House holiday rentals in Southeast Portland

Spacious, Cozy, Artsy Flat w new stove & Bathroom!

Located in the heart of inner Eastside Portland, you'll enjoy easy access to everything from this centrally located place. Many of Portland's best restaurants, coffee shops, breweries, and parks are within easy walking distance. This is a wonderful space and we put a lot of love into it... complete with a new bathroom and A/C. The space is great for couples, solo adventures, and business travelers who are looking for a convenient home base with easy access to all the Eastside has to offer.

Restored Buckman Craftsman-your perfect home base`

Enjoy entire 1905 Old Portland house in Portland's historic, vibrant, walkable Buckman neighborhood, 20 blocks from downtown. Inside beautifully restored. Spacious, private decks. Walk to unique shops on Portland's eastside. Walk to award winning restaurants, PDX’s coffee, craft beer scene and dispensaries. Ocean, mountains, great wineries nearby. Super clean, warm and inviting inside and out. Perfectly cozy inside with professional espresso machine and a beautiful gas fired “wood stove.”

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.

Beautiful Portland Gem Minutes from Mt. Tabor

Welcome to Downstairs at 76th, a newly remodeled basement flat in a beautiful 1970s craftsman bungalow. Large windows usher an abundance of natural light into this unique, design-forward space. Step outside to explore Montavilla—an eclectic neighborhood with artisan cafes, a local theater, and a year-round farmers market—or immerse yourself in nature at nearby Mt. Tabor. A blend of charm and convenience, you're close to the best of PDX yet nestled in a cozy neighborhood. Welcome home!

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!

#StayinMyDistrict Sellwood Coco Rose Retreat

#StayinMyDistrict Sellwood Retreat! This private garden Retreat is located in the heart of Sellwood! Live like a local and experience a vibrant SE Portland neighborhood! Known for its “walkability” and “friendly neighborhood feel”! Walk (1 block) to local hotspots, nightlife, dining, coffee, & boutique shops, from this comfortably appointed Queen Studio Suite. Relax and enjoy a glass of wine on the private patio. Kitchenette & kitchen amenities, W/D in unit, FREE street parking!

Happy To Be Home

Welcome to Andy’s home. Here you will find a clean cozy half basement guesthouse with everything you need when traveling with family and friends - full kitchen, washer, dryer, street parking or off street parking. It is a half basement level so usually a little colder. Convenient location near public transportations. Short distance to grocery stores, restaurants, shopping malls, movie theater, bowling alley. 17 minutes to downtown and 15 minutes to airport by car.

Division House

Fully renovated 2 bedroom 2 bath lower duplex unit. All new modern amenities while maintaining the charm of this 100 year old home in the heart of inner Southeast Portland. Individually controlled HVAC in each room. Brand new kitchen, both bathrooms completely renovated. Private washer and dryer. Off street assigned parking for smaller cars. Phase 2 Electric car charger. Large covered deck in the back yard. High speed WiFi, connected to a 65” smart TV with cable.

Newer Built Fopo Gem, Close to Everything!

Our newly built bright and modern guest house is fully equipped with all the modern amenities you need to relax and recharge after a day of adventuring in the city. It is located in the popular FoPo (Foster-Powell) district and is the perfect location for exploring Portland. Heaps of local coffee shops, bakeries, food carts, bars and breweries are just minutes of walks away. Also easy access to local parks, shopping districts. We would love to host you!

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!

The Timber Nook • Rustic Charm • Walkable Location

Dreaming of the tiny house lifestyle? This charming retreat in the heart of Southeast Portland lets you experience it firsthand. Surrounded by trees yet steps from shops, cafés, and local favorites, this cozy hideaway proves that the best things truly do come in small packages. Thoughtfully designed with everything you need for a comfortable stay, it’s the perfect place to relax, recharge, and be inspired by the beauty of the Tiny Life!

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.