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.

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Top Guest favourite
A vibrant red Victorian-style exterior is framed by lush greenery and well-maintained landscaping. The entrance is marked by a set of steps leading to the front porch, which features decorative columns and inviting outdoor seating options.
Home in Northwest Portland
4.95 out of 5 average rating, 122 reviews

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.

FamilyLocationAmenities

Superhost
Apartment in Northwest Portland
4.81 out of 5 average rating, 130 reviews

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.

FamilyValueTV

Top Guest favourite
Apartment in Northwest Portland
4.91 out of 5 average rating, 56 reviews

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.

LocationFamilyLayout

Top Guest favourite
An open bedroom features a spacious bed with a light blue quilt and matching accent pillows. A textured wall art piece is displayed above the headboard. Natural light illuminates the neutral-toned carpet, complemented by a small wooden nightstand and a mirror reflecting the inviting space.
Guesthouse in Northwest Portland
4.93 out of 5 average rating, 221 reviews

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

Top 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 Northwest Portland
4.91 out of 5 average rating, 169 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!

ValueLocationAmenities

Guest favourite
Apartment in Northwest Portland
4.84 out of 5 average rating, 380 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.

LocationValueCheck-in

Top Guest favourite
A three-story home is depicted with a distinctive dark exterior and a peaked roof. The entrance is framed by a landscaped area featuring bushes and steps leading to the front door. A garage is visible beneath the living space, and a fence encloses the property.
Home in Northwest Portland
4.99 out of 5 average rating, 71 reviews

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.

ValueLocationParks

Top Guest favourite
A spacious bedroom features a large bed with white linens and decorative pillows. Two bedside tables with lamps are positioned beside the bed. A wooden rocking chair and a tall dresser are visible, while natural light filters through a window adorned with curtains.
Private room in Pearl District
4.97 out of 5 average rating, 702 reviews

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.

ValueFamilyWi-Fi

Guest favourite
Home in Northwest Portland
4.87 out of 5 average rating, 90 reviews

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

Superhost
Apartment in Pearl District
4.85 out of 5 average rating, 241 reviews

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.

ValueFamilyLaundry

Top Guest favourite
The historic Firehouse No. 17 features a striking brick facade with red detailing and elegant windows. Two large garage doors are framed by decorative patterns, creating an inviting entrance. The building's architectural elements reflect its storied past, surrounded by manicured greenery.
Guest suite in Northwest Portland
4.96 out of 5 average rating, 127 reviews

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.

LocationFamilyIndoor spaces

Top Guest favourite
Guest suite in Northwest Portland
5.0 out of 5 average rating, 78 reviews

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.

FamilyLocationParks

Popular amenities for Pearl District holiday rentals