Vacation rentals in Pearl District

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Top-rated vacation rentals in Pearl District

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

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Top guest favorite
The exterior of a two-story studio is framed by lush greenery and trees. The building features a spiral staircase leading to a private balcony with black railings. A shared garden area is visible below, with a hammock and various plants around the space.
Guesthouse in Piedmont
4.98 out of 5 average rating, 237 reviews

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Top guest favorite
A modern guest house is framed by a wooden fence and greenery, showcasing clean lines and a contrasting dark roof. The natural elements and wooden siding create a harmonious look, with large windows providing glimpses of the interior. The entrance is situated along an alleyway, ensuring privacy.
Guesthouse in Boise
5 out of 5 average rating, 146 reviews

Cedar House

Nestled in inner North/NE Portland, this cozy guest house sits between the vibrant Mississippi and Williams shopping districts and is just a short day trip to lovely hikes in the surrounding area. We're a quick bus ride from the center of town and a short walk to a wide variety of local shops and dining. High ceilings and plenty of natural light give this intimate space an airy, open feeling, making it an in-town sanctuary with easy access to public transport, bike lanes, and on-street parking.

Top guest favorite
A modern bathroom is featured with a deep soaking tub and sleek wood vanity. A round mirror and stylish light fixtures provide illumination. Neutral-toned tiles add warmth to the space, while a small plant decorates the bathtub area.
Home in Richmond
4.9 out of 5 average rating, 105 reviews

Hawthorne House - A+ Location! Pet Friendly!

Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

Top guest favorite
A bright living space is highlighted by sloped ceilings and skylights. A comfortable sofa and armchair are arranged near a coffee table, with a dining area featuring white chairs in the background. The kitchen is partially visible, enhancing the open layout.
Apartment in Portland
4.94 out of 5 average rating, 138 reviews

Spacious 1BR+ by NW 23d. Free parking & cleaning!

If you're looking for a great value and a convenient location (no car needed!), you have found the place! Steps away from NW 23rd St, this is a spacious 700 sq. ft., 1 BD/1BA private apartment. PLENTY of room to play with fido, cook, hang out, work, etc. Free street parking, your own outdoor balcony, fast wifi, plus easy access to all things shopping and food. Whether it's your first or fiftieth visit to Portland, this apartment has all you and your family/friends need for a comfortable stay.

Guest favorite
A spacious living area features a dark leather sofa adorned with a soft throw blanket. A wooden coffee table sits in front, complemented by a butterfly chair. A dedicated workspace with a desk and chair is visible, alongside large windows that allow natural light to fill the room.
Apartment in Pearl District
4.87 out of 5 average rating, 108 reviews

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

Guest favorite
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 Portland
4.93 out of 5 average rating, 181 reviews

Queen Anne Guest Apt. In Historic District

Enjoy this private guest apartment on the bottom floor of our historic four story home. Located footsteps from Portland's best restaurants, shops, and our beloved Timbers and Thorns soccer stadium, you'll be central of NW 21st/23rd commercial districts, the Pearl district and downtown Portland. Whether traveling to visit loved ones, see a show, a game or enjoy some culinary maximalism, this is your hotel like home away from home. Business travelers will also love this central location.

Top guest favorite
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.
Apartment in Northwest District
4.96 out of 5 average rating, 474 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 favorite
An airy living space features a gas fireplace set within a modern white wall, complemented by a colorful wooden chest and a workspace. Large windows allow natural light to fill the area, while a staircase leads to the upper level.
Apartment in Northwest District
4.95 out of 5 average rating, 507 reviews

Willamette Heights View

The Space: Come experience quintessential PNW living at Willamette Heights View apartment. Stay in our beautiful, light-filled, 2-story deluxe apartment perched .5 miles above NW 23rd Ave. and 2 doors down from Forest Park trails. Full kitchen, backyard with mountains and river view, gas fireplace and hi-speed WiFi make this the ideal retreat/work space.. My place is good for couples, solo adventurers, and business travelers. Please note that there is no TV :-)

Guest favorite
The open concept main level features a spacious living area with large windows allowing natural light. A modern kitchen is visible in the background, complemented by a dining table and a cozy seating area. Warm wood tones and plants add a touch of nature.
Townhouse in Northwest District
4.92 out of 5 average rating, 230 reviews

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!

Top guest favorite
A warm sleeping area features a spacious bed framed by two wooden nightstands with lamps. A bright yellow throw blanket lays across the bed. The walls are painted a deep teal, and natural light enters through a window with a beige shade. A decorative piece on the wall adds character.
Guesthouse in Sullivan's Gulch
5 out of 5 average rating, 457 reviews

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Top guest favorite
A modern living area features a spacious, curved sofa with a textured fabric, accompanied by two elegant chairs with sculptural designs. A round, minimalist coffee table sits in the center, while a large window allows natural light to fill the space.
Guest suite in Portland
4.92 out of 5 average rating, 425 reviews

Large Studio in Historic Isam White House

Super Clean third floor suite in the historic Isam White House. Includes bed area, living and dining area, kitchenette with microwave, hot water kettle, dishes and small fridge and private bathroom with tub/shower. This is 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 favorite
The exterior of a guesthouse is shown, featuring a charming wooden facade and large windows. A private outdoor patio is surrounded by lush greenery, including vibrant plants like a red maple and bamboo. A small round table with wooden chairs invites outdoor relaxation.
Guesthouse in Overlook
5 out of 5 average rating, 323 reviews

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

Popular amenities for Pearl District, Portland vacation rentals

When is the best time to visit Pearl District?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,701 GYDG$20,701 GYDG$21,956 GYDG$22,583 GYDG$22,165 GYDG$22,792 GYDG$24,883 GYDG$23,210 GYDG$21,537 GYDG$23,001 GYDG$21,537 GYDG$20,701 GYD
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Quick stats about vacation rentals in Pearl District

  • Total vacation rentals

    Explore 130 vacation rentals in Pearl District

  • Nightly prices starting at

    Pearl District vacation rentals start at G$8,364 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,700 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation 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 vacation 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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