Family-friendly holiday rentals in Lake Oswego

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'.

Sherwood Bella Retreat / close to GFU - Newberg

Nestled on a quiet mountaintop, offers a welcoming spot for relaxation. Located in country setting surrounded by vineyards between Sherwood and Newberg, while still being close to Portland and Beaverton. 3 miles from Devonwood Equestrian Center. Enjoy the entire 4BR/2BA downstairs apartment with a private entrance, parking area and your own patio and BBQ. This property also features a salt water pool/June-Sept pool available depending on weather. Firepit for relaxing in the evening

❤️ 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.

Home Away From Home

Our duplex is close to restaurants and family-friendly activities. We are located 4 blocks from downtown and one mile from George Fox University. You’ll love our location because of the proximity to parks, downtown Portland, and the coast. Our little home has all you'll need for a great stay: comfortable beds (Two Queen-size beds), kitchen and laundry facilities, local air TV, and Wi-Fi. Our place is good for couples, business travelers, and families.

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.

La Petite- BRAND NEW!

ELEGANT URBAN OASIS IN PORTLAND'S DIVISION NEIGHBORHOOD. Step into an enclave of opulence and comfort in our newly designed Accessory Dwelling Unit (ADU). This private haven, sculpted with attention to every detail, stands as a testament to luxury and comfort, offering you Portland's finest in an intimate, and sleek setting. You'll cherish our ADU's tranquil ambiance and our foodie forward neighborhood.