Apartment holiday rentals in Pearl District

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Top-rated apartment rentals in Pearl District

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Top guest favourite
A bright living space is highlighted by sloped ceilings and skylights. A comfortable sofa and armchair are arranged near a coffee table, with a dining area featuring white chairs in the background. The kitchen is partially visible, enhancing the open layout.
Flat in Portland
4.94 out of 5 average rating, 136 reviews

Spacious 1BR+ by NW 23d. Free parking & cleaning!

If you're looking for a great value and a convenient location (no car needed!), you have found the place! Steps away from NW 23rd St, this is a spacious 700 sq. ft., 1 BD/1BA private apartment. PLENTY of room to play with fido, cook, hang out, work, etc. Free street parking, your own outdoor balcony, fast wifi, plus easy access to all things shopping and food. Whether it's your first or fiftieth visit to Portland, this apartment has all you and your family/friends need for a comfortable stay.

Guest favourite
Flat in Pearl District
4.9 out of 5 average rating, 100 reviews

Luxurious king bed suite! Free Garage Parking

This high-end downtown apartment on the 6th floor offers breathtaking views of the city. The apartment is furnished with modern furniture and features a spacious living area with ample natural light. Equipped with underground parking, and access to nearby restaurants, entertainment venues, and shopping areas all within walking distance, this lofts prime location make this contemporary style apartment an ideal choice for those seeking a sophisticated and comfortable urban living experience.

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, 608 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.

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, 465 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, 505 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
Flat in Kerns
4.96 out of 5 average rating, 371 reviews

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!

Guest favourite
Flat in Northwest District
4.84 out of 5 average rating, 340 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.

Superhost
Flat in Northeast Portland
4.85 out of 5 average rating, 455 reviews

Modern Studio - Sleeps 4 - Perfect NE Location

Perfectly nestled between some of the most vibrant neighborhoods in North Portland, our location offers unparalleled convenience. Within moments, you can walk to the bustling bars, renowned restaurants, and lively shows on Williams, N Mississippi, and Alberta streets. This brand-new building, featuring high-end finishes, provides a luxurious retreat where you can unwind after a day of exploring all that Portland has to offer.

Superhost
An inviting entrance to the ADU is framed by a modern wooden gate. The exterior features sleek black siding complemented by a soft pink door. A manicured pathway leads to the entrance, surrounded by natural landscaping with tall grasses and decorative stones.
Flat in Richmond
4.82 out of 5 average rating, 163 reviews

La Petite- BRAND NEW!

ELEGANT URBAN OASIS IN PORTLAND'S DIVISION NEIGHBORHOOD. Step into an enclave of opulence and comfort in our newly designed Accessory Dwelling Unit (ADU). This private haven, sculpted with attention to every detail, stands as a testament to luxury and comfort, offering you Portland's finest in an intimate, and sleek setting. You'll cherish our ADU's tranquil ambiance and our foodie forward neighborhood.

Superhost
Flat in Sullivan's Gulch
4.85 out of 5 average rating, 218 reviews

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.

Guest favourite
A well-organized entry area is visible, featuring a solid wooden door equipped with a circular doorknob. A small round table sits to the right, complemented by a cozy cork mat on the floor. A bookshelf displaying various games stands adjacent, enhancing the welcoming feel.
Flat in Woodlawn
4.85 out of 5 average rating, 250 reviews

Cozy Basement Apartment

Light-filled basement apartment with kitchen and bathroom. Perfect for 1-2 guests. Extremely cozy, clean, and comfortable. Our family lives upstairs, which can lead to a little noise. The apartment is below our home so we can only accommodate guests on the reservation. The neighborhood is quiet but the Dekum Triangle is about 3 blocks away and is bustling with places to eat and drink.

Superhost
Flat in Northwest District
4.83 out of 5 average rating, 328 reviews

1BR • Fast WiFi • Walk to Dining & Breweries

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.

Popular amenities for Pearl District apartment rentals

When is the best time to visit Pearl District?

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Avg. price$109 SGD$119 SGD$116 SGD$137 SGD$122 SGD$131 SGD$140 SGD$135 SGD$116 SGD$137 SGD$125 SGD$117 SGD
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Quick stats about flat rentals in Pearl District

  • Total holiday rentals

    Explore 60 holiday rentals in Pearl District

  • Nightly prices starting at

    Pearl District holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,060 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Pearl District holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pearl District rentals

  • 4.7 Average rating

    Pearl District stays receive an average rating of 4.7 out of 5 from guests

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