Vacation rentals in Pearl District

4.84 out of 5 average rating, 339 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

Location

A vibrant red Victorian-style exterior is framed by lush greenery and well-maintained landscaping. The entrance is marked by a set of steps leading to the front porch, which features decorative columns and inviting outdoor seating options.

4.95 out of 5 average rating, 123 reviews

Classic Nob Hill Victorian

This is a fully-renovated 126 year old classic Victorian in the heart of Slabtown/Nob Hill. The home is split into two levels. On the first floor you will find three bedrooms, a twin sleeper chair in the living-room, and one full bath. On the second floor you’ll have a separate studio with a queen sleeper sofa, a queen bed, two twin sleeper chairs, and a second laundry, full bathroom, and full kitchen. You’ll be greeted with a 55” 4k TV in both living rooms, blazing WiFi, ice cold AC, heat.

LocationKitchenLaundry

A spacious living area features a comfortable blue sofa and a vibrant patterned armchair. Light flows through the large windows, complemented by green accents on the coffee table. A dining area with a wooden table is visible through the adjoining space, creating an inviting atmosphere.

4.95 out of 5 average rating, 285 reviews

Hip Urban Portland Living in Nob Hill

This classic remodeled home in Nob Hill district, just a block from the popular NW 23rd Ave is perfect for foodies, shoppers, & people watchers. Within the tree-lined, safe & comfortable neighborhood, you will find the Portland experience you are looking for. The entire city can be easily accessed with just a short walk, uber ride or via the streetcar/Max system. Our home is centrally located in the heart of NW Portland, providing you with easy access to all of Portland's many attractions.

4.76 out of 5 average rating, 192 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.

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.

LocationHikingGetting around

4.91 out of 5 average rating, 56 reviews

Unbeatable Location in NW District w Parking

Great for a family of 3-4 who want to experience Portland like Portlanders. Charge your electric vehicle in our driveway while you walk 1 block either direction to great restaurants, trendy bars, world class shopping, and Trader Joe’s. The streetcar and a topnotch hospital are 5 blocks away; hiking trails are less than a mile. This 1 bedroom, street-level unit is in a large single family home, has a private entrance, no shared spaces with household, and driveway parking.

Townhouse in Northwest Portland

The open concept main level features a spacious living area with large windows allowing natural light. A modern kitchen is visible in the background, complemented by a dining table and a cozy seating area. Warm wood tones and plants add a touch of nature.

4.92 out of 5 average rating, 253 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!

Guesthouse in Northwest Portland

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.

4.93 out of 5 average rating, 223 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.

4.84 out of 5 average rating, 381 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.

A three-story home is depicted with a distinctive dark exterior and a peaked roof. The entrance is framed by a landscaped area featuring bushes and steps leading to the front door. A garage is visible beneath the living space, and a fence encloses the property.

4.99 out of 5 average rating, 71 reviews

Old Portland Charmer

Nestled in one of Portland's most desirable neighborhoods, this charming home beautifully combines the character of the early 1900s with modern style and amenities. Walk to some of Portland's best restaurants, shops, and attractions just a short walk away. The completely remodeled home features a spacious backyard, abundant natural light, and the added convenience of off-street parking— simple luxuries that make all the difference.