Vacation rentals in 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.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 2,430 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

    60 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

  • 4.9 Average rating

    Pearl District stays are highly rated by guests—averaging 4.9 out of 5!

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
Apartment in Northwest Portland
4.85 out of 5 average rating, 333 reviews

Bright 1BR - Walk to Coffee, Food & Shopping

✨ Bright 1BR in Walkable NW 23rd — Steps to Everything ✨ 🏙️ Heart of Portland's trendiest shopping & dining district 🛏️ Queen bed in private bedroom 🍳 Full kitchen with oven, stove & coffee maker 📺 Smart TV & fast WiFi throughout 💼 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔑 Private entrance, no shared spaces — entirely yours 🪜 Steep exterior stairs to enter (not step-free) 🍽️ Steps from NW 23rd's top resta

Guest favorite
A well-equipped kitchen features a professional-grade gas range with a stainless steel hood, complemented by wooden cabinetry and a black countertop. Shelves display various cooking essentials, including spices and utensils, alongside a kettle, toaster, and coffee maker, creating a functional yet inviting cooking space.
Loft in Northeast Portland
4.92 out of 5 average rating, 597 reviews

Onsen oasis + Portland's finest at your feet

Elegant 2-bedroom loft in Alberta Arts District's culinary haven. Sleeps 4, 1 bathroom, 1,200 sq ft. Highlight: beautiful river rock Japanese onsen garden soaking tub for ultimate relaxation. (Shared with cabin guests when occupied ) Amenities: WiFi, Netflix, fully-equipped kitchen. Steps from acclaimed eateries: Gabbiano's, Dame, Lil Dame Nearby: Expatriate, Take Two, , Wilder. Jet Black Coffee. #72 bus stop at doorstep. Portland's finest dining and arts scene from your sophisticated retreat’

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 Portland
4.99 out of 5 average rating, 131 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 modern studio space is showcased with a vibrant orange sofa and a sleek blue chair. Reflected in the large mirrors, natural light enhances the room's ambiance. A dining area with stylish seating is visible in the background, alongside neutral-toned flooring and cozy rugs.
Apartment in North Portland
4.95 out of 5 average rating, 655 reviews

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.

Top guest favorite
A serene sleeping area features a spacious bed layered with soft linens. Two modern lamps provide warm light, and a small round table is positioned between two stylish chairs. Light streams in through two partially covered windows, enhancing the calm atmosphere.
Townhouse in Pearl District
5 out of 5 average rating, 62 reviews

Chic Retreat in the Pearl

Welcome to our quiet oasis in the heart of the Central Pearl District. Nestled in one of Portland's most sought-after neighborhoods, the quiet and private studio is ideal for work or rest. Shopping, dining, & entertainment are all within walking distance. Steps to public transport for trips downtown or the NW District. A private garage is available for those with cars (extra fee) to explore city treasures like Washington Park, Forest Park, or urban events downtown or at the Moda Center.

Top guest favorite
An architectural micro home is nestled among lush greenery, surrounded by trees. A wooden exterior enhances the natural setting. The structure features a small side porch and multiple large windows, allowing light to flood the interior. A pathway made of stones leads to the entrance.
Guesthouse in Northeast Portland
4.85 out of 5 average rating, 180 reviews

The Haseman House

Come stay in our Architectural micro home in NE Portland. Close to Mississippi and everything that NE Williams has to offer. Thoughtfully deigned with many amenities. A great WFH vacation retreat. This little house is located in the back of a main house. The backyard is shared with the main front house. There is only street parking but it is free and typically available. We are close to public transportation and rental bikes as well as an organic grocery store... very walkable.

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 Portland
4.96 out of 5 average rating, 497 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
The cottage exterior is nestled within lush greenery, featuring a textured, light-colored stucco façade and a distinctive triangular roof. Surrounding plants and stones create a serene landscape, complemented by wooden steps leading to the entrance, enhancing the inviting and private atmosphere.
Guesthouse in North Portland
4.97 out of 5 average rating, 462 reviews

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

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 Northwest Portland
4.94 out of 5 average rating, 141 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 Northwest Portland
4.93 out of 5 average rating, 212 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 Portland
4.84 out of 5 average rating, 371 reviews

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

✨ Sunlit Suite Steps from NW 23rd Shopping & Dining ✨ 🌳 Timeless charm meets modern comfort in Portland's best neighborhood 🛏️ Cozy queen bed + plush sofa for two 🍳 Full kitchen with stove, oven & microwave 🛋️ Smart TV, fast WiFi & dedicated workspace 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entirely yours 🍽️ Steps from boutique shops, top restaurants & tree-lined streets.

Top guest favorite
A warm sleeping area features a spacious bed framed by two wooden nightstands with lamps. A bright yellow throw blanket lays across the bed. The walls are painted a deep teal, and natural light enters through a window with a beige shade. A decorative piece on the wall adds character.
Guesthouse in Northeast Portland
4.99 out of 5 average rating, 505 reviews

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Popular amenities for Pearl District, Portland vacation rentals

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