Family-friendly vacation rentals in Portland

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

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!

Zen Escape: King Bed, Hot Tub, Private Yard

Zen House is a peaceful retreat in North Portland, a short walk to neighborhood cafés and local spots. A one-of-a-kind stay with a relaxed vibe, featuring a main cabin with two beautifully designed bedrooms and a cozy cobb house tucked quietly in the back. The outdoor garden offers calm and privacy, a place to slow down and recharge. Rinse off in the outdoor shower, soak in the cedar hot tub, or unwind in the bath surrounded by bamboo. A unique stay that captures the spirit of Portland.

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.

Poolhouse of Portland Architectural Gem

Private guest house adjacent to Pietro Belluschi's "Sutor House", featured in Dec 2017 Dwell Magazine. Pool-house is 750 square feet, and features a master bedroom, full bath, living area with kitchenette, and access to and shared use (With our family) of the swimming pool in summer months (June, July, August). Surrounded by private wooded garden with Japanese plantings and water features. Located in Portland's West Hills, just minutes from Downtown.

Hawthorne Schoolhouse

Nestled between the popular and bustling streets of Hawthorne and Division in SE Portland, this tiny home provides a playful retreat. Walking distance to many shops, restaurants, bars, and cafes. Across from Sewallcrest Park and only a few blocks from Bagdad Theater and Powells Bookstore. Equipped with 80 inch 4k smart projector. Shared back yard with sauna. LGBTQA and 420 friendly. A golden retriever lives on property but please no pets.

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.

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

Portland Modern

Welcome to our Midcentury Modern, a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. License number is 26ASTR-REN-00301

Signal House – Light Up The Portal

Signal House is an immersive art home from The Book of Houses in Pudding Heroes – a living chapter of the story. It is an overnight experiential stay, for travelers looking to jump off to the next dimension. Our 3 room home's highlight is the fully mirrored experience with sound /mood lighting for play & sleep. We have a cat meme lounging experience in the media room. 15 minutes from Portland on I-5.