Family-friendly holiday rentals in Portland

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.

Kitchen · Family · Biking

Country Retreat Near Nike • 6BR 3400 SF • 15% off

Enjoy country life in the center of Beaverton within walking distance to Nike. This 3,400 sqft spacious house will become your wonderful home. It can accommodate up to 16 guests with new beds, mattresses, washer/dryer, hardwood floor, and more. Downstairs bedroom for seniors. It is perfect for family getaway to metro-Portland area. Located near Hwy 26, right next to parks for relaxing strolls, hiking, and biking. Walking distance to Costco. Large party and RV parking are not allowed due to HOA.

Family · Kitchen · Value

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

Kitchen · Family · Amenities

1BR - Private House, Pool, Hot Tub & Forest Trails

Only 30 min from Portland you will find your private, comfortable 1 bedroom guesthouse in the 100 acre woods! Enjoy the spa all year & the pool in season (May-Sept) out your back door. Gaze in awe at the breathtaking views of Williamette valley farms and coastal mountains. Glimpse the wildlife of hawks, falcons, elk, owls, deer, and songbirds. Explore many hiking and walking trails in the forest with your dog. Relax in the quiet peace. Enjoy our resident herd of Scottish Highland cattle.

Indoor spaces · Family · Outdoor spaces

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!

Indoor spaces · Family · Bathroom

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

Kitchen · Indoor spaces · Comfort

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, fully detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

Family · Indoor spaces · Amenities

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.

Kitchen · Indoor spaces · Shared spaces

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

Kitchen · Indoor spaces · Bathroom

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.

Indoor spaces · Family · Accuracy

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.

Indoor spaces · Family · Check-in

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 :-)

Indoor spaces · Kitchen · Quiet