Guest house holiday rentals in Northeast Portland

A comfortable living area features a light-colored leather couch adorned with various textured pillows. A rustic wooden coffee table sits in front, decorated with a floral arrangement. A patterned artwork and a framed photograph decorate the walls, enhancing the stylish ambiance.

4.94 out of 5 average rating, 174 reviews

Pet Friendly, Cozy & Curated Designer Guesthouse

Our guesthouse is situated behind our home, located on a large corner lot in beautiful Grant Park. Surrounded by picturesque homes and tree-canopied streets, it’s a perfect combination of peace and quiet alongside accessibility. Dozens of local shops and fabulous PDX restaurants, just a 10 minute walk away. Five minutes to freeway access, guests enjoy convenient options, exclusive privacy, and detailed designer touches. A perfect base camp for an extended PNW exploration, or a weekend getaway!

A detached entrance is seen with a wooden door and large windows, framed by a clean gray exterior. A small patio area features a table and two chairs, inviting relaxation. The surrounding landscape includes gravel and low-maintenance plants, enhancing a sense of privacy.

5 out of 5 average rating, 121 reviews

Private urban retreat, new build, 1bedroom, sleep4

Relax in this calm, clean and simple space. Enter in from the sidewalk fence to a little patio great for enjoying your coffee and some fresh air. There is a full kitchen that opens into the living area with a skylight and high windows that offer great natural light. Walk down the hall and enjoy the spacious bathroom with our provided bath tray for real relaxation. Tuck yourself into bed and enjoy the stars or choose to black out windows using our automated shades for uninterrupted sleep.

A light-filled living area features two armchairs positioned beside large windows, showcasing views of surrounding greenery. A plush sofa offers a comfortable seating option, while a small, decorative table holds a plant. A television is mounted on the wall, enhancing the modern design.

5 out of 5 average rating, 122 reviews

Chic Belmont retreat w/tree views & king bed!

Experience weird and wonderful SE Portland from a serene, newly-built home in a walkable/bikeable neighborhood with king bed and lots of light! Wake up well rested and open curtain on floor to ceiling windows to morning light. Enjoy the full kitchen & soaker tub in a breathtaking architect-designed home perfect for foodies, couples, and remote work. Great location just steps from bakeries, shops, parks and taprooms. Discover the quirky character and trendy eats of Belmont-Hawthorne-Tabor!

The exterior features a welcoming entrance with a wooden door and modern details. A small patio is furnished with a table and two chairs, surrounded by a wooden fence and colorful autumn leaves. A circular rug adds a pop of color at the entrance.

4.99 out of 5 average rating, 240 reviews

Grant Park Guest House

Newly built guesthouse in highly desirable Grant Park. Beautiful and relaxing one level space with vaulted ceilings, exposed beams, skylights and lots of natural light. All amenities: high speed internet, washer & dryer, full kitchen, memory foam mattress, TV, and private entrance with patio and cafe set. Easy check out! Location is close to everything: great restaurants, food cart pod, Whole Foods, Trader Joe's, Grant park, airport, and more! Walk score of 94. Great space for a get away!

A modern kitchen is highlighted by large skylights and sleek wooden accents. Stainless steel appliances complement white cabinetry and a spacious countertop. A dining table with green chairs is positioned in front of a vibrant view through large windows, enhancing natural light throughout the space.

4.98 out of 5 average rating, 104 reviews

Luxury Cabin in the City

Modern cabin in the city built from the ground up for peace and serenity! Giant skylights abound to make even the dreariest of days feel special, and if the sun is out there's no better spot in all of Portland to experience it! Join friends and family at Irving park for a picnic or a tennis match. Or, hop over to Williams and Mississippi for some of the best known restaurants in Portland. Very close to the convention and Moda center that give you tremendous options for entertainment.

An open living area features a modern kitchen with stainless steel appliances and a dining table surrounded by chairs. A cozy seating arrangement includes a yellow chair and blue sofa, with natural light flowing through large windows. Indoor plants add greenery to the space.

4.96 out of 5 average rating, 226 reviews

Beautiful Alberta Guesthouse | Outdoor Soaking Tub

Come & enjoy this custom-built, detached guesthouse in the famous Alberta Arts District. Our guests will find a peaceful retreat awaiting them in this open & bright, modern space featuring beautiful architecture with all the amenities one looks for during their PDX getaway. Inside, you will find a full kitchen, washer & dryer, AC, smart tv, fast wifi, a spa-like bathroom & more thoughtful touches to give you the perfect spot to rest and recharge in between your Portland adventures!

4.98 out of 5 average rating, 128 reviews

WanderLuxe, Luxury+ Location +Walk to Food & Parks

WanderLuxe is a new, chic, guesthouse custom designed and built with you in mind. Want for nothing as you explore Portland with ease from your conveniently located home base. Walk a block to Wilshire Park for a picnic or a jog, catch a movie at McMenamins Kennedy School, eat at one of the dozens of neighborhood restaurants, or be just about anywhere in Portland in 15 minutes by car. Perfect for a romantic getaway, work trip, girls/guys trip, or just some much needed alone time.

A modern kitchen area showcases sleek cabinetry and stainless steel appliances. An inviting kitchen island with seating is complemented by wooden chairs. Natural light filters through a skylight and French doors, enhancing the space's openness. The dark accent wall contrasts with light countertops.

4.96 out of 5 average rating, 555 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 house in North Portland

The cottage exterior is nestled within lush greenery, featuring a textured, light-colored stucco façade and a distinctive triangular roof. Surrounding plants and stones create a serene landscape, complemented by wooden steps leading to the entrance, enhancing the inviting and private atmosphere.

4.97 out of 5 average rating, 466 reviews

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, 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.

5 out of 5 average rating, 206 reviews

Alberta Loft

Beautiful, spacious one bedroom loft, down the street from the up and coming supper club & restaurant strip on 42nd ave, 5 minutes from the Alberta arts district, 5 minutes from wonderful Fremont street and only 12 minutes from the airport. Tucked into a quiet backyard on one of Portland's bike boulevards, the newly constructed 2 story Alberta Barn has gorgeous large windows, modern fully equipped kitchen, loft bedroom, full bath and a killer record collection!

A warm sleeping area features a spacious bed framed by two wooden nightstands with lamps. A bright yellow throw blanket lays across the bed. The walls are painted a deep teal, and natural light enters through a window with a beige shade. A decorative piece on the wall adds character.

4.99 out of 5 average rating, 514 reviews

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

Guest favourite

The spacious interior features tall ceilings and an open layout. A comfortable seating area with a blue couch sits near a bright window. The well-equipped kitchen and dining space are visible, alongside a sleeping area with neatly rolled towels on the bed.