Handpicked homes in Portland's walkable neighborhoods—with hotel-quality comfort and no booking fees, ever.
Book direct and save — no fees, lowest price guaranteed.
Real picks from the team managing 275+ Portland homes — coffee, hikes, restaurants, and a matching vacation rental, built around your dates.
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Portland's local vacation rental company — better prices, better service, better stays.
Book direct and save 10–15% compared to Airbnb and VRBO. No service fees, no hidden charges — the price you see is the price you pay.
Every property is managed by our Portland-based team. You get local support, neighborhood recommendations, and someone who actually knows the city.
Confirm your vacation rental in seconds. No waiting for host approval, no back-and-forth — just pick your dates and book.
Every neighborhood has its own personality. Find the one that fits your trip.
Browse Portland vacation rentals by what matters most to you.
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.”
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.
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.
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.
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.
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'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.
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Everything you need to know about vacation rentals in Portland, Oregon.
Browse 275+ vacation rentals in Portland's best neighborhoods. No booking fees. Lowest price guaranteed.
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