Pearl District, Portland vacation rentals

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Top-rated vacation rentals in Pearl District, Portland

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Guest favorite

Guesthouse in Northeast Portland

4.98 out of 5 average rating, 111 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.

Oct 10 – 17

R1,973 ZAR per night

Guest favorite

Tiny home in Northeast Portland

4.98 out of 5 average rating, 632 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.

Mar 12 – 19

R2,508 ZAR per night

Guest favorite

Guest suite in Northwest Portland

4.92 out of 5 average rating, 125 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.

Oct 6 – 13

R2,729 ZAR per night

Guest favorite

Home in Northwest Portland

4.98 out of 5 average rating, 375 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.

Feb 17 – 24

R2,471 ZAR per night

Guest favorite

Apartment in North Portland

4.96 out of 5 average rating, 413 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. Entertaining options. So close. Please read on; important info.

Feb 13 – 20

R1,509 ZAR per night

Guest favorite

Guesthouse in Northwest Portland

4.95 out of 5 average rating, 106 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.

Sep 6 – 13

R2,733 ZAR per night

Guest favorite

Guest suite in Northeast Portland

4.88 out of 5 average rating, 754 reviews

Mississippi SkyNest

Enjoy your own private suite in North Portland, two blocks off trendy Mississippi Ave. 5 minutes to downtown Portland, and 20 min to the airport, and shops, restaurants, breweries all within walking distance! My home has no pets at the moment and children on the main floor, but you have your own entrance and deck to create privacy and tranquility. I am so excited to share our master suite with you and offer suggestions on request for all the wonderful things Portland has to offer!

Jul 16 – 23

R1,939 ZAR per night

Guest favorite

Guest suite in Northwest Portland

5.0 out of 5 average rating, 108 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!

Oct 10 – 17

R2,125 ZAR per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 123 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.

Aug 31 – Sep 7

R1,694 ZAR per night

Guest favorite

Guest suite in Northwest Portland

4.92 out of 5 average rating, 301 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!

Jul 27 – Aug 3

R2,541 ZAR per night

Guest favorite

Guesthouse in North Portland

5.0 out of 5 average rating, 253 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.

Sep 16 – 23

R2,413 ZAR per night

Guest favorite

Guesthouse in Buckman

4.98 out of 5 average rating, 807 reviews

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

Jan 17 – 24

R1,227 ZAR per night