Family-friendly holiday rentals in Southeast Portland

Tucked Inn Cully

Lovely, light-filled, peaceful, spacious, newly built sanctuary cottage w/small enclosed, private backyard in quaint neighborhood. Amenities: heated concrete floors, queen bed, washer/dryer, rain shower, skylights, wifi, parking, workspace, TV, kitchen, fan, air conditioner, shared hot tub. Walk/bike/bus to shops, bars & restaurants on Fremont & Sandy to enjoy the local fare and vibe. By car: 10 min to PDX, 5-7 min to Hollywood & Alberta Districts, 15-20 min to Downtown, Pearl, NW Districts.

The Portland Villa on Alberta St

In the heart of NE Portland's vibrant and bustling Alberta Arts district. Endless options for dining, drinking, shopping and entertainment within walking distance. The main home is 2800 sqft plus an additional 1200 sqft on a private rooftop deck (that we built ourselves!). There is natural light (and plants) galore. Prepare meals in our chef’s kitchen. We don’t skimp on linens, supplies, cozy mattresses or bedding. A legally permitted rental by the City of Portland. 1% for The Planet member.

2 BR Family Friendly Luxury Suite in SE Woodstock

Constructed in 2017, enjoy our spacious 800-square-foot, private lower level apartment in our 1910 arts and crafts home in cozy Woodstock neighborhood in inner SE Portland. A short walk to Woodstock restaurants and grocery stores. Close to Reed College, Sellwood, SE Division and SE Hawthorne shops and restaurants. A short 20 min drive into downtown Portland and one block away from public transit. Comfortably sleeps up to 5 max. Height in some areas might inconvenience guests over 6'.

Huge Home with King Beds in Prime Spot with Views!

Architectural masterpiece on a safe, quiet street just blocks from Williams and Mississippi Ave, home to some of Portland’s best dining, drinking, shopping and more. Spread out across three spacious levels with multiple living areas, a large open kitchen with two eating bars, four king bedrooms and a bunk room (each with its own TV!), and 3.5 bathrooms. Relax and dine alfresco on the beautiful back patio, then watch sunrises and sunsets from the east and west facing roof decks!

❤️ 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!★☆

Allergen Free Comfort Home in West Linn, Oregon

Allergen free as possible. No fur, feathers, smoke, odors, mold, pesticides or live plants inside. No animals permitted. Best suited to families or couples. Great entire upper level of home on a very large lot, two decks, with spacious off street parking, feng shui correct. Many trees. View to the east. Handicap ramp with parking from the rear to upper level. 30' parking space for RV, trailer, or boat, with electric. Guests who remain overnight must register also.

Charming Urban Farm House - 24 hour self check in

This charming 2 story house that is a full time Airbnb home and has 4 bedrooms and was recently remodeled and resembles the charm of the tv show fixer upper. Huge yard, new hardwoods, remodeled kitchen, comfortable furniture and close to everything. 20 min to downtown. This house is a full time Airbnb listing, has super fast internet/wifi, has a Samsung SmartTV and is close to everything. 24hour self check in and check out. Tons of parking.

Entire House with hot tub and outdoor playground

Newly-remodeled house, perfectly situated between Nike and Intel. This comfortable home features three bedrooms: a master bedroom with a king-size bed, and two additional bedrooms each with a queen-size bed. The small backyard complete with a deck and hot tub, perfect for relaxation. Located in a quiet, friendly, and safe neighborhood. Ideal retreat for families. Conveniently, the house is just a 12-minute walk to the MAX station.

Alberta Arts Bungalow - 4 Bedroom

We are a legally permitted 4 bedroom short term rental house. Alberta Arts district is unique; rich in culture, excellent food and drink, on transit lines and totally walkable. We're half a block from it all. At home, enjoy the whole single level house, impeccably clean, modern and comfortable, with solid bamboo floors. Enjoy the front porch and private back yard. Our tenant lives upstairs in a separate apartment.