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.

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

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!

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 Nestled Nook

The Nook is a unique, hand-crafted tiny home in Vancouver, WA—perfect for two. Tucked away in the trees with its own driveway, it offers privacy yet easy access to I-5, I-205, and PDX Airport. Features include a full kitchen, cozy loft reading nook, smart TV, washer/dryer, spacious dining/work table, and full bathroom. Thoughtfully designed with charm and comfort in mind, this cozy retreat makes the perfect spot to slow down, recharge, and enjoy a memorable getaway.

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!

Overlook Cottage, Upscale w/ Off-Street Parking!

Be our guest in a newly completed two bedroom two bath cottage designed specifically for short term stays and complemented with designer finishes and décor. Located in Portland’s historic Overlook neighborhood; a short walk to light rail transit, Overlook Park, and Mississippi Street boutique shops and restaurants. We strive to provide a welcoming and hospitable environment with strict cleaning protocols.

Peaceful Overlook Guest Suite

Perfect location to explore PDX, located in the heart of Overlook neighborhood in North Portland. Close to Max Light Rail (yellow), walking distance to great restaurants, bars, coffee shops, grocery stores, and some of the best parks in Portland. The neighborhood is a great mix of residential and commercial and is very walkable - there’s even a great bar and restaurant right across the street.