Portland vacation rentals, booked direct
Skip the fees. Stay Portland.
275+ homes across the city, managed by our Portland-based team and booked direct. No booking fees, lowest price guaranteed.
Portland Favorites
Book direct and save — no fees, lowest price guaranteed.
Portland's BestHouse in NW Portland
Sep 20 – Sep 25
$6,845$5,647 for 5 nights
Save $1,198+ vs AirbnbSave $1,198+ vs Airbnb & Vrbo
Free cancellation
Portland FavoriteHouse in SE Portland
Nov 1 – Nov 6
$1,978$1,644 for 5 nights
Save $334+ vs AirbnbSave $334+ vs Airbnb & Vrbo
Free cancellationApartment in SE Portland
Nov 10 – Nov 15
$1,083$898 for 5 nights
Save $185+ vs AirbnbSave $185+ vs Airbnb & Vrbo
Free cancellationApartment in NW Portland
Sep 27 – Oct 2
$1,098$910 for 5 nights
Save $188+ vs AirbnbSave $188+ vs Airbnb & Vrbo
Free cancellationMore places to stay
Guest Approved
Stay with a team that actually knows Portland.
Every home is managed by our Portland-based team — real neighborhood picks, honest local advice, and someone who answers 24/7. Not an absentee host three time zones away.
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Why Book Direct with Stay Portland
Portland's local vacation rental company — better prices, better service, better stays.
No Booking Fees
Book direct and skip Airbnb's 15.5% guest fee — save up to $95. No service fees, no hidden charges — the price you see is the price you pay.
Locally Managed
Every property is managed by our Portland-based team. You get local support, neighborhood recommendations, and someone who actually knows the city.
Instant Booking
Confirm your vacation rental in seconds. No waiting for host approval, no back-and-forth — just pick your dates and book.
Explore Portland Neighborhoods
Every neighborhood has its own personality. Find the one that fits your trip.
Find Your Perfect Stay
Browse Portland vacation rentals by what matters most to you.
4.8/5 from 12,400+ guests
87% of stays earn 5 stars. Here's what recent guests said.
“Exactly what we were hoping for. The apartment was immaculate, the Hawthorne location was perfect for walking to dinner, and the local team responded to every question within minutes. Booked directly and saved ~$180 vs Airbnb.”
“We've stayed in Portland 4 times now — always with Stay Portland. Cleaner, quieter, more consistent than Airbnb. The Pearl District unit felt like a boutique hotel, not someone's spare bedroom. Will keep booking direct.”
“Moved to Portland for a month-long remote work stretch. The extended-stay discount was real (22% off), the desk setup was better than my home office, and coffee shops were a 3-minute walk. 10/10 experience.”
“Our flight got cancelled and we needed to extend two nights at 11pm. Texted Stay Portland and had it confirmed in under 10 minutes — no fees, no runaround. Can't imagine Airbnb being that easy.”
Your Guide to Vacation Rentals in Portland, Oregon
Portland, Oregon is one of the Pacific Northwest's most rewarding destinations — a city built around incredible food, craft beverages, independent shops, and easy access to mountains, rivers, and the coast.
Where to stay
Whether you're visiting for a long weekend or an extended stay, a vacation rental gives you the space, privacy, and neighborhood immersion that hotels can't match. Our homes are in the most walkable parts of the city — Hawthorne, Pearl District, Alberta, Mississippi, NW 23rd.
What to do
Start your morning with a Stumptown, Coava, or Heart Coffee pour. Walk Forest Park's 80 miles of trails. Eat at food carts — Nong's, Matt's BBQ, Pip's Donuts. Day-trip to Mt. Hood, the Gorge, or the Oregon Coast — all under 2 hours away.
How to get around
Portland rewards walking. Most of our rentals are within a 10-minute walk of coffee, dining, and transit. MAX light rail connects downtown to PDX airport. Biking is easy — the city has 385 miles of bike lanes.
Best time to visit
May through October is peak season — sunny, warm, festival-filled. November through March trades weather for bargains and real local energy. Fall foliage in October and cherry blossoms in April are the quiet magic moments.
We Love Portland, Plain and Simple.
We're not just a rental company — we're your local guides to everything Portland. Our properties feature timeless, airy designs with locally curated interiors in the city's most walkable neighborhoods.
From the foodie haven of Division Street to the creative energy of Alberta Arts District, each home is designed to provide hotel-quality comfort with authentic Portland character. Every stay funnels back into the community we love.
Our Story →
Frequently Asked Questions
Everything you need to know about vacation rentals in Portland, Oregon.
What are the best neighborhoods for vacation rentals in Portland?+
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Don't Just Visit Portland — Live It.
Browse 275+ vacation rentals in Portland's best neighborhoods. No booking fees. Lowest price guaranteed.