Holiday rentals in Pearl District

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Top-rated holiday rentals in Pearl District

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Superhost

Guest suite in Northwest Portland

4.92 out of 5 average rating, 153 reviews

♥ Cozy Nob Hill 2br, walk to Pearl and Downtown!

Clean and cozy getaway in an amazing central location. Walk just a few blocks to shopping on NW 23rd, restaurants in the Pearl, Powell's Books, the West End, Providence Park, or even Downtown. This modern 2 bedroom private basement apartment occupies a full floor of a 1907 Craftsman in the heart of the Alphabet Historic District. Features include king mattresses from Helix for a great night's sleep, a kitchenette with fridge, microwave and Nespresso maker, and original art from local artists.

Guest favourite

Flat in Northwest Portland

4.93 out of 5 average rating, 320 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.

Guest favourite

Guest house in Northwest Portland

4.96 out of 5 average rating, 158 reviews

Queen Anne Guest Apt. In Historic District

Enjoy this private guest apartment on the bottom floor of our historic four story home. Located footsteps from Portland's best restaurants, shops, and our beloved Timbers and Thorns soccer stadium, you'll be central of NW 21st/23rd commercial districts, the Pearl district and downtown Portland. Whether traveling to visit loved ones, see a show, a game or enjoy some culinary maximalism, this is your hotel like home away from home. Business travelers will also love this central location.

Top guest favourite

Flat in Northwest Portland

4.96 out of 5 average rating, 436 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.

Superhost

Flat in Northwest Portland

4.83 out of 5 average rating, 302 reviews

1BR • Fast WiFi • Walk to Dining & Breweries

Conveniently situated in one of Portland's most vibrant areas, our centrally located home puts you just steps away from the city's top restaurants, bars, and shops. Nestled in the heart of Slabtown in NW Portland, you'll find endless opportunities to explore the neighborhood’s offerings, making you want to extend your stay to fully experience all that this lively area has to offer. Note that there may be noise; earplugs and a noise machine are available for your comfort!

Top guest favourite

Townhouse in Northwest Portland

4.93 out of 5 average rating, 209 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!

Guest favourite

Guest suite in Northwest Portland

4.92 out of 5 average rating, 110 reviews

NW Portland Oasis walkable to DT Shops & Dining

A true one of a kind stay in newly remodeled Victorian home in NW Portland. This home was established in 1890. Your MCM inspired oasis has been updated with modern touches while maintaining its original charm. Boasting a walking score of 98, it is the perfect place to come relax after a walk to countless shops and restaurants. Nestled in the Alphabet District, this city oasis straddles Downtown Portland, the Pearl District and the infamous NW 21st and 23rd ave.

Superhost

Flat in Northwest Portland

4.73 out of 5 average rating, 425 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.

Top guest favourite

Home in Buckman

4.99 out of 5 average rating, 424 reviews

Modern Guesthouse in Portland's Central Eastside

Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

Guest favourite

Guest suite in Northwest Portland

4.92 out of 5 average rating, 392 reviews

Large Studio in Historic Isam White House

Super Clean third floor suite in the historic Isam White House. Includes bed area, living and dining area, kitchenette with microwave, hot water kettle, dishes and small fridge and private bathroom with tub/shower. This is one of the last grand mansions downtown that hasn't been converted to condos or offices. We are at the shopping and restaurant districts of Northwest 21st and 23rd Avenues. Walkability score of 97!

Top guest favourite

Flat in Northwest Portland

4.93 out of 5 average rating, 193 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!

Top guest favourite

Guest house in Northeast Portland

4.97 out of 5 average rating, 896 reviews

Explore Portland on Foot from Your Modern Retreat

Welcome to The LoftHaus. Stroll through a luscious landscaped garden and past a bubbling fountain to reach this light-filled, creative living space. A roll-up glass garage door in the bedroom offers a connection with the outside world while flooding the room with natural light. Accepting guests and implementing extra cleaning protocols. Excellent wireless internet speeds!