Holiday houses in Portland

Private urban retreat, new build, 1bedroom, sleep4

Relax in this calm, clean and simple space. Enter in from the sidewalk fence to a little patio great for enjoying your coffee and some fresh air. There is a full kitchen that opens into the living area with a skylight and high windows that offer great natural light. Walk down the hall and enjoy the spacious bathroom with our provided bath tray for real relaxation. Tuck yourself into bed and enjoy the stars or choose to black out windows using our automated shades for uninterrupted sleep.

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.

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 Nest: Garden Oasis in Alberta Arts w/Fireplace

2-bedroom contemporary bungalow and stunning garden are an oasis of peace & tranquility in the city. 2 blocks from Alberta Street. Wake up to morning coffee in the garden, cozy up to the gas fireplace, or work from home behind a closed door in a dedicated office space. Stroll to restaurants, shops, a farmer’s market, Alberta Park, or the Kennedy School soaking pool. Hikes, waterfalls, and wineries a short drive away. Close access to public transport and the airport is a 12-minute drive.

Oscar's Perch - Fantastic & Private 1-BR

Private one-bedroom in NE Portland with a full kitchen, roomy bath with W&D, wi-fi, & parking. Bedroom has a queen bed; sofa converts to a queen bed. USB ports in kitchen & bedroom. Golf course, park, bike route, public trans., restaurants, wine shop, brewery, & grocery store all within several blocks. Easy access to downtown and PDX. 5% of the nightly rate will be donated to Gales Creek Camp for Kids with Type 1 Diabetes. We welcome and appreciate the diversity of our guests!

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Retreat! This private garden Retreat is located in the heart of Sellwood! Live like a local and experience a vibrant SE Portland neighborhood! Known for its “walkability” and “friendly neighborhood feel”! Walk (1 block) to local hotspots, nightlife, dining, coffee, & boutique shops, from this comfortably appointed Queen Studio Suite. Relax and enjoy a glass of wine on the private patio. Kitchenette & kitchen amenities, W/D in unit, FREE street parking!

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.

Modern 1-bedroom with full kitchen & laundry

Private, modern guesthouse in the Historic Kenton neighborhood in North Portland. Walk 1/2 a block to Kenton Park and a few blocks to the Kenton business district with great shops and restaurants. The apartment offers light and bright interior with touches of Scandinavian design. Open floor plan from kitchen to living room. One bedroom, one bath, plus a full size sleeper couch. Free street parking in front. Do not park in the driveway please. 15-20 min to downtown.

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.

The Heart of Alberta Arts - Private Home

Located in the heart of the Alberta Arts District, this is a fully furnished, single-level home with an upstairs loft. Downstairs features a full kitchen, living area, washer-dryer, mud-room, and bathroom; upstairs is a queen bed, dresser, closets, and writing desk. Flat screen televisions on both levels with access to Hulu streaming services, a desktop computer, and a well-appointed kitchen with appliances and accessories for all your basic needs.

The Loft; N. Portland

Private Loft Apartment – Designed and built by Connor 2022 Centrally located in N Portland, a few blocks from the University of Portland and easy access to the many eateries, coffee shops, and outdoor experiences that St. Johns has to offer. A true haven for visiting parents, business travelers, couples and solo travelers alike. You’ll love the aesthetic and amenities, such as a King sized Casper mattress. Pet and Smoke Free environment.

"Worth 10 stars" Lucky Dawg Hideaway

Our LUCKY DAWG Hideaway is a well-equipped unique comfortable space with a queen bed, small kitchen, laundry area and bathroom. The cozy outdoor patio adds to your living area. Estacada is centrally located (abt an hour drive) to both downtown Portland and Mt Hood for all-year skiing and world-class hiking...Plus, we're about a 2.5 hour drive to either the beach or the high desert of central Oregon...