2 adults at Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks on Sep 20, 2026 start from $892, 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?
Limited spots are available.
What time is check-in at Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks?
Check-in begins at 2:00 PM.
What time is check-out at Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks?
Check-out is at 10:00 AM.
Where is Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks located?
Located in Historic District, this vacation home is within 1 mi (2 km) of Spa Creek, Annapolis City Dock, and U.S. Naval Academy. Banneker Douglass Museum and Asbury United Methodist Church are also within 10 minutes.