Vacation rentals in Pearl District

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Top-rated vacation rentals in Pearl District

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

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, 214 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 favorite

A modern guest house is framed by a wooden fence and greenery, showcasing clean lines and a contrasting dark roof. The natural elements and wooden siding create a harmonious look, with large windows providing glimpses of the interior. The entrance is situated along an alleyway, ensuring privacy.

Guesthouse in Boise

5 out of 5 average rating, 132 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.

Top guest favorite

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, 521 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 favorite

A welcoming living area is provided, featuring a large wall-mounted TV and a modern coffee table placed on a patterned area rug. A comfortable sofa is positioned nearby, complemented by armchairs at a small dining table. Natural light streams through the glass door leading to the outdoor space.

Guest suite in Arlington Heights

4.98 out of 5 average rating, 279 reviews

Washington Park Suite - Near Rose Gardens

Our 90-year old colonial home is in the heart of Washington Park, walking distance to downtown & northwest Portland. We are just a block from the International Rose Test Gardens, Portland's number one tourist attraction. All of the park and hiking trails are easily accessible, and we are also very close to excellent restaurants and shopping. The bright, newly constructed garden suite features many thoughtful touches to make your stay comfortable. It's the perfect base for exploring Portland.

Top guest favorite

An open bedroom features a spacious bed with a light blue quilt and matching accent pillows. A textured wall art piece is displayed above the headboard. Natural light illuminates the neutral-toned carpet, complemented by a small wooden nightstand and a mirror reflecting the inviting space.

Guesthouse in Portland

4.95 out of 5 average rating, 166 reviews

Queen Anne Guest Apt. In Historic District

Enjoy this private guest apartment on the bottom floor of our historic four story home. Located footsteps from Portland's best restaurants, shops, and our beloved Timbers and Thorns soccer stadium, you'll be central of NW 21st/23rd commercial districts, the Pearl district and downtown Portland. Whether traveling to visit loved ones, see a show, a game or enjoy some culinary maximalism, this is your hotel like home away from home. Business travelers will also love this central location.

Top guest favorite

A workspace is positioned by large windows, allowing natural light to fill the area. A stylish desk with a lamp is accompanied by white chairs. The room features warm wooden flooring and modern furnishings, contributing to a comfortable environment for work or relaxation.

Apartment in Northwest District

4.96 out of 5 average rating, 443 reviews

Pet Friendly NW Nob Hill High End Private Apt.

Beautiful high end modern private apartment built in a historic 1904 Craftsman in Nob Hill. Walk two blocks to NW 23rd for a wide variety of stellar restaurants and shopping or take a 10min walk to get to the heart of the city or to the famous trails of forest park. Easy access to transportation all over the city just steps away. View Mt. Hood from the front porch or relax with your own large private yard and let your pets run. Listed on VRBO 395585, excellent reviews.

Guest favorite

The entrance to the guesthouse features a warm wooden door framed by lush greenery. Potted plants and a natural wood stool create an inviting atmosphere. Soft string lights hang above, enhancing the serene outdoor space surrounded by trees.

Guesthouse in Woodlawn

4.99 out of 5 average rating, 258 reviews

Sorta Summer House w/ sauna & outdoor shower

The guesthouse is a private oasis in the city. It's surrounded by fruit trees and tall Chinese Mountain bamboo. It's a quick walk to Woodlawn Park, great coffee, a bakery, pizza, whiskey bar, a brewery, seasonal farmers market, and minutes from Alberta Arts District. The airy, open floor plan is filled with natural light, mixed textiles and warm woods. A cedar-surround outdoor shower and private 5x7 Finnish sauna lend to the spa-like setting. Guests say it’s hard to leave!

Guest favorite

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, 495 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 favorite

The entrance features a handmade steel pivoting door framed by large planters and greenery. A pathway of concrete slabs leads toward the door, creating an inviting entryway. Soft lighting illuminates the space, enhancing the welcoming atmosphere.

Guesthouse in Overlook

4.97 out of 5 average rating, 417 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.

Superhost

A stylish living area is presented, featuring a quilted sofa complemented by a simple coffee table. Natural light fills the space through large windows adorned with light curtains. An air conditioning unit is visible near the window, and a spacious bedroom area can be seen in the background.

Apartment in Northwest District

4.74 out of 5 average rating, 434 reviews

Renovated 1BR • Historic Charm • Great Locale

Flooded with natural light, this stylish suite blends timeless charm with modern comfort in one of Portland’s best neighborhoods. Nestled just off NW 23rd Ave, enjoy boutique shopping, top-rated restaurants, and tree-lined strolls right outside your door. Inside, you’ll find a curated living space with a plush sofa, full kitchen, fast WiFi, smart TV, and comfy queen bed—perfect for cozy nights in or recharging after a day exploring the city.

Guest favorite

A modern living area features a spacious, curved sofa with a textured fabric, accompanied by two elegant chairs with sculptural designs. A round, minimalist coffee table sits in the center, while a large window allows natural light to fill the space.

Guest suite in Portland

4.92 out of 5 average rating, 401 reviews

Large Studio in Historic Isam White House

Super Clean third floor suite in the historic Isam White House. Includes bed area, living and dining area, kitchenette with microwave, hot water kettle, dishes and 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 favorite

A bright bedroom features a spacious bed adorned with soft linens and a light-colored throw. Two bedside tables with lamps flank the bed. Large windows allow natural light to fill the room, with a calming piece of artwork displayed on the wall.

Guesthouse in Overlook

4.97 out of 5 average rating, 208 reviews

Modern Design, Beautiful Views, Private Deck

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!