Holiday rentals in Portland Downtown

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Top-rated holiday rentals in Portland Downtown

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Top guest favourite
A modern living area features a comfortable gray pull-out couch adorned with decorative pillows and a small side table. Natural light floods in through large windows, illuminating the minimalist decor, including a wooden side table and an inviting entrance door with a welcome mat.
Guest suite in Northeast Portland
4.97 out of 5 average rating, 421 reviews

Savor the Laid-Back, Bohemian Feel at a Sunny Urban Abode

Enjoy private access to a bedroom and living room tastefully furnished featuring: A very comfortable pull-out couch; A brand new bathroom with shower and heated towel rack; A front-loading washer and dryer; Dishes, fridge, sink, coffee maker, microwave, ample counter space and a small dining table; Private WiFi network. We've put a lot of love into making this place beautiful and comfortable. See our five star reviews! Late check-ins can be easily accommodated with a passcode door lock. We’d love you to make our studio your home base. Bring the family. Your comfy pull-out couch sleeps two more. Want a light snack between restaurants? Walk a few blocks to our local New Seasons grocery store. Use your kitchenette with fridge, microwave, coffee maker, sink, dishes and wood countertops. Recharge your travel wear with front loading European washer/dryer. Pack light. Hair dryer, ironing board, towels for the shower... even umbrellas are all close at hand. With a private entrance, street parking and digital lock, the space is yours for your visit. We enjoy our backyard, especially in the summer, and you're welcome to join the fun. We love to share our favorite restaurants, parks and hikes if you're looking for suggestions. This sought-after district is home to dozens of restaurants and brew pubs within walking distance, while there's a Bike Town bike share station one block away for getting around town. The local New Seasons grocery store is a few blocks away. Street parking Bike Town bike share station one block away Everybody's Bike Rental 1/2 mile away Uber, Lyft and cabs always within minutes GetAround, Car2Go, Reach Now and Zip Car TriMet bus stops close by Modern architecture and design make it easy to clear your mind and enjoy the Portland experience. Green design includes an open transom between bedroom and living room.

Top guest favourite
A suspension bridge is shown, constructed with wooden beams and ropes, linking the platform of a treehouse to the surrounding forest. A person is seen using a zip line, gliding above the deck while tall trees and greenery frame the scene.
Treehouse in West Slope
4.82 out of 5 average rating, 508 reviews

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Guest favourite
A well-equipped kitchen features a professional-grade gas range with a stainless steel hood, complemented by wooden cabinetry and a black countertop. Shelves display various cooking essentials, including spices and utensils, alongside a kettle, toaster, and coffee maker, creating a functional yet inviting cooking space.
Loft in Northeast Portland
4.92 out of 5 average rating, 578 reviews

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’

Guest favourite
Home in Southwest Hills
4.96 out of 5 average rating, 278 reviews

Cozy modern staycation workplace close to downtown

Entire space is very private. Enjoy the cozy modern 1 bedroom queen bed, 2 large sofas that are comfortable to sleep on, oversize soaking tub large walk-in closet , 2 TVs, Blue Ray player, stereo, gorgeous private garden with table seating & tranquil water feature, & private entry. 5 minute drive to downtown, 2 minute walk to Forest Park & Marquam trails. Several amazing restaurants just minutes away. There is a pet fee of $40 each pet. Preferably just one pet or the fee is $70 for two.

Top guest favourite
The living area showcases a light-filled space with polished concrete floors and a cedar tongue-and-groove ceiling. A comfortable sofa and coffee table are arranged on a colorful rug, while a flat-screen TV is positioned against a white wall. Large windows provide views of the outside greenery.
Guest suite in Richmond
4.96 out of 5 average rating, 440 reviews

Walk to Se Division from a Sleek, Architect Designed Space

My wife, Raechel, and I originally designed and built this ADU ( accessory dwelling unit ) with the intention of living there full time, but due to a change of plans, it's available to you. The space was designed by Buckenmeyer Architecture, and was constructed by me. Our space features many unique elements such as: burnt cedar siding, 16' multi-slide window wall (please open and close slowly), and moveable cedar slat screens/ We hope you enjoy the space and neighborhood as much as we do!

Top guest favourite
A light-filled living area features two armchairs positioned beside large windows, showcasing views of surrounding greenery. A plush sofa offers a comfortable seating option, while a small, decorative table holds a plant. A television is mounted on the wall, enhancing the modern design.
Guest house in Sunnyside
5 out of 5 average rating, 100 reviews

Chic Belmont retreat w/tree views & king bed!

Experience weird and wonderful SE Portland from a serene, newly-built home in a walkable/bikeable neighborhood with king bed and lots of light! Wake up well rested and open curtain on floor to ceiling windows to morning light. Enjoy the full kitchen & soaker tub in a breathtaking architect-designed home perfect for foodies, couples, and remote work. Great location just steps from bakeries, shops, parks and taprooms. Discover the quirky character and trendy eats of Belmont-Hawthorne-Tabor!

Top guest favourite
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.
Flat in Portland
4.96 out of 5 average rating, 483 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 favourite
A charming outdoor area is visible, featuring a stone pathway leading to a cozy seating arrangement with two black chairs. The bungalow is framed by lush greenery, with warm light emanating from the windows, inviting a peaceful ambiance.
Home in Multnomah
4.96 out of 5 average rating, 141 reviews

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

Top guest favourite
An open living space features a stylish wooden staircase, enhancing the flow of natural light. A modern dining table is accompanied by Arne Jacobsen Ant dining chairs. Decorative plants and a round mirror add a touch of elegance, while large glass doors provide a view of the outdoor area.
Home in Kerns
4.99 out of 5 average rating, 457 reviews

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.

Top guest favourite
An open living space features modern kitchen cabinetry with an island, complemented by pendant lighting. A cozy sofa adorned with decorative cushions faces a coffee table, with a staircase leading to the upper floor. Natural light streams through the windows, enhancing the bright atmosphere.
Guest house in Ladd's Addition
5 out of 5 average rating, 142 reviews

Sage Guest House

Enjoy free parking adjacent to the Guest House! Located steps from the Hawthorne District and nestled in the historic Ladd's Addition neighborhood, this guest house is near fine restaurants, coffee shops, entertainment venues, and food carts . Stroll in the shade of century old Elm trees, and discover four public rose gardens located at the compass points within this 1890 neighborhood.

Superhost
Flat in Portland
4.73 out of 5 average rating, 478 reviews

Bright & Stylish Alphabet District Suite | NW 23rd

✨ Sun-Drenched 1BR in Portland's Alphabet District ✨ ☀️ Gorgeous natural light & oversized windows 🛏️ Cozy queen bed with premium linens 🍳 Full kitchen with gas range & dining table 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🐾 Pet-friendly — bring your furry friend 🚶 Steps to NW 23rd boutiques, cafes & Forest Park. Free street parking.

Top guest favourite
A modern living area features a light gray sofa with decorative pillows, a sleek wooden coffee table, and a flat-screen television mounted on the wall. Large windows allow natural light to fill the space, offering views of the surrounding buildings.
Flat in Pearl District
4.96 out of 5 average rating, 146 reviews

Free Parking/Gym/Rooftop/Pearl District/Downtown

Akoya, one of the four types of Pearls in the world. Welcome to Pearl District in PDX! Simple yet elegant, the Akoya Stay combines convenience and style. Location is extremely walkable and offers quick access to Whole Foods and the MAX Light Rail. Simply step out of the building and get lost in the brewery blocks, fine dining, entertainment & premier retail shopping.

Popular amenities for Portland Downtown holiday rentals

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Avg. price$205 SGD$189 SGD$206 SGD$219 SGD$231 SGD$215 SGD$237 SGD$233 SGD$217 SGD$199 SGD$203 SGD$190 SGD
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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 $51 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    250 of Portland Downtown holiday rentals include wifi 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, Tom McCall Waterfront Park and McMenamins Crystal Ballroom

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