Portland Vacation Homes

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in Portland

Don't see what you're looking for?
See all available properties in Portland
View all properties
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

    Clarion Hotel Portland Airport ME

    Clarion Hotel Portland Airport ME

    1230 Congress St Portland ME
    $127 nightly
    The price is $140 total per night from Jun 23 to Jun 24
    $140 total
    Jun 23 - Jun 24
    Total with taxes and fees
    8/10 Very Good! (1,507 reviews)
    Portland Harbor Hotel

    Portland Harbor Hotel

    468 Fore Street Portland ME
    $349 nightly
    The price is $386 total per night from Jul 5 to Jul 6
    $386 total
    Jul 5 - Jul 6
    Total with taxes and fees
    9.4/10 Exceptional! (1,786 reviews)
    Portland Regency Hotel & Spa

    Portland Regency Hotel & Spa

    20 Milk Street Portland ME
    $304 nightly
    The price is $336 total per night from Jun 21 to Jun 22
    $336 total
    Jun 21 - Jun 22
    Total with taxes and fees
    9.4/10 Exceptional! (1,699 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
89 Vacation Homes
Lowest Price
$140
Highest Price
$691
Popular accommodation
Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”, Rare West End Home • Walk to Old Port, Harbor View, Steps from Old Port. New, Beautifully Appointed Home. Sleeps up to 11., Willard Beach Neighborhood-Close to all Southern Maine has to offer!, South Portland Beach area rental, Sunny Modern Oasis in Portland’s Trendy East End, Portland ME Luxe 4BR w/ Gazebo Hot Tub & Fire Pit, The Globe House on Munjoy Hill - Walk to Breweries, Modern Getaway by the Sea