Apartment holiday rentals in Pearl District

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Top-rated apartment rentals in Pearl District

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

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Guest favourite
Flat in Portland Downtown
4.92 out of 5 average rating, 157 reviews

Burnside Suites: Luxurious 3rd Floor Apartment

This authentic, renovated space sits 2 floors above Dante’s, the legendary venue that's given Portland 24 years of live music, burlesque, and NY pizza. Come and check out hotspots like Voodoo Donut, Mary’s Club, or one of many food carts, and more. See our guidebook for more recommendations! ***WARNING*** This building is 119 years old, so you will hear the live shows from downstairs most nights, as well as other city noise (earplugs provided). If this doesn't dissuade you, then welcome!

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, 626 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 Portland
4.96 out of 5 average rating, 482 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
Flat in Hillside
4.97 out of 5 average rating, 194 reviews

Zen themed private retreat in NW Portland.

Peaceful 1000+ sq. ft. apartment with private deck on cul-de-sac at the edge of Forest Park. A short walk to the Alphabet District--Portland's trendy shopping and eating area. 1.5 miles from downtown. Spacious living area with well equipped kitchenette, dining area, large screen TV. Large bedroom with new queen-sized bed, desk, and ample closet. Bathroom with shower/ bathtub. Additional Japanese-style tatami room with meditation area, sauna, and queen-size futon.

Guest favourite
Flat in Portland
4.84 out of 5 average rating, 350 reviews

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

✨ Sunlit Suite Steps from NW 23rd Shopping & Dining ✨ 🌳 Timeless charm meets modern comfort in Portland's best neighborhood 🛏️ Cozy queen bed + plush sofa for two 🍳 Full kitchen with stove, oven & microwave 🛋️ Smart TV, fast WiFi & dedicated workspace 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entirely yours 🍽️ Steps from boutique shops, top restaurants & tree-lined streets.

Guest favourite
Flat in Pearl District
4.77 out of 5 average rating, 206 reviews

Lovely location 3 BR Pearl apt - Sleeps 8

A walker's paradise with a WalkScore ® of 96/100, this modern, newly furnished four bedroom Portland can sleep up to 8 people comfortably. Our home is nestled between the Pearl District and Alphabet District in Northwest Portland, which boast some of Portland's best restaurants, bars, and shops. This apartment has a small kitchen, and no dining area, but who needs to cook when you have endless food options a short walk away!

Guest favourite
Flat in Ladd's Addition
4.9 out of 5 average rating, 579 reviews

Stylish Hawthorne 1BR w 90 WalkScore

✨ Sleek SE Portland Retreat in the Hawthorne District ✨ 🛏️ Cozy 1-bedroom with queen bed 🍳 Full kitchen with dishwasher & coffee maker 🛋️ Cable TV & fast WiFi 💻 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entirely yours 🍽️ Steps from Hawthorne's best cafes, brewpubs & shops. Free street parking.

Superhost
Flat in Portland
4.83 out of 5 average rating, 339 reviews

1BR • Fast WiFi • Walk to Dining & Breweries

✨ Chic NW 23rd Apartment — Walkable Urban Oasis ✨ 🛏️ Queen bed in bright 1BR/1BA 🍳 Full kitchen with stove, oven & coffee bar 📺 Smart TV & fast WiFi throughout 💼 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🔒 Private entrance — entire place is yours 🍽️ Steps from NW 23rd shops, cafés & restaurants.

Guest favourite
Flat in Sunnyside
4.92 out of 5 average rating, 189 reviews

Portland's Best in Hawthorne District

Step outside and explore the charm of Portland's Hawthorne neighborhood, filled with vintage shops, local bookstores, and cozy coffee spots full of character. Stroll past colorful murals, browse unique boutiques, and take in the laid-back, creative vibe. Whether you're here to relax, explore, or a little of both, this welcoming space is a great place to call home through your stay.

Top guest favourite
A view from the window highlights a blend of urban and natural landscapes. Rolling hills adorned with greenery rise in the background, while city streets with low-rise buildings are visible in the foreground, creating a harmonious mixture of city life and nature.
Flat in Pearl District
4.94 out of 5 average rating, 140 reviews

Free Parking/Gym/Rooftop/Pearl District/Downtown

Tahitian, one of the four types of Pearls in the world. Welcome to Pearl District in PDX! Simple yet elegant, the Tahitian Stay combines convenience and style. Location is extremely walkable and offers quick access to Whole Foods and the MAX Light Rail. Simply step out of the building and get lost in the brewery blocks, fine dining, entertainment & premier retail shopping.

Guest favourite
Flat in Northeast Portland
4.89 out of 5 average rating, 313 reviews

The Art Deco Lounge | Mississippi Ave | Parking

✨ Bright & Stylish Studio on Mississippi Ave ✨ 🎨 Design-forward retreat steps from Portland's best street 🛏️ Cozy queen bed for 2 guests 🍳 Full kitchen with dishwasher & cookware 🛋️ Smart TV, fast WiFi & dedicated workspace 🐾 Pet-friendly with private entrance ❄️ AC & heating for year-round comfort 🅿️ Hip Mississippi Ave location. Free off-street parking.

Superhost
Flat in Northeast Portland
4.92 out of 5 average rating, 469 reviews

Alberta Arts - 2BR - Prime Spot - Modern Vibes

✨ Brand-New North Portland Apartment Near Mississippi & Alberta ✨ 🌆 High-end finishes in newly built building 🛏️ 2 bedrooms with 2 beds, sleeps 4 🍳 Full kitchen with dishwasher & cookware 🛋️ Smart TV & laptop-friendly workspace ❄️ AC & heating for year-round comfort 🧺 In-unit washer & dryer 🍽️ Walk to Williams, Mississippi & Alberta dining & nightlife.

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$108 SGD$99 SGD$100 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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,110 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 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

  • 4.8 Average rating

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

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