Locally Owned & Operated Portland Vacation Rentals

Skip the fees.
Stay Portland.

Handpicked homes in Portland's walkable neighborhoods.
No booking fees, ever. Lowest price guaranteed.

87% 5-star reviews

275+homes

80,000+guests hosted

No booking fees — save 15% vs Airbnb

Best price guaranteed

Flexible cancellation

24/7 local support

Portland Favorites

Book direct and save — no fees, lowest price guaranteed.

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Portland craftsman home at sunset — a Stay Portland vacation rental

Local · Direct · No Middleman

Why Book Direct with Stay Portland

Portland's local vacation rental company — better prices, better service, better stays.

No Booking Fees
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.
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.

Alberta ArtsMurals, independent shops, and some of Portland's best brunch

Hawthorne & BelmontEclectic streets, vintage shops, and walkable dining

Pearl DistrictGalleries, upscale dining, and urban walkability

Mississippi AvenueLocal artisans, string lights, and creative food scene

NW 23rdTree-lined streets, boutique shopping, and old-Portland charm

SellwoodAntiques, riverfront parks, and small-town Portland feel

Find Your Perfect Stay

Browse Portland vacation rentals by what matters most to you.

Best Portland Stays

Top-rated homes, 87% 5-star

Guest Reviews

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.”

Megan T.Hawthorne · Mar 2026

“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.”

David & Priya K.Pearl District · Feb 2026

“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.”

Alex W.Alberta Arts · Jan 2026

“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.”

Jessica R.NW 23rd · Dec 2025

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.

About Stay Portland

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 →

A Stay Portland vacation rental interior

Frequently Asked Questions

Everything you need to know about vacation rentals in Portland, Oregon.

What are the best neighborhoods for vacation rentals in Portland?+

Portland's best vacation rental neighborhoods include Southeast Portland (Hawthorne, Division, Belmont) for food and culture, Northeast Portland (Alberta, Mississippi) for creative energy, and Northwest Portland (Pearl District, Nob Hill) for walkability and dining. Each Stay Portland home sits within a 10-minute walk of coffee, food, and transit.

How do Stay Portland vacation rentals compare to Airbnb?+

Book direct with Stay Portland and you'll typically save 10–15% vs Airbnb and VRBO — no service fees, no cleaning-fee surprises, no hidden charges. All homes are managed by our local Portland team, so you get real 24/7 support from people who know the city.

Are Stay Portland rentals licensed?+

Yes. Every Stay Portland home is permitted and licensed with the City of Portland's Short-Term Rental program. We handle all compliance, taxes, and inspections so your stay is fully legal and protected.

What's the cancellation policy?+

Most homes offer free cancellation up to 7 days before check-in. Specific policies vary by home — you'll see the exact policy before you book. Travel plans change; we make it easy.

Do you offer extended stay discounts?+

Yes. Stays of 28+ nights receive an automatic monthly discount (typically 15–25% off nightly rates). Perfect for remote workers, relocations, or a long-term visit.