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.

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.

Modern Home — Prime Alberta Arts

This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

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

Secluded Studio tucked away in N. Portland

Private studio getaway — centrally located in N Portland, just a few blocks away from the University of Portland and a quick hop to the many food trucks, restaurants, coffee shops, and parks that St. Johns has to offer. Perfect for couples, visiting parents, solo adventurers and business travelers alike. You’ll love the King sized Casper mattress, stylish aesthetic, and seclusion you get with the studio. LGBTQI friendly. Smoke Free environment. Professionally cleaned with fair wages paid.

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.

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!

Cozy Loft With Hot Tub

Escape to a cozy garden oasis with a hot tub in this cozy guesthouse, perfect for two. Enjoy a private entrance, free parking, and a loft bed accessible by ladder, plus a pull-out sofa. Relax with blackout curtains, streaming platforms, and a guest patio. Conveniently located just 15 minutes from the airport, near the MAX line, bus stops, and the interstate. A short drive to downtown, the Convention Center, MODA Center, and Alberta Arts, with top restaurants and attractions nearby.

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.

Vintage Portland Home ~ Steps from Mississippi Ave

Experience the perfect blend of vintage Portland charm and modern design in this beautifully updated home. Steps from the MAX line for easy access to the airport, Moda Center, Washington Park, and more, it's a hub for exploration. Walk to Mississippi Avenue's lively bars, restaurants, and boutique shops. Thoughtfully furnished and fully equipped, this cozy retreat has everything you need for a memorable stay. Relax, explore, and enjoy all that Portland has to offer!

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.