Vacation rentals in Pearl District

Apartment in Portland Downtown

A well-lit living area is viewed through an open doorway, showcasing large floor-to-ceiling windows that reveal lush green hills and vibrant cityscapes. A cozy seating arrangement, including a light-colored chair and dark ottoman, complements the inviting atmosphere of the space.

4.94 out of 5 average rating, 18 reviews

Luxury Living in Prime Location FREE Airport Rides

FREE AIRPORT [pickups/drop offs] get personally picked up, no wait on Lyft or Uber. Incredible city views! Centrally located studio. Walk straight to world famous Powells Bookstore on the iconic Burnside Street! Or simply enjoy southwest hills sunsets from the comfort of your living room with floor to ceiling windows! Portland Street Car station is located across the street, a block from WholeFoods Markets! Lots of iconic clubs, bars, restaurants, and entertainment within walking distance.

Home in Northwest Portland

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.

Home in Northwest Portland

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, 194 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.

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, 382 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.

Home in Northwest Portland

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, 72 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.

4.82 out of 5 average rating, 345 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 entrance — your own oasis 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🍽️ Heart of walkable Northwest Portland.