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

    Castle Manor Inn

    Castle Manor Inn

    141 Essex Avenue, Gloucester, MA
    8.2/10 Very Good! (964 reviews)
    Ocean House Hotel at Bass Rocks

    Ocean House Hotel at Bass Rocks

    107 Atlantic Rd, Gloucester, MA
    9/10 Wonderful! (698 reviews)
    The Vista

    The Vista

    22 Thatcher Rd., Gloucester, MA
    9.2/10 Wonderful! (372 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

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577 Vacation Homes
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Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean, "Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester, Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!, Best location in Old Town home, 5 minutes to everything, enjoy the difference!, Beach Life Bliss - steps to the beach, Walk to Beach. Private Nature and Bird Watching Trail. Quiet., Coastal marsh-view getaway with 2 decks, grill, AC & W/D - walk to beach, Island SunRise: Sunsets too! 360 WaterViews! Waterfront, Grill, Firepit, Central AC, House near down town Salem