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.

Portland Modern

Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

Hawthorne Area Artsy Home Away from Home

You’ll love our place because of its fantastic location! The Sunnyside neighborhood has been named one of the hottest in the country. We're close to so much: wonderful restaurants and pubs, Stumptown Coffee, McMenamin's movie theater and pub, grocery stores, beautiful parks. We're two miles from downtown with convenient public transportation. The comfortable, bright apartment has its own entry and kitchen is well-supplied. Our place is good for couples, solo adventurers, and business travelers.

New Home Near it All on Division w/ EV Charger

Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

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.

Epic record collection & hot tub in bright home

Close to Willamette River waterfront trails. Two blocks from Ladds Rose Gardens, Clinton Street (several cool bars, patios, Loyly spa, and theater!) and Division Street - home to some of the city's best restaurants — Ava Gene, Omas, Fairweather, Quaintrelle, and more. My home is good for couples, solo adventurers, business travelers, and families. Enjoy the extensive record collection (old blues, rock, and jazz), relax in the covered outdoor patio and spa, and enjoy the well stocked kitchen.

Charming Kerns Apt - Times Out "Best Neighborhood"

Portland’s own Kerns neighborhood has been written up as one of the best spots in the US! For good reason, tons of charming shops and restaurants within walking distance with everything you'd need for your short or extended visit. Located off the bustling 28th and Burnside strip with a Whole Foods grocery store, park, movie theater, food cart pod and variety of cuisines to choose from. This is a private, 2nd floor upper level apt in a craftsman duplex. Pets allowed with addtl $75 cleaning.

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!

The Plex PDX

Live Like a Local! The Plex will immerse you in mid century style and vintage charm with privacy and modern comforts-all in the heart of Portland. Sip coffee on the patio while you plan your adventures. Eat, drink, and play in this walkable central neighborhood. Just a few blocks from destination casual and upscale dining, coffee shops, boutiques, and historic Laurelhurst Park and Theater. Perfect for up to 4 people with driveway parking and a garage to store bikes and other gear.

Modern Apt | Close to Everything

Located within the trendy Boise neighborhood and only minutes to central Portland is this chic sun-filled apartment that offers all the modern comforts of home. With stylish décor and bright open plan living, the apartment features a fully equipped kitchen, soft comfortable furnishings, a spacious master bedroom and a sparkling modern bathroom. Walk to the popular Williams and Mississippi streets with its top restaurants, coffee shops and Portland’s world-famous food carts.

Cozy, private unit walkable to Williams Ave

A place all to yourself, just blocks from all Williams Ave has to offer (particularly Eem)! You'll have a private entrance to your 1 bed, 1 bath, plus living area/kitchenette unit, and all the basics you'll need for your stay. Centrally located, you'll also be a walk/short drive to Mississippi Ave, NE Alberta St., and downtown Portland, and just a 20 minute drive from PDX airport. During Jun-Sept when it's hottest, we provide a portable AC to help with the summer heat :)

Stylish 2-bed pet-friendly house near MAX Line

Located in the up-and-coming Kenton neighborhood, this recently updated cottage is as comfortable as it is stylish. Stay in the neighborhood and enjoy one of the many nearby restaurants or bars, or hop on the bus line right outside the door, or the MAX just a few blocks away, and head out to explore beautiful Portland. Or, just stay home, kick your feet up, and enjoy the quirky comforts of this stylish — and colorful — boho-inspired space.