Family-friendly holiday rentals 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!

Private~Walk Alberta Arts~SilverStar Cottage!

Come stay in our sweet, new guesthouse! This is NOT a basement space. It has a real bedroom (not a studio) & full kitchen. The Silver Star cottage is in our backyard but very separate with its own city lane access. Lots of beautiful wood and a cozy vibe. We are 1 block from the fabulous Alberta Arts St. but far enough away that it's quiet here. Perfect! Walk to shops & restaurants. Also easy to access anywhere in the city. There's a double-sized hide a bed couch in the airy living space.

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’

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.

Monta-Villa Garden Cottage & Furry Farmstead

Private cottage with views of the garden. High ceilings, lots of natural light and warm accents. Stocked kitchenette. Comfy beds — four options including queen and three singles (two in a loft). Four, friendly cats waiting to visit in the garden and two, suspicious, but friendly, hens in the chicken coop. Tranquil garden with fruit tees, flowers, bubbling fountain, chimes, and cozy seating. Nearby food, drink, shopping and recreation options. Local recommendations. Your home away from home!

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.

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.

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.

Shipping Container Home in famous Alberta Arts!

Straight out of the pages of Dwell! Have a designer Portland experience in our luxury container home (and private deck and 2nd bedroom casita). Maximum minimalism, comfort & style. And just outside your door is dense and bustling Alberta Arts District full of boutiques, galleries, craft beer, oregon wines, street fairs all within walking distance. Plus nearby Mississippi Ave too. A perfect location, in a stylish modern architectural setting. It would be our pleasure to host you!

Spacious Guesthouse with Creative Style and Local Charm

Our recently built, light filled and spacious ADU sits quietly in our back yard and above my painting studio. It's an open, airy and modern loft-style home with reclaimed fir floors, shelving, vanity, and doors. 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. It has a well appointed kitchen and washer and dryer for your use. I provide coffee and tea for your stay as well.

The Royal Scott Double Decker Bus

Our tiny home started life as a commuter bus in Manchester, England, in 1953, then did stints in San Francisco and Mt. St. Helens before finding a home as the Grilled Cheese Grill in Portland. Now it’s been reimagined as a mid century modern-inspired tiny home, with whimsical painting details from one of its former lives and fresh new handmade details that make it a cozy, inspiring stay. Find more on IG @smore.life

Back to Black | Modern Stylish Alberta Arts Home

Charming bungalow in the heart of Portland. Enjoy a peaceful stay within walking distance of everything Alberta and Killingsworth have to offer. World-class restaurants and bars at your doorstep. a 2 bed / 1 bath bungalow with a designer's touch, including a peaceful backyard to enjoy an aperitif or a BBQ.