St. Michaels Houseboats

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Houseboats in St. Michaels

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville MD

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

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD

When you 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.

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.

Kitchen

Free WiFi

Sailboat Experience in Annapolis

Parole MD

$202 nightly

$206 total

May 6 - May 7

Total with taxes and fees

With a stay at this houseboat, you'll be centrally located in Annapolis, within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay Bridge.

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.

Kitchen

Pet friendly

Annapolis Boat Life - Overnight Stays

ANNAPOLIS MD

When you stay at this houseboat in Annapolis, you'll be on the beach, within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay Bridge.

Kitchen

Air conditioning

40' Bristol sailboat with spectacular views

Stevensville MD

$350 nightly

$371 total

Apr 25 - Apr 26

Total with taxes and fees

With a stay at this houseboat in Stevensville, you'll be 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

Apr 22 - Apr 23

Total with taxes and fees

When you stay at this houseboat in Edgewater, you'll be on the waterfront, within a 15-minute drive of U.S. Naval Academy and Chesapeake Bay.

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 15-minute drive of U.S. Naval Academy and Chesapeake Bay Bridge.

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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.

St. Michaels Houseboats essential information

Accommodation	10 Houseboats
Lowest Price	$206
Highest Price	$3,138
Popular accommodation	Chesapeake Houseboat Getaway on Kent Island, Maryland, Floating 2 bed 2 bath condo stunning views of the bay , Cass-Away Luxury Houseboat, Cass-N-Reel Luxury Houseboat, Sailboat Experience in Annapolis, Downtown Nights on the Water - Classic Cruiser Getaway, Annapolis Boat Life - Overnight Stays, 40' Bristol sailboat with spectacular views, Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout., 3-bedroom boat in amazing Annapolis with AC