House holiday rentals in Southeast Portland

The Nest/Portland.Peaceful.Fun

The Nest is situated on the second and third floors of this charming Old Portland home. The house is central to everything Eastside, boasting a walk score of 94! Belmont & Hawthorne have incredible eateries, bars and shopping only a few steps away. It is also very close to the heart of the Division, Stark, SE 28th & Burnside commercial districts. It's a 5 minute walk to Laurelhurst Park, voted the most beautiful park on the west coast, & only 2 miles from downtown, The Pearl and Mt. Tabor Park.

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!

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.

The Flying Whale-MountTabor.

You will have full reign of the top (street)level of the home. Host lives downstairs in the sun basement. You are the only ones who will enter through the front door, and you’ll have a reserved parking space in the double driveway. Your space includes a double queen bedroom, an office with an extra king bed, full bathroom, a fully equipped kitchen, dining/living room with wood burning fireplace and stunning views, a full laundry room, a wrap around deck with outdoor table and chairs.

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.

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN

☀ 10 Mins to downtown + Airport ☀ Free Private on-site parking ☀ Luxury queen bed • premium bedding ☀ Queen sleeper sofa in living room ☀ Fully stocked cook’s kitchen ☀ Large private patio ☀ Fire Pit + Gas BBQ ☀ Super Fast Wifi • USB charging outlets ☀ 65” 4K Smart TV ☀ Smart Home • Alexa equipped ☀ Nebia Spa shower ☀ Heated floors ☀ Steps from public transit ☀ Safe walkable neighborhood ☀ Bikes to explore Portland ★☆Learn More Below & Experience Portland With Us!★☆

Live Like a Local in Artful Craftsman by Division

Beautiful 1916 Portland bungalow - bursting with character, original woodwork & striking local artwork. Located on a quiet residential street, it is steps away from the bustling Division/Clinton corridor filled with restaurants, shops, and bars!. Easy street parking surrounds the whole house in this charming, tree-lined neighborhood. From the covered front porch to the charming backyard, and everything in between- spread out and enjoy all Portland has to offer!

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.

Are You Ready to Explore Portland?

Sparkling clean home with a full kitchen! A spacious, quiet & private bungalow in a thriving NE Portland neighborhood. The perfect place relax and unwind. This space is within walking distance to 2 grocery stores, multiple restaurants, coffee shops, Mt. Tabor Park and Providence Hospital. Enjoy a peaceful back deck to soak up some midday sun & a large front porch to people watch while you drink your morning coffee.

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.

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.

Tabor Retreat

Charming, woodsy, spacious one bedroom basement apartment. Large full kitchen, bathroom, washer and dryer, living room with gas fireplace insert. Private, easy access, lighted entrance. Convenient access by bus to downtown Portland and Airport. Includes beautifully landscaped grounds, patio, and access to Mt. Tabor park with running, biking, hiking trails and tennis courts.