Family-friendly holiday rentals in Portland Downtown

Casita Sarita, Your Urban Escape! NO Cleaning Fee!

Welcome to Casita Sarita, Your Urban Escape! A large, beautiful, light-filled studio in the heart of SE Portland, walking distance to everything. I have eliminated my cleaning fee for 1-2 night stays because I understand the frustration of so many fees, and short stays tend to need less cleaning time. This is the only fee I can control, so I hope it's helpful. On site professional MASSAGE(by me!) available. Please make yourself at home, relax, and rejuvenate. I look forward to hosting you!

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.

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.

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

Light and art-filled flat by park & restaurant row

Beautiful, sunlit, art-filled flat in the heart of one of Portland's best neighborhoods and restaurant destinations. Soak in the sun through floor-to-ceiling windows or from the deck or the roof. Stroll in Laurelhurst Park or historic Lone Pine Cemetery. Hop a bus or a scooter to downtown, 15 minutes away. Enjoy a pie at Ken's Artisan Pizza, ranked 3rd best in America by @50toppizza awards in Napoli or sample any of the 25+ restaurants, cafes, and bars within a short walk away.

Queen Anne Guest Apt. In Historic District

Discover a charming guesthouse apartment in the heart of Portland! This private retreat, nestled in a historic home, offers easy access to the city's vibrant scene. Explore the nearby NW 21st/23rd commercial districts, the Pearl District, and downtown Portland. Enjoy delicious dining, unique shops, and exciting entertainment, including the Timbers and Thorns soccer stadium. Perfect for leisure or business travelers seeking a comfortable and convenient stay.

1BR - Boutique Flat - Prime NW Location

✨ Stylish NW 23rd Apartment — Portland's Best Block ✨ 🏙️ Steps from NW 23rd's top restaurants & shops 🛏️ Queen bed in private 1BR/1BA 🍳 Full kitchen with stove, microwave & coffee maker 🛋️ Smart TV & fast WiFi for streaming 💻 Laptop-friendly workspace for remote work 🌿 Private patio & entrance — your own oasis 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🍽️ Heart of walkable Northwest Portland.

Portland at your doorstep

Newly built studio space above garage, one queen bed and a futon couch for extra sleeping space. Shared backyard with owners who love to host, beautiful patio and hot tub! Enjoy the beauty of one of Portland's oldest and most beautiful neighborhoods with modern conveniences. Very comfortable and an easy walk, bike or ride share to anywhere in Portland's center. Food carts, restaurants, bars and entertainment are all within minutes.

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.

Historic NW Nob Hill Firehouse No. 17

Firehouse No. 17 is a unique and interesting place to stay. The engine bays of the Firehouse have been converted into a beautiful and spacious living area. There are historic photos of the Firehouse that help tell its story from a working firehouse to a fabulous residence. Please come experience this historic firehouse, located in NW Portland. It is an easy walk to bustling NW 23rd restaurants and shops.

1BR - Walk to Coffee, Brews & NW 23rd Shops

✨ Sunlit Suite Steps from NW 23rd Ave ✨ 🌇 Natural light floods this stylish retreat 🛏️ Queen bed & plush living space 🍳 Full kitchen with coffee maker & cookware 🐾 Pet-friendly — bring your furry friend 💻 Laptop-friendly workspace with fast WiFi ❄️ AC & heating for year-round comfort 🔒 Private entrance — entirely yours 🍽️ Heart of NW 23rd boutiques & top restaurants.

The Little Tower - Local Vintage Shops & Eateries

✨ Hawthorne 1BR Tower Apartment Near Cafes ✨ 🛏️ Private 1BR with queen bedroom upstairs 🍳 Full kitchen with dishwasher & wine glasses 🛋️ Smart TV, fast WiFi & dining nook for laptop use 🐾 Pet-friendly with private entrance 🧺 Shared basement laundry ❄️ Main-area mini-split A/C + heat; no bedroom A/C unit 🍽️ Walk to cafes, brewpubs & artisan shops. Free street parking.