Holiday houses in Portland

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Top-rated holiday rentals in Portland

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Guest favourite

Guesthouse in Northeast Portland

4.99 out of 5 average rating, 518 reviews

Spacious Guesthouse with Creative Style and Local Charm

The house is adjacent to our home. It sits quietly in the back yard and above our painting studio. It's an open, airy and modern loft-style home with reclaimed fir floors, shelving, vanity, and doors. The reclaimed Doug Fir wood was sourced locally and has the beautiful patina of time. The queen size bed has a super comfy natural latex foam mattress and in the loft there is a fold out sofa with a full size memory foam sleeping pad (Please note that the loft is not an appropriate sleeping area for younger children due to the stairs and railing). The loft also boasts wonderful views looking out over the neighborhood and is a wonderful spot to chill out with a book or watch a movie. The art collection includes works created by the two of us (we are painters/photographers) and by other local artists. You are also welcome to come visit the art studio downstairs. The kitchen is fully loaded with brand new appliances and cookware and each guest is treated with coffee, creamer, chocolate, fruit and flowers for their stay. We are within walking and biking distance to Williams Ave, Mississippi Ave, Fremont Ave and Alberta Street, and approximately a 15 minute bike ride to downtown Portland. Some of Portland's tastiest restaurants are close by including Pok Pok Noi, Ned Ludd, Tasty and Sons, Por Que' No, Aviary, and the list goes on. Acclaimed brewpubs are also abundant including Hopworks, Fifth Quadrant, Stormbreaker, Ecliptic, and Ex Novo. There are several bus stops within blocks of our place and New Seasons and Whole Foods are both an easy ten minute walk from our house so self catering is a breeze. We have two friendly cats and a Hummingbird who has taken up residency in our backyard garden which you are welcome to hang out in as well. Guests have full access to the house and the backyard. Guests are also encouraged to visit the painting studio when Michael is there. The home is not available for commercial use, wedding activities including pre wedding meet ups/parties getting ready for weddings and anything involving multiple visitors to the property. Events, parties, business meetings, etc. are also prohibited per Airbnb rules. Please note *** This not an anonymous vacation rental experience. It is not a hotel. The house is in our backyard and you will encounter us from time to time as we go about our daily lives which is part of what makes Airbnb so special. Our home is your home! We are avid travelers as well and love to hear about your adventures here in Portland/Oregon. Check in time is 3 pm and check out time is 11 am, but we try to be as flexible with guests if they need to arrive or leave earlier or later. One of us will always be there to make sure your stay is comfortable, but we do our best to give guests the privacy and space they need. We have lived in Portland for a combined 35 years so we are full of recommendations for places to eat, activities, bike rides and must sees. We are always available by phone/text to answer any questions or help out if needed. The neighborhood was first settled in 1872 by Volga Germans and in 1891 was incorporated into Portland. Today, it's a thriving multi-cultural, socially conscious community. One of the best farmers' markets in town is only a few blocks away. We are within walking and biking distance to Williams Ave, Mississippi Ave, Fremont Ave and Alberta Street, and approximately a 15 minute bike ride to downtown Portland. There are several bus stops close by and parking is always available on the street in front of our house. A great bike rental shop is within walking distance as well. We are family/kid friendly. We have a 5 year old daughter ourselves. There are two parks within blocks of our place to take the little ones. A library is close by. There are also several businesses that cater to kids and families such as the POA Cafe, OMSI(Oregon Museum of Science and Industry), the Oregon Zoo, and The Children's Museum. Maximum # of guests= 3 adults. Or 2 adults and 1-2 children. The sleeping loft is not suitable for smaller children due to the stairs leading down to the main floor and the bed's proximity to the railing. We do have a pack and play and can set up a bed in the living room for smaller children who cannot sleep in the loft.

Guest favourite

Guest suite in Portland

4.97 out of 5 average rating, 341 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!

Superhost

Cabin in Corbett

4.85 out of 5 average rating, 172 reviews

The Pines & Cherries Cabin Retreat in the Gorge

Enjoy quiet personal time or a romantic getaway at this cozy and rustic Columbia River Gorge log cabin, located in the woods just 25 mins from the PDX. Fill your days with hiking, berry picking or fishing. Then curl up by the fire in an intimate setting, listen to the birds from the front porch, or get your best writing done at the vintage desk! Supplies of tea, coffee and chocolate provided. Queen size bedroom loft with a trundle bed downstairs. Amenities include indoor shower and kitchenette.

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 581 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

Guest favourite

Guesthouse in Northeast Portland

4.99 out of 5 average rating, 147 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.

Guest favourite

Farm stay in Hillsboro

5 out of 5 average rating, 395 reviews

Oakwood Gardens Studio •Alpaca Farm• Wine Country

Experience an immersive farm adventure on 70-acres in the quaint community of Scholls, while being close to quality markets and great restaurants. The Willamette Valley is recognized as one of the best Pinot Noir producing regions in the world with exceptional vineyards to tour. Enjoy hand-feeding alpacas and exploring paths in enchanting gardens and natural wetlands. Offering seven private accommodations, just 14 miles from Portland. Please read details prior to making an inquiry or booking.

Guest favourite

Guesthouse in Northeast Portland

4.97 out of 5 average rating, 235 reviews

Private, clean garden cottage- great location!

Sparkling clean newer construction in the popular and centrally located Mississippi District. Quiet, safe, cozy and private off street garden and home filled with natural light. Private entrance from the alley behind our house. Fast Wifi for distance working. Full kitchen. Accessible for wheelchairs/walkers. Disinfecting thoroughly (by a nurse!) between guests. We strive to create a safe and welcoming space, so that all kind and considerate people can be comfortable in our new little home!

Guest favourite

Guest suite in Portland

4.97 out of 5 average rating, 249 reviews

“Nos Sueños” Modern Private Forest Retreat

Exclusive guest suite in striking new modern home tucked into the forested ridgelines of the Tualatin Mountains north of Portland. Floor to ceiling windows frame private views of the natural forest landscape, and offer plenty of natural light. Private guest entry, covered patio with fire-pit and architectural style featured in the 2020 Portland Modern Homes Tour delight. It's just a short walk to our Nos Suenos Farm property and vineyard valley views. Perfect single or couple getaway retreat!

Guest favourite

Guesthouse in Beavercreek

4.98 out of 5 average rating, 183 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautifully remodeled cabin that is heated exclusively by the wood stove, on the edge of an old growth cedar forest on our 11 acre farm/vineyard. Relax on the deck built into the trees, and sleep in the cozy loft with ladder, as you soak in the nature around you. The cabin has a mini kitchen for cooking. The cute out house is just across the path, and is seasonally shared with other hip campers. We have a hot/cold shower at the hot tub. The cedar hot tub is next to the garden.

Guest favourite

Guest suite in Northeast Portland

4.95 out of 5 average rating, 365 reviews

Private Greenhouse Suite for 1 or 2 Guests

Elegant, private king bedroom suite with magical private greenhouse, private entrance, desk and ensuite bathroom. Enjoy radiant tile floor heat, charming greenhouse seating nook, spacious 2-person shower and an amenities cabinet with microwave, mini-fridge, teakettle & flatware - ideal for simple breakfasts or reheated leftovers. This spacious room is ideal for 1 or 2 guests who want an entirely separate private space and charming "interior garden" porch, but who don't need a full kitchen.

Guest favourite

Guesthouse in Portland

4.92 out of 5 average rating, 594 reviews

Hawthorne Wisteria Retreat

A private studio in a garden courtyard located in the heart of bustling Hawthorne and Division neighborhoods, this retreat offers walking access to countless top restaurants, boutiques, vintage stores, book stores independent movie theaters and more. There is ample street parking right infront of the house or very near.

Guest favourite

Guesthouse in Portland

4.99 out of 5 average rating, 348 reviews

Modern Hawthorne Guesthouse - Close to Everything

A bright, stylish and modern home awaits you in the heart of Portland's Hawthorne District. Located only a few minutes from downtown but you may find yourself not wanting to leave the neighborhood. An easy stroll will take you to the Hawthorne, Division, and Belmont restaurant/shopping areas.