Guest house holiday rentals in Portland

Clinton St Guesthouse • Walkable & Artistic

Stylish Clinton St guesthouse steps from cafés, bakeries, and transit. Features unique hand-painted floors, local Portland art (including child artists), and a small library of Portland authors. Queen bed, blackout shades, AC, desk, fast Wi-Fi, washer/dryer, and a coffee station with Moccamaster, grinder, AeroPress, French press, pour-over, and local beans. Walk to OK Chicken, Salt & Straw, Loretta Jean’s, Cookies, New Cascadia (gf bakery) Oma’s Hideaway, Cibo, Someday, The End, and food carts.

Centrally-located 1-bedroom escape in NE

This centrally-located apartment in Grant Park/Hollywood is bright, clean, and cozy. Airport is 6 miles away! 97 Walk Score with luxe amenities: King TempurPedic mattress, full kitchen, dining nook, washer/dryer, designer decor, free street parking, and non-toxic products for body, laundry, and cleaning. Our family lives upstairs full-time, but we respect your privacy. IMPORTANT: No same-day or 1-night bookings, no parties, no pets, no smoking/vaping. Must have solid history of positive reviews.

Pet Friendly, Cozy & Curated Designer Guesthouse

Our guesthouse is situated behind our home, located on a large corner lot in beautiful Grant Park. Surrounded by picturesque homes and tree-canopied streets, it’s a perfect combination of peace and quiet alongside accessibility. Dozens of local shops and fabulous PDX restaurants, just a 10 minute walk away. Five minutes to freeway access, guests enjoy convenient options, exclusive privacy, and detailed designer touches. A perfect base camp for an extended PNW exploration, or a weekend getaway!

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

Our Guesthouse - Alberta Park - 2 bedrooms (queen)

Our goal is for you to feel at home during your stay with the convenient location and amenities. You'll have the space all to yourself as you explore Portland and the surrounding areas or to return to after visiting friends and family. Walk to excellent restaurants, call in a local delivery, or stay in and cook with a fully equipped kitchen. Restless kids (or adults) can grab a ball and explore the 16 acre park one block away. Unit is non-smoking/vaping and pet free.

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.

Cozy Alley Cottage, Concordia/Alberta Arts, NE PDX

Come enjoy our beautiful detached cottage, in a Concordia alley 5 blocks from Alberta Street. French doors lead onto your own private patio. The fully stocked kitchen has everything you need. The cottage is designed to be self sufficient, and full of natural light. Take a stroll through the alleyways and wander through Alberta park to restaurants and coffee shops. It is a very bike friendly neighborhood. We are also connected by bus lines to downtown.

Romantic Casita. HotTub and Firepit. Pets Welcome!

Come and stay in our romantic, Mediterranean Casita. This private cabin is built for singles and couples. Featuring a hot tub, fenced courtyard, fire pit, covered patio, white Linens, handmade ceramics, rustic furniture, peaceful art and off street parking. Though secluded, you're just a short walk from the vibrant Woodstock BLVD. Enjoy a unique, tranquil retreat designed for relaxation and intimacy, comfortably fitting two guests. Pet's are welcome.

Portland at your doorstep

Newly built studio space above garage, one queen bed and a futon couch for extra sleeping space. Shared backyard with owners who love to host, beautiful patio and hot tub! Enjoy the beauty of one of Portland's oldest and most beautiful neighborhoods with modern conveniences. Very comfortable and an easy walk, bike or ride share to anywhere in Portland's center. Food carts, restaurants, bars and entertainment are all within minutes.

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!

Cozy Clinton Cottage (close-in SE off Division)

Our lovingly renovated, light-filled guest cottage is detached from the main house, with a private entrance and outdoor seating area. Our central location is great for exploring all of the best that Portland has to offer, with easy access to public transit and bike routes. The space is very cozy and has everything you need for a fantastic Portland vacation or work trip.

Creative & Clean Bungalow in Portland Hot Spot

Welcome to The ArtHaus. Soak up the sun on the patio of this creatively crafted home. Inside, polished concrete floors combine with classic finishes and attention to detail, including a sliding timber door. Vibrant color pops abound, not least from the original artworks. Accepting guests and implementing extra cleaning protocols. Excellent wireless internet speeds!