Compare Chesapeake Houseboat Rentals

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Featured Houseboats in Chesapeake

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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 Chesapeake

    STUDIOS & SUITES 4 LESS CHESAPEAKE

    STUDIOS & SUITES 4 LESS CHESAPEAKE

    2222 S Military Hwy, Chesapeake, VA
    $59 nightly
    The price is $69 total per night from Oct 5 to Oct 6
    $69 total
    Oct 5 - Oct 6
    Total with taxes and fees
    6.6/10 (585 reviews)
    Wingate by Wyndham Chesapeake

    Wingate by Wyndham Chesapeake

    817 Greenbrier Circle, Chesapeake, VA
    $88 nightly
    The price is $103 total per night from Nov 2 to Nov 3
    $103 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8/10 Very Good! (1,016 reviews)
    Schooner Inn

    Schooner Inn

    215 Atlantic Ave, Virginia Beach, VA
    $80 nightly
    The price is $94 total per night from Oct 19 to Oct 20
    $94 total
    Oct 19 - Oct 20
    Total with taxes and fees
    8.6/10 Excellent! (3,522 reviews)

Houseboats

Book a houseboat in Chesapeake
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 Chesapeake 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.

Chesapeake 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 Chesapeake 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 Chesapeake. 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. 

Chesapeake Houseboats essential information

Accommodation
2 Houseboats
Lowest Price
$69
Highest Price
$625
Popular accommodation
Love Boat Adventurer, FLOHOM 10 - Floating Luxury Steps from the Beach, FLOHOM 11 - Serene Sunsets with 360° Views

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