Guesthouse vacation rentals in Portland

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Top-rated guesthouse rentals in Portland

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Guest favorite

Guesthouse in Northeast Portland

4.98 out of 5 average rating, 131 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 favorite

Guesthouse in Portland

4.92 out of 5 average rating, 292 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 the 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.

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 564 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 favorite

Guesthouse in Buckman

4.91 out of 5 average rating, 504 reviews

Truly Local Experience, Steps from Restaurant Row!

Are you a traveler who likes to be mere steps from the action, visiting as many restaurants, breweries, bars, shops and cafes as humanly possible when you travel? If so, this modern, private guesthouse apartment is for you! Throw on your trusty pair of Chuck Taylor's and head outside - literally everything you could want is steps from your front door. You can't get a better location for exploring PDX like a local! Then come home & recharge with friends and Netflix on the comfy sectional sofa.

Guest favorite

Guesthouse in Beavercreek

4.99 out of 5 average rating, 166 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 favorite

Guesthouse in Laurelhurst

4.98 out of 5 average rating, 491 reviews

Little Cedar House High Speed WIFI - Super Clean

5 year old detached guest house in Laurelhurst/North Tabor. Bright and spacious with vaulted cedar ceilings. Modern Industrial style with many eco-friendly features such as mini-split heat/ac, tankless water heater, and all-natural fiber area rugs and linens means fewer toxins and a low carbon footprint. Situated near Laurelhurst and Mount Tabor parks with restaurants and amenities nearby. We are also pet friendly and allow well-behaved dogs on leashes for a $25 fee per dog, per visit.

Guest favorite

Guesthouse in North Portland

5 out of 5 average rating, 118 reviews

Charming Private Yellow Cottage

Kick back and relax in this calm, stylish one-bedroom cottage located in a peaceful and accessible North Portland neighborhood. Enjoy lounging under the Redwood trees right outside your cottage, or cooking on a 5-burner Bosch gas stove in your full kitchen. Enjoy the historic 1900's hardwood floors and new European appliances. Drive or bike to multiple awesome neighborhoods within 6-10 minutes. After a long day, enjoy the tiled walk-in shower and dream sweetly on your queen Casper mattress.

Guest favorite

Guesthouse in Northwest Portland

4.96 out of 5 average rating, 119 reviews

Queen Anne Guest Apt. In Historic District

Enjoy this private guest apartment on the bottom floor of our historic four story home. Located footsteps from Portland's best restaurants, shops, and our beloved Timbers and Thorns soccer stadium, you'll be central of NW 21st/23rd commercial districts, the Pearl district and downtown Portland. Whether traveling to visit loved ones, see a show, a game or enjoy some culinary maximalism, this is your hotel like home away from home. Business travelers will also love this central location.

Guest favorite

Guesthouse in Northeast Portland

4.95 out of 5 average rating, 293 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. The fully stocked kitchen has 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. Take a stroll through the alleyways and wander through Alberta park to restaurants and coffee shops. We are on the Holman bike path and connected by bus lines.

Guest favorite

Guesthouse in Northeast Portland

4.98 out of 5 average rating, 343 reviews

Studio House-Modern Cozy Gem!

The Walnut Studio House is named after the historic trees surrounding our neighborhood and is carefully designed to maximize your space and provide a relaxing get away. The neighborhood is surrounded by historic homes and trees. Quiet and peaceful yet in the heart of Portland's action--a 20 minute community where everything you need is close by: a beautiful rose garden, locally owned restaurants and bars, food cart pods, shopping, theaters with music, shows and much more.

Guest favorite

Guesthouse in Northeast Portland

4.95 out of 5 average rating, 417 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.

Guest favorite

Guesthouse in Northeast Portland

4.91 out of 5 average rating, 126 reviews

New, Private Guesthouse in Excellent Location

Enjoy this brand new, open, bright space! Sleep soundly in the queen bed, or on the sofa bed if you need the extra space. Full kitchen is ready for anything from prepping some of Portland's finest coffee to making dinner for your whole party (or maybe just heating up some of your leftovers from a delicious spot in the city!) Located less than a mile from Alberta St, Williams Ave, or Mississippi Ave - you'll always be close to the action! Enjoy NE Portland like a local!