House holiday rentals in Portland

Explore Trails & Downtown From Guesthouse Getaway

This clean, chic Northwest Portland guesthouse is perfect for being close to the action yet staying separate from other people. It’s just right for experiencing the best this city has to offer. Walk to marvelous Forest Park or NW 23rd. Take a short ride to Downtown, The Pearl, The Blazers Rose Garden Arena or the Rose Garden and Japanese Garden in Washington Park! The Guesthouse Getaway was designed and constructed in 2008 to reflect the charm of the property's 1926 main house. Its elevated simplicity is welcoming and homey while still achieving that pristine quality you desire. This upscale lodging is situated in the West Hill's prominent Willamette Heights neighborhood where historic classics meet the urban edge. The best part? The place is all your own! No worries about whether the TV will wake your host; no sounds of snoring will come through the walls; no need to tippy toe around to keep from bothering light sleepers and there will be no wake-up blast of somebody else's alarm clock! Just sweet, sweet privacy. Lighted parking a few steps from the door makes for safe and easy access, and a four number key code allows for arrival at any hour without concern of disturbing your hosts. Enjoy as much tea and coffee as you need to stay comfortably caffeinated. If you're lacking something important like a specialty kitchen gadget, personal item or office supply, let me know I'm happy to help! The garage of the Guesthouse cottage serves as my artist (painting) studio, so I am generally working on the premises if you need me. The Guesthouse Getaway is in a fun area with over fifty exceptional restaurants within a mile of the home. Go for a hike in the surrounding nature, check out some of the breathtaking galleries, and catch a live sporting event or show in the evening. Getting around is easy whether you prefer public transportation (bus stop is 4 blocks away), Uber, Lyft, taxi cabs, rental car, bicycle or foot. Enjoy the use of wifi or hard wire connections for internet access and basic cable TV with STARZ movies channels. If you are visiting Portland as part of a larger group, our 2 Airbnb lodgings at this address (Guesthouse Getaway and Sleeping Beauty) together will accommodate as many as 7 guests. Please contact Tracie with inquiry details.

Secluded Studio

This a fully private and detached guest house is quiet and relaxing. Walk down your very own pathway to a completely private, safe and secure patio with a quaint garden, a small yard and outdoor seating. With tall ceilings and a large nice bright kitchen, this place is very comfortable. Blackout curtains. Close to many desirables: Max Orange Line Commuter Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk or run along the Springwater Corridor.

Spacious, Cozy, Artsy Flat w new stove & Bathroom!

Located in the heart of inner Eastside Portland, you'll enjoy easy access to everything from this centrally located place. Many of Portland's best restaurants, coffee shops, breweries, and parks are within easy walking distance. This is a wonderful space and we put a lot of love into it... complete with a new bathroom and A/C. The space is great for couples, solo adventures, and business travelers who are looking for a convenient home base with easy access to all the Eastside has to offer.

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.

Gorgeous Laurelhurst 2 bed home! Walk Score 93!

Welcome to The Laurelhurst Townhouse! You can't get much more central than this roomy, stylish home with a walk score of 93! Settle in and enjoy the airy, light-filled living area, the cozy bedrooms, and the backyard patio--and then head out for a night on the town. Walkable to a myriad of Portland's most famous restaurants, bars and shops, and only a few minutes away from downtown and the Pearl District. Quiet and private, the Laurelhurst Townhouse is a gem in the heart of it all!

Columbia Gorge Retreat with a view

Whole private three bedroom home, 1400 square feet on two acres with view of the Columbia River and a cozy feel. Located within the Columbia River Gorge National Scenic Area with close access to hiking, Multnomah Falls Lodge, Vista House, Historic Troutdale, and 40 minutes to Hood River. 20 Minutes to Portland Airport. Includes laundry, wifi, towels, coffee, tea, condiments and other essentials. See more photos of the area and share your own on Instagram #columbiagorgeretreat

#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!

Oculus House, a wood & stone neighborhood retreat

The Oculus House is a peaceful one bedroom house with a king size bed. It is located down a private alley in a quiet neighborhood. It’s open floor plan and high ceilings gives a balance of comfort and artistic appeal. There is a lounging loft which can be used as a sleeping space for agile children and adults. We have designed the house to honor the era in which it was built and elevate the aesthetic. The kitchen is well-stocked and the bathroom has a luxurious jetted tub.

Mid Century Modern Home

Enjoy your travel in a rare iconic mid century house. An updated mid century ranch built in the 60's with open layout, minimalist style that is filled with light. Whether you have morning coffee or enjoy a book in the atrium, lunch in the backyard under the shade of giant Redwood or dinner in open living/dining room, you'll have the entire place to yourself. We're 10 mins from Nike WHQ, 5 mins to Downtown Beaverton & the Mall, & 15 mins to Downtown Portland.

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.

Close-in Private getaway in the trees.

Come relax in our private one bedroom fort inspiring house in the trees. Eclectic and creative, this stay is an entrance to the Portland experience. Cozy textiles for you to rest your head while natural light welcomes your mornings. Close to Alberta Arts District, Mississippi and Kenton; our neighborhood offers foodie-dining, unique shopping, casual night-life and more. All keeping you as adventurous as your hearts content. #WoodlawnFort

Mid-Century Home • Top Location • 3BR • Sleeps 6

✨ Classic Portland House in Walkable Buckman District ✨ 🛏️ 3 bedrooms, sleeps 6 — ideal for families & groups 🍳 Full kitchen with dishwasher & coffee maker 🛋️ Dining table, Smart TV & laptop-friendly workspace 💼 Perfect for extended stays & business travelers 🌡️ AC & heating for year-round comfort 🔒 Private entrance — entire house is yours 🍽️ Walk to top restaurants, bars & vintage shops. Free street parking.