Family-friendly holiday rentals in Portland Downtown

Designer owned home on Vibrant Williams Avenue

After styling and art directing photo shoots for Rejuvenation Lighting and House Parts, being able to dial our home was like playing. Joyfully styled bedrooms include queen, queen-sized sleeper in living room. The kitchen is fully appointed with All-Clad, gas range, Cuisinart, blender and microwave. Williams and Mississippi are full of restaurants, bars,coffee houses and brand new food carts just a few doors away. New to Airbnb but you can read many reviews on another channel rhyming with turbo.

Hawthorne House - A+ Location! Pet Friendly!

Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

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

Alberta Arts 3 blocks to eats, bars and shops

Stay with Kelly welcomes you to my 1930 bungalow retreat in the walkable Alberta Arts District. Guests consistently describe the location as “perfect” just blocks from beloved bakeries, coffee, bars, parks, vintage stores, and some of the city’s best restaurants. Guests call it one of the most well-stocked Airbnbs. Perfect for families and friends to spread out across 3 floors and 4 bedrooms. Kid-friendly (pack n play, high chairs, stair gates). 2 parking spots. 15 min to dtwn or PDX.

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.

Multnomah Village Hideout

Explore our new, artist-built bungalow in Multnomah Village, Portland. This cozy space sleeps four with a queen bed upstairs and a pullout couch downstairs. Steps away are charming cafes, shops, and a park with hiking trails and dog parks. Enjoy local activities like bingo and dining on pet-friendly patios. Complete with essentials including laundry and a breakfast nook, this bungalow is perfect for both short and extended stays, offering a unique Portland experience.

Yeti's Tree House: Where Dreams Come True

“Best Tree House I’ve Ever Seen!” — Guest Climb into your childhood dream—a real treehouse held by four trees, 18 feet above the ground! Zip line through the woods, soak in the giant tub, and wander to the suspension bridge. It feels wonderfully wild and private, yet Portland’s famous attractions are just minutes away. A short 2-minute forest hike gets you there, so wear good shoes. Want your own guaranteed Bigfoot sighting? Contact Peter after booking :-)

Historic Meets Modern | 4BR • Walk to NW 23rd

✨ Historic Upper-Level NW Portland Unit near 23rd Ave ✨ 🏛️ Original World's Fair-era character with modern updates 🛏️ 4 bedrooms, 2 baths — sleeps 8 🍳 Full kitchen with dishwasher & coffee maker 🛋️ High ceilings & stylish modern finishes ❄️ AC & heating for year-round comfort 🧺 In-unit washer & dryer 🔒 Private upper-level unit with separate entrance 🍽️ Walk to NW 23rd shops, restaurants & nightlife. Metered daytime street parking; free overnight.

Holiday Home

Welcome to Portland! We hope you have a wonderful time in our beautiful city, and that Holiday Home makes it feel like yours for a while. It's cozy and spacious, with 7 distinct outdoor seating areas for groups of any size — gather together, or peel off for a quieter conversation without anyone feeling left out. After 8 years and 267 stays, this house still surprises people: it's a current Guest Favorite, in the top 10% of homes on Airbnb.

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.

Large Studio in Historic Isam White House

Super Clean third floor suite in the historic Isam White House. Includes bed area, living and dining area, kitchenette with microwave, hot water kettle, dishes and small fridge and private bathroom with tub/shower. This is one of the last grand mansions downtown that hasn't been converted to condos or offices. We are at the shopping and restaurant districts of Northwest 21st and 23rd Avenues. Walkability score of 97!

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