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Portland vacation rentals

Skip the fees.
Stay Portland.

Choose from 273 Portland homes, from cozy apartments to spacious homes for the whole group.

Portland-based team Here for you 24/7

No Platform Fees.Guaranteed lowest price.

More places to stay

Modern 1BR - Bright - Private - Perfectly Located
Portland Favorite

Apartment in NE Portland

4.90 (287)
211

Oct 27 – Nov 1

$1,018$903 for 5 nights

Save $115 vs Airbnb

Free cancellation
The Laid-Back Loft | Mississippi Ave
Portland Favorite

House in N Portland

4.88 (428)
211

Nov 9 – Nov 14

$956$849 for 5 nights

Save $107 vs Airbnb

Free cancellation
Retro Charm - Hawthorne - 2BR - Walkable
Portland Favorite

Apartment in SE Portland

4.88 (517)
421

Oct 27 – Nov 1

$1,421$1,262 for 5 nights

Save $159 vs Airbnb

Free cancellation
Alberta Arts - 2BR - Prime Spot - Modern Vibes
Portland Favorite

Apartment in N Portland

4.93 (502)
421

Nov 15 – Nov 20

$1,125$1,000 for 5 nights

Save $125 vs Airbnb

Free cancellation
Renovated Studio • Dining Nearby • AC • Fast WiFi
Portland Favorite

Apartment in NE Portland

4.89 (241)
211

Oct 31 – Nov 5

$745$663 for 5 nights

Save $82 vs Airbnb

Free cancellation
Spanish Revival Flat | Near Shops + Nightlife
Portland Favorite

Apartment in Portland

4.90 (227)
211

Oct 26 – Oct 31

$993$881 for 5 nights

Save $112 vs Airbnb

Free cancellation
Modern Studio - Steps to Hawthorne Shops & Eats
Portland Favorite

Apartment in SE Portland

4.90 (652)
211

Nov 10 – Nov 15

$885$786 for 5 nights

Save $99 vs Airbnb

Free cancellation
Perfect Hawthorne Micro By Top Shopping & Dining
Guest Approved

House in SE Portland

4.83 (387)
211

Oct 25 – Oct 30

$881$781 for 5 nights

Save $100 vs Airbnb

Free cancellation
Queen Anne 1BR | SE Portland • Super Walkable
Portland Favorite

Apartment in SE Portland

4.90 (271)
211

Oct 31 – Nov 5

$924$819 for 5 nights

Save $105 vs Airbnb

Free cancellation
Alberta Arts - 2BR - Walk to Food, Shops, & Art
Portland Favorite

Apartment in N Portland

4.89 (417)
421

Oct 25 – Oct 30

$1,186$1,057 for 5 nights

Save $129 vs Airbnb

Free cancellation
Modern 1BR - Walk to Dining & Bars - Fast WiFi & AC
Portland Favorite

Apartment in SE Portland

4.91 (676)
211

Nov 15 – Nov 20

$930$826 for 5 nights

Save $104 vs Airbnb

Free cancellation
Renovated 2BR Garden Suite • Steps to NW 23rd
Guest Approved

Apartment in NW Portland

4.84 (109)
421

Nov 8 – Nov 13

$1,286$1,144 for 5 nights

Save $142 vs Airbnb

Free cancellation
Local · Portland Experts

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.

Check Availability
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

    Stay Portland charges no platform or booking fees when you book direct, and every direct booking comes with our guaranteed lowest price. Find this home cheaper anywhere and we'll beat it by 5%. See the price guarantee terms.

  • 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.

By signing up, you agree to receive Stay Portland trip-planning emails and offers. Unsubscribe any time.

Guest Reviews

What Guests Say

Here's what recent guests said.

“We had a great stay here and loved how close this was to awesome restaurants and entertainment. We walked to coffee shops, breweries, and other convenient entertainment places during our stay - it was perfect!”
EmilyHawthorne & Belmont · Oct 2026
“Great home base for a few days exploring Portland! Walkable to several nearby shops, bars, and restaurants or a quick drive across the river to the East side of the city. The space was clean, quiet, and comfortable. Would stay again!”
MarieNorthwest Portland · Oct 2026
“We had a fantastic stay. The home was impeccably clean the layout was great for my family. Also the location is incredible right off Alberta. We would definitely stay here again.”
DanAlberta Arts · Oct 2026
“Wonderfully remodeled apartment in a historic building! Easy walk to dozens of restaurants & bars on NW 23rd. Hayden is a great host - proactive and communicative. Definitely will book again!”
ChrisNW 23rd · Sep 2026

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, 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 (Nob Hill and NW 23rd, a short walk from the Pearl) 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?+
Stay Portland doesn't charge platform or booking fees — the price you see when you book direct is the price you pay. We also guarantee it's the lowest price you'll find for that home. 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?+
Direct bookings get a full refund if you cancel more than 48 hours before check-in. You'll see the exact policy before you book. Travel plans change; we make it easy.
Do you offer extended stay discounts?+
Yes. Many homes apply an automatic monthly discount to stays of 28+ nights, shown in your quote. Perfect for remote workers, relocations, or a long-term visit.

Don't Just Visit Portland — Live It.

Browse 273 vacation rentals in Portland's best neighborhoods. No booking fees. Lowest price guaranteed.