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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Annapolis houseboats

A wooden deck with outdoor seating and a view of the water.

1. Houseboat Suite for Two near Annapolis

Houseboat Suite for Two near Annapolis
Arnold
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful location! Amazing restaurant down the street. Best crab dip and cream of crab soup you’ll ever have."
United States
Anonymous traveller
The price is €371
includes taxes & fees
15 Nov - 16 Nov
Houseboat Suite for Two near Annapolis
A small, single-story structure with a sloped roof, a balcony, and a covered outdoor area.

2. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (54 reviews)
"Love This rental. One of our favorites. Small but everything needed. And the view is absolutely wonderful."
United States
Yamilet
The price is €234
includes taxes & fees
12 Nov - 13 Nov
Cass-N-Reel Luxury Houseboat
A waterfront house with a dock, a covered outdoor seating area, and a view of the water.

3. Bay Sunsets for Two • Rooftop Fire Pit

Bay Sunsets for Two • Rooftop Fire Pit
Pasadena
10.0 out of 10, Exceptional, (4 reviews)
"We had a phenomenal time celebrating our engagement at Flohom! The space was spotlessly clean, super comfortable, and peaceful. The location was fantastic, and the hosting was top-notch from start to finish. We couldn't have asked for a better experience to"
United States
Charles W.
The price is €437
includes taxes & fees
15 Nov - 16 Nov
Bay Sunsets for Two • Rooftop Fire Pit
A laundry room with a view of a dock and water, a washing machine, and a potted plant.

4. 2BR, 2 Bath Houseboat • Canton Harbor

2BR, 2 Bath Houseboat • Canton Harbor
Baltimore
10.0 out of 10, Exceptional, (16 reviews)
"Very clean and well appointed houseboat. Location of marina is in a wonderful part of town and walkable to restaurants and shops. We would definitely do this again."
United States
Shawna T.
The price is €470
includes taxes & fees
1 Dec - 2 Dec
2BR, 2 Bath Houseboat • Canton Harbor
A living room with a view of a marina, a sofa, a chair, a TV, and a plant.

5. Skyline Rooftop Houseboat • Inner Harbor

Skyline Rooftop Houseboat • Inner Harbor
Baltimore
10.0 out of 10, Exceptional, (28 reviews)
"Great stay, fun way to experience the inner harbour"
United States
Matthew M.
The price is €616
includes taxes & fees
16 Nov - 17 Nov
Skyline Rooftop Houseboat • Inner Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Annapolis and related destinations

Cobblestone streets wind past the Naval Academy where midshipmen march in crisp white uniforms during ceremonial parades. Sail the Chesapeake Bay in the morning, then explore historic homes and seafood spots along the charming waterfront district.

See all hotels in Annapolis
A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Frequently Asked Questions

Why book your houseboat in Annapolis with Expedia?

Booking a houseboat in Annapolis is as easy as deciding on your travel dates and choosing an option that meets your needs. On the search for something luxurious or affordable, or a stay that also has a hot tub? Use Expedia's search filters to further narrow your results and find the ideal fit at the right price.

How can I find cheap houseboats in Annapolis?

If you're looking for epic deals on houseboats in Annapolis, add a few filters to your search. Start by sorting your results by price so that the cheapest options show up first. Then, adjust your filters to match your budget. Expedia will help you find your dream floating retreat whatever your plans or budget.

What is there to do in Annapolis near my houseboat?

Annapolis has enough sights and experiences to keep you amused for weeks, beginning with William Paca House. Maryland State House, Sandy Point State Park and U.S. Naval Academy Golf Club are other wonderful attractions. If you have time to spare, Navy-Marine Corps Memorial Stadium and U.S. Naval Academy are nice finishing touches to your itinerary.