Holiday houses in Portland

4.98 out of 5 average rating, 384 reviews

Guest suite in Portland

Walk to Se Division from a Sleek, Architect Designed Space

My wife, Raechel, and I originally designed and built this ADU ( accessory dwelling unit ) with the intention of living there full time, but due to a change of plans, it's available to you. The space was designed by Buckenmeyer Architecture, and was constructed by me. Our space features many unique elements such as: paper-composite counter tops and bathroom tiles, real copper backsplash and bathroom walls, polished concrete floors, cedar tongue and groove ceiling, burnt cedar siding, 16' multi-slide window wall (please open and close slowly), moveable cedar slat screens, custom frosted glass pocket doors, and custom apple-ply kitchen cabinets by George Ramos We love to cook and put great effort into getting the kitchen space dialed in. The kitchen features: bosch speed oven (microwave and convection oven), bosch dishwasher, 2 burner gas range, and Pull-out exhaust and lighting We hope you enjoy the space and neighborhood as much as we do! The guesthouse has it's own separate entrance with a smart lock for convenient self check in. You'll receive the unique code prior to check in. We live in the main house and are available to help make your stay as great as possible. We value your privacy and will not stop by unless contacted. Please text for the quickest response. Nearby Division Steet is known as restaurant row and features some of the best food in Portland, including Pok Pok, Salt and Straw, and Ava Genes. On a warm summer night, there will be hundreds of people just going for a stroll up and down Division. Our guesthouse is a 2 minute walk from a major bus stop, and a Biketown stall where you can rent a bike by the trip. There is no dedicated parking space but there is an abundant amount of non-metered unlimited on-street parking directly in front of our guest house on 28th pl. The Roku Tv enables you to login to your entertainment provider of choice, please remember to logout. The Bose Soundbar is wired to output the TV's audio, but can also be connected to via bluetooth by hitting the bluetooth icon on the Bose remote and pairing with your device. We provide locally roasted coffee beans, a manual conical burr grinder, insulated french press, stovetop kettle, and creamer + sugar. Please enjoy the in-shell Hazelnuts!

4.98 out of 5 average rating, 199 reviews

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.

5 out of 5 average rating, 124 reviews

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.

Campervan/RV in Northwest Portland

5 out of 5 average rating, 264 reviews

Cozy vintage camper in the woods of Portland.

Warm & cozy vintage trailer nestled next to Forest Park. Enjoy a fire pit, covered patio, uninterrupted forest vista, and hot, dreamy outdoor bath. Minutes to the center of PDX by car, rideshare, or bus. Comfortable, easy, & whimsical camping experience. Forest Park trail is steps away, Sauvie Island and the historic Cathedral Bridge are 5 minutes by car, and 10 minutes to Slab Town and Alphabet District. The beauty and privacy of this spot may make it hard to venture out. IG: @lilpoppypdx

4.99 out of 5 average rating, 507 reviews

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

4.99 out of 5 average rating, 378 reviews

Apartment in Sandy

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

Guest suite in Northeast Portland

4.94 out of 5 average rating, 434 reviews

Private Greenhouse Suite for 1 or 2 Guests

Elegant, private king bedroom suite with magical private greenhouse, private entrance, desk and ensuite bathroom. Enjoy radiant tile floor heat, charming greenhouse seating nook, spacious 2-person shower and an amenities cabinet with microwave, mini-fridge, teakettle & flatware - ideal for simple breakfasts or reheated leftovers. This spacious room is ideal for 1 or 2 guests who want an entirely separate private space and charming "interior garden" porch, but who don't need a full kitchen.

Apartment in North Portland

4.96 out of 5 average rating, 536 reviews

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 downtown or The Pearl District. 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 this space is the right fit for you.

4.96 out of 5 average rating, 309 reviews

Apartment in Portland

Studio in Walkable Foodie Heaven

We're on a quiet side street – right around the corner from a dynamic restaurant scene in Kerns, the 5th coolest neighborhood in the world. Stroll to parks, live music, vintage shops, and a vintage movie theater. Walk, Lyft/Uber, bicycle, or use Portland’s amazing public transportation everywhere. Tall windows overlook greenery and a cozy porch. Our family's 1900 house has been divided into separate apartments. Its like an artsy hotel room, but much more homey!

4.97 out of 5 average rating, 395 reviews

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.

4.94 out of 5 average rating, 214 reviews

The Solo Traveler's Backyard Garden Studio

If you are traveling by yourself, please read all the information in the listing to be sure this place is a good fit for you. The studio is located in the corner of the fully fenced and landscaped backyard of my 1910 house. The space is small, about 240 square feet. Public transportation is nearby, including 2 bus stops within 5 minute walks and the MAX train about a 15 minute walk. Several restaurants and food carts are also walking distance.

4.98 out of 5 average rating, 114 reviews

Guesthouse in Portland

The Kenilworth Guest House

Showcased in the Modern Home tour of Portland, this newly built ADU is the amazing creation of Portland architect Webster Wilson. A private, airy and elegant oasis set in urban Portland. A glass house with intentional frosted glass to ensure privacy. Escape and experience the elegant grace of this unique guesthouse. Threading the needle of a city lot, the Kenilworth House lives along side a 1905 Victorian, where the host resides.

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Stay near Portland's top sights

Moda Center28 locals recommend

Portland Japanese Garden198 locals recommend

Powell's City of Books178 locals recommend

Other great holiday rentals in Portland

4.96 out of 5 average rating, 478 reviews

Fresh North Portland Studio

LibbyRating, 5 stars1 week ago

This was my second stay with Andrea and it didn’t disappoint. Cozy and calm retreat within walking distance of all the Mississippi fun. Loved having morning coffee with my dog on the outdoor patio space. This is earmarked on my Portland list for my future trips.

4.97 out of 5 average rating, 281 reviews

Cottage in Yacolt

Private beach and swimming hole nestled in trees

KashakaRating, 5 stars1 week ago

Well before we even checked in they were very responsive to planning questions we had, the home was beautiful inside and out, and they had everything you could think to need from kitchen supplies to an AMAZING DVD and game collection and all the water floaties and shoes you could possibly need! We were looking at future dates and other locations they had to offer before we even checked out! I will note the stairs do suck but I feel like we were well informed and the host was very transparent before we even paid so we knew that going in and that’s a choice you will have to make. It won’t stop us from enjoying this little piece of the world again!

5 out of 5 average rating, 300 reviews

Colorful, spacious, light-filled guesthouse on MAX

AlinaRating, 5 stars1 week ago

This place was awesome. Definitely one of my favorites stays after being at a handful of airbnbs. Spacious and very nice place along with having quite literally anything you would need. Molly and Dan were very nice and responsive which made the stay even better.

4.93 out of 5 average rating, 678 reviews

Guesthouse in Portland

Hawthorne Wisteria Retreat

MadelineRating, 5 starstoday

An amazing stay! Great location, walking distance to so many great restaurants, cafes and shops. An adorable fully loaded garden suite, she even had umbrellas stocked for those rainy days! Would 100% come back.

Tiny home in Central Northeast Portland

4.98 out of 5 average rating, 430 reviews

The Monta-Villa Garden Cottage — cats + chickens

SherriRating, 5 stars1 week ago

We really enjoyed our stay in this cute little place. The beds were comfortable, and the room had everything we needed. The garden was lovely and it was very pleasant sitting outside in the little nook with the fountain and being loved-on by the four very friendly cats!

4.82 out of 5 average rating, 135 reviews

Apartment in Portland

La Petite- BRAND NEW!

MikeRating, 5 stars2 weeks ago

Great location in SE Portland. Very comfortable bed. Towels and linens first class. Very private. Super clean. Great walk-in shower. Will definitely book again when returning to Portland.

5 out of 5 average rating, 118 reviews

Pip's Place

KellyRating, 5 stars1 week ago

We loved our 1 night stay. They have thought of everything you might need for a comfortable stay. Friendly and flexible hosts! The studio was spotless, quiet, cozy and in a walkable neighborhood. Would highly recommended and would definitely return!