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Stay Portland · Book direct

Guest-Favorite Vacation Rentals in Portland, Oregon

Real guest reviews. No platform fees. Guaranteed lowest price.

272 matching properties

Showing 20 of 272. Choose dates to check availability.

2BR Top Floor near NW 23rd and Forest Park
Portland Favorite

Portland, Oregon

2BR Top Floor near NW 23rd and Forest Park

4.91 (132)
631

Nov 2 – Nov 7

$1,922$1,593 for 5 nights

Save $329+ vs Airbnb

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

Portland, Oregon

Retro Charm - Hawthorne - 2BR - Walkable

4.88 (517)
421

Oct 27 – Nov 1

$1,589$1,318 for 5 nights

Save $271+ vs Airbnb

Free cancellation
Historic Nob Hill 2BR | Prime Walkable Spot
Portland Favorite

Portland, Oregon

Historic Nob Hill 2BR | Prime Walkable Spot

4.87 (163)
422

Oct 31 – Nov 5

$2,208$1,830 for 5 nights

Save $378+ vs Airbnb

Free cancellation
Retro Hideaway - Trendy Location - 2BR - Sleeps 4
Guest Approved

Portland, Oregon

Retro Hideaway - Trendy Location - 2BR - Sleeps 4

4.85 (536)
422

Oct 28 – Nov 2

$1,476$1,225 for 5 nights

Save $251+ vs Airbnb

Free cancellation
Hip Area - Dining & Shops Nearby - 2BR - Sleeps 4
Portland Favorite

Portland, Oregon

Hip Area - Dining & Shops Nearby - 2BR - Sleeps 4

4.87 (654)
421

Oct 18 – Oct 23

$1,324$1,101 for 5 nights

Save $223+ vs Airbnb

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

Portland, Oregon

Renovated 2BR Garden Suite • Steps to NW 23rd

4.84 (109)
421

Nov 8 – Nov 13

$1,475$1,225 for 5 nights

Save $250+ vs Airbnb

Free cancellation
The Division Street Funk Flat - 94 WalkScore
Portland Favorite

Portland, Oregon

The Division Street Funk Flat - 94 WalkScore

4.91 (111)
632

Oct 25 – Oct 30

$2,626$2,176 for 5 nights

Save $450+ vs Airbnb

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

Portland, Oregon

Nob Hill 2BR Sleeps 6 • Steps to NW 23rd

4.86 (115)
631

Nov 15 – Nov 20

$1,874$1,554 for 5 nights

Save $320+ vs Airbnb

Free cancellation
Mt. Tabor Hideaway | Near Food & Nature
Guest Approved

Portland, Oregon

Mt. Tabor Hideaway | Near Food & Nature

4.83 (208)
421

Oct 19 – Oct 24

$1,676$1,390 for 5 nights

Save $286+ vs Airbnb

Free cancellation
Hip 1BR • Retro-Modern Vibes • Prime SE Spot
Portland Favorite

Portland, Oregon

Hip 1BR • Retro-Modern Vibes • Prime SE Spot

4.92 (562)
211

Nov 7 – Nov 12

$965$801 for 5 nights

Save $164+ vs Airbnb

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

Portland, Oregon

Modern 1BR - Walk to Dining & Bars - Fast WiFi & AC

4.91 (676)
211

Oct 22 – Oct 27

$1,297$1,074 for 5 nights

Save $223+ vs Airbnb

Free cancellation
Luxury Townhouse • New Build • 3BR • Sleeps 5
Portland Favorite

Portland, Oregon

Luxury Townhouse • New Build • 3BR • Sleeps 5

4.86 (220)
531.5

Oct 18 – Oct 23

$1,615$1,343 for 5 nights

Save $272+ vs Airbnb

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

Portland, Oregon

Queen Anne 1BR | SE Portland • Super Walkable

4.90 (268)
211

Oct 31 – Nov 5

$1,134$938 for 5 nights

Save $196+ vs Airbnb

Free cancellation
South Portland Hideaway – OHSU | Fast Wi‑Fi | A/C
Portland Favorite

Portland, Oregon

South Portland Hideaway – OHSU | Fast Wi‑Fi | A/C

4.90 (129)
211

Nov 28 – Dec 3

$1,240$1,027 for 5 nights

Save $213+ vs Airbnb

Free cancellation
Rooftop Deck | 4BR/2BA | Heart of Hawthorne
Portland Favorite

Portland, Oregon

Rooftop Deck | 4BR/2BA | Heart of Hawthorne

4.92 (629)
852

Nov 15 – Nov 20

$2,973$2,462 for 5 nights

Save $511+ vs Airbnb

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

Portland, Oregon

Spanish Revival Flat | Near Shops + Nightlife

4.90 (225)
211

Oct 26 – Oct 31

$1,076$892 for 5 nights

Save $184+ vs Airbnb

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

Portland, Oregon

Modern 1BR - Bright - Private - Perfectly Located

4.90 (287)
211

Oct 19 – Oct 24

$1,116$925 for 5 nights

Save $191+ vs Airbnb

Free cancellation
Laurelhurst Dream on Restaurant Row - 97 WalkScore
Guest Approved

Portland, Oregon

Laurelhurst Dream on Restaurant Row - 97 WalkScore

4.85 (258)
631

Oct 31 – Nov 5

$1,962$1,625 for 5 nights

Save $337+ vs Airbnb

Free cancellation
Classic Spanish Apartment | Central + Walkable
Portland Favorite

Portland, Oregon

Classic Spanish Apartment | Central + Walkable

4.89 (196)
211

Nov 15 – Nov 20

$986$818 for 5 nights

Save $168+ vs Airbnb

Free cancellation
4BR Luxury Condo | Walk to Mississippi & Alberta
Portland Favorite

Portland, Oregon

4BR Luxury Condo | Walk to Mississippi & Alberta

4.90 (298)
842

Oct 13 – Oct 18

$3,196$2,650 for 5 nights

Save $546+ vs Airbnb

Free cancellation

About Guest-Favorite Stays

Stay Portland's top-rated homes combine more space, real kitchens, and walkable neighborhoods with prices that don't require a corporate travel budget — read real guest reviews on any listing before you book.

What makes a great place to stay in Portland isn't thread count or lobby art — it's location, space, and value. Our top-rated properties put you on streets like NW 23rd, Alberta, Hawthorne, and Mississippi, where you're steps from the restaurants, coffee shops, and bars that make Portland worth visiting. You get an entire home to spread out in, a kitchen to cook breakfast (or reheat last night's food cart haul), and a neighborhood that actually feels like Portland.

Every property on this page is among our highest-rated homes across all platforms — Airbnb, VRBO, Booking.com, and direct bookings. When you book direct on StayPortland.com, you get the same property at the lowest available price, with no booking fees and dedicated local support.

Choosing an area before a home? Read our guide to where to stay in Portland.

Frequently Asked Questions

How are these properties rated so highly?

We maintain strict quality standards across our portfolio — professional cleaning, hotel-quality linens, fully stocked kitchens, and responsive local support. Properties that fall below our standards are removed from the collection.

Are these the same properties listed on Airbnb and VRBO?

Yes — many of our properties are also listed on Airbnb, VRBO, and Booking.com. When you book direct on StayPortland.com, you get the same property at a lower price because we don't pay OTA commissions, and Find this home cheaper anywhere and we'll beat it by 5%. Terms: stayportland.com/price-guarantee.

How does Stay Portland compare to Portland hotels?

We don't have a verified head-to-head rating to cite, but guests consistently point to more space, full kitchens, neighborhood locations, and better value as the reasons they prefer us over a hotel. Read the reviews on any listing to see for yourself.

What if something goes wrong during my stay?

Our local Portland-based team is available 24/7 by text and email. Unlike hotel chains with remote call centers, our support team lives in Portland and can dispatch maintenance or resolve issues in person, usually within hours.

Do you have luxury or premium options?

Yes. Our Luxury Collection features designer interiors, premium amenities like hot tubs and fireplaces, and prime locations in the Pearl District, Nob Hill, and Hawthorne. These properties offer a boutique hotel experience with the space and privacy of a private home.