Vacation rentals with outdoor seating in Pearl District

Find and book unique accommodations with outdoor seating on Airbnb

Top-rated accommodations with outdoor seating in Pearl District

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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Top guest favourite
The exterior of a two-story studio is framed by lush greenery and trees. The building features a spiral staircase leading to a private balcony with black railings. A shared garden area is visible below, with a hammock and various plants around the space.
Guesthouse in Piedmont
4.98 out of 5 average rating, 226 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.

Top guest favourite
The exterior of the home is highlighted by contemporary design elements and a clean white facade. A flowering tree adds a touch of color, while large glass doors invite natural light into the living area. Surrounding landscaping is thoughtfully arranged with minimalistic plantings.
Guesthouse in Arbor Lodge
4.99 out of 5 average rating, 532 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

Top guest favourite
The living area showcases a light-filled space with polished concrete floors and a cedar tongue-and-groove ceiling. A comfortable sofa and coffee table are arranged on a colorful rug, while a flat-screen TV is positioned against a white wall. Large windows provide views of the outside greenery.
Guest suite in Richmond
4.96 out of 5 average rating, 418 reviews

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: burnt cedar siding, 16' multi-slide window wall (please open and close slowly), and moveable cedar slat screens/ We hope you enjoy the space and neighborhood as much as we do!

Top guest favourite
An airy living space features a gas fireplace set within a modern white wall, complemented by a colorful wooden chest and a workspace. Large windows allow natural light to fill the area, while a staircase leads to the upper level.
Apartment in Northwest District
4.95 out of 5 average rating, 502 reviews

Willamette Heights View

The Space: Come experience quintessential PNW living at Willamette Heights View apartment. Stay in our beautiful, light-filled, 2-story deluxe apartment perched .5 miles above NW 23rd Ave. and 2 doors down from Forest Park trails. Full kitchen, backyard with mountains and river view, gas fireplace and hi-speed WiFi make this the ideal retreat/work space.. My place is good for couples, solo adventurers, and business travelers. Please note that there is no TV :-)

Top guest favourite
The cottage exterior is nestled within lush greenery, featuring a textured, light-colored stucco façade and a distinctive triangular roof. Surrounding plants and stones create a serene landscape, complemented by wooden steps leading to the entrance, enhancing the inviting and private atmosphere.
Guesthouse in Overlook
4.97 out of 5 average rating, 429 reviews

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.

Top guest favourite
A warm sleeping area features a spacious bed framed by two wooden nightstands with lamps. A bright yellow throw blanket lays across the bed. The walls are painted a deep teal, and natural light enters through a window with a beige shade. A decorative piece on the wall adds character.
Guesthouse in Sullivan's Gulch
5 out of 5 average rating, 438 reviews

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Top guest favourite
An open living space features a stylish wooden staircase, enhancing the flow of natural light. A modern dining table is accompanied by Arne Jacobsen Ant dining chairs. Decorative plants and a round mirror add a touch of elegance, while large glass doors provide a view of the outdoor area.
Home in Kerns
4.99 out of 5 average rating, 441 reviews

Modern Guesthouse in Portland's Central Eastside

Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

Top guest favourite
The exterior of a guesthouse is shown, featuring a charming wooden facade and large windows. A private outdoor patio is surrounded by lush greenery, including vibrant plants like a red maple and bamboo. A small round table with wooden chairs invites outdoor relaxation.
Guesthouse in Overlook
5 out of 5 average rating, 317 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.

Top guest favourite
A bright living space is highlighted by sloped ceilings and skylights. A comfortable sofa and armchair are arranged near a coffee table, with a dining area featuring white chairs in the background. The kitchen is partially visible, enhancing the open layout.
Apartment in Portland
4.94 out of 5 average rating, 133 reviews

Spacious 1BR next to NW 23rd Ave.

Steps away from NW 23rd St, this is a 700 sq. ft., 1 BD/1BA on the 3rd floor of a 1910 craftsman. If you're looking for a great location, you have found the place. Lots of space on the 3rd floor to hang out, work, cook, etc. Fast wifi, easy street parking, plus restaurants and shops galore. Whether it's your first or fiftieth visit to Portland, this rental has all you need for a fun and comfortable stay.

Top guest favourite
A charming Victorian home with a colorful shingle facade and a welcoming front porch. The surroundings include a garden with lush greenery and vibrant flowers, enhancing the inviting entrance. Clear skies offer a bright backdrop to this classic Portland residence.
Guest suite in Eliot
4.93 out of 5 average rating, 303 reviews

Spacious NE Suite with Garden Access

Discover classic Portland charm in a renovated Victorian with a private, bright lower level apartment. Enjoy a spacious bedroom, modern bath, and tall ceilings. Enter through a lush garden and relax in the shared backyard. Walk to the Convention Center, Downtown, and lively neighborhoods. High-speed wifi (up to 400mbps) makes it ideal for work or leisure-a perfect home base for your Portland adventure!

Guest favourite
A bright bedroom features a spacious bed adorned with soft yellow bedding and decorative pillows. A small mirror hangs on the wall beside a bedside lamp. The kitchenette is visible in the background, equipped with modern appliances and a dining area for two.
Guest suite in Portland
4.9 out of 5 average rating, 353 reviews

Adorable Suite in Historic Isam White House

Adorable third floor suite in the historic Isam White House. Includes bedroom, kitchenette with microwave, hot water kettle, small fridge and private bathroom with tub/shower. This is one of the last grand mansions downtown that hasn't been converted to condos or offices. We are at the shopping and restaurant districts of Northwest 21st and 23rd Avenues. Walkability score of 97!

Top guest favourite
A modern living area features a light gray sofa with decorative pillows, a sleek wooden coffee table, and a flat-screen television mounted on the wall. Large windows allow natural light to fill the space, offering views of the surrounding buildings.
Apartment in Pearl District
4.96 out of 5 average rating, 133 reviews

Free Parking/Gym/Rooftop/Pearl District/Downtown

Akoya, one of the four types of Pearls in the world. Welcome to Pearl District in PDX! Simple yet elegant, the Akoya Stay combines convenience and style. Location is extremely walkable and offers quick access to Whole Foods and the MAX Light Rail. Simply step out of the building and get lost in the brewery blocks, fine dining, entertainment & premier retail shopping.

Popular amenities for Pearl District outdoor seating rentals

When is the best time to visit Pearl District?

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Avg. price$173 CAD$158 CAD$149 CAD$169 CAD$162 CAD$169 CAD$176 CAD$165 CAD$162 CAD$155 CAD$157 CAD$155 CAD
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Quick stats about vacation rentals with outdoor seating in Pearl District

  • Total vacation rentals

    Explore 30 vacation rentals in Pearl District

  • Nightly prices starting at

    Pearl District vacation rentals start at $113 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,220 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Pearl District vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pearl District rentals

  • 4.9 Average rating

    Pearl District stays are highly rated by guests—averaging 4.9 out of 5!