House holiday rentals in Southeast Portland

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!

Mt Tabor House Salmon Room

Cozy, energy efficient new construction for a better world. Located in the hip SE Hawthorne neighborhood on a quiet residential street and at the foot of Mt Tabor, this custom house provides a luxurious and convenient studio for relaxed stays and enjoyment of all that Portland has to offer. We designed this studio specifically for visitors who want the ease and security of a private entrance, the warmth (or coolness) of radiant-floor temperature control, and comfort. In 2025, we installed AC!

Live Like a Local in Artful Craftsman by Division

This spacious 1916 Portland bungalow offers a comfortable, inviting retreat packed with authentic character. Inside, the home features beautiful original woodwork, classic hardwood floors, and vibrant, curated artwork that gives the space a distinct creative energy. It is a wonderful place to unwind and recharge after a day of exploring. Enjoy your morning coffee out on the deep, covered front porch, or head out back to the private, leafy backyard garden to relax in a quiet, peaceful setting.

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.

Cozy Bungalow in Ladd’s Addition • Walk/Dine/Shop

Welcome to “Happy Place”, your cozy retreat that feels like a home-away-from-home in the vibrant heart of Portland! Our sanctuary in the bustling SE Clinton/Division area offers fast internet, perfect for work-from-home needs, and is a short stroll from top restaurants, bars, and boutiques. Boasting a walkability score of 92, city exploration is a breeze. Ideal for foodies, culture lovers, and outdoor adventurers, we provide FREE on-site parking and embrace the spirit of Portland living.

Heron Cottage, Urban Retreat-King Bed

Five things people love about our place: (1) An incredibly comfortable king size bed. (2) Walking distance to light rail, bus lines, and Providence Hospital. Easy access to freeways. (3) Beautiful/meticulously maintained interior, lovely gardens, and a private back patio and front porch. (4) Great restaurants and grocery stores nearby. (5) Hosts that delight in making your stay an awesome one. Guests say, "This airbnb is amongst the few at the very top across all categories."

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.

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.

Cozy and Walkable 1 bedroom daylight basement

Our basement has been newly renovated. Brand new bedroom, beautiful bathroom and living space. The living space includes a 57” Smart TV and couch. The wet bar features a mini fridge, sink and Keurig Coffee maker. The bedroom has 1 queen sized bed with hotel luxury 1800 bedding sheets, a dresser, full length mirror and natural light window. Our house is centrally located with dozens of restaurants, bars and coffee shops just a short walk away!

Midcentury Modern - Backyard Oasis with Grill

Experience comfort and style in this 3-bedroom mid-century modern Airbnb in NE Portland, perfect for families, groups, or business travelers. Enjoy fast Wi-Fi, a dedicated workspace, and a fully equipped kitchen for easy home-cooked meals. Relax with backyard BBQs or explore Mount Tabor Park, local breweries. With top dining spots and attractions just minutes away, enjoy a relaxing and stylish Portland stay that feels just like home.

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.

The Division District Full Private Home

A walker's paradise with a WalkScore® of 98/100. If you're a big fan of great food, craft beer, pour-over coffee and Portlandia, this is your place. Our private and spacious three-bedroom home features five beds in a historic home at the heart of the eclectic SE Division District - home to many of Portland's top-rated restaurants and bars, vintage shops, and some of the best people-watching around.