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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.

A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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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?

Expedia can help you track down your ideal cheap houseboat in Annapolis. First, sign up to our free rewards programme, One Key™. You'll have access to exclusive member deals. Then, simply enter your travel dates and destination and use our filters to refine your search based on your budget and other needs. After that, it's anchors aweigh!

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.