Holiday 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.

Modern Home — Prime Alberta Arts

This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

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

Walk to Se Division from a Sleek, Architect Designed Space

My wife, Raechel, and I originally designed and built this ADU ( accessory dwelling unit ) with the intention of living there full time, but due to a change of plans, it's available to you. The space was designed by Buckenmeyer Architecture, and was constructed by me. Our space features many unique elements such as: burnt cedar siding, 16' multi-slide window wall (please open and close slowly), and moveable cedar slat screens/ We hope you enjoy the space and neighborhood as much as we do!

The Sneakaway

Built to feel like a little touch of luxury, with the quaintness and quality of a craft home. This place is a true sneak-away with a two person soaking tub, marble shower, king tempurpedic bed and a fully stocked kitchen. This open studio has 15 ft ceilings allowing ample sunlight and a large, light feeling. This house was designed and built by me my friends so no detail is overlooked or unintentional. This was our labor of love for a year and Im so excited to now be able to share it.

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

Look no further- as a member of The IndigoBirch Collection™️, our guest home stands as a top-tier experience on Airbnb. Located two blocks away from Reed College, IndigoBirch is nestled on a quiet tree-lined street in the highly desired & historic neighborhood of Eastmoreland. Our location is perfect for the adventurer looking to explore Portland. The guesthouse is two blocks away from public transportation, 12 minute drive to downtown Portland, and 20 minutes to PDX Airport.

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.

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

Treehouse Glamping Adventure in Sandy, Oregon

The Izer Treehouse is an incredible off-grid retreat. Nestled in a secluded setting amongst the tree-tops overlooking the Bull Run River Canyon, it's the perfect hideaway for couples seeking a romantic escape or BFFs looking for an adventurous getaway. Follow the path and bridge through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor and is perfect for reconnecting with nature and getting away from real-life.

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.

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.