Guesthouse holiday rentals in Portland

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Portland

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Guesthouse in Northeast Portland

4.99 out of 5 average rating, 485 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.

4–11 Oct

$298 NZD per night

Guest favourite

Guesthouse in Northeast Portland

4.98 out of 5 average rating, 112 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.

16–23 Sep

$222 NZD per night

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 540 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.

3–10 Feb

$233 NZD per night

Guest favourite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 140 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.

28 Apr – 5 May

$209 NZD per night

Guest favourite

Guesthouse in Portland

4.96 out of 5 average rating, 404 reviews

Fresh North Portland Studio

Walk to Restaurants, Coffee Shops, Bars, Shopping, Mississippi Avenue District, MAX Yellow Line, Public Library, PCC-Cascade Campus. Beautifully furnished space with a fully stocked kitchen, high ceilings, comfy bed and custom-built features like the walk-in shower and kitchen bar. Bright and open indoor/outdoor living with French doors that open to a private patio. Great for couples, solo adventurers, and business travelers. Well-behaved dogs are permitted. No cats.

28 Dec – 4 Jan

$237 NZD per night

Guest favourite

Guesthouse in Northeast Portland

4.95 out of 5 average rating, 280 reviews

Cozy Alley Cottage, Concordia/Alberta Arts, NE PDX

Come enjoy our beautiful detached cottage, in a Concordia alley 5 blocks from Alberta Street. French doors lead onto your own private patio. It has a fully stocked kitchen, with everything you need. The cottage is designed to be self sufficient, and full of natural light. We are a 10 minute walk to the Alberta Arts District. You can wander the alleys and visit the famous Concordia chicken coup, wander through Alberta park, to the vibrant Alberta Arts district.

29 Aug – 5 Sep

$229 NZD per night

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 387 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

Moss Rock Retreat is a peaceful tiny home surrounded by an acre of hillside gardens. Tucked behind the magical Leach Botanical Garden in a forested neighborhood, Moss Rock has the serenity of a mountain retreat - but is only 20 minutes from downtown and PDX. Come for respite from the busy world, a quiet workspace, a creative getaway, a romantic weekend, or to explore the natural beauty of Oregon - all are possible in the comfortable intimacy of Moss Rock Retreat.

13–20 Sep

$176 NZD per night

Guest favourite

Guesthouse in Northeast Portland

4.94 out of 5 average rating, 836 reviews

The Hen House: Private unit in NE

The Hen House is a converted garage, built from mostly salvaged material, and has everything you need for an easy visit. The loft has a queen bed but stairs are very steep so I recommend the pullout single bed downstairs if uncomfortable with steps. I'm near Mississippi area, Williams and Alberta Arts District with 2 grocery stores within walking distance. Unit stands alone and there is a garden and friendly animals to hang with outside. Dogs allowed.

8–15 Jan

$175 NZD per night

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 125 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.

5–12 Nov

$188 NZD per night

Guest favourite

Guesthouse in North Portland

5.0 out of 5 average rating, 255 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.

23–30 Sep

$269 NZD per night

Guest favourite

Guesthouse in Montavilla

4.94 out of 5 average rating, 308 reviews

The Artist’s Nest

You'll love this private and comfortable artist's studio complete with your own outdoor deck and pergola. Enjoy a King size Casper bed to relax on. You can walk to the Montavilla bars/restaurants or up to the top of Mt. Tabor and grab a city view while you picnic. Located conveniently near the airport, downtown, public transit and freeways, whatever you have planned for Portland, this is a perfect launchpad.

24–31 Aug

$229 NZD per night

Guest favourite

Guesthouse in Buckman

4.98 out of 5 average rating, 807 reviews

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

10–17 Apr

$140 NZD per night