0 Bedrooms for 1 Guest
Price $10 - $1000+

1,760 Portland Holiday Rentals, Houses & Apartments

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Portland holiday rentals from 11 rental sites including Booking.com, HomeAway, TripAdvisor, and more, ranging from $25 to $10000 a night. 
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    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

    Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Portland offers 1,758 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $164 a night, or a long-term rental for an average price of $3245 a month.

    These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 626 of Portland’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 84 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 1,429 cozy homes.

    Traveling with pets? Choose from 230 pet-friendly rentals in Portland for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

    Search properties from 11 rental sites in Portland where the top providers in that area are Booking.com, HomeAway, and TripAdvisor. There are 928 Booking.com rentals, 507 HomeAway short term rentals and 143 TripAdvisor vacation rentals.