Family-friendly holiday rentals in Willamette Valley

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Willamette Valley

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

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Top guest favourite
A cozy sleeping area is featured, with a white bed neatly arranged with patterned pillows. A vintage-style side table holds a tray with glasses and a bottle, alongside a small pot of blooming flowers. Soft light from a lamp provides a warm glow.
Home in Dundee
4.97 out of 5 average rating, 358 reviews

Wine Country Studio|Walk to Dundee Wineries

WELCOME Tucked up among the vineyards of Dundee Hills, our modern vintage farmhouse studio offers a peaceful wine country escape just steps from world-class tasting rooms. Three exceptional wineries are a short-five minute walk away—Lange Estate Winery, Torii Mor Winery and Olenik Vineyards-making this the perfect getaway. Resident Greeter🐾 Our friendly rescue dog Sequoia lives on the property and may stop by to say hello if she is outside. She believes every guest is her new best friend.

Top guest favourite
A spacious family room is seen, featuring a mix of comfortable seating options, including a gray sectional and a light-colored armchair. A large dining table with cross-back chairs is positioned near the windows. Decorative elements include a rustic shelf and wall-mounted antlers.
Guest house in Dayton
5 out of 5 average rating, 199 reviews

Modern Farmhouse - Country living in wine country.

Escape to Oregon Wine Country! Light and bright modern farmhouse style rental . Enjoy a private suite in a detached barn with views of a country setting. King size bed with large Master suite and private patio. Queen size bed in a beautiful 2nd bedroom. Rental has a separate entrance in its own building. A 1800sf family/ rec room. Cozy fireplace, full kitchen, washer and dryer. Outdoor dining table on the patio. Located just one mile from Stoller Family & many more. Owners on site to assist

Top guest favourite
A tranquil outdoor space features two wooden chairs and a round table, positioned to enjoy a breathtaking sunset. The sky is adorned with vibrant purple and orange clouds, casting a serene light over the landscape below.
Home in Newberg
4.97 out of 5 average rating, 260 reviews

Luxury Wine Country Estate

Welcome to Luxury Wine Country Estate, an oasis where luxurious refinement meets the epitome of wine country indulgence. Revel in unmatched hositality, thoughtfully designed to include Tempur-Pedic suites, therapeutic hot tub, rejuvenating sauna, invigorating cold plunge, and the most stunning valley and vineyard views. Every touch is meticulously crafted, from heated stone floors and Dyson innovations to dual gourmet kitchens, Yeti picnic essentials, EV charging capabilities, and so much more.

Top guest favourite
A spacious deck features a table set with gourmet snacks, a bottle of wine, and glasses, surrounded by comfortable seating. The lush vineyards and cherry blossoms are visible in the distance, under a clear blue sky, offering a serene outdoor setting.
Home in Newberg
4.95 out of 5 average rating, 129 reviews

Vineyard and Mountain View Wine Country Retreat

Our property is available to adults looking for some peaceful time. Conveniently located, our home will be a retreat to come back to after a day of exploring gastronomy and wineries in nearby towns. Numerous vineyards are in the immediate vicinity. On clear days enjoy views from our large deck of Mt Hood, St Helens, Rainier, and local vinery. We take great pride in maintaining a quality environment to share with others. Carefully read Additional Rules to decide if our home fits your needs.

Top guest favourite
Home in Dundee
4.93 out of 5 average rating, 246 reviews

Chateau Lesieutre atop Dundee Hills’ Highest Point

Wake up above the Willamette Valley, surrounded by Oregon’s most celebrated wineries. Located at the highest point in Dundee, this serene retreat offers exquisite views. Sip your morning coffee on the terrace, enjoying the fresh country air and feeling as though you’re floating above the hills. With more than 10 wineries within two miles, it’s an ideal base for exploring wine country. After a day out, return home to unwind with evening stargazing in the courtyard or on the terrace.

Top guest favourite
The exterior of a beautifully constructed stone building is showcased, featuring elegant pillars and decorative ironwork. Flanking the entrance, manicured greenery and statues create an inviting approach. Soft lighting accents the roofline, suggesting a serene environment surrounded by trees and natural landscape.
Guest house in Salem
4.95 out of 5 average rating, 189 reviews

Willamette Valley Luxury Chateau

Escape! Voted as one of the Salem’s luxurious places to stay. Treat yourself to “Ritz Salem” This will likely be one of the best Airbnb experience. This place is quiet and relaxing, as you enjoy the views, nature, and time alone. Great place to celebrate your birthday or anniversary with a quiet retreat, wine tasting, or visit nearby restaurants or nature. It offers king size bed, gas fireplace, large space, full couch, high ceilings, and fast internet. No contact self-check in.

Top guest favourite
Cabin in Tillamook
4.99 out of 5 average rating, 510 reviews

Mid-Century Riverfront Cabin - Seclusion Awaits!

Picturesque mid-century cabin...with your own private riverfront! (As seen on Magnolia Network 'Cabin Chronicles'). Boasting a magical view of huge forest trees and 300 feet of river frontage - enjoy a tastefully curated interior with luxury modern appliances & fast wifi. Soak in the incredible views on our expansive deck with a glass of wine, light a campfire on the private pebbled beach. Enjoy fishing/swimming right from your front door! @rivercabaan | rivercabaan . com

Guest favourite
The spacious main area features large windows that allow natural light to fill the room, highlighting the soft gray sectional sofa and a plush area rug. A stylish spiral staircase leads to the loft bedroom, while a dining table is set in the corner.
Guest house in Salem
4.97 out of 5 average rating, 572 reviews

Charming 1 bedroom loft/barn apt with hot tub

Take it easy at this unique and tranquil getaway! Nestled in the heart of the Willamette Valley, this peaceful loft is perfect for the couple looking to relax and recharge. Enjoy our local farmers markets, or a baseball game at Volcanoes Stadium. Tour our local restaurants and wineries or see what’s happening this summer with our local music scene. Visit our many hikes and trails or float our rivers and lakes - and on and on!

Top guest favourite
Two mini-Highlander cows are seen grazing in a grassy field, surrounded by a wooden fence and lush green bushes. A bright blue sky with fluffy white clouds creates a serene backdrop, enhancing the peaceful rural atmosphere.
Barn in Sherwood
4.97 out of 5 average rating, 212 reviews

Rustic Barn | Country Getaway

Nestled atop Parrett Mountain is our countryside barn ready for you to enjoy! Conveniently located to many vineyards, and a picturesque drive to close by cities. This space offers a fully stocked kitchen and plush bedding (1 Queen/ 1 Double). Come and slow down with our rural pace of life, unique accommodations and say hi to the mini cows. Check out our photos to imagine yourself in this peaceful paradise.

Top guest favourite
An inviting living area features floor-to-ceiling windows that offer views of the surrounding forest. Minimalist furniture includes a wooden table, lounge chairs, and a futon, creating a comfortable space to relax or entertain. Natural light enhances the cozy atmosphere.
Flat in Newberg
4.95 out of 5 average rating, 1,066 reviews

Bright, Unique Apartment in Heart of Wine Country

*4 Min to George Fox University *10 Min walk to wine tasting rooms & restaurants *50+ wineries within 10 min drive This adorable daylight basement apartment is like walking into a storybook oasis. You’ll love the forest views from the floor to ceiling windows. Enjoy your morning coffee (or evening wine) from the private seating area and take in the sounds of chirping birds and babbling brook.

Guest favourite
The modern cottage exterior features a sleek design with wooden accents. Steps lead to the entrance, framed by lush vineyard rows. A gentle slope into the vineyard can be seen alongside the structure, providing a tranquil setting amidst the surrounding nature.
Cottage in Salem
4.95 out of 5 average rating, 323 reviews

The Vineyard House - Cozy & Modern

Welcome to our charming cottage, nestled amidst a picturesque Pinot Noir vineyard in the renowned Willamette Valley, voted the next Napa Valley by Time Magazine. This serene retreat offers a truly unique experience for wine enthusiasts and nature lovers alike. Whether you're here for a romantic getaway, a wine-tasting adventure, or simply seeking a peaceful escape you won't be disappointed.

Top guest favourite
An open studio space features a queen bed with decorative pillows and a cozy lounge couch. A kitchenette is visible in the background, along with a wooden table and chairs. Natural light floods in from the window, highlighting the warm wooden flooring.
Home in Newberg
4.99 out of 5 average rating, 687 reviews

Newberg Garden View Suite – Peace, Rest, Enjoy

This updated suite is a totally private unit ready to enjoy. Your own separate entrance, large deck overlooking the garden, and enough space to relax. A 10-minute walk to the center of Newberg with a country feel. In the heart of Chehalem Valley within a 10-minute drive to 50+ wineries, and many beautiful areas to explore close at hand. Designed for individuals or a couple.

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