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Portland vacation rentals

Skip the fees.
Stay Portland.

Choose from 275 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

The Laid-Back Loft | Mississippi Ave
Portland Favorite

House in N Portland

4.85 (434)

2 guests · 1 bedroom · 1 bath

Nov 9 – Nov 14

$924$821 for 5 nights

Save $103 vs Airbnb

Free cancellation
Elegant NW Portland Suites - Central Walkable Stay
Portland Favorite

Apartment in NW Portland

4.94 (78)

2 guests · 1 bedroom · 1 bath

Nov 13 – Nov 18

$1,386$1,226 for 5 nights

Save $160 vs Airbnb

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

Apartment in SE Portland

4.88 (657)

2 guests · Studio · 1 bath

Nov 16 – Nov 21

$710$632 for 5 nights

Save $78 vs Airbnb

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

Apartment in NE Portland

4.89 (289)

2 guests · 1 bedroom · 1 bath

Nov 17 – Nov 22

$896$796 for 5 nights

Save $100 vs Airbnb

Free cancellation
Classic Spanish Apartment | Central + Walkable
Portland Favorite

Apartment in Portland

4.86 (199)

2 guests · 1 bedroom · 1 bath

Nov 10 – Nov 15

$967$858 for 5 nights

Save $109 vs Airbnb

Free cancellation
Modern Brooklyn Flat - Steps to Cafes & Parks
Guest Approved

Apartment in SE Portland

4.82 (185)

2 guests · Studio · 1 bath

Nov 4 – Nov 9

$767$681 for 5 nights

Save $86 vs Airbnb

Free cancellation
Nob Hill 2BR Sleeps 6 • Steps to NW 23rd
Portland Favorite

House in NW Portland

4.86 (118)

6 guests · 2 bedrooms · 1 bath

Nov 15 – Nov 20

$1,399$1,244 for 5 nights

Save $155 vs Airbnb

Free cancellation
Upscale NW Portland Lofts - Modern, Walkable
Portland Favorite

Apartment in NW Portland

4.91 (58)

4 guests · 2 bedrooms · 1 bath

Oct 31 – Nov 5

$1,324$1,175 for 5 nights

Save $149 vs Airbnb

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

House in SE Portland

4.81 (394)

2 guests · 1 bedroom · 1 bath

Nov 1 – Nov 6

$767$681 for 5 nights

Save $86 vs Airbnb

Free cancellation
Modern Studio - Sullivan’s Gulch - Walkable Stay
Guest Approved

Apartment in NE Portland

4.82 (288)

2 guests · Studio · 1 bath

Nov 14 – Nov 19

$853$758 for 5 nights

Save $95 vs Airbnb

Free cancellation
Color Splash - Fast WiFi - Heart of Hawthorne
Portland Favorite

House in SE Portland

4.87 (458)

2 guests · 1 bedroom · 1 bath

Nov 8 – Nov 13

$847$753 for 5 nights

Save $94 vs Airbnb

Free cancellation
Charming Home, Wonderful Neighborhood!
Guest Approved

House in NE Portland

4.85 (46)

4 guests · 2 bedrooms · 1 bath

Nov 1 – Nov 6

$1,127$1,004 for 5 nights

Save $123 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 275 vacation rentals in Portland's best neighborhoods. No booking fees. Lowest price guaranteed.