
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.

♥ 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.

Onsen oasis + Portland's finest at your feet
Elegant 2-bedroom loft in Alberta Arts District's culinary haven. Sleeps 4, 1 bathroom, 1,200 sq ft. Highlight: beautiful river rock Japanese onsen garden soaking tub for ultimate relaxation. (Shared with cabin guests when occupied ) Amenities: WiFi, Netflix, fully-equipped kitchen. Steps from acclaimed eateries: Gabbiano's, Dame, Lil Dame Nearby: Expatriate, Take Two, , Wilder. Jet Black Coffee. #72 bus stop at doorstep. Portland's finest dining and arts scene from your sophisticated retreat’
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.

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

Spacious Guesthouse with Creative Style and Local Charm
Our recently built, light filled and spacious ADU sits quietly in our back yard and above my painting studio. It's an open, airy and modern loft-style home with reclaimed fir floors, shelving, vanity, and doors. The queen size bed has a super comfy natural latex foam mattress and in the loft there is a fold out sofa with a full size memory foam sleeping pad. It has a well appointed kitchen and washer and dryer for your use. I provide coffee and tea for your stay as well.

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!

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.

Queen Anne Guest Apt. In Historic District
Discover a charming guesthouse apartment in the heart of Portland! This private retreat, nestled in a historic home, offers easy access to the city's vibrant scene. Explore the nearby NW 21st/23rd commercial districts, the Pearl District, and downtown Portland. Enjoy delicious dining, unique shops, and exciting entertainment, including the Timbers and Thorns soccer stadium. Perfect for leisure or business travelers seeking a comfortable and convenient stay.

Newly Built Guesthouse with Private Courtyard
Newly built one-bedroom guesthouse with charming private backyard in the popular Maplewood neighborhood. Light-filled, open floor plan with vaulted ceilings. Walk to Maplewood Coffee & Tea. Located 1 ½ miles from Multnomah Village, 3-4 miles from downtown Portland, Lewis & Clark College and OHSU, 7 miles from Nike. Easy day trips to the Oregon Coast, Columbia River Gorge, Mt Hood, and Yamhill County’s Wine Country. ASTR Permit #18-220704-HO
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.

City Forest Retreat
Close to city...but not too close. Relax in the comfort of a fully renovated "rear windows" apartment, overlooking towering cedars and Douglas firs. Birdwatching, urban hiking and easy access in all directions. Close to highest viewpoint in Portland. Kick back and relax in this calm, stylish space. During colder months, enjoy remote controlled gas fireplace while you read or binge watch your favorite shows in the living room.

Historic Nob Hill 2BR | Prime Walkable Spot
✨ Modern NW Portland Apartment Near 23rd Ave ✨ 🏡 Private entrance — no shared spaces 🛏️ 2 bedrooms, 2 full baths, sleeps 4 🍳 Full kitchen with coffee, cookware & wine glasses 🛋️ Cable TV, fast WiFi & laptop workspace 🌿 Private patio or balcony ❄️ AC & heating for year-round comfort 🐾 Pet friendly & family friendly with crib 🍽️ Walk to NW 23rd shops, restaurants & cafes. Free street parking available.
Popular amenities for Pearl District holiday rentals
Other great holiday rentals in Pearl District

2 Bedroom Apt. in Historic NW Portland Warehouse

New Luxury 2BR • Walk to Dining • Best Location

The Slabtown Loft ~ Local Coffee Shops & Eateries

Modern 3BR Haven • Walk to Pearl District

Noble Old Geezer squatting in Slabtown

Enchanting Private Bungalow in Alberta Arts

Dog-friendly 5BR with game room & 2 fireplaces

BEST location (99 walk score!) low clean fee
When is the best time to visit Pearl District?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $126 SGD | $126 SGD | $134 SGD | $138 SGD | $135 SGD | $139 SGD | $152 SGD | $141 SGD | $131 SGD | $120 SGD | $118 SGD | $111 SGD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°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 $51 SGD 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!
Destinations to explore
- Columbia River Gorge National Scenic Area
- Moda Center
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Oregon Zoo
- Mt. Hood Skibowl
- Providence Park
- Portland Japanese Garden
- The Grotto
- Beacon Rock State Park
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Oaks Amusement Park
- Arlene Schnitzer Concert Hall
- Portland Art Museum
- Evergreen Aviation & Space Museum
- Pittock Mansion
- Tryon Creek State Natural Area
- Council Crest Park
- Oaks Bottom Wildlife Refuge




