
Vacation rentals in Pearl District
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Top-rated vacation rentals in Pearl District
Guests agree: these stays are highly rated for location, cleanliness, and more.

Spacious, bright garden studio on Peninsula Park
Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Accessible, AIA-Award Winning, Urban Garden Oasis
A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs
Close-in, private Overlook retreat.
The Overlook neighborhood is one of Portland's hidden gems. Quiet, tree lined, yet only a few minutes from all the action Portland serves up. Walk or ride to meals, brewpubs or shopping in the Mississippi and Williams districts. Hop a train (three blocks away) to all quarters. Or, to unwind, walk to Overlook or Mocks Crest parks for sweeping views of downtown Portland, Forest Park and the Willamette River. Please read on to see if the studio's lower ceiling is the right fit for you.

Modern City Loft with Garage Parking!
This downtown city loft provides a prime location, breathtaking views, and convenient access to all the best that the city has to offer. The proximity leads to an array of fabulous dining and trendy cafes. The loft is surrounded by boutique stores and high-end shopping. Find numerous theaters, cinemas, and live music venues in the area. Whether you are a foodie, a shopaholic, or a culture enthusiast, this loft is the perfect base for you to explore and experience the bustling city life

Queen Anne Guest Apt. In Historic District
Enjoy this private guest apartment on the bottom floor of our historic four story home. Located footsteps from Portland's best restaurants, shops, and our beloved Timbers and Thorns soccer stadium, you'll be central of NW 21st/23rd commercial districts, the Pearl district and downtown Portland. Whether traveling to visit loved ones, see a show, a game or enjoy some culinary maximalism, this is your hotel like home away from home. Business travelers will also love this central location.

Pet Friendly NW Nob Hill High End Private Apt.
Beautiful high end modern private apartment built in a historic 1904 Craftsman in Nob Hill. Walk two blocks to NW 23rd for a wide variety of stellar restaurants and shopping or take a 10min walk to get to the heart of the city or to the famous trails of forest park. Easy access to transportation all over the city just steps away. View Mt. Hood from the front porch or relax with your own large private yard and let your pets run. Listed on VRBO 395585, excellent reviews.

Melrose Place
Light, bright, and airy modern corner townhouse with an abundance of windows looking out to a quiet maple tree lined street. Freshly remodeled house with no detail overlooked. Cook in the Chef’s kitchen or eat out at the numerous restaurants and food carts within blocks of the house. Forest park and hiking trails are just a couple blocks up the street! The house is a great spot to work from home, relax, cook and serve as your home base to see the best of Portland!

NW Portland Oasis walkable to DT Shops & Dining
A true one of a kind stay in newly remodeled Victorian home in NW Portland. This home was established in 1890. Your MCM inspired oasis has been updated with modern touches while maintaining its original charm. Boasting a walking score of 98, it is the perfect place to come relax after a walk to countless shops and restaurants. Nestled in the Alphabet District, this city oasis straddles Downtown Portland, the Pearl District and the infamous NW 21st and 23rd ave.

Renovated 1BR - Historic Charm - Great Locale
Flooded with natural light, this stylish suite blends timeless charm with modern comfort in one of Portland’s best neighborhoods. Nestled just off NW 23rd Ave, enjoy boutique shopping, top-rated restaurants, and tree-lined strolls right outside your door. Inside, you’ll find a curated living space with a plush sofa, full kitchen, fast WiFi, smart TV, and comfy queen bed—perfect for cozy nights in or recharging after a day exploring the city.

Large Studio in Historic Isam White House
Super Clean third floor suite in the historic Isam White House. Includes bed area, living and dining area, kitchenette with microwave, hot water kettle, dishes and small fridge and private bathroom with tub/shower. This is one of the last grand mansions downtown that hasn't been converted to condos or offices. We are at the shopping and restaurant districts of Northwest 21st and 23rd Avenues. Walkability score of 97!

Spacious NE Suite with Garden Access
Discover classic Portland charm in a renovated Victorian with a private, bright lower level apartment. Enjoy a spacious bedroom, modern bath, and tall ceilings. Enter through a lush garden and relax in the shared backyard. Walk to the Convention Center, Downtown, and lively neighborhoods. High-speed wifi (up to 400mbps) makes it ideal for work or leisure-a perfect home base for your Portland adventure!

Bright 1BR - Walk to Coffee, Food & Shopping
This bright and stylish one-bedroom apartment is located in one of Portland’s most walkable and desirable neighborhoods. Just steps from NW 23rd Avenue, you’ll have the city’s best restaurants, shops, and cafés right outside your door. Inside, enjoy a thoughtfully furnished space with a queen bed, Smart TV, fast WiFi, and a full kitchen - ideal for cozy nights in or urban adventures.
Popular amenities for Pearl District vacation rentals
Other great vacation rentals in Pearl District

Chic Belmont retreat w/tree views & king bed!

NW NEW Luxury 1BR w/CoWork Space, Gym, and Rooftop

2 Bedroom Apt. in Historic NW Portland Warehouse

Walkable, lively 'hood; pet-friendly and permitted

Luxury Living in Prime Location FREE Airport Rides

Enjoy Urban Life! Walk to Coffee, Music, Dining!

Walkable NW 23rd Retreat – Style & Comfort

BEST location (99 walk score!) low clean fee
When is the best time to visit Pearl District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $139 CAD | $139 CAD | $147 CAD | $151 CAD | $149 CAD | $153 CAD | $167 CAD | $156 CAD | $144 CAD | $154 CAD | $144 CAD | $139 CAD |
| Avg. temp | 5 °C | 7 °C | 9 °C | 12 °C | 15 °C | 18 °C | 21 °C | 21 °C | 19 °C | 13 °C | 8 °C | 5 °C |
Quick stats about vacation rentals in Pearl District

Total vacation rentals
Explore 110 vacation rentals in Pearl District

Nightly prices starting at
Pearl District vacation rentals start at $70 CAD per night before taxes and fees

Verified guest reviews
Over 2,500 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
110 of Pearl District vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Pearl District rentals

4.7 Average rating
Pearl District stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Timberline Lodge
- Providence Park
- Silver Falls State Park
- Mt. Hood Skibowl
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Domaine Serene
- Skamania Lodge Golf Course
- Portland Art Museum
- Bridal Veil Falls State Scenic Viewpoint
- Battle Ground Lake State Park
- Arlene Schnitzer Concert Hall




