The 9 hottest Airbnbs in Portland right now

Neighborhood: Mississippi Arts District. 

Go bold with this eclectic Airbnb 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.

Time Out tip: Catch a show at Mississippi Studios just a block away, then walk it off with a stroll through the arts district's shops and bars before heading back to bed.

Transit/Parking: No onsite parking, but ample unmonitored street parking in the walkable neighborhood.

Sleeps: 2 guests (1 bedroom)

Perks: Originally built in 1891, 10-foot ceilings, electric fireplace, Casper hybrid mattress, private patio, air conditioning.

Price: From $200 a night.

Neighborhood: Hosford-Abernethy

If you’re in the mood for some real home-from-home vibes, a stay at this gorgeous, airy one-bed home in Hosford Abernethy is right on the money. Set in a beautiful European-style townhouse, it boasts classic and unique touches like high ceilings, large bay windows, and carriage doors. It’s awfully spacious too so it soaks tonnes of sunlight, especially in the separate dining area, making it the perfect place to relax and enjoy some downtime. 

Time Out tip: Skip whatever’s near the airport and walk to Broder Café on SE Clinton for Scandinavian breakfast, think Danish pancakes and baked eggs, then grab a bag of beans from Trailhead Coffee Roasters, a small local outfit that delivers to nearby cafés by cargo bike.

Transit/Parking: Street parking available, walkable to shops and cafés.

Sleeps: 2 guests (1 bedroom)

Perks: High ceilings, bay windows, separate dining area, walkable location.

Price: From $250 a night.

Set in the quiet Overlook neighborhood, this charming white cottage is nothing short of contemporary bliss. With simple, elegant interiors it makes the ideal spot for couples and solo travellers alike looking for a peaceful base to explore the city. 

Time Out tip: Walk over to The Stacks on Killingsworth, a coffee shop with its own little lending library built into the space, then swing by the Alibi Tiki Lounge after dark, one of the oldest tiki bars in the country and still going strong since 1947.

Transit/Parking: Street parking available, a short walk from downtown.

Sleeps: 2 guests (1 bedroom)

Perks: Minimalist interiors, quiet residential setting, close to downtown.

Price: From $250 dollars a night.

Neighborhood: Near Mississippi Ave, NE 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.

Time Out tip: The Haseman House gives you easy walks to Mississippi Ave’s dining scene, Dawson Park and Irving Park all within five minutes.

Transit/Parking: Free on-street parking, close to public transport and rental bikes.

Sleeps: 2 guests (1 bedroom)

Perks: Custom woodwork, heated bathroom floors, walk-in shower, dedicated workspace.

Price: From $208 a night.

Neighborhood: Northwest Portland, next to Forest Park

You’ll find this cozy vintage trailer nestled next to Forest Park. Leave regular life behind for a whimsical glamping experience, complete with mountain views, a fire pit and BBQ, and outdoor bath. The outside area will have you immersing yourself in nature, while the inside provides a safe haven from the elements thanks to the colorful, cozy decor. Amenities include a gas cooker and oven, a hair dryer and all the toiletries you’ll need. Just be sure not to sleep the day away in the hammock. 

Time Out tip: Start at the Lower Macleay Trailhead and hike up along Balch Creek to Pittock Mansion, passing the so-called Witch’s Castle on the way, it’s actually an old restroom, but it photographs like something out of a fairy tale.

Transit/Parking: Steps from Forest Park Trailhead, short drive to Sauvie Island and Cathedral Bridge.

Sleeps: 2 guests (1 room)

Perks: Private fire pit and BBQ, outdoor bath, hammock, 10 minutes to Slabtown and the Alphabet District.

Price: From $170 a night.

Neighborhood: The Pearl District

Perched on the 14th floor of a brand new building, this two bed, two bath penthouse is as close as Airbnb gets to checking into a five star hotel, minus the mints on the pillow. Floor to ceiling corner windows wrap the living space in light and show panoramic views of the city skyline and mountains beyond. Inside, everything feels thought through, from the dedicated workspace to the fully stocked kitchen with a Nespresso machine and French press. It sleeps up to six across two queen beds and a queen air mattress in the living room, making it a solid pick for small groups as much as couples.

Time Out tip: You’re a five minute walk from Powell’s City of Books, Jamison Square and North Park Blocks, so mornings can start with a coffee run and a wander before you’ve even left the neighborhood.

Transit/Parking: Street parking is metered by the hour on weekdays and Saturdays, free outside those times. The nearest garage is Brewery Blocks Parking on NW 13th Ave.

Sleeps: 6 guests (2 bedrooms)

Perks: Rooftop terrace, in-unit washer and dryer, secured building, community BBQ area, 65" smart TV with Netflix, Hulu and Disney+.

Price: From $385 a night.

Neighborhood: Outer Southeast Portland, next to 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—blissful indeed.

Time Out tip: Leach Botanical Garden has an aerial tree walk that puts you up in the canopy, and it’s worth timing your visit around one of their guided forest bathing walks if you want the full slow-down effect.

Transit/Parking: Free parking on site, 20 minutes from downtown.

Sleeps: 2 guests (1 bedroom)

Perks: Private porch, treehouse-view bedroom, fully equipped kitchen, steps from Leach Botanical Garden.

Price: From $58 a night (30 night minimum)

Neighborhood: Lake Oswego

A cute open-plan cottage with a queen-size in the bedroom and a sofa bed in the living area, in case you’ve got an extra guest to house. It’s surrounded by half an acre of lush woodland and the wildlife that comes with it—including a flock of peacocks. There’s a BBQ on the deck for the sunnier months and a wood burner to ensure cozy winter stays. Plus a sizeable TV, free wifi, a desk to work at and a well-equipped kitchen.

Time Out tip: Ask the host about the peacocks, they roam freely around the property and are as much a part of the stay as the cottage itself.

Transit/Parking: Free parking on site, easy access to the I-5 for day trips.

Sleeps: 3 guests (1 bedroom)

Perks: Wood burner, BBQ deck, dedicated workspace, close to Tualatin River and hiking trails.

Price: From $134 a night.

Neighborhood: Scholls, Oregon (about 14 miles from Portland, in the North Willamette Valley)

Leaving your furry friend behind to away is never fun, but this dream Airbnb solves the problem by giving you an entire farm of them. Sitting on 70 acres of prime North Willamette Valley country, the cottage serves up lush vineyards on one side and an alpaca pasture on the other—and you’re free to wander over for a chat whenever you fancy. Inside, you can find compact comfort, boasting a plush king bed, a cosy dining nook and a kitchenette with a coffee grinder so good it’s basically a celebrity in the review section. Mornings here are strictly reserved for patio coffees and garden strolls, long before you’ve even thought about scrolling through your phone.

Time Out tip: Ask about feeding times if you want more than a wave over the fence, the alpacas are friendliest around mealtimes and the hosts are happy to point you in the right direction.

Transit/Parking: Free parking on site, short walk on a gravel path to the cottage.

Sleeps: 2 guests (1 bedroom)

Perks: Private patio, farm sink kitchenette, alpaca pasture access, close to North Willamette Valley wineries.

Price: From $263 a night.