Family-friendly vacation rentals in Willamette Valley

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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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Guest favorite

Guest suite in Dayton

4.93 out of 5 average rating, 287 reviews

Relax and unwind with Vineyard Views!

Close to many Oregon wineries, Vineyards, and restaurants! You’ll love our place because of the neighborhood and the coziness! We are right across the street from Stoller Vineyard, and 3 doors down to Branchpoint Distillery all within walking distance. Located on 2.5 acres with Hazelnut orchards on one side and a view across the street of vineyards. In the country, yet close enough to small towns, and 35 miles from downtown Portland. If wine tasting is on your agenda, this is the place for you!

Guest favorite

Cabin in Dundee

4.93 out of 5 average rating, 439 reviews

Simple wine country cabin

Sweetly bare-bones and private on our family farm in Oregon wine country. Within walking distance to world-class wineries and only a mile from dining in town. Stunning vineyard views and country setting. Not suitable for high-maintenance guests! There's a toilet, running water and heat, but NO hot water, NO shower or tub, and NO cooking facilities or refrigerator. We don't allow personal cooking appliances (like a toaster oven) but an outdoor camp stove is fine. Camp cooler available on request.

Guest favorite

Home in Newberg

4.96 out of 5 average rating, 228 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 elegance, thoughtfully designed to include Tempur-Pedic sanctuaries, therapeutic hot tub, rejuvenating red cedar sauna, 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.

Guest favorite

Home in Newberg

4.94 out of 5 average rating, 102 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.

Guest favorite

Farm stay in Corvallis

4.98 out of 5 average rating, 329 reviews

Spacious Farm Garden Loft with View

This spacious 1000 Sq ft guest suite with private bath has flexible furnishings that can be set up to create a cozy movie/popcorn night or open up for morning yoga. Hiking trails leave from your door into an expansive park. We are an urban farm garden and have chickens and goats. Visit on Tuesday evenings (May - Oct) to enjoy a local farmers market on the property. Absolutely no smoking of any kind. We respect diversity and inclusion. Ask us about booking garden tour or campfires.

Guest favorite

Guest suite in McMinnville

4.91 out of 5 average rating, 670 reviews

Mid-Century Cottage - Firepit - Dog Friendly

Welcome to the Redwood, your ideal wine country escape that’s just a 20 minute walk from downtown McMinnville, Oregon. This cozy space, nestled behind our main house, welcomes you with a private entrance and a convenient kitchenette. Plus, enjoy access to a beautiful deck, and fire pit area exclusively for guests. You'll love the peaceful atmosphere and the mid-century style with live plants, lots of natural light, and captivating art—all while savoring views of our majestic Redwood tree.

Guest favorite

Loft in Dundee

4.95 out of 5 average rating, 808 reviews

Luxury Wine Country Studio at the Market Lofts

Steps away from world class tasting rooms & directly above local hotspot, Red Hills Market, our loft is located in the center of it all. Decorated with a blend of rustic wine country and industrial modern elements, our great room style studio, includes a living room area with a sleeper sofa. Measuring 600+ square feet, it is quite spacious and comfortable. Residing above Red Hills Market adds to the appeal & offers endless opportunities for fun...wood fired pizza, wine & more!

Guest favorite

Cabin in Alsea

4.97 out of 5 average rating, 748 reviews

Scenic cabin with a creek view

We are located 2 miles from the entrance to the Mary's Peak recreation area, the highest spot in the coast range. During winter, there is usually access to snow, only a 15 minute drive from our cabin to the top of Mary's Peak. Alsea Falls is a 25 minute drive. The coastal town of Waldport is a 45 minute drive, Oregon State University is a 20 minute drive away, and University of Oregon is 1 hour south of us. Cabin is on our private property where we live as well.

Guest favorite

Rental unit in McMinnville

4.9 out of 5 average rating, 163 reviews

Wine Country Guest Suite w/Kitchenette and Bath

Guest Suite on lower level, Mid Century Modern home 4 blocks from historic downtown McMinnville in the heart of Wine Country. The McMinnville City Park, Aquatic Center and Library are just 2 blocks away. Owners live on the upper floor. Front entrance and front patio are exclusively for guests. Kitchenette with fridge, microwave, toaster, blender, coffee maker(no stove-top). Iron is available upon request.

Guest favorite

Guesthouse in Silverton

4.99 out of 5 average rating, 444 reviews

Cozy Cottage close to town

Self-contained private cottage within walking distance of historic downtown Silverton. Just across the street from the YMCA pool (about a 5 minute walk). Short drive away from Silver Falls State Park and also the Oregon Garden. The Willamette Valley wine country is less than an hours drive and the beautiful Oregon coast a little over an hour. Oregon's capital, Salem can be reached in about 15 minutes.

Guest favorite

Cabin in Gaston

4.96 out of 5 average rating, 581 reviews

Great Cabin- Heart Of Wine Country!

Overlooking a 40 acre vineyard, this beautiful cabin is the epitome of Pacific Northwest craftsmanship. Come enjoy views of the Willamette Valley and it's sprawling vineyards, sample wine in our tasting room and most importantly sit back and relax! Looking for an event venue? Contact us for great options for your next event - we offer both indoor and outdoor space - plus you can stay on site!

Guest favorite

Rental unit in Newberg

4.95 out of 5 average rating, 912 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.