
Family-friendly holiday 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.

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. With heated floors and a real wood burning fire place, you can cozy up during these months in tranquility.

The Cellar @Lively Farm
Enjoy our little slice of hobby farm heaven nestled among the old-growth forest along Chehalem Creek. You'll experience the beauty of nature, the antics of our goats, chickens, rabbits, geese, ducks, and quail, and the charm of downtown Newberg. Our secluded neighborhood offers the perfect area for walking, running, or bike riding, and the wineries of Dundee are so close! Be warned that we live on the edge of the forest. Owls, deer, raccoons, squirrels, possums, and foxes frequent our yard.

Spoil yourself! Luxury Cabin on the Santiam River
Escape to our Luxury Cabin Suite, designed just for two adults, located right on the beautiful Santiam River—only 20 minutes from Salem! Whether you’re looking for a peaceful place to relax, a romantic getaway, or simply a spot to unwind, you’ll find it here… and best of all, no dishes to wash! Love the outdoors? Bring your hiking boots, fishing gear, kayak, or raft and make the most of the surroundings. Please note: Our cabin features one bed and is not suitable or equipped for children.

Idyllic Countryside Getaway at Wilson Farm Cottage
Nestled in a rural valley a short commute to mountain skiing, fishing or downtown nightlife, Wilson Farm is 8 acres of paradise. Be transported to a simpler time and enjoy our beautiful guesthouse with old world charm. Relax in the stone cabin or the viking house or explore trails in our woods. An abundance of nature awaits! Farm fresh breakfast fixings are included. Intimate weddings/events are also welcome and we have some prime weekends blocked for this. Please inquire if interested.

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!

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.

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.

Heated Glamping tent, Action sports- Site 3
Stay in a cozy canvas tent tucked in the woods on the grounds of a legendary action sports destination at the base of Mt. Hood. With year-round lift-accessed snow and epic bike trails just minutes away, plus limited access to private skate parks and a full fitness center on site, this is the ultimate basecamp for riders, skaters, adventurers, or anyone craving fresh mountain air.

Muse Cabin in old growth forest w/cedar hot tub
Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.

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.

Oregon Treehouse Getaway!
The perfect cozy treehouse oasis! Wake up surrounded by greenery next to a cozy fire overlooking a peaceful pond. From the fireplace outside on the balcony to the beautiful octagon windows bringing in all natural light! You will be able to un-plug and truly wake up feeling like you’re in paradise. Come, relax, unplug, and reset!

Light filled studio guesthouse
Peaceful getaway a few minutes from downtown McMinnville with access to wine country. Our beloved 'Casita' is filled with natural light and the warm textures of natural materials used in the building. Queen bed located on main level, sleeper sofa converts into additional queen bed.
Popular amenities for Willamette Valley family-friendly rentals
Family-friendly home rentals with a hot tub

Glamping Bliss ~ 5 Acre Secluded Forest Oasis

Wine country retreat with amazing views

Redbud Guest House

Spacious Forest Retreat w/ Hot Tub & Views

Pool house with hot tub and extras (year round)

RoofTop FirePit, HotTub & Outdoor Theater

Romantic Cabin with Private Hot Tub

Mid-Century Riverfront Cabin - Seclusion Awaits!
Family- and pet-friendly home rentals

Cozy Woods Getaway with no Cleaning Fees/Chores!

Beaverton Vintage Tiny Home

Vineyard cabin in wine country

Walk to Tasting Rooms | Dog-Friendly | Fire Pit

Lone Wolf Cabin, pet friendly

Tiny House Farm Stay

Willow Creek Cottage

Little Tiny House at Buena Vista
Family-friendly home rentals with a pool

Cascadia Cabana | Poolside Suite with Spa

Oasis Between City, River & Mountain. Damascus OR

Rose City Retreat

Eagle’s Nest for Happy Glampers

Newly Renovated! - Classy Downstairs Flat

KERNS-CHASE COTTAGE--cozy fireplace, kitchen, W/D

Mt. Hood Autumn Getaway: 1BR Apartment

Quaint Tiny House In The Trees. Damascus, Oregon.
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Silver Falls State Park
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
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- Portland Art Museum
- Arlene Schnitzer Concert Hall
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- Council Crest Park
- Pittock Mansion
- Evergreen Aviation & Space Museum
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