See all properties
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

Property grounds
Marina
Miscellaneous
Marina
Exterior

Reviews

9.8 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 81500 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a 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 Twin Bunk Beds

Living Sofa Bed

1 Queen Bed

Master

1 King Bed

Middle

1 Twin 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.

Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

3-bedroom, 2.5 bathroom charming historic home in downtown Annapolis with room for 6
Timeless Charm Meets Modern Comfort
Historic District
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
10.0 out of 10, Exceptional, (7 reviews)
Timeless Charm Meets Modern Comfort

House Rules

Check in after 2:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
default

Children

Children allowed: ages 0-17
default

Events

No events allowed
default

Pets

No pets allowed
default

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

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
Property Registration Number RENT-000757-2025

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 mountain biking and hiking nearby.
View more Vacation Homes in AnnapolisOpens in a new window
Map
Annapolis, MD

What's nearby

  • 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
  • Hammond-Harwood House - 16 min walk - 1.3 km

Getting around

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

Restaurants

  • ‪Starbucks - ‬13 min walk
  • ‪Rams Head Tavern - ‬9 min walk
  • ‪O'Brien's Oyster Bar & Seafood Tavern - ‬13 min walk
  • ‪Chick & Ruth's Delly - ‬12 min walk
  • ‪The Red Bean - ‬10 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 Apr 23, 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 Apr 26, 2026 start from $1,017, 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 and U.S. Naval Academy. Banneker Douglass Museum and Asbury United Methodist Church are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 57 out of 64 reviews
Rating 8 - Good. 5 out of 64 reviews
Rating 6 - Okay. 1 out of 64 reviews
Rating 4 - Poor. 1 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Ann S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our host was so helpful, the kitchen was well-stocked and the porch area with the beautiful view of the water was amazing!
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Amanda S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Stacey B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved this property. It was so nice to enjoy the views on the water in the morning and at night. The beds were comfortable and there were plenty of towels and soaps and shampoos for the bathroom. They provided coffee and the coffee make makes great coffee. Erin was wonderful and called me the day before to tell me how to get in to the property. The water taxis were so nice to be able to get around as well. The house has wonderful history attached to it and it is just decorated so nicely. Sofas and chairs are comfortable. The kitchen is well appointed if you want to cook. I will definitely book this house again.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Nathaniel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Getaway

We stayed for two weeks and absolutely loved the water access, the charm of the cottage, and the closeness to town. Our kids loved it and we did too.
Stayed 14 nights in Jun 2023
Verified

10/10 Excellent

Lori Ann D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay at an Annapolis Classic

This property is beyond beautiful. Morning coffee views are timeless!!
Stayed 2 nights in Feb 2024
Verified

10/10 Excellent

Elizabeth R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quaint Home on the Water

This home has a great location and a lovely history. It is quite compact but still has everything you need.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Peter C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming and convenient

Very close to downtown walk or water taxi.
Stayed 3 nights in Sep 2023
Verified

8/10 Good

Glenn D.

Liked: Cleanliness, communication, location, listing accuracy

Review

We enjoyed our stay. Only two issues: no parking and small kitchen
Stayed 5 nights in Apr 2024
Verified

10/10 Excellent

Dodie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic

Great house with a fascinating history. We loved sitting on the deck. Quiet neighborhood and well located. It was fun to take the water taxi.
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Nick L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Above and beyond

The owner and his team went above and beyond in every way for our team. Their communication was direct, immediate, and deeply helpful. Beautiful home with so much history. Highly recommend!
Stayed 2 nights in Mar 2024
Verified

10/10 Excellent

Kimberly M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay

We loved this charming house The hosts left a book with the story of the people who have lived there and you could just feel the history. We rented it for the Annapolis Holiday lights parade and what a spectacular location. Our kids had such a great time. It was perfectly appointed and comfortable. We walked downtown. Everything was easy. The host was available all weekend for answering questions. Thank you so much. We had a great time!!
Stayed 2 nights in Dec 2024
Verified

10/10 Excellent

Riess L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boat Show weekend

We had a lovely stay over Boat Show weekend. The location is convenient to town and being able to catch the water taxi directly from the dock was absolutely perfect. The house is quaint and cozy - quintessential Annapolis. Only suggestion would be to add a full or Queen bed to one of the guest bedrooms. Otherwise we had a great time.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Brian W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location is everything

Our stay could not have been better. The house is in the perfect location for visiting Annapolis and all the city has to offer. We were in for the fall sailboat show. Water taxi picks up and drops off right from the dock. The house was well appointed and stocked with anything you might need. Our host was easy to communicate with and we never had any issues. Couldn’t have asked for a better experience
Stayed 5 nights in Oct 2024
Verified

10/10 Excellent

Deborah H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday Celebration Weekend

We just came back from spending a long weekend in Annapolis, celebrating two birthdays. This property is just perfect with so much history in the most amazing view. Erin was easy to work with and very quick to respond. As it’s been mentioned, there really is no need for a car, Take the water taxi everywhere. It’s the best way to get around.
Stayed 4 nights in Aug 2024
Verified

8/10 Good

Ryan Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and quiet

Very nice time and would recommend. Make sure to have apps to mirror or download on TV. Internet gliches and disconnects while watching. Other than that, view from deck is great and neighborhood is awesome. Kitchen is well stocked.
Stayed 3 nights in Sep 2024
Verified

8/10 Good

Verified traveler

Liked: Cleanliness, check-in, communication, location

Nice Stay

We enjoyed our stay at this home -- however, there were some things that we had not anticipated: there were cameras inside the home that made us feel like we lacked privacy. Also, the house is historic and, while charming, is quite small. A tall person would have a difficult time navigating this home -- including the tiny bathrooms. The location was great (a 10 minute walk to town) and the view is beautiful -- right on the water. The property manager was responsive and helpful.
Stayed 2 nights in Jan 2022
Verified

10/10 Excellent

Kevin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect waterfront stay in Annapolis!

Tucked away on Spa Creek, this home is an easy walk to Main Street, USNA, and Navy-Marine Corps Memorial Stadium. It's an older home but clean with many thoughtful accoutrements (like device charging stations) and friendly "leave more than you take" philosophy to supplies you'll likely need during your stay. I ran into one issue with a faulty sensor shutting off the water the first night of our stay. It happened late on a Friday night. The owner identified the problem remotely over night and had it fixed by 4AM. The level of responsiveness was amazing!
Stayed 3 nights in Oct 2023
Verified

8/10 Good

Bethany D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A special house in a quiet, beautiful neighborhood

We absolutely loved our stay at this property. It is right on the water with multiple outdoor seating spots. It had the perfect Annapolis cottage feel! The place was very clean and the property manger was very responsive. The only issue we experienced was when the property manager let us know that the cable company would be coming and that she wanted to be on the property while they were there. We agreed that would be fine because we were out of the house during the day. However when I later texted her to clarify check-out process, she specifically mentioned something in the freezer needing to be cleaned which felt a little strange… We were fine with her being there but knowing she took that opportunity while we were gone to go through the home, fridge, freezer, and who knows what else made us feel uneasy. It felt a bit like a violation of privacy. PS we of course cleaned the spill in the freezer, we would have regardless!
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Liesl D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful weekend

We came for a quick weekend to visit our plebe and rented this property at the last minute. The property manager was responsive and answered all of our questions promptly. The house was just as advertised and the location was wonderful. We drove back and forth to town and the academy multiple times with ease. We could have walked but the weather was too cold and wet. Since the weather was bad our plans changed to dinner at the house rather than a restaurant. Everything we needed was available from dishes to pots to utensils. We will definitely consider renting again especially since it was too cold to enjoy the lovely outdoor spaces and views of the water.
Stayed 2 nights in Feb 2021
Verified

10/10 Excellent

Doug M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute, well appointed home on water

Check in was a breeze and property manager was thoroughly communicated with us regarding how to get in property, where to park, where to eat and she even provided expert advice on water taxi. (Note; for water taxi it’s easier to walk to end of street instead of homes dock for the water taxi to see you and pick you up) water taxi was $6/person for downtown compared to $10 for Uber. It’s about a push with tip for 2 people….cheaper for more than 2. House was cute and had everything we needed. Bathrooms are small but clean and water pressure was good. Beds could use a little updating, they were firm, but we were so exhausted from walking 20,000+ steps each day it didn’t really matter. Neighborhood is quiet with plenty of street parking. We would stay here again for sure and enjoy more time on the dock and enjoying the water but it was only a 2 nighter for us.
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming house!

We did a milestone birthday celebration at this sweet house and it was just perfect. We had a mixed group so the bunk beds worked for us. The deck (with a retractable awning) overlooks the water and was great for morning coffee and happy hour. It was one of the highlights for us. The kitchen is small but well appointed with everything you might need and there's an ice maker in the basement. We were able to (snuggly) dock a 35' sailboat, but it did take some thoughtful maneuvering. They offered kayaks, but we didn't use them; however you can see it would be fun and easy to kayak, canoe, paddle board, etc. off the end of the dock. Accessing downtown was easy (~1 mile) via Uber or a 15 minute walk. The water taxi can be requested right to the end of the dock which was a fun little adventure. The hosts were fabulous and very easy to work with. We'd love to rent it again!
Stayed 2 nights in Aug 2023
Verified

6/10 Okay

Bruce G.

Liked: Location

Great location on water

This cottage is set on the water with a wonderful deck and lounge area with a view and kayaks that we used to get to know the area. The neighborhood is very nice and a walk to town. There are 3 sets of bunk beds and one king bed. The house was adequate for our needs for the week and a reasonable drive time to DC. The only suggestion for improvement would be to declutter the place. Every cupboard,shelves,under sink, closets and drawers were stuffed with tools, cleaning products, sheets, family photos and memorabilia. The kitchen is tiny and the sink is covered with appliances that we had to move and store in the water closet off the kitchen so we had a place to put our groceries. There are old electronics everywhere in the downstairs. The security camera’s everywhere inside are creepy. Just declutter the place. The cottage is charming with great history and is a gem if it were cleaned up for short term rental purposes. Currently it feels like grandma moved out for the week so we could stay there. I would stay here again if declutterred though. Charming location and neighborhood. Great value.
Stayed 7 nights in Nov 2023
Verified

10/10 Excellent

Kristy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

FABULOUSNESS!

We had an incredible weekend in this charming city and the EXCLAMATION POINT was this home from start to finish! This home is quaint and you can feel the history talking in it! From dusk to dawn the back porch was a favorite spot overlooking Spa Creek. We so wanted to take the water taxi to town, but did not get to use that fun option! Next time! The kitchen worked great and when we had one small issue with the dishwasher, the property manager was quick to help us. In fact, she was available the whole weekend and responsive as we had little questions here and there. We brought 8 guests which filled every bed. ALL raved about the character of this historic charmer! It entertains very easily and the galley kitchen ended up being overly competent at serving up a large group of hungry folks. The oven heated quickly and we cooked up some yummy dinners and breakfasts in there. The only downfall was parking but our manager advised us well on that issue. Beds were very comfortable, Showers great. We LOVED the numerous places to sit in the living room and this worked great to serve up a fun Friday night dinner our group. Also, the dinner room has a lot of candles. We lit them up and it was delightful! There also is an antique expandable dining table that can seat at least 8. We would LOVE to come back to enjoy this best kept secret soooooon! Spa Creek Boutique! Thank you for the memories we will treasure forever with our Midshipman and his friends. A PLUS.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Tom K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful spot in a quiet residential neighborhood, right on the water with a dock.

This is a very charming property right on Spa Creek with a deep water dock. The neighborhood is very nice and very quiet. The property has a small deck overlooking the creek which was a great place for coffee in the morning and cocktails in the evening..
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Alex R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location

Easy to get to DTA. Quiet neighborhood. Beautiful overlook on the water
Stayed 2 nights in Oct 2022

About the host

Hosted by Erin Montgomery

Host profile image

Languages:

English
Tell us how we can improve our siteShare feedback