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Portland Airbnbs, Forest House, Time Out Portland
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The 10 best Airbnbs in Portland

Searching for a unique stay in the creative capital of Oregon? Check out our selection of the best Airbnbs in Portland

Alex Floyd-Douglass
Written by
Alex Floyd-Douglass
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Known for its environmental efforts and staying on-trend, Portland is a sought-after travel destination and it’s no wonder why. There’s plenty to see and do in Portland including exploring numerous parks, visiting local art galleries, and mingling on the music scene. Whether you’re traveling for work or pleasure, there’s something for everyone here. The foolproof way to see the city at its best is to stay in a top area in one of these incredible Airbnbs in Portland – hand-picked by Time Out.

The best Airbnbs in north and northeast Portland

The floating boathouse on Tomahawk Island
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The floating boathouse on Tomahawk Island

This outlandish Airbnb in Portland is located in the Tomahawk Island Marina. Otherwise known as the Tomahawk Island Houseboat, this rustic lodge-come-floating-platform tiny home is truly one of a kind. It features an open-plan studio space complete with a double bed and separate bathroom, timber interiors throughout, and all necessary amenities finished in subtle nautical details. The best part? The double bench out front for sundowners and morning coffees on the water’s edge. This is one of the most eccentric stays you’ll find in Portland. And that’s really saying something.

The designer micro home in Northeast Portland
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The designer micro home in Northeast Portland

Featured in Dwell and Rue magazines in 2021, this stunning Airbnb in Northeast Portland was designed by Willa Work. The Haseman House is an architect’s dream micro house design that makes for a wonderful work-from-home retreat. While the forest-like backyard is shared with the main house, everything else on offer is entirely for your own use and feels very private. From its clean, minimalist style to its well-thought-out layout, this property oozes sophisticated simplicity. Bonus points for the walk-in shower and tucked away snug.

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The tiny farmhouse in the Alberta Arts District
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The tiny farmhouse in the Alberta Arts District

Located in the center of the Alberta Arts District, this farm-style Airbnb in Portland is one for the books. Think tiny home meets ranch and you’ve got the tiny farmhouse on Alberta. Kitted out in homely decor including worn-wood details and a cowhide under the bed, this space is ideal for working from home on its super-fast wifi. Other amenities include a fully equipped kitchen and stove, a Nespresso coffee machine, a large fridge, and a separate shower room. Oh, and don’t forget to say howdy to the neighbors in the morn’!

The historic home in Mississippi
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The historic home in Mississippi

Go bold with this eclectic Airbnb Plus property in Portland. Upon first glance outside, you may start to imagine a certain style inside, but there is a clever synergy that the owners have managed to achieve between the modern interiors and red-wood exteriors of this historic home. The interiors feature quirky wall art, a green velvet sofa near the roaring fireplace, and plants in abundance, while the kitchen is minimalist and well-equipped. The bathroom follows suit and the bedroom has an inviting energy complete with air conditioning, in case you need it. This is relaxation at its best.

The best Airbnbs in northwest Portland and the Pearl District

The industrial-chic apartment in the Pearl District
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The industrial-chic apartment in the Pearl District

If you’re looking for a luxurious hotel-style stay in Portland, this is the Airbnb for you. This industrial-chic two-bedroom apartment in the heart of the Pearl District features a fully equipped kitchen, two well-sized bedrooms, and full laundry facilities. You’ll also have full access to the building amenities including a rooftop deck, complete with outdoor seating and a fire pit. The location is super central and within walking distance of many local bars and restaurants – as well as a dog park close by, ideal for morning walkies.

The skyline house in Forest Park
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The skyline house in Forest Park

Featured in the Modern Homes Tour, the Skyline Skylab House in Forest Park is a one-of-a-kind Portland Airbnb. Recognized for its brilliant architecture and stand-out design, this incredible property is an experience you'll never forget. With wraparound balconies overlooking the forest and a private sunbathing space on deck, it exudes refined luxury. The open-plan kitchen is unquestionably state-of-the-art and the finishes are spectacular – including the unique light feature in the dining area that you’ll just have to see for yourself.

The best Airbnbs in southeast Portland

The forest cabin at Leach Botanical Garden
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The forest cabin at Leach Botanical Garden

This Airbnb in Southeast Portland is where you’ll find true serenity on an acre of hillside gardens. Sounds peaceful, right? We’re just getting started. Moss Rock Retreat is a tiny home tucked just behind the Leach Botanical Garden in the heart of the forest. The kitchen comes fully equipped with a gas stove, refrigerator, and country sink, while the bathroom is small but super functional. The main bedroom features treehouse views and come rise and shine, you can enjoy a hot coffee on your private porch with majestic trees overhead. This is the ideal escape from the city – even though it’s just 20 minutes out of downtown. Blissful indeed.

The best Airbnbs in southwest Portland and Downtown

The futuristic treehouse in Marquam Nature Park
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The futuristic treehouse in Marquam Nature Park

Head a little past downtown and you’ll come across this idiosyncratic Airbnb in Portland. There’s nothing quite like a 48ft-tall treehouse in the middle of the forest to spark your interest, right?! The exterior of the Saul Zaik Treehouse is reminiscent of a futuristic spaceship while the interior is nothing short of spectacular. There are panoramic views over Portland from every floor-to-ceiling window and the national park it’s surrounded by makes for stunning morning walks by the river and evening strolls through the forest – if you’re up for the challenge. Oh, and the resident cat Bukowski will be there to welcome you to his humble abode. 

The rustic artist’s cabin in Multnomah Village
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The rustic artist’s cabin in Multnomah Village

Follow the Japanese cedar bridge walkway to the entrance of this large artist’s cabin in the heart of the Multnomah Village forest. This contemporary Airbnb in Southwest Portland is perfect if you’re looking to get back in touch with nature while enjoying peaceful splendor. The interiors are clean and rustic, with chopped wood stored in an alcove ready for an evening fire and neutrally toned decor throughout the space. A special mention goes to the stunning master bedroom where a cozy library accessed only by a matte-black stairway is ideal for an afternoon read.

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The family retreat in Lake Oswego
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The family retreat in Lake Oswego

If you’ve got the time – and the budget – a visit to Lake Oswego is a must. While there are many Airbnbs in the area, Green Gables stands out. It’s an ideal property for a family holiday, and you’ll all feel right at home from the second you walk in. There are three bedrooms plus a games room fitted with a futon for an extra sleepy head or two, and two bathrooms (one is an ensuite with the master bedroom). The outdoor space is adorned with rows of string lights, a variety of outdoor seating arrangements, a large hot tub, and a fire pit for roasting s’mores as night falls. Hot cocoa, anyone?

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