
Holiday rentals 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
Top guest favourite

Guest house in Portland
5 out of 5 average rating, 48 reviewsChic Belmont retreat (NEW) w/tree views & king bed
RheaRating, 5 stars1 week ago
This beautiful treehouse is elegantly designed, full or amenities, and peaceful. It was thoughtfully built to highlight the large trees on the property and prioritizes privacy. We wanted for nothing during our stay. Martha offered all that we needed and then some. She even left a surprise to celebrate my graduation. This is a gem of a stay, highly recommend.
Guest favourite

Home in Pearl District
4.85 out of 5 average rating, 33 reviewsThe Slabtown Loft ~ Local Coffee Shops & Eateries
sophieRating, 5 stars1 week ago
this cute place was perfect for our family! We had 4 adults and 2 kids and the place was fantastic! We recommend 👌 100 %! Host is quick yo response and very nice!
Top guest favourite

Flat in Pearl District
5 out of 5 average rating, 7 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

Flat in Portland
4.9 out of 5 average rating, 29 reviewsLuxury Living on NW 23rd Ave, Walk Score 99
SabrinaRating, 5 stars5 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.

Flat in Pearl District
4.85 out of 5 average rating, 13 reviewsModern 1BR Apartment - Free Parking! 2
MalcolmRating, 5 stars1 week ago
it is in a Pearl district apartment block, and you mix with regular renters. these proved helpful with some of the little things, like how to get into the elevators from the parking level (you have to use the key fob.) Amenities were as described, and we had no problems. the location was great. would use this place again.
Guest favourite

Home in Portland
4.94 out of 5 average rating, 88 reviewsModern Style In The Pearl
AdrianRating, 5 stars2 months ago
Perfect stay is an understatement, Stephanie was a superb responsive host and her place was an amazing stay . I couldn’t have found a cooler place for my 3 night stay in Oregon and if I go back anytime soon and this place is available, guarantee I’d book again !
Top guest favourite

Flat in Portland
5 out of 5 average rating, 61 reviewsBEST location (99 walk score!) low clean fee
Juliewhite80@Hotmail.ComRating, 5 stars5 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

Flat in Pearl District
4.92 out of 5 average rating, 12 reviewsDowntown 1-Bed, 1-Bath w/ Balcony & Amenities
ChristinaRating, 5 stars3 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.
Quick stats about holiday rentals in Pearl District, Portland
Total rentals
120 properties
Nightly prices starting at
$64Â SGD 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
- Oregon Zoo
- Providence Park
- Laurelhurst Park
- Wooden Shoe Tulip Festival
- The Grotto
- Portland Japanese Garden
- Timberline Lodge
- Beacon Rock State Park
- Hoyt Arboretum
- Powell's City of Books
- Oaks Bottom Wildlife Refuge
- Wonder Ballroom
- Wings & Waves Waterpark
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Bridal Veil Falls State Scenic Viewpoint
- Domaine Serene
- Tryon Creek State Natural Area
- Stone Creek Golf Club
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