Holiday houses in Northeast Portland

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!

Family · Location · Solo travel

Spacious modern and private in Alberta Arts Area

Foodies paradise in quintessential hip neighborhood of Portland. Walking distance to Alberta Arts District with the best restaurants in Portland, unique shops and galleries. Two blocks to famous Kennedy School. 1/2 a block to a major bus line. 10 minutes from the PDX Airport and Downtown. Apartment is clean, new and modern. High speed internet. HDTV's in bedroom and living room. Private entrance. Beautiful private garden. Our place is good for couples, solo adventurers, and business travelers.

Value · Family · Wi-Fi

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.

Location · Family · Cleanliness

Tiny House in Alameda/Alberta Arts ~ Dog Friendly

Quaint Urban retreat located in the heart of NE Portland near the Alberta Arts District. Offers everything you could need for a relaxing, central stay! The home features bright, open concept living with a fully equipped kitchen, an inviting lounge with sofa bed, queen bedroom space, Smart 43" TV, modern bathroom & café style dining that doubles as a workspace. Steps from the vibrant Alberta Arts district and Fremont Place with Whole Foods, Rose City Book Pub, cafes, restaurants & so much more!

Location · Value · Nearby

Onsen oasis + Portland's finest at your feet

Elegant 2-bedroom loft in Alberta Arts District's culinary haven. Sleeps 4, 1 bathroom, 1,200 sq ft. Highlight: beautiful river rock Japanese onsen garden soaking tub for ultimate relaxation. (Shared with cabin guests when occupied ) Amenities: WiFi, Netflix, fully-equipped kitchen. Steps from acclaimed eateries: Gabbiano's, Dame, Lil Dame Nearby: Expatriate, Take Two, , Wilder. Jet Black Coffee. #72 bus stop at doorstep. Portland's finest dining and arts scene from your sophisticated retreat’

Location · Family · EV charging

Modern Home — Prime Alberta Arts

This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

Location · Value · Nearby

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!

Value · Family · Parks

The Sneakaway

Built to feel like a little touch of luxury, with the quaintness and quality of a craft home. This place is a true sneak-away with a two person soaking tub, marble shower, king tempurpedic bed and a fully stocked kitchen. This open studio has 15 ft ceilings allowing ample sunlight and a large, light feeling. This house was designed and built by me my friends so no detail is overlooked or unintentional. This was our labor of love for a year and Im so excited to now be able to share it.

Location · Value · Accuracy

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.

Location · Value · Decor

Timber Frame Guesthouse - 100% Green Construction

Cozy, beautiful casita! This is the only home of its kind in Portland. Artfully built in traditional timber-frame style, all of the joinery is wood-to-wood. Every timber was milled from our family land. Insulation is clay-straw and the walls are natural plaster. Enjoy a true refuge in the heart of NE Portland, walking distance to many restaurants, cafes, parks, Alberta Arts district & more. 12 minute drive to PDX, 15 to downtown. AC, free street parking, full kitchen, pet friendly.

Family · Value · Air conditioning

Modern Guesthouse in Portland's Central Eastside

Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

Family · Value · Hiking

Walkable Foodie Heaven

Welcome! We're on a quiet side street – right around the corner from a dynamic restaurant scene in Kerns, the 5th coolest neighborhood in the world. Take a short stroll to parks, live music, vintage shops, and a vintage movie theater. Tall windows let in lots of light and overlook greenery, cozy porches, and a back yard. Our family's 1900 house has been divided into separate apartments.

Value · Location · Parks