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.

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Guest favorite
Treehouse in Portland
4.82 out of 5 average rating, 519 reviews

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Top guest favorite
Home in Vernon
5 out of 5 average rating, 109 reviews

Modern Home — Prime Alberta Arts

This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

Top guest favorite
A modern living space features a comfortable gray sectional sofa, a rustic round area rug, and a sleek coffee table. A dark leather chair sits nearby. The open layout reveals the kitchen area in the background, complemented by natural light from the windows.
Home in Northwest District
4.99 out of 5 average rating, 123 reviews

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!

Top guest favorite
A workspace is positioned by large windows, allowing natural light to fill the area. A stylish desk with a lamp is accompanied by white chairs. The room features warm wooden flooring and modern furnishings, contributing to a comfortable environment for work or relaxation.
Apartment in Northwest District
4.96 out of 5 average rating, 492 reviews

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.

Top guest favorite
Apartment in Hillside
4.97 out of 5 average rating, 200 reviews

Zen themed private retreat in NW Portland.

Peaceful 1000+ sq. ft. apartment with private deck on cul-de-sac at the edge of Forest Park. A short walk to the Alphabet District--Portland's trendy shopping and eating area. 1.5 miles from downtown. Spacious living area with well equipped kitchenette, dining area, large screen TV. Large bedroom with new queen-sized bed, desk, and ample closet. Bathroom with shower/ bathtub. Additional Japanese-style tatami room with meditation area, sauna, and queen-size futon.

Top guest favorite
The living room features a soft grey couch and two green armchairs arranged around a circular area rug with a blue pattern. A modern TV is positioned on a dark console. Light-colored brick walls provide a bright backdrop, enhancing the spacious feel of the area.
Guest suite in Portland
4.93 out of 5 average rating, 137 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.

Top guest favorite
An open bedroom features a spacious bed with a light blue quilt and matching accent pillows. A textured wall art piece is displayed above the headboard. Natural light illuminates the neutral-toned carpet, complemented by a small wooden nightstand and a mirror reflecting the inviting space.
Guesthouse in Portland
4.94 out of 5 average rating, 203 reviews

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.

Guest favorite
Apartment in Northwest District
4.81 out of 5 average rating, 324 reviews

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.

Top guest favorite
An open living space features a stylish wooden staircase, enhancing the flow of natural light. A modern dining table is accompanied by Arne Jacobsen Ant dining chairs. Decorative plants and a round mirror add a touch of elegance, while large glass doors provide a view of the outdoor area.
Home in Kerns
4.99 out of 5 average rating, 463 reviews

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.

Top guest favorite
A modern living area features a spacious, curved sofa with a textured fabric, accompanied by two elegant chairs with sculptural designs. A round, minimalist coffee table sits in the center, while a large window allows natural light to fill the space.
Guest suite in Portland
4.92 out of 5 average rating, 443 reviews

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!

Top guest favorite
The historic Firehouse No. 17 features a striking brick facade with red detailing and elegant windows. Two large garage doors are framed by decorative patterns, creating an inviting entrance. The building's architectural elements reflect its storied past, surrounded by manicured greenery.
Guest suite in Portland
4.96 out of 5 average rating, 103 reviews

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.

Superhost
Apartment in Northwest District
4.73 out of 5 average rating, 485 reviews

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.

Popular amenities for Pearl District, Portland vacation rentals

When is the best time to visit Pearl District?

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Quick stats about vacation rentals in Pearl District

  • Total vacation rentals

    Explore 120 vacation rentals in Pearl District

  • Nightly prices starting at

    Pearl District vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 2,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & 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

  • Wi-Fi availability

    120 of Pearl District vacation 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!

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