PORTLAND IS FAMOUS for its craft breweries, food truck depots and the biggest brunch scene around, so bring your appetite when visiting this casual, hipster city. The laid-back local vibe disguises its caffeine obsession, so if you love an independent coffee shop, you’re in luck. To blend in, pack your best eclectic street-style and comfy kicks, then choose a temporary pad in one of the trendiest parts of this super walkable city. Here are the best Portland Airbnbs to explore the city on foot.
We hope you love the spaces and stays we recommend! Just so you know, Matador may collect a small commission from the links on this page if you decide to book a stay. Listed prices are accurate as of the time of publication.
Nob Hill charmer just steps from the streetcar
Portland residents proudly celebrate the city’s unofficial, “Keep Portland Weird” mantra which originated in support of local businesses and grew to represent pride for the Portlander lifestyle, freedom of expression, a unique art scene, and leisure activities. Nob Hill is an ideal locale for visitors that desire a comfortable blend of weird and refined. Walkable to independent boutiques and art galleries, this charming bungalow boasts a Superhost property manager and artsy decor. Nature lovers should check out the International Rose Test Garden at Washington Park, less than a mile away. Local nightlife includes pints and pool at McMenamins, traditional Irish music at Kells Brew Pub, and a buzzing rooftop bar at the Botanist.
Two guests, one bedroom
Price: $102 per night
Renovated Victorian home in Slabtown
Slabtown is a tiny but trendy pocket tucked into an artsy nook of Northwest Portland. It derived its name from an 1870s lumbermill that sold scraps of slab wood to locals as a cheap source of fuel. Today, Slabtown blends an active residential neighborhood with its industrial roots. In addition to shops and restaurants, there’s a small theater, a couple of high-octane coffee shops and several pocket-sized galleries that showcase the unique art and artifacts that Portland makers are known for. Close to it all, The Beverly blends 1875 architectural appeal with modern materials and cleanliness. Guests applaud the finishing touches like luxury linens and appreciate the quiet street.
Five guests, two bedrooms
Price: $200 per night
Pearl in the Pearl – luxury apartment with city views
The Pearl District offers more modern accommodations for travelers that prefer clean lines and contemporary furnishings. This upscale apartment has an amazing rooftop deck and firepit which is perfect for morning coffee or evening cocktails. Recent visitors appreciate the convenient parking garage and proximity to wine bars and restaurants. Voted, “Top 10 bookstores in the World,” Powell’s City of Books is worth the hype and is just a few blocks away. Covering an entire city block, Powell’s encapsulates a microcosm of Portland culture and gives a great sense of this eclectic city in just one stop.
Four guests, one bedroom
Price: $227 per night
Spacious, modern condo for three couples in the Pearl
If you’re traveling with friends, this equally luxurious two-bedroom, three full bath condo sleeps up to six people, if you take advantage of the sofa bed in the loft. Guests can enjoy two balconies, free onsite parking, and a well-established host with high reviews. Located in the heart of the Pearl District, the location is unbeatable. Foodie options abound in the Pearl and range from Portland’s legendary Voodoo Donuts to traditional trattorias to tequila flights at Carlita’s, a hotspot that puts a northwest spin on classic Mexican cuisine.
Six guests, two bedrooms
Price: $192 per night
Alberta Arts District architectural loft
Portland is widely known for its creative scene and history of successful craftspeople, makers, and designers. To soak up that creative spirit, the Verdant Loft is an ideal basecamp. This five-star property is central, yet quiet and spares no expense on designer details. Some of Portland’s best people-watching is in full force at the District’s street fair held the last Thursday of each month. If your travel dates don’t coincide, the neighborhood’s amazing murals are always on display and the historic Alberta Rose Theater offers regular comedy shows, art house films, and live music performances.
Three guests, one bedroom
Price: $177 per night
Impeccable five-bedroom home in Alberta Arts District
The full squad fits into Jojo’s Blue House, just on the edge of Alberta’s action. In keeping with Portland’s pro-planet culture, the owner’s “organic everything” approach to dressing the beds and stocking the kitchen is a win. Walk to dinner on NE Alberta street or grill a feast with your friends in the back garden. The kitchen is fully stocked with entertaining in mind and the walls feature a rotating showcase of local artists whose works are available for purchase if one calls your name.
Ten guests, five bedrooms
Price: $625 per night
Mid-century modern home in the heart of Hawthorne
Portland’s famous food truck pods are sprinkled throughout the city. Visiting one that boasts a covered and heated seating area elevates the experience and extends the party on chillier nights. This mid-century modern house is within walking distance of Cartopia, a pioneer of the late-night food cart scene. The house sleeps six comfortably and has knock-out reviews. The décor vibes well with Hawthorn’s quirky-cool reputation and the location is central to the indie boutiques and vintage shops that cater to Portland’s creative crowd.
Six guests, three bedrooms
Price: $233 per night
Designer guest suite in Division
While food trucks may rule the day and stretch long into the night, morning brunch in Portland is more than a meal, it’s an Olympic caliber event. The Division District tops the list for brunch hotspots, including Petite Provence Boulangerie & Pâtisserie. Long lines are part of the ritual, so be sure to grab a cup of joe at Portland’s infamous Stumptown Coffee to keep you company while you wait. This cheery guest house is close to the action, yet on a quiet street that is also within walking distance to Laurelhurst Park, coined a National Historic Place in 2001.
Four guests, one bedroom
Price: $261 per night
Cheap and cheerful tiny house, walkable to Division and Hawthorne
Bargain hunters will be thrilled to visit Zen Haus which is conveniently nestled between the competing restaurant rows of SE Hawthorne Blvd and SE Division Street. While there is a dedicated parking spot available, the best way to explore these neighborhoods Portland-style is to hop on one of the 1500 sharable bikes from Biketown. For only a few bucks a day you can whip from one boutique to the next or pedal out to the waterfront area just 3-4 miles away.
Two guests, studio
Price: $96 per night
Simple and stylish apartment by Goose Hollow’s Providence Park
Sports fans look no further. Portlanders are fanatical about their hometown soccer club, the Timbers and are wildly enthusiastic regardless of the final score. Whether you’re a Timbers Army activist or just a general sports enthusiast, you’ll appreciate this highly-rated apartment three blocks from Providence Park. If you arrive on game weekend when street parking is nuts, leave your car at home and take advantage of MAX, Portland’s light rail; it’s right down the street. Following the game, you’ll find plenty of great dinner spots and pubs in Goose Hollow. It’s the perfect representation of what Portland Airbnbs should be.
Two guests, one bedroom
Price: $124 per night