Gloucester Vacation Homes

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Featured Vacation Homes in Gloucester

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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 Gloucester

    Beauport Hotel Gloucester

    Beauport Hotel Gloucester

    55 Commercial Street Gloucester MA
    $209 nightly
    The price is $234 total per night from Mar 9 to Mar 10
    $234 total
    Mar 9 - Mar 10
    Total with taxes and fees
    9.6/10 Exceptional! (934 reviews)
    Castle Manor Inn

    Castle Manor Inn

    141 Essex Avenue Gloucester MA
    8.4/10 Very Good! (1,000 reviews)
    DoubleTree by Hilton Boston North Shore

    DoubleTree by Hilton Boston North Shore

    50 Ferncroft Rd Danvers MA
    $116 nightly
    The price is $129 total per night from Mar 29 to Mar 30
    $129 total
    Mar 29 - Mar 30
    Total with taxes and fees
    8.2/10 Very Good! (2,415 reviews)

Gloucester Vacation Homes

Book vacation homes in Gloucester
Next time you take a group getaway top Gloucester, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Gloucester vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Gloucester vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Gloucester; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Gloucester rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Gloucester is sure to be a winner.

Gloucester Vacation Homes essential information

Accommodation
539 Vacation Homes
Lowest Price
$129
Highest Price
$894
Popular accommodation
Walk to Beach. Private Nature and Bird Watching Trail. Quiet., Lovely Downtown Beverly, Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC , 2 Bed/2 Bath Private Beach House One Block from the ocean., Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!, "Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester, 5-star home with quick walk to 2 beaches!!, Spacious 6 BR·7 Beds·3.5 BA house in charming Marblehead & Near Salem & Beaches, Entire Lower Level of the House, Across From The Beach