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Vacation Rentals in Northwest Portland, Portland

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20 Properties in Northwest Portland

NW 23rd - 1BR - Best Location - Historic Beauty
Portland Favorite

Portland, Oregon

NW 23rd - 1BR - Best Location - Historic Beauty

4.86 (383)
211

Oct 11 Oct 16

$1,229$1,018 for 5 nights

Save $211+ vs Airbnb

Free cancellation
Bright 1BR - Walk to Coffee, Food & Shopping
Portland Favorite

Portland, Oregon

Bright 1BR - Walk to Coffee, Food & Shopping

4.85 (345)
211

Oct 4 Oct 9

$993$824 for 5 nights

Save $169+ vs Airbnb

Free cancellation
Historic Meets Modern | 4BR • Walk to NW 23rd
Portland Favorite

Portland, Oregon

Historic Meets Modern | 4BR • Walk to NW 23rd

4.88 (324)
842

Sep 27 Oct 2

$4,029$3,334 for 5 nights

Save $695+ vs Airbnb

Free cancellation
1BR - Walk to Coffee, Brews & NW 23rd Shops

Portland, Oregon

1BR - Walk to Coffee, Brews & NW 23rd Shops

4.80 (392)
211

Sep 29 Oct 4

$1,068$886 for 5 nights

Save $182+ vs Airbnb

Free cancellation
Lovely location 3 BR Pearl apt - Sleeps 8
Guest Approved

Portland, Oregon

Lovely location 3 BR Pearl apt - Sleeps 8

4.80 (227)
842

Nov 5 Nov 10

$2,218$1,836 for 5 nights

Save $382+ vs Airbnb

Free cancellation
1BR - Boutique Flat - Prime NW Location
Guest Approved

Portland, Oregon

1BR - Boutique Flat - Prime NW Location

4.85 (347)
211

Sep 28 Oct 3

$1,190$986 for 5 nights

Save $204+ vs Airbnb

Free cancellation
1BR • Fast WiFi • Walk to Dining & Breweries
Guest Approved

Portland, Oregon

1BR • Fast WiFi • Walk to Dining & Breweries

4.83 (356)
211

Oct 10 Oct 15

$1,132$938 for 5 nights

Save $194+ vs Airbnb

Free cancellation
Portland's Finest - Luxury Pearl District 4 BR
Guest Approved

Portland, Oregon

Portland's Finest - Luxury Pearl District 4 BR

4.85 (245)
842

Sep 27 Oct 2

$3,664$3,034 for 5 nights

Save $630+ vs Airbnb

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

Portland, Oregon

2BR Top Floor near NW 23rd and Forest Park

4.92 (114)
631

Oct 5 Oct 10

$2,017$1,672 for 5 nights

Save $345+ vs Airbnb

Free cancellation
The 23rd Avenue Retreat - Walk to Shops & Cafes
Guest Approved

Portland, Oregon

The 23rd Avenue Retreat - Walk to Shops & Cafes

4.83 (151)
641

Oct 25 Oct 30

$1,553$1,296 for 5 nights

Save $257+ vs Airbnb

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

Portland, Oregon

Historic Nob Hill 2BR | Prime Walkable Spot

4.87 (161)
422

Oct 26 Oct 31

$1,399$1,163 for 5 nights

Save $236+ vs Airbnb

Free cancellation
3BR - Sleeps 6 - Steps to NW 23rd - Fast WiFi

Portland, Oregon

3BR - Sleeps 6 - Steps to NW 23rd - Fast WiFi

4.79 (182)
641

Sep 28 Oct 3

$2,182$1,812 for 5 nights

Save $370+ vs Airbnb

Free cancellation
Renovated 2BR Garden Suite • Steps to NW 23rd
Portland Favorite

Portland, Oregon

Renovated 2BR Garden Suite • Steps to NW 23rd

4.87 (102)
421

Sep 19 Sep 24

$2,418$2,000 for 5 nights

Save $418+ vs Airbnb

Free cancellation
Sophisticated 3BR - Prime NW 23rd Location

Portland, Oregon

Sophisticated 3BR - Prime NW 23rd Location

4.76 (25)
632

Sep 27 Oct 2

$2,890$2,393 for 5 nights

Save $497+ 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 (129)
631

Oct 5 Oct 10

$2,375$1,966 for 5 nights

Save $409+ vs Airbnb

Free cancellation
2BR - Alphabet District - Historic Home
Guest Approved

Portland, Oregon

2BR - Alphabet District - Historic Home

4.84 (45)
421

Sep 26 Oct 1

$1,433$1,183 for 5 nights

Save $250+ vs Airbnb

Free cancellation
Luxury Living on NW 23rd Ave, Walk Score 99
Portland's Best

Portland, Oregon

Luxury Living on NW 23rd Ave, Walk Score 99

4.95 (152)
1252

Sep 20 Sep 25

$6,712$5,538 for 5 nights

Save $1,174+ vs Airbnb

Free cancellation
NW Portland 8BR • Perfect for Large Groups

Portland, Oregon

NW Portland 8BR • Perfect for Large Groups

4.76 (42)
1685.5

Oct 31 Nov 5

$17,782$14,647 for 5 nights

Save $3,135+ vs Airbnb

Free cancellation
Massive 7BR - Nob Hill - NW 23rd - Sleeps 14
Portland Favorite

Portland, Oregon

Massive 7BR - Nob Hill - NW 23rd - Sleeps 14

4.93 (71)
1473

Oct 4 Oct 9

$11,755$9,697 for 5 nights

Save $2,058+ vs Airbnb

Free cancellation
Historic 2BR | Walk to NW 23rd Shops & Eats

Portland, Oregon

Historic 2BR | Walk to NW 23rd Shops & Eats

4.78 (197)
421

Oct 9 Oct 14

$1,734$1,435 for 5 nights

Save $299+ vs Airbnb

Free cancellation

Northwest Portland delivers the perfect balance of urban sophistication and Pacific Northwest nature. Our 34 vacation rentals put you steps from NW 23rd Avenue's boutique shopping, the Pearl District's converted warehouse galleries, and the 5,200-acre Forest Park — all connected by tree-lined streets perfect for walking.

From a modern loft above the bustle of NW 21st to a quiet Victorian near Wallace Park, our Northwest Portland properties offer authentic neighborhood living. Wake up to coffee from Sterling Coffee Roasters, spend afternoons browsing Powell's City of Books, and end your day with dinner at Le Pigeon — all within walking distance of your front door.

Why Stay in Northwest Portland

🚶

Walker's Paradise

Walk Score of 95+ throughout NW Portland. Everything from groceries at New Seasons to late-night ramen is within a 10-minute stroll.

🌲

Forest Park Access

The nation's largest urban forest starts at NW Thurman. Hit the Wildwood Trail or Lower Macleay Park without needing a car.

🛍️

NW 23rd Shopping

Portland's premier shopping street runs through the heart of the neighborhood, mixing local boutiques with national brands.

🍷

Dining Destination

From Paley's Place to Bamboo Sushi, Northwest Portland houses many of the city's most celebrated restaurants and wine bars.

🚊

Streetcar Connected

The NS Line streetcar runs along NW Lovejoy and Northrup, connecting you to downtown and across the river to the Lloyd District.

🏛️

Cultural Hub

Home to the Portland Art Museum, Northwest Film Center, and countless Pearl District galleries showcasing local artists.

What to Do in Northwest Portland

Start your mornings with a hike up the Lower Macleay Trail to the Witch's Castle ruins — the trailhead at NW 30th and Upshur is a local favorite that tourists often miss. After working up an appetite, head to Besaws on NW 23rd for their legendary weekend brunch (get there before 9am to avoid the line).

NW 23rd Avenue, stretching from Burnside to Thurman, offers Portland's best window shopping. Pop into Patagonia for outdoor gear, Music Millennium for vinyl, or Moonstruck Chocolate for local treats. The parallel streets of NW 21st and NW Kearney hide additional gems like Kitchen Kaboodle and Wildfang.

For culture, the Pearl District rentals area hosts First Thursday gallery walks every month, while the Northwest Film Center at NW 21st screens independent films you won't find elsewhere. If you're visiting during Portland Rose Festival, the parade routes often wind through these streets.

Getting Around Northwest Portland

The NS Streetcar line is your secret weapon for exploring beyond Northwest Portland. Catch it on NW Lovejoy or Northrup to reach Pioneer Square in 15 minutes or continue to OMSI on the east side. The 15 bus on NW 23rd connects you north to St. Johns or south to downtown.

For PDX Airport, take the streetcar to Pioneer Square and transfer to the MAX Red Line — total journey time is about 50 minutes. Uber runs $35-45 depending on traffic. Many guests park their rental cars and never touch them again, as Northwest Portland's Walk Score of 97 means everything is accessible on foot.

Bike rentals from Clever Cycles on SE Hawthorne deliver to Northwest Portland addresses. The neighborhood's relatively flat streets (compared to the West Hills) make cycling easy, with bike lanes on NW Flanders and NW Johnson providing safe routes to downtown or Mississippi Avenue vacation rentals.

Where to Eat & Drink in Northwest Portland

Northwest Portland's dining scene ranges from James Beard winners to beloved food carts. Start with breakfast at St. Honoré Boulangerie on NW 23rd — their croissants rival Paris. For lunch, the Nob Hill Food Carts at NW 23rd and Glisan offer everything from Korean BBQ to Venezuelan arepas.

Dinner reservations are essential at Paley's Place (NW 21st), where Chef Vitaly Paley's seasonal Northwest cuisine has earned national acclaim. For a more casual evening, Bamboo Sushi on NW 23rd pioneered sustainable sushi in Portland. Late night? Escape From New York Pizza on NW 23rd stays open until 4am on weekends.

The bar scene centers around NW 21st Avenue. Pope House Bourbon Lounge occupies a restored Victorian with an extensive whiskey list. For craft beer, Deschutes Brewery's Portland Public House anchors the Pearl District border. Wine enthusiasts shouldn't miss Bar West on NW Quimby — their happy hour runs 4-6pm daily.

Shopping & Services in Northwest Portland

Beyond the boutiques on NW 23rd, practical needs are easily met. New Seasons Market on NW 21st is Portland's beloved local grocery chain — their hot bar and salad bar make easy vacation meals. For extended stay Portland guests, there's also a Trader Joe's on NW Glisan.

Cannabis? Oregon's Finest on NW 23rd is tourist-friendly with knowledgeable staff. Pharmacy needs are handled by the Walgreens on NW Lovejoy. The Northwest Portland branch library on NW 23rd offers free WiFi and a quiet workspace for corporate housing in Portland guests.

Fitness options abound: The Pearl District 24 Hour Fitness, Yoga Pearl on NW Davis, or simply running the Wildwood Trail. Many of our pet-friendly rentals in Portland guests love the off-leash area at Wallace Park.

Is Northwest Portland safe for tourists?

Northwest Portland consistently ranks among Portland's safest neighborhoods. The area sees heavy foot traffic well into the evening, especially along NW 23rd and NW 21st. Like any urban area, use common sense after dark, but most visitors feel completely comfortable walking the well-lit streets at night.

How far is Northwest Portland from Portland International Airport?

PDX Airport is approximately 12 miles from Northwest Portland, taking 25-35 minutes by car depending on traffic. Public transit via MAX Red Line requires one transfer at Pioneer Square, with total journey time of 50-60 minutes. Airport shuttles and rideshares are readily available.

Can I walk to downtown Portland from Northwest Portland?

Absolutely! Downtown Portland begins at W Burnside, the southern border of Northwest Portland. Pioneer Courthouse Square is a pleasant 20-minute walk down NW 23rd to Burnside, then east. The Portland Streetcar also connects these areas in under 15 minutes.

Where can I park in Northwest Portland?

Street parking in Northwest Portland is metered Monday-Saturday until 7pm ($2/hour). Many of our vacation rentals include dedicated parking spots. For visitors, the SmartPark garage at NW Davis & 10th offers reasonable daily rates. The neighborhood's walkability means many guests park once and explore on foot.

What's the difference between Northwest Portland and Nob Hill?

Nob Hill is actually the historic name for the western portion of Northwest Portland, roughly from NW 21st to NW 25th Avenues. Locals use both names interchangeably. The area earned its nickname from San Francisco transplants who thought the hillside neighborhood resembled their former home.

Browse all Portland vacation rentals to find your perfect Northwest Portland home base, or explore nearby Nob Hill vacation rentals for more options in this walkable neighborhood.

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