Holiday rentals with outdoor seating in Pearl District, Portland

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Pearl District, Portland

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Portland

4.99 out of 5 average rating, 490 reviews

Spacious Guesthouse with Creative Style and Local Charm

The house is adjacent to our home. It sits quietly in the back yard and above our painting studio. It's an open, airy and modern loft-style home with reclaimed fir floors, shelving, vanity, and doors. The reclaimed Doug Fir wood was sourced locally and has the beautiful patina of time. The queen size bed has a super comfy natural latex foam mattress and in the loft there is a fold out sofa with a full size memory foam sleeping pad (Please note that the loft is not an appropriate sleeping area for younger children due to the stairs and railing). The loft also boasts wonderful views looking out over the neighborhood and is a wonderful spot to chill out with a book or watch a movie. The art collection includes works created by the two of us (we are painters/photographers) and by other local artists. You are also welcome to come visit the art studio downstairs. The kitchen is fully loaded with brand new appliances and cookware and each guest is treated with coffee, creamer, chocolate, fruit and flowers for their stay. We are within walking and biking distance to Williams Ave, Mississippi Ave, Fremont Ave and Alberta Street, and approximately a 15 minute bike ride to downtown Portland. Some of Portland's tastiest restaurants are close by including Pok Pok Noi, Ned Ludd, Tasty and Sons, Por Que' No, Aviary, and the list goes on. Acclaimed brewpubs are also abundant including Hopworks, Fifth Quadrant, Stormbreaker, Ecliptic, and Ex Novo. There are several bus stops within blocks of our place and New Seasons and Whole Foods are both an easy ten minute walk from our house so self catering is a breeze. We have two friendly cats and a Hummingbird who has taken up residency in our backyard garden which you are welcome to hang out in as well. Guests have full access to the house and the backyard. Guests are also encouraged to visit the painting studio when Michael is there. The home is not available for commercial use, wedding activities including pre wedding meet ups/parties getting ready for weddings and anything involving multiple visitors to the property. Events, parties, business meetings, etc. are also prohibited per Airbnb rules. Please note *** This not an anonymous vacation rental experience. It is not a hotel. The house is in our backyard and you will encounter us from time to time as we go about our daily lives which is part of what makes Airbnb so special. Our home is your home! We are avid travelers as well and love to hear about your adventures here in Portland/Oregon. Check in time is 3 pm and check out time is 11 am, but we try to be as flexible with guests if they need to arrive or leave earlier or later. One of us will always be there to make sure your stay is comfortable, but we do our best to give guests the privacy and space they need. We have lived in Portland for a combined 35 years so we are full of recommendations for places to eat, activities, bike rides and must sees. We are always available by phone/text to answer any questions or help out if needed. The neighborhood was first settled in 1872 by Volga Germans and in 1891 was incorporated into Portland. Today, it's a thriving multi-cultural, socially conscious community. One of the best farmers' markets in town is only a few blocks away. We are within walking and biking distance to Williams Ave, Mississippi Ave, Fremont Ave and Alberta Street, and approximately a 15 minute bike ride to downtown Portland. There are several bus stops close by and parking is always available on the street in front of our house. A great bike rental shop is within walking distance as well. We are family/kid friendly. We have a 5 year old daughter ourselves. There are two parks within blocks of our place to take the little ones. A library is close by. There are also several businesses that cater to kids and families such as the POA Cafe, OMSI(Oregon Museum of Science and Industry), the Oregon Zoo, and The Children's Museum. Maximum # of guests= 3 adults. Or 2 adults and 1-2 children. The sleeping loft is not suitable for smaller children due to the stairs leading down to the main floor and the bed's proximity to the railing. We do have a pack and play and can set up a bed in the living room for smaller children who cannot sleep in the loft.

Guest favourite

Guesthouse in Portland

4.98 out of 5 average rating, 115 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.

Guest favourite

Tiny home in Portland

4.98 out of 5 average rating, 634 reviews

Handcrafted Blue Door Micro-Loft in Hip and Arty Location

Discover a unique, custom-built tiny home with a big feel. The residence features an open-plan layout, a mezzanine bedroom, rustic wood finishes, industrial accents, cathedral ceilings, and access to a shared garden patio with a BBQ. Low cleaning fee & easy checkout. Close to action in fun Mississippi district, yet quiet & private. Self check-in. Close-in to downtown & Convention Ctr. As seen in “best of portland airbnb” online reviews: wheatlesswanderlust, roadaffair, & bridgesandballoons.

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 543 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

Guest favourite

Home in Portland

4.98 out of 5 average rating, 377 reviews

★Modern Nob Hill Getaway★

Bright, spacious basement apartment located in beautiful, walkable Nob Hill. Close to many of Portland's finest coffee, donut, dining and ice cream establishments with easy public transport/Uber access to all of Portland’s great neighborhoods. This modern getaway has polished concrete floors, an open kitchen with new stainless appliances, Portland-centric decorations and everything you need to enjoy your Pacific Northwest getaway! Perfect for a couple, a couple of couples or a small family.

Guest favourite

Guesthouse in Central Northeast Portland

4.99 out of 5 average rating, 156 reviews

Grant Park Guest House

Newly built guesthouse in highly desirable Grant Park. Beautiful and relaxing one level space with vaulted ceilings, exposed beams, skylights and lots of natural light. All amenities: high speed internet, washer & dryer, full kitchen, memory foam mattress, TV, and private entrance with patio and cafe set. Easy check out! Location is close to everything: great restaurants, food cart pod, Whole Foods, Trader Joe's, Grant park, airport, and more! Walk score of 94. Great space for a get away!

Guest favourite

Guest suite in Portland

4.95 out of 5 average rating, 469 reviews

Walk Everywhere from a Bright, Historic Home with Patio

Wander beneath an old cedar tree to an updated Victorian house painted in burnished, fall-inspired hues. Green and wood tones accent the warm gray interiors equipped with an electric fireplace and air conditioning. A gallery wall features local and vintage art hangs above the velvet couch. Windows that soar to 10 foot-high ceilings capture leafy street views. Just a block away, explore the vibrant Mississippi arts district, brimming with dining, drinking, and shopping options. 18201638H0

Guest favourite

Guest suite in Portland

4.97 out of 5 average rating, 1004 reviews

The Perch - Relax in style/Walkable Location!

An Architectural staircase leads to your private birds-eye deck as you enter your airy urban sanctuary. Bright, clean, elemental decor offer the perfect retreat - just one block off of fabulous Mississippi St. Restaurants, bars, shopping and entertainment venues at your doorstep! Fast Wi-Fi and extra cleaning protocols. Minutes from downtown via bike, bus, light rail or car. Easy access to/from the Airport too! Six years with a consistent five star rating says it all.

Guest favourite

Guesthouse in Portland

4.96 out of 5 average rating, 407 reviews

Fresh North Portland Studio

Walk to Restaurants, Coffee Shops, Bars, Shopping, Mississippi Avenue District, MAX Yellow Line, Public Library, PCC-Cascade Campus. Beautifully furnished space with a fully stocked kitchen, high ceilings, comfy bed and custom-built features like the walk-in shower and kitchen bar. Bright and open indoor/outdoor living with French doors that open to a private patio. Great for couples, solo adventurers, and business travelers. Well-behaved dogs are permitted. No cats.

Guest favourite

Guest suite in Northwest Portland

5.0 out of 5 average rating, 109 reviews

Historic Goose Hollow Guest Suite

Relax in a historic Goose Hollow guest suite with a private entrance, free street parking , air-conditioning, and wifi. This quiet treetop suite is close to everything (walk score 92), including Washington Park (Rose Garden/ Japanese Garden), Powell’s City of Books, Portland Farmers Market, and more. Close to fabulous hiking, top-rated bars, restaurants, and shopping in Alphabet District/Nob Hill, the Pearl, and Downtown. Two blocks to Providence Park for soccer games!

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 132 reviews

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.

Guest favourite

Guesthouse in Portland

5.0 out of 5 average rating, 257 reviews

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.