Holiday houses in Swan Island

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

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

Cabin Charli~Backyard Oasis

Enjoy a private stay at this modern tiny home with easy access to local restaurants, bars, and coffee shops just a block away or a 5-10min drive to popular neighborhoods such as Mississippi, Alberta and Williams. You'll have everything you need to be comfortable in this cozy, fully functional home that features a queen size bed, full bathroom, kitchenette, and off street parking in our driveway. We are dog friendly so feel free to bring your well-trained pup! No cats please due to allergies.

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.

The Sneakaway

Built to feel like a little touch of luxury, with the quaintness and quality of a craft home. This place is a true sneak-away with a two person soaking tub, marble shower, king tempurpedic bed and a fully stocked kitchen. This open studio has 15 ft ceilings allowing ample sunlight and a large, light feeling. This house was designed and built by me my friends so no detail is overlooked or unintentional. This was our labor of love for a year and Im so excited to now be able to share it.

Luxury Cabin in the City

Modern cabin in the city built from the ground up for peace and serenity! Giant skylights abound to make even the dreariest of days feel special, and if the sun is out there's no better spot in all of Portland to experience it! Join friends and family at Irving park for a picnic or a tennis match. Or, hop over to Williams and Mississippi for some of the best known restaurants in Portland. Very close to the convention and Moda center that give you tremendous options for entertainment.

Fresh North Portland Studio

Walk to Restaurants, Coffee Shops, Bars, Shopping, Mississippi Avenue District, MAX Yellow Line, Public Library, PCC-Cascade Campus. Beautifully furnished space with a fully stocked kitchen, high ceilings, comfy bed and custom-built features like the walk-in shower and kitchen bar. Bright and open indoor/outdoor living with French doors that open to a private patio. Great for couples, solo adventurers, and business travelers. Well-behaved dogs are permitted. No cats.

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.

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!