Portland Vacation Homes

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Featured Vacation Homes in Portland

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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 Portland

    Heights Hotel

    Heights Hotel

    Yeates Road, Portland, England
    $180 nightly
    The price is $217 total per night from Jun 1 to Jun 2
    $217 total
    Jun 1 - Jun 2
    Total includes taxes and fees
    8.2/10 Very Good! (647 reviews)
    The Aqua

    The Aqua

    Castletown, Portland, England
    $142 nightly
    The price is $170 total per night from May 26 to May 27
    $170 total
    May 26 - May 27
    Total includes taxes and fees
    Fairhaven Hotel

    Fairhaven Hotel

    Fairhaven Hotel, 37 Esplanade, Weymouth, England
    $86 nightly
    The price is $103 total per night from Jun 1 to Jun 2
    $103 total
    Jun 1 - Jun 2
    Total includes taxes and fees
    8.4/10 Very Good! (586 reviews)

Portland Vacation Homes

Book vacation homes in Portland
Next time you take a group getaway top Portland, 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 Portland vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Portland 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 Portland; 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 Portland 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 Portland is sure to be a winner.

Portland Vacation Homes essential information

Accommodation
219 Vacation Homes
Lowest Price
$103 total
Highest Price
$819 total
Popular accommodation
Beautiful, family friendly Cottage with sea views of Chesil Beach , Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight, Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach, Sea-Esta – A Stylish Coastal Retreat in the Heart of Weymouth, Beautiful large Georgian house with a big garden. Perfect for a family or two!, Farm House in stunning Dorset countryside with Hardy views, A contemporary house close to the town centre with fantastic views over Radipole Lake., The Old Chapel - Exclusive Retreat, Historical, Characterful, Converted Old School House