Vacation rentals in Pearl District

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Top-rated vacation rentals in Pearl District

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Superhost

A cozy living space is filled with natural light from recessed ceiling lights. A comfortable sofa and armchair are positioned around a coffee table, while a television sits on a white media console. A dining area features a small table surrounded by chairs, complemented by decorative plants.

Guest suite in Portland

4.92 out of 5 average rating, 156 reviews

♥ Cozy Nob Hill 2br, walk to Pearl and Downtown!

Clean and cozy getaway in an amazing central location. Walk just a few blocks to shopping on NW 23rd, restaurants in the Pearl, Powell's Books, the West End, Providence Park, or even Downtown. This modern 2 bedroom private basement apartment occupies a full floor of a 1907 Craftsman in the heart of the Alphabet Historic District. Features include king mattresses from Helix for a great night's sleep, a kitchenette with fridge, microwave and Nespresso maker, and original art from local artists.

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, 519 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 decorative entryway is framed by wooden French doors, revealing a gallery wall adorned with various framed portraits and silhouettes. A green plant is positioned to the left, adding a touch of nature to the inviting space.

Guest suite in Portland

4.98 out of 5 average rating, 510 reviews

Wes Anderson inspired historical private apt.

Turn of the century/Wes Anderson Inspired converted lower level basement of an 1890s house. Great proximity to Downtown and public transportation, as well as all the cool stuff to do in N Portland. We are a block away from Mississippi Ave. and close to N. Williams and Freeway access to I-5. You will have a private entry from the front of the house. Our place is good for couples, business travelers, friends, and families (with kids). We do not allow smoking of any substances in the home.

Guest favorite

A modern studio space is showcased with a vibrant orange sofa and a sleek blue chair. Reflected in the large mirrors, natural light enhances the room's ambiance. A dining area with stylish seating is visible in the background, alongside neutral-toned flooring and cozy rugs.

Apartment in Overlook

4.95 out of 5 average rating, 566 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 favorite

An open studio layout is highlighted by an inviting soaking tub surrounded by plants. Light-colored walls enhance the airy feel, while warm wooden elements, like a platform bed and cabinetry, provide a harmonious balance. A cozy seating area and kitchen are subtly integrated.

Guest suite in Woodlawn

4.96 out of 5 average rating, 593 reviews

The Sneakaway

Built to feel like a little touch of luxury, with the quaintness and quality of a craft home. This place is a true sneak-away with a two person soaking tub, marble shower, king tempurpedic bed and a fully stocked kitchen. This open studio has 15 ft ceilings allowing ample sunlight and a large, light feeling. This house was designed and built by me my friends so no detail is overlooked or unintentional. This was our labor of love for a year and Im so excited to now be able to share it.

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, 441 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 open concept main level features a spacious living area with large windows allowing natural light. A modern kitchen is visible in the background, complemented by a dining table and a cozy seating area. Warm wood tones and plants add a touch of nature.

Townhouse in Northwest District

4.92 out of 5 average rating, 211 reviews

Melrose Place

Light, bright, and airy modern corner townhouse with an abundance of windows looking out to a quiet maple tree lined street. Freshly remodeled house with no detail overlooked. Cook in the Chef’s kitchen or eat out at the numerous restaurants and food carts within blocks of the house. Forest park and hiking trails are just a couple blocks up the street! The house is a great spot to work from home, relax, cook and serve as your home base to see the best of Portland!

Guest favorite

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, 430 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.

Top guest favorite

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, 429 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.

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, 399 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!

Guest favorite

The kitchen area features modern cabinetry and stainless steel appliances, including a stove and refrigerator. A window allows natural light to brighten the space, while a cozy living area with a pink sofa is visible in the background, complemented by a contemporary rug and artwork.

Apartment in Northwest District

4.83 out of 5 average rating, 278 reviews

Bright 1BR • Walk to Coffee, Food & Shopping

This bright and stylish one-bedroom apartment is located in one of Portland’s most walkable and desirable neighborhoods. Just steps from NW 23rd Avenue, you’ll have the city’s best restaurants, shops, and cafés right outside your door. Inside, enjoy a thoughtfully furnished space with a queen bed, Smart TV, fast WiFi, and a full kitchen—ideal for cozy nights in or urban adventures.