Compare St. Michaels Houseboat Rentals

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Featured Houseboats in St. Michaels

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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.

Hotel Options in St. Michaels

    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    The price is $467 per night from Jan 9 to Jan 10
    $467
    includes taxes & fees
    $425 per night
    Jan 9 - Jan 10, 2025
    9.4/10 Exceptional! (324 reviews)
    St Michaels Inn

    St Michaels Inn

    1228 S Talbot Street, St. Michaels, MD
    The price is $105 per night from Dec 24 to Dec 25
    $105
    includes taxes & fees
    $95 per night
    Dec 24 - Dec 25
    8/10 Very Good! (1,002 reviews)
    The Wildset

    The Wildset

    209 N Talbot St, St. Michaels, MD
    The price is $252 per night from Jan 1 to Jan 2
    $252
    includes taxes & fees
    $229 per night
    Jan 1 - Jan 2, 2025
    9.6/10 Exceptional! (289 reviews)

Houseboats

Book a houseboat in St. Michaels
Take command of your next vacation…by taking the helm of a houseboat! Why debate over whether to stay home or go to the coast? A St. Michaels houseboat rental lets you do both. It’s especially ideal if you’re traveling with a bunch of people, whether it’s family or friends, because it blends all the comfort of a “staycation” at home with adventure on the high seas. When you book through Orbitz, you’ll have everything you need to captain your new vacation home.

St. Michaels houseboat vacations for everyone
Gather everyone you know, because most houseboats can sleep over 10 people while maintaining a cozy, small-house feel—without feeling cramped. There are showers and kitchens on almost every house boat, and some vessels come with hot tubs, wet bars and multiple TVs. Take your houseboat out to a particular spot in the water, or kick off a proper St. Michaels adventure and travel from port to port. Your on-board crew will be so impressed with this unique vacation, they’ll probably start calling you “Skipper.” 

They’ll be even more impressed with the luxury house boats that are available. Think stunning décor, gorgeous artwork and even fireplaces for cool evenings on the water. Some even have glass bottoms so you can look right into the water beneath you.

When you want to give your sea legs a break, come ashore and do some sightseeing in St. Michaels. Snap up a meal at one of the local restaurants, or do a little grocery shopping so you can cook once you’re back on the water. And don’t forget to look into fishing permits—there’s nothing like cooking up fresh-caught fish to really complete your houseboat experience. 

St. Michaels Houseboats essential information

Accommodation
7 Houseboats
Lowest Price
$105
Highest Price
$3,435
Popular accommodation
Waterfront Oasis of Annapolis FIRSTIE, Cass-Away Luxury Houseboat, Chesapeake Houseboat Getaway on Kent Island, Maryland, Cass-N-Reel Luxury Houseboat, Condo Houseboat, Floating 2 bed 2 bath condo stunning views of the bay , Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout., Six bedroom 2020 Fountaine Pajot catamaran