Guest house holiday rentals in Portland

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.

Cedar House

Nestled in inner North/NE Portland, this cozy guest house sits between the vibrant Mississippi and Williams shopping districts and is just a short day trip to lovely hikes in the surrounding area. We're a quick bus ride from the center of town and a short walk to a wide variety of local shops and dining. High ceilings and plenty of natural light give this intimate space an airy, open feeling, making it an in-town sanctuary with easy access to public transport, bike lanes, and 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

Luxury Spa Retreat Studio for 1-2 Guests

Welcome to your perfect spa retreat fit for any romantic getaway or a business trip. This luxury spa-like bathroom keeps comfort in mind with heated tile floors, dual rain-head shower, and a view of your completely private garden patio. You won't miss a thing in the city from your centrally located private suite with light rail access to downtown, the airport, and central Eastside. Walkable pubs, restaurants, and coffee make this guest suite ideal for any trip to Portland.

Sorta Summer House w/ sauna & outdoor shower

The guesthouse is a private oasis in the city. It's surrounded by fruit trees and tall Chinese Mountain bamboo. It's a quick walk to Woodlawn Park, great coffee, a bakery, pizza, whiskey bar, a brewery, seasonal farmers market, and minutes from Alberta Arts District. The airy, open floor plan is filled with natural light, mixed textiles and warm woods. A cedar-surround outdoor shower and private 5x7 Finnish sauna lend to the spa-like setting. Guests say it’s hard to leave!

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Design, 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.

The Perch PDX - Modern Studio on Division

A guesthouse in the SE Division/Hawthorne neighborhood that will make you feel right at home. The Perch PDX is light and bright. It's a short walk away from locally roasted coffee, farm-to-table fine dining, endless brunch options, a hip brewery and beer garden, bagels made fresh daily, authentic Mexican street tacos, a neighborhood wine bar, a fiercely independent movie theater, groceries, and some of the best Thai food in Portland.

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

The Portland Sun House

This unique Mandala home is a stand-alone house with one bedroom in an ideal location for your staycation or adventures around Portland and surrounding areas. This space features a unique layout with natural light, vaulted wooden ceilings, large skylights, a gas fireplace, and a fully equipped kitchen. The private outdoor courtyard with a firepit, seating and a hot tub for your comfort and relaxation.