Holiday houses in Portland

4.98 out of 5 average rating, 383 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!

Guest suite in Central Northeast Portland

4.95 out of 5 average rating, 148 reviews

Portland Nest Guesthouse

Your urban forest oasis awaits you at the Nest Guest House! This newly constructed, well appointed and restful apartment has all you need for a perfectly Portland getaway. Wake up to birdsong, coffee/tea and snacks. Enjoy the outdoor space, garden views, and relax in luxurious comfort in your 730 sq. feet apt. Very close to the airport, short walk to restaurants, food carts, grocery store and transit. Nearby neighborhoods (10 min.drive/20 min walk) Fremont St, Alberta Arts, 42nd St, Hollywood.

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, 123 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, 263 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

Guesthouse in North Portland

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

4.97 out of 5 average rating, 271 reviews

Tiny home in Sandy

The Woodlands Hideout

The Woodlands Hideout is a small intentional retreat space, featured in Dwell. Designed and created with so much love, and with the hope that guests could immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. You will love the large windows, the wood stove, and the calming aesthetic. Although the footprint of the space is small, we designed the experience to be outward focussed, so it feels very expansive with the towering pine trees in view.

Apartment in North Portland

4.96 out of 5 average rating, 535 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.

Guest suite in North Portland

4.94 out of 5 average rating, 328 reviews

Modern Guesthouse in Kenton

Private, modern guesthouse in the Historic Kenton neighborhood in North Portland. Walk 1/2 a block to Kenton Park and a few blocks to the Kenton business district with great shops and restaurants. The apartment offers light and bright interior with touches of Scandinavian design. Open floor plan from kitchen to living room. One bedroom, one bath, plus a full size sleeper couch. Free street parking in front. Do not park in the driveway please. 15-20 min to downtown.

Tiny home in Central Northeast Portland

4.98 out of 5 average rating, 430 reviews

The Monta-Villa Garden Cottage — cats + chickens

Your cottage is private with views of the garden. It’s a unique tiny home that feels big with high ceilings, lots of natural light & warm accents. You have everything to cook most meals. There are plenty of local food, drink & shopping options nearby. Walk the neighborhood, see city highlights, visit parks, hike to falls, feed chickens, pick seasonal fruits & veggies, or just sit in the garden or covered patio with a book & a cat. This is your home away from home.

4.96 out of 5 average rating, 303 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!

Guesthouse in North Portland

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.

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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

5 out of 5 average rating, 48 reviews

Guesthouse in Portland

Chic Belmont retreat (NEW) w/tree views & king bed

RheaRating, 5 stars1 week ago

This beautiful treehouse is elegantly designed, full or amenities, and peaceful. It was thoughtfully built to highlight the large trees on the property and prioritizes privacy. We wanted for nothing during our stay. Martha offered all that we needed and then some. She even left a surprise to celebrate my graduation. This is a gem of a stay, highly recommend.

4.9 out of 5 average rating, 565 reviews

Luxe Garden Cottage in Central PDX

NicoleRating, 5 stars1 week ago

What a great place to stay! Suja was VERY responsive in meeting all our needs. Close to downtown and very clean!! I felt very safe here.

Guesthouse in Central Northeast Portland

4.95 out of 5 average rating, 351 reviews

Rose City Garden Retreat

AshlenRating, 5 stars1 week ago

Diane’s place is quaint and clean. I have no complaints. Diane as a host is one of the best I have had. She is very responsive and was very flexible. My plans kept changing and Diane allowed me to check in late and check out later. I appreciate everything from helping me get into the laundry room to offering me extra sheets so I didn’t have to clean them as often. She is a kind and respectful host. I would book again and again if I come back to Portland.

Guesthouse in North Portland

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.

4.96 out of 5 average rating, 112 reviews

Apartment in Pearl

Free Parking/Gym/Rooftop/Pearl District/Downtown

NabaRating, 5 stars1 week ago

We loved our four night stay here while exploring Portland and the Columbia River Gorge area. Since we were driving the parking in a safe garage was priceless to us. The apartment had everything we needed, including washer/dryer that we really needed at the tail end of a long roadtrip. The view from the apartment was beautiful and it felt really nice getting back to the apartment after a whole day of outing. We'll definitely stay here again on our next visit to Portland.

4.98 out of 5 average rating, 82 reviews

Home in North Portland

New ADU in NoPo!

Taylor CornellRating, 5 stars2 days ago

we stayed here because we were having a baby via cesarean at ohsu the following day. it was a convenient location and a clean neighborhood with lots of nearby restaurants. Susanna let us use the driveway so we could easily to the place and it definitely helped. I asked for an early check in and she also accommodated us with that. The bed was very comfortable too

4.99 out of 5 average rating, 246 reviews

Sorta Summer House w/ sauna & outdoor shower

CarinaRating, 5 stars1 week ago

Our stay here was amazing!! Nicole was so responsive and answered any questions we had almost instantly! The place itself was beautiful and very clean. The bed was SO comfortable and the place is small but felt very spacious and breathable! Perfect for 2 people. We would 100% stay here again. The only con about the place that we didn’t see people mention in other reviews were the spiders. The shower is outside (so cool) but there are lots of spiders and spiderwebs that get built seemingly overnight so we had to carefully tuck the tendrils of the overhanging plant into itself so we wouldn’t walk into the webs :) It wasn’t a HUGE issue and once we tucked everything away we didn’t walk into it anymore but for someone who doesn’t like bugs, the outdoor shower in the summer might not be your thing.