Family-friendly holiday rentals in Northeast Portland

Charming Home, Wonderful Neighborhood!

✨ Classic Craftsman Bungalow space in Alameda-Beaumont ✨ 🏡 Private entrance & garden-filled backyard 🛏️ Queen bedroom + upstairs double & twin 🛁 Vintage clawfoot tub & full bathroom 🍳 Full kitchen with coffee maker & essentials 🧘 Bonus yoga space for stretching & flow 🌿 Front porch & back patio with BBQ 💻 Laptop-friendly workspace for remote work 👶 Kid & family friendly with Pack ’n Play available by advance request (not stored onsite) Walkable Alameda neighborhood. Free street parking.

Centrally-located 1-bedroom escape in NE

This centrally-located apartment in Grant Park/Hollywood is bright, clean, and cozy. Airport is 6 miles away! 97 Walk Score with luxe amenities: King TempurPedic mattress, full kitchen, dining nook, washer/dryer, designer decor, free street parking, and non-toxic products for body, laundry, and cleaning. Our family lives upstairs full-time, but we respect your privacy. IMPORTANT: No same-day or 1-night bookings, no parties, no pets, no smoking/vaping. Must have solid history of positive 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!

The Home With The Yellow Door/Alberta Arts

Best location ever. A stone throws away from epic Alberta Arts District (at 14th). Enjoy the best that Bohemian Portland has to offer all within walking distance. A foodie’s paradise. Cafes, bars, food carts, shops, yoga. Central to other Portland attractions. Cozy and stylish main floor of home with 2 bedrooms on main floor, living room, dining room and bath. Front porch/backyard Kitchenette with sink, hotplate, Airfryer/Convection Oven/Electric pressure cooker/micro/coffee/tea/toaster/fridge

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.

Bridgetown Bungalow: The perfect cozy getaway!

Come retreat from the city in this gorgeous studio designed with a modern art deco flair and rustic cabin comfort. The cozy interior features a vaulted ceiling with original timber beams, craftsman trim, reclaimed wood accents, loft with a library ladder, a heated bathroom floor and walk-in shower. The full kitchen provides all the amenities you'll need for cooking & baking including basics like pots, pans, utensils, spices, oils, small appliances and several coffee-making options.

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.

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 Little Blue ADU

Welcome to our cozy and inviting newly constructed ADU! With easy airport access and all that NE Portland offers, this charming space features new stainless appliances, quartz countertops, and an upstairs washer and dryer. With high ceilings and ample sunlight, this compact space feels surprisingly spacious. Located steps away from McMenamins Kennedy school, enjoy their soaking tub, restaurants, bars, gardens, and movie theater. Book now for a warm and delightful stay!

Our Guesthouse - Alberta Park - 2 bedrooms (queen)

Our goal is for you to feel at home during your stay with the convenient location and amenities. You'll have the space all to yourself as you explore Portland and the surrounding areas or to return to after visiting friends and family. Walk to excellent restaurants, call in a local delivery, or stay in and cook with a fully equipped kitchen. Restless kids (or adults) can grab a ball and explore the 16 acre park one block away. Unit is non-smoking/vaping and pet free.

ROSE CITY PARK Guesthouse!

Welcome to our little house! Located in the wonderful Rose City Park neighborhood and close to the 60th Ave. MAX station, Hollywood District, and downtown Portland - this little house is great for couples, solo adventurers, business travelers, and families. With a short 10 minute drive to downtown Portland and the convenience of public transportation, enjoy everything our city has to offer - your home away from home.

Colorful mid-mod guest suite - no cleaning fee

Private mid-century modern garden apartment in Portland's charming Beaumont-Wilshire. This stylish retreat comfortably fits 2-3 guests, offering a vibrant space with a dedicated workspace, well-equipped kitchenette, and shared backyard access. Enjoy free on-site parking and easy reach to the eclectic Alberta Arts District. Perfect for solo travelers or couples seeking a unique, cozy Portland experience.