Guest house holiday rentals in Portland

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Top-rated guest house rentals in Portland

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Top guest favourite

Guest house in Northeast Portland

4.99 out of 5 average rating, 566 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.

Top guest favourite

Guest house in Buckman

4.98 out of 5 average rating, 267 reviews

Private Minimalist Architecture Guesthouse Loft

Step through double French doors into a modern guesthouse. Inspired by contemporary design and filled with light. The home features an open-to-above foyer, a mezzanine bedroom, exposed beams, wood finishes, polished concrete heated floors, and access to a shared backyard. Location, location, location. This is a tastefully constructed guesthouse in the heart of the Kearns/Buckman neighborhood in NE Portland. There is a fully equipped designer kitchen with all the amenities you may need: microwave, coffee maker, toaster, Bertazzoni gas range, Bosch refrigerator & dishwasher. The large living/dining room is spacious & bright. It has a radiant heated concrete floor and custom made furniture. There is a 47 inch Ultra HD smart TV with Comcast Cable and an American Leather queen size sofa sleeper with gel mattress for your use. The bedroom/loft has vaulted ceilings, a queen size, hand crafted, locally made Parklane bed with Italian bedding and a 40 inch smart TV. The bathroom has a heated tile floor, a beautiful glass encased tile shower, luxury towels, Turkish bathrobes and local Dani bath products. The guesthouse is approximately 600 square feet, has two Mitsubishi heat/AC units along with heated floors. Heat and air conditioning are not a problem here! There is a large capacity washer and dryer. The backyard and barbeque is shared with us, the owners. This is a private rental, and we respect our guests right to privacy. Should you need anything during your stay we are a text or email away. We live in the house adjacent to the guesthouse so you’ll probably see us. The guesthouse is NO SMOKING and NO PETS. There is only on street parking. We reserve the right to the driveway. If you have any questions, we’re happy to help you. Guests will access through the iron gate to the end of the driveway. Guests will have full access to the guesthouse and backyard. Guests will get two keys, one for the gate and one for the guesthouse. The entire guesthouse and backyard. The property is located in NE Portland, boasting close access to restaurants, bars, grocery stores, coffee shops, public transit, and much more. The bus stop is just two blocks away from the guesthouse.

Top guest favourite

Guest house in Northeast Portland

5 out of 5 average rating, 125 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 favourite

Guest house in North Portland

4.99 out of 5 average rating, 508 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

Superhost

Guest house in Northeast Portland

4.82 out of 5 average rating, 143 reviews

The Haseman House

Come stay in our Architectural micro home in NE Portland. Close to Mississippi and everything that NE Williams has to offer. Thoughtfully deigned with many amenities. A great WFH vacation retreat. This little house is located in the back of a main house. The backyard is shared with the main front house. There is only street parking but it is free and typically available. We are close to public transportation and rental bikes as well as an organic grocery store... very walkable.

Guest favourite

Guest house in Northeast Portland

4.99 out of 5 average rating, 247 reviews

Sorta Summer House w/ sauna & outdoor shower

The guesthouse is a private oasis in the city. It's surrounded by fruit trees and tall Chinese Mountain bamboo. It's a quick walk to Woodlawn Park, great coffee, a bakery, pizza, whiskey bar, a brewery, seasonal farmers market, and minutes from Alberta Arts District. The airy, open floor plan is filled with natural light, mixed textiles and warm woods. A cedar-surround outdoor shower and private 5x7 Finnish sauna lend to the spa-like setting. Guests say it’s hard to leave!

Top guest favourite

Guest house in Portland

5 out of 5 average rating, 244 reviews

Perfectly Portland Clinton St Guesthouse

This light & airy guesthouse is a private retreat in a perfect location, steps from Division St. Walkable to Salt & Straw & local eateries, food carts, and thrift shops. Prepare meals in the fully equipped kitchen or head out by foot to Oma’s Hideaway, a 2022 James Beard Award Finalists. Bring your bicycles to enjoy Clinton St Bike Boulevard or stroll to the Clinton St Theater. The guesthouse is family friendly, having special items to accommodate the littlest of guests.

Top guest favourite

Guest house in North Portland

4.97 out of 5 average rating, 398 reviews

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Design, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

Top guest favourite

Guest house in Laurelhurst

4.97 out of 5 average rating, 147 reviews

Modern and Bright Laurelhurst Abode

Our one bedroom cottage is completely private, accessible by a separate walkway, and has an outdoor patio. Extra time was spent choosing finishes and creating a modern, comfortable, and light-filled space. You’ll find everything you need for a weekend in Portland, or a long-term stay. We’ve outfitted a full kitchen, full bathroom with luxurious tub and plush towels, a bedroom with a queen mattress and soft bedding, washer and dryer, and lots of extra touches.

Guest favourite

Guest house in Portland

4.97 out of 5 average rating, 199 reviews

The Perch PDX - Modern Studio on Division

A guesthouse in the SE Division/Hawthorne neighborhood that will make you feel right at home. The Perch PDX is light and bright. It's a short walk away from locally roasted coffee, farm-to-table fine dining, endless brunch options, a hip brewery and beer garden, bagels made fresh daily, authentic Mexican street tacos, a neighborhood wine bar, a fiercely independent movie theater, groceries, and some of the best Thai food in Portland.

Top guest favourite

Guest house in Portland

4.98 out of 5 average rating, 114 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.

Top guest favourite

Guest house in North Portland

5 out of 5 average rating, 300 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.