Holiday houses in Portland Downtown

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Top-rated holiday rentals in Portland Downtown

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Top Guest favourite
The entrance features a modern black exterior with a wooden door flanked by tall bamboo plants in round pots. A ladder leads up to a lofted area, while soft light is emitted from hanging lanterns inside. The patterned welcome mat adds a touch of style.
Tiny home in Richmond
5 out of 5 average rating, 159 reviews

Hawthorne Schoolhouse

Nestled between the popular and bustling streets of Hawthorne and Division in SE Portland, this tiny home provides a playful retreat. Walking distance to many shops, restaurants, bars, and cafes. Across from Sewallcrest Park and only a few blocks from Bagdad Theater and Powells Bookstore. Equipped with mini kitchen, lofted sleeping space, living room and bathroom. 80” 4K Smart Projector. Shared back yard with sauna. LGBTQA and 420 friendly. A golden retriever lives on property but please no pets

Top Guest favourite
A modern living space features a teal sectional sofa adorned with vibrant throw pillows. A glass coffee table rests atop a textured rug, and the kitchen showcases wooden cabinetry and stainless steel appliances, with natural light enhancing the atmosphere.
Home in Ladd's Addition
5 out of 5 average rating, 241 reviews

New Home Near it All on Division w/ EV Charger

Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

Top Guest favourite
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, 238 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 favourite
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!!

Superhost
A spacious bedroom is highlighted by large windows that allow abundant natural light. A comfortable king-size bed is paired with a stylish sofa and an accent chair, creating a cozy seating area. Soft textures and neutral tones are featured throughout the modern space.
Apartment in Pearl District
4.86 out of 5 average rating, 105 reviews

King bed Winter Hawk Suite! Free garage parking.

This high-end downtown apartment on the 6th floor offers breathtaking views of the city. The apartment is furnished with modern furniture and features a spacious living area with ample natural light. Equipped with underground parking, and access to nearby restaurants, entertainment venues, and shopping areas all within walking distance, this lofts prime location make this contemporary style apartment an ideal choice for those seeking a sophisticated and comfortable urban living experience.

Top Guest favourite
A modern studio space is showcased with a vibrant orange sofa and a sleek blue chair. Reflected in the large mirrors, natural light enhances the room's ambiance. A dining area with stylish seating is visible in the background, alongside neutral-toned flooring and cozy rugs.
Apartment in Overlook
4.95 out of 5 average rating, 617 reviews

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.

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 Portland
4.93 out of 5 average rating, 182 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.

Superhost
Home in Buckman
4.84 out of 5 average rating, 363 reviews

The Little Tower - Local Vintage Shops & Eateries

My apartment building is in the vibrant heart of the eclectic Hawthorne District, walking distance to Portland's best restaurants, cafes, bookstores, brew-pubs, distilleries, and artisanal shops. All necessary services, from banks to massage therapists, are nearby. Only a mile from downtown, you can easily access the city via bike, walking, or frequent bus service. The interiors feature a sleek, soothing European design with high grade surfaces and finishes for your comfort and style.

Top Guest favourite
A sunlit sunroom features large windows overlooking greenery, creating a bright space. A dark cushioned seating area is positioned against the window, complemented by a rectangular table. A patterned rug adds texture to the warm wood floor, enhancing the room's inviting atmosphere.
Guest suite in Westmoreland
4.97 out of 5 average rating, 568 reviews

A sunny separate studio w/skylights

Your own modern large studio on 2nd floor with separate entrance, full kitchen, sunroom, skylights, 14-foot ceiling, balcony, desk, full bathroom, washer/dryer, dishwasher, gas stove, lots of windows. All this in a vibrant neighborhood, short walking distance to multiple coffee shops, restaurants, a single-screen movie theater, the light rail station, an open-late grocery store, a small park with a salmon run. One mile to Reed College, where Steve Jobs took a calligraphy class.

Top Guest favourite
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, 510 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 :-)

Top Guest favourite
A spacious bed is adorned with multiple pillows in various textures and colors, including earthy tones and a patterned accent. Soft, breathable linens cover the bed, contributing to a restful environment.
Guest suite in Overlook
4.98 out of 5 average rating, 160 reviews

Spacious Suite - Private Entry - Hip Kitchenette

Enjoy North Portland’s most loved shops, bars, and restaurants from this fresh and recently renovated suite. This 800sf immaculately clean space features one bedroom, a bathroom, kitchenette, and sitting room. You’ll love its easy parking, proximity to downtown (10 min. drive or 2 blocks to the light rail), and convenient access to the freeway (explore the Columbia Gorge or the Oregon Coast). Reservations must reflect the correct number of guests.

Guest favourite
Guest suite in Richmond
4.93 out of 5 average rating, 370 reviews

Spacious Loft in the Heart of Southeast PDX

Enjoy Portland in this cozy and spacious bungalow in the heart of southeast PDX. Come stay in a private, loft apartment in our home with a separate entrance, keyless entry, 50'' smart TV, laundry and a kitchenette/bathroom. Public transit is easily accessible, city center 2.5 miles away & Division street - a restaurant and food cart hub - is a 10 min walk. Permitted by the City of Portland Bureau of Development Services - Permit #17-156319-HO

Popular amenities for Portland Downtown holiday rentals

When is the best time to visit Portland Downtown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$268 NZD$246 NZD$270 NZD$286 NZD$301 NZD$281 NZD$309 NZD$304 NZD$283 NZD$260 NZD$265 NZD$248 NZD
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Quick stats about holiday rentals in Portland Downtown

  • Total holiday rentals

    Explore 250 holiday rentals in Portland Downtown

  • Nightly prices starting at

    Portland Downtown holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,130 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Portland Downtown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Portland Downtown rentals

  • 4.7 Average rating

    Portland Downtown stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Portland Downtown's top spots, include Powell's City of Books, McMenamins Crystal Ballroom, and Arlene Schnitzer Concert Hall

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