Our highest-rated homes, loved by thousands of guests
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Portland, Oregon
Mar 31 – Apr 5
$2,640 for 5 nights
Portland, Oregon
Apr 11 – Apr 16
$1,009 for 5 nights
Portland, Oregon
Apr 11 – Apr 16
$1,022 for 5 nights
Portland, Oregon
Mar 28 – Apr 2
$1,717 for 5 nights
Portland, Oregon
Mar 7 – Mar 12
$783 for 5 nights
Portland, Oregon
Apr 5 – Apr 10
$709 for 5 nights
Portland, Oregon
Mar 29 – Apr 3
$1,647 for 5 nights
Portland, Oregon
Mar 15 – Mar 20
$892 for 5 nights
Portland, Oregon
Apr 12 – Apr 17
$611 for 5 nights
Portland, Oregon
Mar 15 – Mar 20
$491 for 5 nights
Portland, Oregon
Mar 20 – Mar 25
$1,073 for 5 nights
Portland, Oregon
Mar 15 – Mar 20
$1,601 for 5 nights
Portland, Oregon
Apr 28 – May 3
$2,621 for 5 nights
Portland, Oregon
Mar 8 – Mar 13
$1,443 for 5 nights
Portland, Oregon
Mar 8 – Mar 13
$1,443 for 5 nights
Portland, Oregon
Mar 16 – Mar 21
$525 for 5 nights
Portland, Oregon
Mar 8 – Mar 13
$805 for 5 nights
Portland, Oregon
Mar 29 – Apr 3
$1,448 for 5 nights
Portland, Oregon
$139 / night
Portland, Oregon
Mar 23 – Mar 28
$2,305 for 5 nights
These are our best vacation rentals in Portland — the homes guests rave about, rebook year after year, and recommend to their friends. Every property on this page has earned consistently high ratings from real guests, with thoughtful design, premium amenities, and locations in Portland's most desirable neighborhoods.
What makes a Portland vacation rental 'the best' isn't just thread count and square footage — it's the details that make your stay feel effortless. Fast WiFi that actually works for video calls. A kitchen stocked with real cookware, not just the basics. A location where you can walk to coffee, dinner, and a park without getting in a car. These homes deliver on all of that.
Our top-rated properties span every Portland neighborhood and style — from modern Pearl District lofts to craftsman bungalows in Hawthorne, spacious family homes in Alberta, and sleek townhomes in the Mississippi District. What they all share is a standard of quality that turns first-time visitors into repeat guests.
Our top-rated collection features properties with consistently high guest reviews (4.8+ stars), premium amenities, thoughtful design, and prime locations. These are the homes that guests rebook and recommend most often.
Not necessarily. While our luxury collection tends to be at the higher end, many of our top-rated homes are priced competitively. Great design and a perfect location don't always come with a premium price tag — especially when you book direct and skip the platform fees.
Our highest-rated properties are spread across Portland's top neighborhoods: Hawthorne-Belmont, Alberta Arts District, Pearl District, Mississippi, NW 23rd, and Sellwood-Moreland. Each offers a unique Portland experience with walkable dining, shopping, and parks.