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Pearl District, Portland vacation rentals

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Top-rated vacation rentals in Pearl District, Portland

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

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Guest suite in Northwest Portland

4.79 out of 5 average rating, 220 reviews

Beautiful Cityscape Retreat 1 Bedroom 1 Bath

Relax while you take in scenic views of the Columbia river and cityscape of Downtown Portland. This is a perfect getaway, located just a few minutes from downtown Portland and many nearby parks. Experience everything Portland has to offer, from the bustling city life to serene evenings overlooking the cityscape and beautiful walks in the park. This is a spectacular place to stay for every adventure that awaits. 1 free complementary bottle of wine provided from our wine racks with every booking!

Guesthouse in Portland

4.97 out of 5 average rating, 596 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 suite in Northeast Portland

4.94 out of 5 average rating, 264 reviews

Thompson Street Guest Suite with Spacious Garden

Old Portland charm in a renovated central northeast Victorian home. Bright, private basement apartment with tall ceilings, separate garden entrance, large bedroom with queen size bed and your own bathroom. Spacious shared garden with outdoor dining table, gas grill and lawn. Perfect for enjoying the outdoors! Incredibly convenient location close to the Convention Center, Downtown and vibrant neighborhoods. Reliable, fast wifi with speeds up to 400mbps for zoom meetings, if you work from home.

Guesthouse in North Portland

4.99 out of 5 average rating, 471 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

Guesthouse in Northeast Portland

4.98 out of 5 average rating, 367 reviews

Maple Cottage PDX/ Fun Historic Mississippi Ave.

The Maple Cottage is located in the Historic Mississippi district of Portland. It offers a full kitchen, bedroom and generous dining room table that doubles as a work area. Just outside, is a small patio great for enjoying the garden. Restaurants and pubs are just a step away. Let's not forget Blue Star donuts! Downtown Portland is just a short distance and our city is widely known for it's excellent transit system. Bikes are available for rent just a few blocks away. Welcome to our home!

Rental unit in North Portland

4.96 out of 5 average rating, 487 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.

Rental unit in Northwest Portland

4.84 out of 5 average rating, 279 reviews

The Tournesol Suite ~ Leisurely Strolls on NW 23rd

Situated in the bustling and vibrant neighborhood of Slabtown in NW Portland, this conveniently located home places you just steps away from the city's best restaurants, bars, and shops. With so much to see and do in this trendy and exciting area, you'll want to extend your trip just to fully explore all the neighborhood has to offer. Whether you're a foodie, a shopaholic, or simply looking to experience Portland's vibrant nightlife, this is the perfect location for you.

Guest suite in Northwest Portland

4.95 out of 5 average rating, 106 reviews

Wilson Heights Studio at Forest Park

Welcome to your home away from home in the heart of Northwest Portland. This studio has a private entrance on a quiet street and has been newly renovated with a full kitchen, gas fireplace, laundry unit, and bath. You'll find this unit in a beautiful area of NW Portland - within walking distance to hiking & bike trails of Forest Park, fantastic restaurants and breweries in Portland Slabtown, a New Seasons Market, NW 23rd shopping district, the Pearl District, and more.

Guest suite in Northwest Portland

4.92 out of 5 average rating, 342 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!

Guesthouse in Northeast Portland

4.99 out of 5 average rating, 106 reviews

The Portland Sun House

This unique Mandala home is a stand-alone house with one bedroom in an ideal location for your staycation or adventures around Portland and surrounding areas. This space features a unique layout with natural light, vaulted wooden ceilings, large skylights, a gas fireplace, and a fully equipped kitchen. The private outdoor courtyard with a firepit, seating and a hot tub for your comfort and relaxation.

Rental unit in Northwest Portland

4.85 out of 5 average rating, 221 reviews

The Trésor Suite ~ Cold Brew & Craft Beers

Conveniently situated in one of Portland's most vibrant areas, our centrally located home puts you just steps away from the city's top restaurants, bars, and shops. Nestled in the heart of Slabtown in NW Portland, you'll find endless opportunities to explore the neighborhood’s offerings, making you want to extend your stay to fully experience all that this lively area has to offer.

Guesthouse in Northeast Portland

4.97 out of 5 average rating, 837 reviews

Explore Portland on Foot from Your Modern Retreat

Welcome to The LoftHaus. Stroll through a luscious landscaped garden and past a bubbling fountain to reach this light-filled, creative living space. A roll-up glass garage door in the bedroom offers a connection with the outside world while flooding the room with natural light. Accepting guests and implementing extra cleaning protocols. Excellent wireless internet speeds!

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Popular amenities for Pearl District, Portland vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Pearl District, Portland's top sights

Moda Center204 locals recommend

Powell's City of Books976 locals recommend

Portland Art Museum785 locals recommend

Whole Foods Market630 locals recommend

Oregon Convention Center53 locals recommend

Trader Joe's480 locals recommend

Other great vacation rentals in Pearl District, Portland

Rental unit in Pearl

4.94 out of 5 average rating, 48 reviews

King bed Winter Hawk Suite! Free garage parking.

Guest suite in Northeast Portland

4.95 out of 5 average rating, 494 reviews

Walk Everywhere from a Historic Home with AC

Guest suite in Northeast Portland

4.93 out of 5 average rating, 379 reviews

a little urban oasis

Home in Northeast Portland

4.92 out of 5 average rating, 118 reviews

Modern Apt | Close to Everything

Guesthouse in North Portland

4.97 out of 5 average rating, 185 reviews

Modern Design, Beautiful Views, Private Deck

Guesthouse in Buckman

4.98 out of 5 average rating, 234 reviews

Private Minimalist Architecture Guesthouse Loft

Home in Northwest Portland

4.97 out of 5 average rating, 398 reviews

★Modern Nob Hill Getaway★

Townhouse in Pearl

5 out of 5 average rating, 21 reviews

Chic Retreat in the Pearl

Quick stats about vacation rentals in Pearl District, Portland

Total rentals
110 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore