Holiday rentals 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.

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.

Cornus House

1910 craftsman in the heart of the Mississippi district, Portland. Walking distance to bars and restaurants and only two blocks from the Max light rail. Basement apartment is brand new and includes sauna, digital projector, a pull down screen, queen sized Murphy bed, washer/dryer, dishwasher and full kitchen. Secure & private access is through two locked doors from the side of the house. Our small family of three plus a cat live upstairs. Perfect private getaway or weekend adventure.

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.

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.

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!

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.

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.

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.