Compare Head of the Harbor Houseboat Rentals

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Featured Houseboats in Head of the 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.

Hotel Options in Head of the Harbor

    Hyatt Regency Long Island

    Hyatt Regency Long Island

    1717 Motor Parkway, Hauppauge, NY
    $119 nightly
    The price is $136 total per night from Jun 5 to Jun 6
    $136 total
    Jun 5 - Jun 6
    Total includes taxes and fees
    8.2/10 Very Good! (1,015 reviews)
    Radisson Hotel Hauppauge-Long Island

    Radisson Hotel Hauppauge-Long Island

    110 Vanderbilt Motor Pkwy, Hauppauge, NY
    $144 nightly
    The price is $164 total per night from Jun 1 to Jun 2
    $164 total
    Jun 1 - Jun 2
    Total includes taxes and fees
    6.2/10 (1,007 reviews)
    Hampton Inn Long Island-Brookhaven

    Hampton Inn Long Island-Brookhaven

    2000 North Ocean Ave., Farmingville, NY
    $118 nightly
    The price is $135 total per night from Jun 2 to Jun 3
    $135 total
    Jun 2 - Jun 3
    Total includes taxes and fees
    8.6/10 Excellent! (1,079 reviews)

Houseboats

Book a houseboat in Head of the Harbor
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 Head of the Harbor 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.

Head of the Harbor 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 Head of the Harbor 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 Head of the Harbor. 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. 

Head of the Harbor Houseboats essential information

Accommodation
1 Houseboats
Lowest Price
$135
Highest Price
$164
Popular accommodation
Paradise on the Great South Bay