Apartment holiday rentals in Pearl District

A cozy bedroom features exposed brick walls, creating a warm atmosphere. A spacious bed is presented with a patterned duvet and two bedside lamps provide soft lighting. A window offers natural light while a wooden dresser complements the room's design.

4.87 out of 5 average rating, 129 reviews

Portland International Guesthouse - Apartment

Discover comfort and convenience in our Flanders Apartment – a cozy, fully furnished 1-bedroom basement/garden-level retreat in Portland's best neighborhood. Perfect for 2 guests, it features a spacious bedroom with a queen bed, a private entry, large windows, and a comfy seating area. Enjoy a fully stocked kitchen, breakfast nook, private bath with shower, and washer/dryer. Stay connected with free WiFi and Roku TV. All utilities included for a hassle-free stay! Your perfect getaway awaits.

Top guest favourite

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.

Flat in North Portland

Close-in, private Overlook retreat. (No Fees)

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.

4.95 out of 5 average rating, 677 reviews

4.76 out of 5 average rating, 191 reviews

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

✨ Charming Northwest Portland Flat in Alphabet District ✨ 🏙️ Heart of NW 23rd — walk to top shops & cafes 🛏️ 2 cozy bedrooms, sleeps 4 guests comfortably 🍳 Full kitchen with coffee maker & wine glasses 🛋️ Smart TV & fast WiFi throughout 💻 Laptop-friendly workspace for remote work 🌿 Private entrance & porch for your morning coffee ❄️ AC & heating for year-round comfort 🔒 Entire apartment — no shared spaces 🍽️ Steps from NW 23rd's best dining & shopping. Free street parking.

An open living space is shown, featuring a comfortable blue sofa accompanied by an ergonomic chair. A light wood dining table with several chairs is visible, along with a colorful rug. A small bookshelf adds character, while natural light illuminates the area through nearby windows.

4.72 out of 5 average rating, 281 reviews

Spacious 2 Bedroom Apartment in Prime NW Location

Welcome to your home away from home in Portland. Perfect apartment for vacation or business trip. All of the necessities plus games for friends and family as well as an shared patio with adjoining unit. Located within a 3 minute walk to coffee shops, bars and restaurants on Portland's lively 23rd and 21st streets. 10 minute walk to some of Portland's best hiking trails and easy access to downtown. Pets are allowed however we will charge an additional $50 cleaning fee per animal.

Top guest favourite

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.

4.96 out of 5 average rating, 504 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.

Flat in Northeast Portland

The Spanish Flat • 3BR/2BA on Mississippi Ave

The Spanish Flat puts Portland's best food street at your door: 3 queen bedrooms + 2 full baths right on N Mississippi Ave. 🛏️ Sleeps 6 — three queen beds, no sofa-bed compromises 🛁 Two full baths — no morning bottlenecks 🍽️ Eem, XLB & the food carts steps from the door 🧺 In-unit washer & dryer ❄️ Ductless mini-split A/C + heat 🐾 Pet-friendly • fast WiFi • laptop workspace 🏡 Garden-level flat with private entrance (one flight down) 🚗 Rear-lot + free street parking

4.9 out of 5 average rating, 166 reviews

4.86 out of 5 average rating, 242 reviews

Flat in Pearl District

Portland's Finest - Luxury Pearl District 4 BR

✨ 4BR Pearl/Alphabet District Upper Home ✨ 🏡 Private upper unit in a two-unit NW Portland home 🛏️ 4 queen bedrooms, 2 full baths, sleeps 8 🍳 Full kitchen with dishwasher, island & dining area 🛋️ Upstairs living room, TVs & fast WiFi 🧺 In-unit washer & dryer 🚊 Near streetcar/freeway; some city/transit noise possible 🌲 Walk Score 96 near Pearl, Alphabet District & Forest Park. Zone K permit street parking.

Top guest favourite

A comfortable bed is centered in the room, adorned with a patterned blanket and decorative pillow. Natural light floods through the bay windows, highlighting the greenery outside. A potted plant adds a touch of nature to the cozy atmosphere.

Flat in Portland

Walkable Foodie Heaven

Welcome! We're on a quiet side street – right around the corner from a dynamic restaurant scene in Kerns, the 5th coolest neighborhood in the world. Take a short stroll to parks, live music, vintage shops, and a vintage movie theater. Tall windows let in lots of light and overlook greenery, cozy porches, and a back yard. Our family's 1900 house has been divided into separate apartments.

4.99 out of 5 average rating, 344 reviews

4.81 out of 5 average rating, 359 reviews

1BR • Fast WiFi • Walk to Dining & Breweries

✨ Walkable NW 23rd Apartment in Historic Quadplex ✨ 🛏️ Queen bed in bright 1BR/1BA 🍳 Full kitchen with stove, oven & coffee bar 📺 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 — entire place is yours 🍽️ Steps from NW 23rd shops, cafés & restaurants.

4.73 out of 5 average rating, 500 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.

4.89 out of 5 average rating, 228 reviews

Flat in Portland

Portland's Best 1BD in Hawthorne | Newer Building

Step outside and explore the charm of Portland's Hawthorne neighborhood, filled with vintage shops, local bookstores, and cozy coffee spots full of character. Stroll past colorful murals, browse unique boutiques, and take in the laid-back, creative vibe. Whether you're here to relax, explore, or a little of both, this welcoming space is a great place to call home through your stay.