Apartment holiday rentals in Pearl District

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.

Modern City Loft with Garage Parking!

This downtown city loft provides a prime location, breathtaking views, and convenient access to all the best that the city has to offer. The proximity leads to an array of fabulous dining and trendy cafes. The loft is surrounded by boutique stores and high-end shopping. Find numerous theaters, cinemas, and live music venues in the area. Whether you are a foodie, a shopaholic, or a culture enthusiast, this loft is the perfect base for you to explore and experience the bustling city life

Luxury Apartment with Laundry in Best Neighborhood

Welcome to your home away from home! This beautifully designed apartment is perfect for your visit. The open-concept main space includes a cozy living room, fully-equipped kitchen, and dining area. You’ll sleep soundly on our top-rated queen beds with high thread count cotton sheets. We’ve thought of every detail to make your stay enjoyable and the location is unbeatable - just a short walk to some of the best restaurants, bars, boutiques, and picturesque streets in Portland!

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.

Willamette Heights View

The Space: Come experience quintessential PNW living at Willamette Heights View apartment. Stay in our beautiful, light-filled, 2-story deluxe apartment perched .5 miles above NW 23rd Ave. and 2 doors down from Forest Park trails. Full kitchen, backyard with mountains and river view, gas fireplace and hi-speed WiFi make this the ideal retreat/work space.. My place is good for couples, solo adventurers, and business travelers. Please note that there is no TV :-)

Studio in Walkable Foodie Heaven

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. Stroll to parks, live music, vintage shops, and a vintage movie theater. Walk, Lyft/Uber, bicycle, or use Portland’s amazing public transportation everywhere. Tall windows overlook greenery and a cozy porch. Our family's 1900 house has been divided into separate apartments. Its like an artsy hotel room, but much more homey!

Private Entry, Cork Floors, Foodie Heaven

Explore North Portland walking districts (restaurants, food carts, shops!) or the roses at Peninsula Park🌹, then retire to this hip and spacious basement apartment. Recently renovated, you’ll love its cork floors (that feel so nice under foot) and its custom and creative finishes. I live upstairs, but I am mindful of noise, and my guests find my place to be quiet and relaxing. I provide ample toiletries, quality coffee and tea, and travel guides.

Renovated 1BR - Historic Charm - Great Locale

Flooded with natural light, this stylish suite blends timeless charm with modern comfort in one of Portland’s best neighborhoods. Nestled just off NW 23rd Ave, enjoy boutique shopping, top-rated restaurants, and tree-lined strolls right outside your door. Inside, you’ll find a curated living space with a plush sofa, full kitchen, fast WiFi, smart TV, and comfy queen bed—perfect for cozy nights in or recharging after a day exploring the city.

Spacious 1BR next to NW 23rd Ave.

Steps away from NW 23rd St, this is a 700 sq. ft., 1 BD/1BA on the 3rd floor of a 1910 craftsman. If you're looking for a great location, you have found the place. Lots of space on the 3rd floor to hang out, work, cook, etc. Fast wifi, easy street parking, plus restaurants and shops galore. Whether it's your first or fiftieth visit to Portland, this rental has all you need for a fun and comfortable stay.

Renovated Studio - Walk to Shops - Private Retreat

Enjoy a stylish experience at this Cozy space that is so close to everything. It is located in the heart of the Irvington Neighborhood and boasts a WalkScore® of 94. This is an original Portland fourplex with recent renovations giving you the unique modern feel in a historic neighborhood. Get an authentic taste of Portlandia with local restaurants, markets and shops all within walking distance.

Bright 1BR - Walk to Coffee, Food & Shopping

This bright and stylish one-bedroom apartment is located in one of Portland’s most walkable and desirable neighborhoods. Just steps from NW 23rd Avenue, you’ll have the city’s best restaurants, shops, and cafés right outside your door. Inside, enjoy a thoughtfully furnished space with a queen bed, Smart TV, fast WiFi, and a full kitchen - ideal for cozy nights in or urban adventures.

Cozy Nob Hill Apartment

Enjoy your freshly renovated and furnished private apartment in NW Portland! Stay in a beautiful peaceful neighborhood. Restaurants, shops, parks, city hikes are also steps away! Comfy one bedroom, with a stocked full kitchen, and a cozy living room to hang out. the sleeper sofa can be converted to host additional guests! discount pricing for stays that are 7 days or longer!