Holiday houses 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
French doors open to a private patio area, revealing outdoor seating under a vibrant green umbrella. A variety of plants and flowers decorate the space, enhancing the inviting atmosphere. A stainless steel refrigerator is positioned nearby, adding functionality to the kitchen setting.
Guesthouse in Rose City Park
4.99 out of 5 average rating, 139 reviews

Rose City Park Retreat

Located in beautiful Rose City Park, our studio is built with our guests in mind. It is clean and bright with 16 ft vaulted ceilings and skylights. Every detail has been thought of to make this a comfortable and inviting experience while you explore all that Portland has to offer. Beautifully tiled shower. Bamboo sheets and plush down pillows. You are within walking distance of restaurants, parks, bars, and food carts along with public transportation. We are close to downtown and PDX airport.

Top Guest favourite
The open living area features vaulted wooden beams and large windows allowing natural light. A comfortable sofa and a pair of armchairs surround a coffee table on a colorful rug. In the background, the modern kitchen is visible, with sleek cabinetry and stainless steel appliances.
Home in Northeast Portland
5 out of 5 average rating, 101 reviews

Modern Home — Prime Alberta Arts

This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

Top Guest favourite
A modern living space features a comfortable gray sectional sofa, a rustic round area rug, and a sleek coffee table. A dark leather chair sits nearby. The open layout reveals the kitchen area in the background, complemented by natural light from the windows.
Home in Portland
4.99 out of 5 average rating, 111 reviews

BEST Location! Upscale, beautiful Slabtown home!

Beautiful, newly built SLABTOWN home, equipped with high-end finishings and decor. BEST NW location! Walking distance to: NW 23rd, the Pearl, some of Portland's best restaurants, bars, boutique shopping, New Seasons Grocery Market, Good Sam., Dove Lewis, and NW-based corp. offices. Comfortable living space, two balconies, two ensuite private bedrooms & bathrooms. Modern kitchen includes stainless appliances + wine fridge. Home gym w/ Peloton, TRX, Yoga Mats. Pvt garage prking w/ 240v outlet!

Top Guest favourite
A decorative entryway is framed by wooden French doors, revealing a gallery wall adorned with various framed portraits and silhouettes. A green plant is positioned to the left, adding a touch of nature to the inviting space.
Guest suite in Northeast Portland
4.98 out of 5 average rating, 539 reviews

Wes Anderson inspired historical private apt.

Turn of the century/Wes Anderson Inspired converted lower level basement of an 1890s house. Great proximity to Downtown and public transportation, as well as all the cool stuff to do in N Portland. We are a block away from Mississippi Ave. and close to N. Williams and Freeway access to I-5. You will have a private entry from the front of the house. Our place is good for couples, business travelers, friends, and families (with kids). We do not allow smoking of any substances in the home.

Top Guest favourite
A cozy kitchen is highlighted by warm wood cabinetry and a decorative countertop. A binder titled 'Crossroads Country Cottage' is prominently displayed, accompanied by a flower vase filled with vibrant blooms. Colorful stained glass pieces allow natural light to filter in, adding charm to the space.
Home in Milwaukie
4.97 out of 5 average rating, 173 reviews

Crossroads Country Cottage

Conveniently located at the crossroads of HWY 224 and SE Lake Road, our home, cottage and garden are the last remnants of a time gone by and what was once a large family farm. When you walk through the private gate leading to the cottage, you might feel you have stepped through a portal into another time. Everything about the cottage is secluded, peaceful and private. We are pleased to have many return visitors. The garden features a waterfall, chairs and table, BBQ and fresh herbs.

Top Guest favourite
A welcoming living area is provided, featuring a large wall-mounted TV and a modern coffee table placed on a patterned area rug. A comfortable sofa is positioned nearby, complemented by armchairs at a small dining table. Natural light streams through the glass door leading to the outdoor space.
Guest suite in Arlington Heights
4.98 out of 5 average rating, 286 reviews

Washington Park Suite - Near Rose Gardens

Our 90-year old colonial home is in the heart of Washington Park, walking distance to downtown & northwest Portland. We are just a block from the International Rose Test Gardens, Portland's number one tourist attraction. The park and hiking trails are easily accessible, and we are also very close to excellent restaurants and shopping. The bright, newly constructed garden suite features many thoughtful touches to make your stay comfortable. It's the perfect base for exploring Portland.

Guest favourite
A bright bedroom features a spacious bed with a colorful floral quilt and blue accent pillows. Natural light enters through a large window, illuminating the room. A nightstand with a lamp stands next to the bed, and a wooden bench is placed against the wall.
Guest suite in Portland
4.92 out of 5 average rating, 151 reviews

One bedroom suite in historic Isam White House

Clean third floor one bedroom suite in the historic Isam White House with bedroom, living area with convertible sofa, dining area, kitchenette and private bathroom with shower. Includes access to 3rd floor private balcony (furniture removed in fall / winter) . 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
Home in Portland
4.95 out of 5 average rating, 127 reviews

Luxury Living on NW 23rd Ave, Walk Score 99

✨ Luxury 4BR in Heart of NW 23rd ✨ 🏠 Fully renovated 2000 sq ft home 🛏️ 4 bedrooms, 5 beds — sleeps 12 🍳 Chef's kitchen with stainless steel appliances 🛋️ Spacious dining & living areas 💻 Fast WiFi & laptop-friendly workspaces 🌿 Private patio with outdoor seating ❄️ AC & heating for year-round comfort 🔒 Entire home with private entrance & garage 📍 Walk Score 99 — steps from Salt & Straw, shops & top restaurants. Free garage parking.

Guest favourite
Condo in Portland
4.9 out of 5 average rating, 128 reviews

South Portland Luxury Condo, City & Mountain Views

Discover our South Portland penthouse condo, where luxury meets comfort. Enjoy views of the city skyline and distant mountain views from this bright, 1350 sq ft space. Perfect for leisure or work, our condo offers a spacious bedroom, office, and top amenities in a secure, family-friendly area. Steps away from shopping, dining, and transport, with secure parking included. Experience the best of Portland in style!

Superhost
Apartment in Portland
4.82 out of 5 average rating, 337 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
Apartment in Sunnyside
4.91 out of 5 average rating, 181 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.

Superhost
Apartment in Portland
4.73 out of 5 average rating, 474 reviews

Bright & Stylish Alphabet District Suite | NW 23rd

✨ Sun-Drenched 1BR in Portland's Alphabet District ✨ ☀️ Gorgeous natural light & oversized windows 🛏️ Cozy queen bed with premium linens 🍳 Full kitchen with gas range & dining table 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🐾 Pet-friendly — bring your furry friend 🚶 Steps to NW 23rd boutiques, cafes & Forest Park. Free street parking.

Popular amenities for Pearl District holiday rentals

When is the best time to visit Pearl District?

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Avg. price$140 AUD$140 AUD$148 AUD$153 AUD$150 AUD$154 AUD$168 AUD$157 AUD$145 AUD$133 AUD$131 AUD$123 AUD
Avg. temp5°C7°C9°C12°C15°C18°C21°C21°C19°C13°C8°C5°C

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 $56 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    120 of Pearl District holiday rentals include Wi-Fi 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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