0+ Beds for 1+ Guests
Price  $10 - $1000+

Portland Vacation Rentals and Short Term Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Portland vacation homes and short term rentals from 13 rental sites including HomeAway, VRBO, TripAdvisor and more, ranging from $20 to $1,200 a night. 
Showing 771 personalized results
    $110 / night
    ArtFulLife - The Non-Hipster Hipster Pad
    ArtFulLife - The Non-Hipster Hipster Pad
    1 bed / 1 bath
    Portland, OR
    $195 / night
    Quiet Retreat Shaded Tree Home In SE Portland
    Quiet Retreat Shaded Tree Home In SE Portland
    3 bed / 1 bath
    Portland, OR
    $110 / night
    Pretty SW Garden Apartment with Hot tub
    Pretty SW Garden Apartment with Hot tub
    2 bed / 1 bath
    Portland, OR
    $139 / night
    Urban Delight w/Outdoor Spa & Wifi
    Urban Delight w/Outdoor Spa & Wifi
    1 bed / 1 bath
    Portland, OR
    $235 / night
    Beautiful Apartment in Irvington Neighborhood
    Beautiful Apartment in Irvington Neighborhood
    3 bed / 1 bath
    Portland, OR
    $112 / night
    Modern Highrise in Downtown Portland
    Modern Highrise in Downtown Portland
    1 bed / 1 bath
    Portland, OR
    $319 / night
    High Style in Portland’s ‘Beverly Hills'
    High Style in Portland’s ‘Beverly Hills'
    3 bed / 3 bath
    Portland, OR
    $116 / night
    Stunning Highrise In Downtown Cultural District
    Stunning Highrise In Downtown Cultural District
    1 bed / 1 bath
    Portland, OR

    Information about Portland

    About Portland

    Portland is a rapidly growing, well-loved city located at the confluence of the Columbia and Willamette rivers near the Washington and Oregon border. A mecca for outdoor enthusiasts, foodies, and artists alike, Portland is a culturally rich city that has become an increasingly popular travel destination in recent years. “Stumptown,” as some call it, hosts a wealth of events that you are sure to enjoy, including the world renowned Portland Rose Festival and Christmas Ship Parade. Known for its thriving hipster culture, as well being eco-friendly and safe, Portland is the ideal place to start exploring the Pacific Northwest.

    Portland Neighborhoods

    The most densely populated and popular neighborhood in the metro area is the Northwest. This corner of the city boasts art galleries, Chinatown, celebrated restaurants, and the much sought after Pearl District. Other popular areas include the Northeast, which hosts the historic Hollywood District and is home to the Portland Trail Blazers basketball team. The local farm-laden Southeast is another point of interest, sitting atop Mt. Tabor, the city’s dormant volcano.

    Things to do in Portland

    From exploring high-quality local food and craft beers to participating in countless outdoor activities, Portland has something for everyone. You can start off your day taking a stroll in Washington Park, which hosts a children’s museum, zoo, Japanese tea garden, International Rose Test Garden, arboretum, and forestry discovery museum. Relax and recharge at one of the local coffee shops, bakeries, or brewhouses before heading to the famous Saturday Market to shop for local artisan arts and crafts. Experience Oregon’s natural beauty with a kayak trip on the Willamette River or a hike through Forest Park. Keep an eye out for gourmet food trucks! Portland tends to have pop-up outdoor food, music, and art venues during the summer.

    Portland Accommodations

    Your stay in Portland will be off to a good start as soon as you arrive at Portland International Airport, named “Best Airport in America” by Travel + Leisure. The convenient and affordable TriMet public transportation system services all of the metro Portland area through light rail, streetcars, and buses. You can even skateboard into town along one of the designated routes! From floating homes to trendy urban apartments, Tripping offers the full range of Portland experiences. It’s yours for the choosing!

    Vacation Rentals In Portland

    Looking for the perfect vacation rental for your Portland getaway? Tripping.com’s got your trip covered. Whether you’re seeking a villa, cabin or cottage, Portland offers 760 affordable homes to choose from, offering far more amenities, space and convenience than the average hotel room. Select from 664 properties with high-speed internet, 138 full with jacuzzi and pool, and 581 homes complete with outdoor patio well-suited for a barbecue with loved ones. Whatever your needs, find the perfect rental that best matches your accommodation style and budget.

    Search properties from 12 rental sites in Portland where the top providers in that area are HomeAway, VRBO, and FlipKey. There are 329 HomeAway rentals, 274 VRBO short term rentals and 64 FlipKey vacation rentals.

    For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $2,465 a month. Save hundreds with Tripping.com and even book instantly with properties marked “Instabook.” Portland has hundreds of gorgeous homes with 236 pet-friendly rentals to choose from, perfect for your furry friends. Check out our listings now to get the latest deals, and book the right vacation rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com.