
Holiday houses in Pearl District
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Quick stats about holiday rentals in Pearl District

Total holiday rentals
Explore 120 holiday rentals in Pearl District

Nightly prices starting at
Pearl District holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 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

4.9 Average rating
Pearl District stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Pearl District
Guests agree: these stays are highly rated for location, cleanliness and more.

Classic Nob Hill Victorian
This is a fully-renovated 126 year old classic Victorian in the heart of Slabtown/Nob Hill. The home is split into two levels. On the first floor you will find three bedrooms, a twin sleeper chair in the living-room, and one full bath. On the second floor you’ll have a separate studio with a queen sleeper sofa, a queen bed, two twin sleeper chairs, and a second laundry, full bathroom, and full kitchen. You’ll be greeted with a 55” 4k TV in both living rooms, blazing WiFi, ice cold AC, heat.
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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 🍳 Kitchen with stove/oven, coffee & basic cookware (no microwave) 🛋️ Cable TV, fast WiFi & laptop workspace 🌿 Private patio or balcony ❄️ AC & heating for year-round comfort 🐾 Pet friendly & family friendly with Pack ’n Play available by advance request (not stored onsite) 🍽️ Walk to NW 23rd shops, restaurants & cafes. Free street parking available.
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Unbeatable Location in NW District w Parking
Great for a family of 3-4 who want to experience Portland like Portlanders. Charge your electric vehicle in our driveway while you walk 1 block either direction to great restaurants, trendy bars, world class shopping, and Trader Joe’s. The streetcar and a topnotch hospital are 5 blocks away; hiking trails are less than a mile. This 1 bedroom, street-level unit is in a large single family home, has a private entrance, no shared spaces with household, and driveway parking.
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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.
FamilyValueParks

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!
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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.
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Old Portland Charmer
Nestled in one of Portland's most desirable neighborhoods, this charming home beautifully combines the character of the early 1900s with modern style and amenities. Walk to some of Portland's best restaurants, shops, and attractions just a short walk away. The completely remodeled home features a spacious backyard, abundant natural light, and the added convenience of off-street parking— simple luxuries that make all the difference.
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Pearl District Private Suite
A large, bright bedroom/bathroom suite above a two-car garage that allows guests to park off the street. The unit is across a private courtyard from a townhouse, all part of a rectangular building with 14 townhouses in a vibrant neighborhood abutting Portland's downtown commercial and cultural districts. Guests come and go through the garage rather than through the owners' townhouse, affording privacy to the guests and the owner.
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Nob Hill 2BR Sleeps 6 • Steps to NW 23rd
✨ Bright Main-Floor 2BR Steps from NW 23rd ✨ 🛏️ 2 queen bedrooms + sofa bed, sleeps 6 🍳 Fully stocked kitchen with gas range, dishwasher & Keurig 🛋️ Bay-window living room with Smart TV & fast WiFi 💻 Laptop-friendly desk nook for remote work ❄️ AC & heating for year-round comfort 🐾 Pet-friendly with private entrance 🧺 In-building washer & dryer 📍 2 blocks to NW 23rd's shops & cafés. First-come street parking can be tight.
ValueFamilyParks

Portland's Finest - Luxury Pearl District 4 BR
✨ 4BR Pearl/Alphabet District Upper Home ✨ 🏡 Private upper unit in a two-unit NW Portland home 🛏️ 4 queen bedrooms, 2 full baths, sleeps 8 🍳 Full kitchen with dishwasher, island & dining area 🛋️ Upstairs living room, TVs & fast WiFi 🧺 In-unit washer & dryer 🚊 Near streetcar/freeway; some city/transit noise possible 🌲 Walk Score 96 near Pearl, Alphabet District & Forest Park. Zone K permit street parking.
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Historic NW Nob Hill Firehouse No. 17
Firehouse No. 17 is a unique and interesting place to stay. The engine bays of the Firehouse have been converted into a beautiful and spacious living area. There are historic photos of the Firehouse that help tell its story from a working firehouse to a fabulous residence. Please come experience this historic firehouse, located in NW Portland. It is an easy walk to bustling NW 23rd restaurants and shops.
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Remodeled 1906 Craftsman home in Nob Hill district
Enjoy Portland from this centrally located, meticulously maintained Craftsman style home. Just steps away from trendy 23rd street, this cozy independent home lets you truly experience Portland. Original character with tasteful upgrades provides both comfort and style to make your vacation memorable. Please note that parking is either in the paid public parking lot or metered street parking only.
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Popular amenities for Pearl District holiday rentals
Other great holiday rentals in Pearl District

Near Portland Art Museum + Café & Fitness Center
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Queen Room w/ Private Bath at NW Portland Hostel
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The Clyde by Kasa | King Suite
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Snug
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Standard Queen, Shared Baths at The Society Hotel
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West End address near Pearl & Culture districts
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Small Bunk Room-Mixed
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Harlow Hotel, Deluxe King City View
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Destinations to explore
- Silver Falls State Park
- Columbia River Gorge National Scenic Area
- Moda Center
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Skibowl
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- Airplane Home
- The Grotto
- Beacon Rock State Park
- Portland Japanese Garden
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Reed College
- Tryon Creek State Natural Area
- Wonder Ballroom
- Oaks Amusement Park
- Hoyt Arboretum
- Pittock Mansion
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum





