
Holiday houses in Pearl District, Portland
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Top-rated holiday rentals in Pearl District, Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Pearl District, Portland

Apartment in Pearl
4.57 out of 5 average rating, 23 reviewsFresh Slabtown Charmer w/ 99 WalkScore
ParkerRating, 5 stars3 days ago
The house matched the description clean, comfortable, and in a great location within walking distance to shops and restaurants. That said, the OSB flooring gave the space an unfinished feel and made it a bit less cozy than I expected. While it felt a little overpriced for what was offered, overall it was a solid stay in a convenient area.
Top Guest favourite

Apartment in Portland Downtown
5 out of 5 average rating, 6 reviewsThe PDX
RicardoRating, 5 stars3 weeks ago
Esteban’s place in downtown Portland was perfect—clean, stylish, and super walkable to everything. Great host, easy check-in, and the space felt like home. Highly recommend for a comfy city stay!
Top Guest favourite

Apartment in Northwest Portland
5 out of 5 average rating, 27 reviewsLuxury Living on NW 23rd Ave, Walk Score 99
SabrinaRating, 5 stars4 days ago
Great basement level apartment. Neighborhood is beautiful and walkable. Everything you need and an incredible host. Our son lives just blocks away and we will be staying here everytime we visit if possible.

Apartment in Pearl
4.83 out of 5 average rating, 6 reviewsRecently Upgraded 1BR Apt – Downtown Location
EmilyRating, 5 stars2 weeks ago
Perfect little getaway in the Pearl! Property was as described, clean, inviting, and perfectly located. Host was very friendly and responsive, which shows me how much they care :) Thank you for a delightful experience!
Top Guest favourite

Apartment in Northwest Portland
5 out of 5 average rating, 60 reviewsBEST location (99 walk score!) low clean fee
Juliewhite80@Hotmail.ComRating, 5 stars4 days ago
Had a great week staying at Zoe's place. Parking easy on street across the road with permits provided by host. Saved on hotel parking and resort fees. Also enjoyed all the amenities Zoe has thought of. Literally has everything. Host was very responsive to any messages.
Guest favourite

Guesthouse in Northeast Portland
4.98 out of 5 average rating, 50 reviewsLuxury Cabin in the City
AlisonRating, 5 stars1 week ago
A very comfortable, well-designed space with everything needed, including excellent AC, a great kitchen, full length mirror, lots of hangers—even a steamer! Goes without saying the bed and linens were excellent quality, the wood floors were beautiful, everything was pristine, and the sunlight was bright and lovely thanks to well-placed windows and huge skylights. A tree house feel! Siri was motivated and kind, assuring us to check in if there were any issues. We had a great stay. Would definitely return.
Guest favourite

Apartment in Portland Downtown
4.92 out of 5 average rating, 12 reviewsDowntown 1-Bed, 1-Bath w/ Balcony & Amenities
ChristinaRating, 5 stars2 days ago
Anna was so helpful! I had some scheduling conflicts and she was super helpful and went above and beyond to make my stay flawless. I will definitely be staying again! She was always super responsive and so helpful. Can’t say enough good things about my stay. Also the view and safety made the stay even better.
Top Guest favourite

Home in Southwest Portland
5 out of 5 average rating, 82 reviewsModern Design + Heated Floors, Close In w/ Parking
BethRating, 5 stars2 weeks ago
My husband and I really enjoyed our stay at this guest house. The space was exactly as pictured - beautifully designed, modern, and incredibly comfortable. I’m a light sleeper, but the mattress and pillows were so comfortable that I slept soundly all six nights and am planning to purchase the same down pillows for our house! Everything we needed was right at our fingertips, from the well-stocked kitchen to thoughtful touches like a vase (perfect for our farmers market flowers) and tote bags that we used for our market trips. We particularly enjoyed grilling and dining on the balcony, and the beautiful views from every angle of the home. Sarah and Michael are lovely people who made us feel welcome throughout our stay. We’re already planning our next visit!
Quick stats about holiday rentals in Pearl District, Portland
Total rentals
120 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
2.4K 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
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- Mt. Hood Skibowl
- Silver Falls State Park
- Moda Center
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