Holiday houses in Swan Island

Overlook/Modern condo w/private entry-yard-patio

Enjoy your visit to Portland while staying at our cozy light & bright guest apartment/condo. Built in 2018, this 1 Bedroom + 1 Full Bath, features a full kitchen, living & dining room with pull-out sofa, fresh high-quality linens, plush towels, washer/dryer in unit, workspace desk, high-speed WIFI, 55" TV, air conditioning, private entrance complete with patio/garden. Steps to the active Mississippi Street & Overlook neighborhoods, full of restaurants, bars, walking trails, bus & train line.

Onsen oasis + Portland's finest at your feet

Elegant 2-bedroom loft in Alberta Arts District's culinary haven. Sleeps 4, 1 bathroom, 1,200 sq ft. Highlight: beautiful river rock Japanese onsen garden soaking tub for ultimate relaxation. (Shared with cabin guests when occupied ) Amenities: WiFi, Netflix, fully-equipped kitchen. Steps from acclaimed eateries: Gabbiano's, Dame, Lil Dame Nearby: Expatriate, Take Two, , Wilder. Jet Black Coffee. #72 bus stop at doorstep. Portland's finest dining and arts scene from your sophisticated retreat’

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Craftsman bungalow in Overlook near eateries

Retreat to our classic Portland Craftsman, perfectly situated in the vibrant Overlook neighborhood. Whether you're here for a weekend getaway or an extended stay, our home offers the ideal balance of historic charm and modern comfort. Spend your days exploring local coffee shops and pubs just steps away, then head home to unwind in a beautiful home. With spacious living areas designed for relaxation, it’s the perfect home base for couples, families and groups looking to live like a local.

Close-in, private Overlook retreat.

The Overlook neighborhood is one of Portland's hidden gems. Quiet, tree lined, yet only a few minutes from all the action Portland serves up. Walk or ride to meals, brewpubs or shopping in the Mississippi and Williams districts. Hop a train (three blocks away) to all quarters. Or, to unwind, walk to Overlook or Mocks Crest parks for sweeping views of downtown Portland, Forest Park and the Willamette River. Please read on to see if the studio's lower ceiling is the right fit for you.

Classic 1917 Portland Home

You'll love staying in our comfortable, beautiful classic Portland home! You can walk to several restaurants and bars. It has easy access to downtown Portland by taking the bus, which is 1.5 blocks away or the MAX, which is a 12 minute walk for easy access all over the Portland/Vancouver area. Downtown Portland is a 10 minute drive. The Willamette Valley wine country is about an hour's drive away as well as the beautiful Columbia River Gorge and majestic Mt. Hood and Mt. St. Helens!

Urban Sanctuary near Shops, Dining & Downtown!

Accepting guests and implementing extra cleaning protocols. Bright and clean one bedroom main floor of gorgeous bungalow just one block off of Mississippi St. Thousands of happy guests! Dozens of shops, bars, restaurants and things to do just outside your door!!! Free parking no permit required. Full kitchen and charming shared courtyard! Minutes from downtown via bike, light rail or car. Easy access to/from the Airport too! Ten years in and our five star rating is going strong!

The Haseman House

Come stay in our Architectural micro home in NE Portland. Close to Mississippi and everything that NE Williams has to offer. Thoughtfully deigned with many amenities. A great WFH vacation retreat. This little house is located in the back of a main house. The backyard is shared with the main front house. There is only street parking but it is free and typically available. We are close to public transportation and rental bikes as well as an organic grocery store... very walkable.

The Urban Nook ~ Steps to Shops/Max/Food!

Welcome to the Urban Nook, a recently remodeled basement studio ~ a fun & cozy hotel alternative! Lower level of 1920's craftsman house on large private lot with separate entrance & easy parking. Super stellar location in a close-in Portland neighborhood with great access to the city. Located on a major bike street & just blocks from the MAX train, shops, restaurants, parks, rose garden, food carts, natural grocery, bike rental & more. Walk/bike/train to everything you need!

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

Modern Guest House in North Portland

A quiet urban oasis, this charming updated guest house in conveniently located North Portland. Easy and quick access to the airport, downtown, the thriving Mississippi neighborhood, the University or Portland, and all of Portland's major attractions. Standalone unit with full kitchen. It’s a short walk to coffee shops & restaurants, and only a quarter mile to Adidas HQ. This guesthouse enjoys easy access to both bus service and the MAX yellow train line.

Dreamy Modern Overlook ADU

*25% off 30 days or more until May 1st* Come experience our little piece of Portland paradise! Make yourselves at home in our guesthouse, designed to feel like your home away from home. We take hosting seriously and as longtime airbnb guests ourselves, we hope to have learned a thing or two about what makes for a comfortable stay. Expect to find a spotless place with everything you need - just like home, minus the clutter!