St. Michaels Houseboats

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Houseboats in St. Michaels

Cass-N-Reel Luxury Houseboat

Grasonville MD

Located in Grasonville, this houseboat is a 2-minute drive from Chesapeake Exploration Center and 7 minutes from Island Dog Park.

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD

When you a stay at this houseboat in Stevensville, you'll be on the beach, just steps from Chesapeake Bay and Northern Chesapeake Bay.

Cass-Away Luxury Houseboat

Grasonville MD

Located in Grasonville, this houseboat is on the waterfront, a 2-minute drive from Chesapeake Exploration Center and 7 minutes from Island Dog Park.

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville MD

When you a stay at this houseboat in Stevensville, you'll be on the waterfront, just steps from Chesapeake Bay and Northern Chesapeake Bay.

Kitchen

Pet friendly

Sailboat Experience in Annapolis

Parole MD

With a stay at this houseboat, you'll be centrally located in Annapolis, within a 10-minute drive of U.S. Naval Academy and Annapolis Bowl.

Annapolis Boat Life - Overnight Stays

ANNAPOLIS MD

With a stay at this houseboat in Annapolis, you'll be on the beach, within a 10-minute drive of U.S. Naval Academy and Annapolis Bowl.

Downtown Nights on the Water - Classic Cruiser Getaway

Annapolis MD

A stay at this houseboat places you in the heart of Annapolis, within a 10-minute walk of Annapolis Landing Marina and Annapolis Sailing School.

40' Bristol sailboat with spectacular views

Stevensville MD

With a stay at this houseboat in Stevensville, you'll be just steps from Chesapeake Bay and Northern Chesapeake Bay.

Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.

Edgewater MD

$2,753 nightly

$3,138 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this houseboat in Edgewater, you'll be on the waterfront, within a 10-minute drive of U.S. Naval Academy and Annapolis Harbour Center.

3-bedroom boat in amazing Annapolis with AC

Annapolis MD

With a stay at this houseboat in Annapolis (Historic District), you'll be within a 10-minute walk of U.S. Naval Academy and Annapolis Harbor.

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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.