Holiday rentals in Pearl District

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Top-rated holiday rentals in Pearl District

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a two-story studio is framed by lush greenery and trees. The building features a spiral staircase leading to a private balcony with black railings. A shared garden area is visible below, with a hammock and various plants around the space.
Guest house in Piedmont
4.98 out of 5 average rating, 234 reviews

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Guest favourite
A cozy living space is filled with natural light from recessed ceiling lights. A comfortable sofa and armchair are positioned around a coffee table, while a television sits on a white media console. A dining area features a small table surrounded by chairs, complemented by decorative plants.
Guest suite in Portland
4.93 out of 5 average rating, 168 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.

Top guest favourite
A modern studio space is showcased with a vibrant orange sofa and a sleek blue chair. Reflected in the large mirrors, natural light enhances the room's ambiance. A dining area with stylish seating is visible in the background, alongside neutral-toned flooring and cozy rugs.
Flat in Overlook
4.95 out of 5 average rating, 615 reviews

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.

Guest favourite
A spacious living area features a dark leather sofa adorned with a soft throw blanket. A wooden coffee table sits in front, complemented by a butterfly chair. A dedicated workspace with a desk and chair is visible, alongside large windows that allow natural light to fill the room.
Flat in Pearl District
4.87 out of 5 average rating, 107 reviews

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

Guest favourite
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.
Guest house in Portland
4.93 out of 5 average rating, 181 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
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.
Flat in Northwest District
4.96 out of 5 average rating, 471 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.

Top guest favourite
An airy living space features a gas fireplace set within a modern white wall, complemented by a colorful wooden chest and a workspace. Large windows allow natural light to fill the area, while a staircase leads to the upper level.
Flat in Northwest District
4.95 out of 5 average rating, 507 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 :-)

Top guest favourite
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.
Townhouse in Northwest District
4.92 out of 5 average rating, 229 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!

Top guest favourite
A spacious bed is adorned with multiple pillows in various textures and colors, including earthy tones and a patterned accent. Soft, breathable linens cover the bed, contributing to a restful environment.
Guest suite in Overlook
4.98 out of 5 average rating, 156 reviews

Spacious Suite - Private Entry - Hip Kitchenette

Enjoy North Portland’s most loved shops, bars, and restaurants from this fresh and recently renovated suite. This 800sf immaculately clean space features one bedroom, a bathroom, kitchenette, and sitting room. You’ll love its easy parking, proximity to downtown (10 min. drive or 2 blocks to the light rail), and convenient access to the freeway (explore the Columbia Gorge or the Oregon Coast). Reservations must reflect the correct number of guests.

Guest favourite
Flat in Northwest District
4.84 out of 5 average rating, 342 reviews

NW 23rd - 1BR - Best Location - Historic Beauty

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
A modern living area features a spacious, curved sofa with a textured fabric, accompanied by two elegant chairs with sculptural designs. A round, minimalist coffee table sits in the center, while a large window allows natural light to fill the space.
Guest suite in Portland
4.92 out of 5 average rating, 425 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
A spacious studio apartment features a cozy sleeping area with a wooden bed frame and soft bedding. A dining table with chairs is nearby, along with a comfortable sofa. Large windows allow natural light, and entertainment options include a flat-screen TV. Kitchen appliances are neatly arranged along one wall.
Guest house in Buckman
4.98 out of 5 average rating, 890 reviews

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

Popular amenities for Pearl District holiday rentals

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Avg. price£73£73£78£80£79£81£88£82£76£81£76£73
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Quick stats about holiday rentals in Pearl District

  • Total holiday rentals

    Explore 130 holiday rentals in Pearl District

  • Nightly prices starting at

    Pearl District holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 2,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    120 of Pearl District holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Pearl District rentals

  • 4.8 Average rating

    Pearl District stays are highly rated by guests – averaging 4.8 out of 5!

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