House holiday rentals in Portland

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.

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.

Market Street Guesthouse PDX

This is THE ONE! A perfect blend of upscale finishes, fixtures, and appliances in a beautiful and welcoming cottage. Soaring ceilings welcome the weary traveler into a space that offers fine linens, a fully stocked kitchen, two full baths with heated tile floors and a custom, versatile layout. No expense was spared building the space: the vibe is true Pacific NW, with wood trim, warmth and beauty all around. IDEAL walkable location smack dab amongst Portland's coolest neighborhood amenities!

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.

Mama J's

For whatever brings you to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away, the closest beaches, Columbia River Gorge and Mt. Hood are all about an hour, and there are numerous hikes from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!

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.

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.

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

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.