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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 staircase with a wooden handrail and beige carpeted steps leading to a landing.
A dining room with a wooden table, six chairs, a chandelier, and a view of greenery outside.
A dock with a boat, a wooden walkway, and a house with a balcony.

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

Popular amenities

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

Explore the area

View map
Annapolis, MD
  • Place, Spa Creek
    ‪2 min walk‬
  • Place, Maryland State House
    ‪11 min walk‬
  • Place, Annapolis City Dock
    ‪13 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

Add dates for prices

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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 horse riding and hiking/biking trails nearby.
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Map
Annapolis, MD

What's nearby

  • Spa Creek - 2 min walk - 0.2 km
  • Thurgood Marshall Memorial - 9 min walk - 0.8 km
  • Maryland State House - 11 min walk - 1.0 km
  • Annapolis City Dock - 13 min walk - 1.1 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
  • ‪Leo - ‬10 min walk
  • ‪Chick & Ruth's Delly - ‬12 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 2 November 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 4 November 2026 start from NZ$3,403, 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.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 61 out of 70 reviews
Rating 8 - Good. 7 out of 70 reviews
Rating 6 - Okay. 1 out of 70 reviews
Rating 4 - Poor. 1 out of 70 reviews
Rating 2 - Terrible. 0 out of 70 reviews

9.8/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great waterfront property, close to all Annapolis has to offer! Highly recommend
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Charming property, perfect location
Stayed 2 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy
Great time but brutal heat which made upstairs on the warm side. Great view. Great location.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was cozy, beautiful and well-located. It was just perfect for what our family group of 6 needed. We took boating lessons in the nearby marina and walked downtown to shop and enjoy the many fantastic restaurants. We had our morning coffee out on the deck and watched the boats go by—so relaxing! The beds are super comfortable and the kitchen is full of thoughtful extras. We will definitely come back here the next time we’re in Annapolis!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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 review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spectacular location and beautiful home within walking distance to USNA through a beautiful neighborhood. Even came with a neighborhood kitty who liked to hang with us. House has many stairs so recommended for folks who are happy with stair navigation. Awesome dock and patios to hang on. Very quiet neighborhood. Parking is on street at night, but needs to be in a lot during the daytime (about 1/3 mile away). We found it easy to coordinate parking. Host was responsive and helpful and we look forward to staying here again in the future.
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

10/10 Excellent

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 review

6/10 Okay

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
Response from VrboOwner on 7 April 2024
There are no cameras in the house. That would be beyond creepy. It’s a felony. There are exterior security cameras. In a $2 million house that’s mostly vacant, not having them would be reckless.
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