
Holiday houses in Pearl District
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Top-rated holiday 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.

BEST Location! Upscale, beautiful Slabtown home!
Beautiful, newly built SLABTOWN home, equipped with high-end finishings and decor. BEST NW location! Walking distance to: NW 23rd, the Pearl, some of Portland's best restaurants, bars, boutique shopping, New Seasons Grocery Market, Good Sam., Dove Lewis, and NW-based corp. offices. Comfortable living space, two balconies, two ensuite private bedrooms & bathrooms. Modern kitchen includes stainless appliances + wine fridge. Home gym w/ Peloton, TRX, Yoga Mats. Pvt garage prking w/ 240v outlet!

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.

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.

Queen Anne Guest Apt. In Historic District
Discover a charming guesthouse apartment in the heart of Portland! This private retreat, nestled in a historic home, offers easy access to the city's vibrant scene. Explore the nearby NW 21st/23rd commercial districts, the Pearl District, and downtown Portland. Enjoy delicious dining, unique shops, and exciting entertainment, including the Timbers and Thorns soccer stadium. Perfect for leisure or business travelers seeking a comfortable and convenient stay.

1BR - Boutique Flat - Prime NW Location
✨ Stylish NW 23rd Apartment — Portland's Best Block ✨ 🏙️ Steps from NW 23rd's top restaurants & shops 🛏️ Queen bed in private 1BR/1BA 🍳 Full kitchen with stove, microwave & coffee maker 🛋️ Smart TV & fast WiFi for streaming 💻 Laptop-friendly workspace for remote work 🌿 Private patio & entrance — your own oasis 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🍽️ Heart of walkable Northwest Portland.
Modern Guesthouse in Portland's Central Eastside
Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

Lovely location 3 BR Pearl apt - Sleeps 8
A walker's paradise with a WalkScore ® of 96/100, this modern, newly furnished four bedroom Portland can sleep up to 8 people comfortably. Our home is nestled between the Pearl District and Alphabet District in Northwest Portland, which boast some of Portland's best restaurants, bars, and shops. This apartment has a small kitchen, and no dining area, but who needs to cook when you have endless food options a short walk away!

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!

Historic NW Nob Hill Firehouse No. 17
Firehouse No. 17 is a unique and interesting place to stay. The engine bays of the Firehouse have been converted into a beautiful and spacious living area. There are historic photos of the Firehouse that help tell its story from a working firehouse to a fabulous residence. Please come experience this historic firehouse, located in NW Portland. It is an easy walk to bustling NW 23rd restaurants and shops.

Bright & Stylish Alphabet District Suite | NW 23rd
✨ Sun-Drenched 1BR in Portland's Alphabet District ✨ ☀️ Gorgeous natural light & oversized windows 🛏️ Cozy queen bed with premium linens 🍳 Full kitchen with gas range & dining table 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🐾 Pet-friendly — bring your furry friend 🚶 Steps to NW 23rd boutiques, cafes & Forest Park. Metered street parking.

Cozy Nob Hill Apartment
Enjoy your freshly renovated and furnished private apartment in NW Portland! Stay in a beautiful peaceful neighborhood. Restaurants, shops, parks, city hikes are also steps away! Comfy one bedroom, with a stocked full kitchen, and a cozy living room to hang out. the sleeper sofa can be converted to host additional guests! discount pricing for stays that are 7 days or longer!
Popular amenities for Pearl District holiday rentals
Other great holiday rentals in Pearl District

Modern 3BR Haven • Walk to Pearl District

Luxury 2 BDR in the Pearl with Rooftop!

West End address near Pearl & Culture districts

Luxury King Suite Near Pioneer Square, w/ Bar!

Quiet Artist's Condo in NW

New Spanish-Style Townhome in Kerns | Walk to Bars

Near Portland Art Museum + Café & Fitness Center

The Hoxton Portland
Quick stats about holiday rentals in Pearl District

Total holiday rentals
Explore 120 holiday rentals in Pearl District

Nightly prices starting at
Pearl District holiday rentals start at $71 AUD per night before taxes and fees

Verified guest reviews
Over 2,330 verified reviews to help you choose

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

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Pearl District holiday rentals include Wi-Fi access

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

4.8 Average rating
Pearl District stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Columbia River Gorge National Scenic Area
- Moda Center
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Skibowl
- Oregon Zoo
- Providence Park
- Beacon Rock State Park
- The Grotto
- Portland Japanese Garden
- Tom McCall Waterfront Park
- Airplane Home
- Wonder Ballroom
- Oregon Convention Center
- Oaks Amusement Park
- Powell's City of Books
- Pittock Mansion
- Tryon Creek State Natural Area
- Hoyt Arboretum
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Wings & Waves Waterpark
- Portland Art Museum





