House holiday rentals in Southeast Portland

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.

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 artFlat / Portland.Peaceful. Fun

The artFlat is a two room (entire apt), including large kitchenette (no stove/oven) & bath, designed in our daylight basement. Nestled within a classic Portland foursquare, you will enjoy the rich gallery atmosphere of The artFlat, decorated with original prints taken from around the world by your host, Holly. We have carefully appointed the unit to maximize your comfort and enjoyment. The artFlat is located in the epicenter of everything Portland, quietly sitting on a tree-lined avenue.

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!

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.

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- 3BR/2BA - Near The Grotto

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.

Quirky Micro Apt - Foodies, Artists, Coffee

✨ Stylish SE Portland Cottage in Hawthorne District ✨ 🏡 Private entrance — no shared spaces, entirely yours 🛏️ Cozy 1-bedroom retreat for two 🍳 Compact kitchen with cookware & coffee maker 📺 Smart TV & fast WiFi for streaming 💻 Laptop-friendly workspace for remote work 🐾 Pet-friendly — bring your furry friend ❄️ AC & heating for year-round comfort 🚗 Steps from Hawthorne's cafes, restaurants & shops. Free street parking.

3 BR 1 BA - Cozy Home - Walkscore 97 - Shopping

Stay at this top-rated Airbnb in Southeast Portland near the Hawthorne and Belmont districts. This stylish 3-bedroom, 1-bath pet-friendly vacation rental offers a full kitchen, cozy living space, and modern amenities. Walk to iconic cafes, bars, vintage shops, and parks. Ideal for families, couples, or friends looking to explore Portland’s top attractions while enjoying comfort and convenience in a prime walkable location.

Sun-filled Home in Buckman Neighborhood with 2BRs

✨ Stylish SE Portland Home in Buckman District ✨ 🏡 Entire standalone house — fully private 🛏️ 2 bedrooms, 2 full baths, sleeps 4 🍳 Full kitchen with dishwasher & coffee maker 🛋️ Cable TV, fast WiFi & laptop workspace 🚗 Garage parking + free street parking 🌿 Private patio with outdoor seating ❄️ AC & heating for year-round comfort 🍽️ Walk to top-rated restaurants, bars & vintage shops. Garage + street parking.

Updated Woodland Garden Retreat & Spa

Completely remodeled in 2017, this breathtaking private space has a full kitchen, bedroom and luxurious bathroom spa with a shower and jetted hot tub. Other features in this secluded apartment include bamboo flooring, vaulted ceilings and skylights overlooking a lush yet private Pacific NW backyard landscape. This apartment has a private entrance and street parking right in front of the house.