Family-friendly vacation rentals in Happy Valley

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Happy Valley

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Guest suite in Woodstock

4.95 out of 5 average rating, 496 reviews

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'.

Top guest favorite

Guest suite in Sherwood

4.93 out of 5 average rating, 116 reviews

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

Guest favorite

Home in Laurelhurst

4.95 out of 5 average rating, 330 reviews

❤️ 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!★☆

Guest favorite

Condo in West Linn

4.77 out of 5 average rating, 167 reviews

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.

Top guest favorite

Apartment in Newberg

4.91 out of 5 average rating, 195 reviews

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.

Superhost

Home in McMinnville

4.89 out of 5 average rating, 190 reviews

Cozy Willamette Valley House for 8

The ideal home away from home with a fully stocked kitchen and plush beds. Wifi and cable may be enjoyed from the comfort of leather couches that feature 5 recliners. Enjoy the outdoor dining arrangements or head out and explore quaint shops. A bike stand is inside the garage for bicyclist enthusiasts. McMinnville is in the midst of over 250 wineries. This home is located less than a mile from downtown McMinnville and 45 minutes from the coast.

Superhost

Home in Tualatin

4.84 out of 5 average rating, 239 reviews

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.

Superhost

Home in Northeast Portland

4.93 out of 5 average rating, 226 reviews

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.

Guest favorite

Cabin in Sandy

4.97 out of 5 average rating, 236 reviews

The Woodlands House

The Woodlands House sits on five acres of an old growth private forest. The home itself is a beautiful 4 bedroom home with two outdoor decks surrounded by towering pine trees. It's the perfect place to get out of the city and disconnect in nature, or to use as your base for all the PNW adventures. It's a quick 30 min drive to Mount hood or the entrance to the Colombia Gorge, and only 45 min from PDX Airport.

Superhost

Apartment in Portland

4.82 out of 5 average rating, 123 reviews

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.

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Home in McMinnville

4.84 out of 5 average rating, 99 reviews

**Chalet Gris ** Your Home Away From Home

Chalet Gris is a 3 bedroom, 1.5 bathroom. A large covered patio, barbecue and fire pit let you enjoy casual meals with local wines. A TV and DVD player have been provided including wi-fi and cable TV for your entertainment. After a day of exploring or wine tasting, guests can have time to themselves in the peaceful garden.

Guest favorite

Townhouse in Sandy

4.89 out of 5 average rating, 242 reviews

Fawnda's Escape

Large 1,163 sq. ft. 2 bedroom, 2 bath. Conveniently located within walking distance to restaurants, parks and stores in the beautiful city of Sandy, OR. Well appointed space for your time away. Bus service to Mt.Hood as well as Gresham and Portland. Plenty of dog friendly places, and park's for your enjoyment.