Entire home

Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks

Photo gallery for Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks

A large house with a dock and a swimming pool.
A patio with white furniture and a stone table, overlooking a body of water with docks and boats.
A dock with a boat, a wooden walkway, and a house with a balcony.
A dining room with a wooden table, six chairs, a chandelier, and a view of greenery outside.
A staircase with a wooden handrail and beige carpeted steps leading to a landing.

Reviews

9.8 out of 10
Exceptional

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

  • Balcony
  • Street parking available
  • Toys
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Annapolis, MD
  • Place, Maryland State House
    ‪11 min walk‬
  • Place, Annapolis City Dock
    ‪13 min walk‬
  • Place, U.S. Naval Academy
    ‪14 min walk‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪42 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom

2 Single Bunk Beds

Living Sofa Bed

1 Queen Bed

Master

1 King Bed

Middle

1 Single Bunk Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Towels provided · Toilet

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

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.

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House Rules

Check in after 2:00 PM

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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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

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 # 1583552vb
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 deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Annapolis

Located on the waterfront, this holiday home is in Historic District, a neighbourhood 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.
Map
Annapolis, MD

What's nearby

  • St. John's College - 11 min walk - 0.9 km
  • Maryland State House - 11 min walk - 1.0 km
  • Annapolis City Dock - 13 min walk - 1.1 km
  • William Paca House - 14 min walk - 1.2 km
  • U.S. Naval Academy - 14 min walk - 1.2 km

Getting around

  • Odenton Station - 27 min drive
  • Fort Meade, MD (FME-Tipton) - 29 min drive

Restaurants

  • ‪Starbucks - ‬13 min walk
  • ‪The Red Bean - ‬10 min walk
  • ‪Chick & Ruth's Delly - ‬12 min walk
  • ‪Leo - ‬10 min walk
  • ‪Buddy's Crabs & Ribs - ‬14 min walk

Frequently asked questions

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 17 September 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 2 October 2026 start from NZ$3,855, 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 Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks?

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?

Checkout 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 holiday home is within 1 mile (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.

About the host

Hosted by Erin Montgomery

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English

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