Apartment holiday rentals in Pearl District

4.92 out of 5 average rating, 379 reviews

Flat in Portland

The Filbert - Garden Apartment in Inner SE PDX.

The Filbert is in the Division/Clinton Neighborhood close to Broder Cafe, Salt & Straw and dozens of other amazing restaurants and bars. Also close by is the New Season's Market, People's Food Co-op, bike shops, and boutiques. It is quick to get to downtown Portland by car, bus or light rail. This renovated apartment is tucked into an urban eco-community. You’ll love the location and the ambiance. The Filbert is good for couples, solo adventurers, business travelers, and families one child.

4.94 out of 5 average rating, 327 reviews

Modern NW Apartment *free parking*

My home is on the street car line which runs between 5:30am-11:30pm depending on weekday or weekends, 3 blocks to Pearl District, 2 blocks to 21st/23rd Ave. Located close to the brewery blocks, lots of shopping, and dining! The neighborhood is easily walkable. Self check in, Full kitchen with basics for cooking, AC, W/D, Comcast cable with HBO in bedroom and living room with access to sign into streaming services, WiFi, free street parking via digital residential guest pass will be provided.

4.95 out of 5 average rating, 579 reviews

Flat in Overlook

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 downtown or The Pearl District. 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 this space is the right fit for you.

5 out of 5 average rating, 101 reviews

Flat in King

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!

4.96 out of 5 average rating, 447 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.

4.96 out of 5 average rating, 347 reviews

Flat in Kerns

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!

4.74 out of 5 average rating, 437 reviews

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.

4.94 out of 5 average rating, 131 reviews

Flat in Portland

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.

4.97 out of 5 average rating, 124 reviews

Flat in Overlook

Charming Overlook Guest Suite

Perfect location to explore PDX, located in the heart of Overlook neighborhood in North Portland. Close to Max Light Rail (yellow), walking distance to great restaurants and bars, coffee shops, grocery stores, and some of the best parks in Portland. The neighborhood is a great mix of residential and commercial and is very walkable - there’s even a great bar and restaurant right across the street.

4.84 out of 5 average rating, 285 reviews

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.

4.92 out of 5 average rating, 197 reviews

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!