Holiday rentals in Portland Downtown

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Top-rated holiday rentals in Portland Downtown

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Top guest favourite

Guest suite in Portland

4.97 out of 5 average rating, 395 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: paper-composite counter tops and bathroom tiles, real copper backsplash and bathroom walls, polished concrete floors, cedar tongue and groove ceiling, burnt cedar siding, 16' multi-slide window wall (please open and close slowly), moveable cedar slat screens, custom frosted glass pocket doors, and custom apple-ply kitchen cabinets by George Ramos We love to cook and put great effort into getting the kitchen space dialed in. The kitchen features: bosch speed oven (microwave and convection oven), bosch dishwasher, 2 burner gas range, and Pull-out exhaust and lighting We hope you enjoy the space and neighborhood as much as we do! The guesthouse has it's own separate entrance with a smart lock for convenient self check in. You'll receive the unique code prior to check in. We live in the main house and are available to help make your stay as great as possible. We value your privacy and will not stop by unless contacted. Please text for the quickest response. Nearby Division Steet is known as restaurant row and features some of the best food in Portland, including Pok Pok, Salt and Straw, and Ava Genes. On a warm summer night, there will be hundreds of people just going for a stroll up and down Division. Our guesthouse is a 2 minute walk from a major bus stop, and a Biketown stall where you can rent a bike by the trip. There is no dedicated parking space but there is an abundant amount of non-metered unlimited on-street parking directly in front of our guest house on 28th pl. The Roku Tv enables you to login to your entertainment provider of choice, please remember to logout. The Bose Soundbar is wired to output the TV's audio, but can also be connected to via bluetooth by hitting the bluetooth icon on the Bose remote and pairing with your device. We provide locally roasted coffee beans, a manual conical burr grinder, insulated french press, stovetop kettle, and creamer + sugar. Please enjoy the in-shell Hazelnuts!

Top guest favourite

Guest house in North Portland

4.99 out of 5 average rating, 514 reviews

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Guest favourite

Flat in Buckman

4.8 out of 5 average rating, 727 reviews

Sunnyside Wonderland - Coffee Shops, Bars & Parks

If you love great food, craft beer, and pour-over coffee, this is your spot! In Portland’s famous Buckman District, my apartment is near top-rated restaurants, bars, and vintage shops—perfect for people-watching. Ideal for couples, solo travelers, and business guests, it’s a convenient home base near all the hot spots. Note that there may be noise from neighboring units; we are more than happy to provide earplugs and a noise machine to help ensure a restful night. Experience Stumptown life!

Guest favourite

Guest house in Portland

4.92 out of 5 average rating, 363 reviews

Chic Spa Central - Inner Eastside Gem

Enjoy your stay in our tenderly accommodating, self sufficient modern home. Take pleasure in being just minutes away from everything you need, in the heart of South East Portland and the Clinton & Division St. neighborhood. Then come home & slide into our hot tub and sauna before getting a beautiful nights rest. We are centrally located in Southeast Portland, very close to downtown / OHSU and within walking distance to many great areas including bike rentals, restaurants, bars & markets.

Superhost

Guest suite in Northwest Portland

4.85 out of 5 average rating, 372 reviews

Nicki’s City View Patio Downtown Free Parking

Conveniently located, bright Studio apartment with amazing views, balcony, private entrance, expensive King sized bed, sofa bed, free laundry, self-controllable AC/heat, self-check-in and free roadside parking. Beautiful Goose Hollow Area, PSU is just across the street. Very convenient location with just a 7-minute walk to the MAX, all the restaurants, shops, galleries, and nightlife downtown has to offer. PSU - 5 min walk Supermarket - 12 min walk Providence park (Timbers) - 13 min walk

Top guest favourite

Flat in North Portland

4.95 out of 5 average rating, 555 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 downtown or The Pearl District. 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 this space is the right fit for you.

Guest favourite

Guest suite in Northeast Portland

4.96 out of 5 average rating, 585 reviews

The Sneakaway

Built to feel like a little touch of luxury, with the quaintness and quality of a craft home. This place is a true sneak-away with a two person soaking tub, marble shower, king tempurpedic bed and a fully stocked kitchen. This open studio has 15 ft ceilings allowing ample sunlight and a large, light feeling. This house was designed and built by me my friends so no detail is overlooked or unintentional. This was our labor of love for a year and Im so excited to now be able to share it.

Superhost

Flat in Buckman

4.81 out of 5 average rating, 406 reviews

Sunny Buckman Studio • Walk to Food & Coffee

If you love great food, craft beer, and pour-over coffee, this is the perfect spot. Our apartment is in the famous Buckman District, close to Portland's top-rated restaurants, bars, and vintage shops, and offers excellent people-watching. Ideal for solo travelers, couples, and business travelers, my place is a convenient home base within walking distance of neighborhood hot spots. Experience the authentic hipster lifestyle of Stumptown and see Portland like a local.

Top guest favourite

Home in Buckman

4.99 out of 5 average rating, 424 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

Guest house in Portland

4.98 out of 5 average rating, 121 reviews

The Kenilworth Guest House

Showcased in the Modern Home tour of Portland, this newly built ADU is the amazing creation of Portland architect Webster Wilson. A private, airy and elegant oasis set in urban Portland. A glass house with intentional frosted glass to ensure privacy. Escape and experience the elegant grace of this unique guesthouse. Threading the needle of a city lot, the Kenilworth House lives along side a 1905 Victorian, where the host resides.

Guest favourite

Guest suite in Northwest Portland

4.92 out of 5 average rating, 390 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 favourite

Flat in Northwest Portland

4.93 out of 5 average rating, 192 reviews

Cozy Nob Hill Apartment

Enjoy your freshly renovated and furnished private apartment in NW Portland! Stay in a beautiful peaceful neighborhood. Restaurants, shops, parks, city hikes are also steps away! Comfy one bedroom, with a stocked full kitchen, and a cozy living room to hang out. the sleeper sofa can be converted to host additional guests! discount pricing for stays that are 7 days or longer!