
Holiday rentals in Willamette Valley
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Top-rated holiday rentals in Willamette Valley
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Parrett Mtn Estate · Hot Tub, Sauna & Valley Views
8 private acres atop Parrett Mountain — sweeping Pinot Noir vineyard & valley views, Tempur-Pedic suites & heated stone floors. The only estate in Willamette Valley with an Oregon Red Cedar sauna, cold plunge, starlit hot tub & Universal EV Charging. Two full chef's kitchens, Egyptian cotton linens, Dyson air purifiers & hair tools, 4 bedrooms, sleeps 12. Optional add-ons available: private chef, Sommelier wine tasting & concierge services. 5 min to Newberg · 30 min to Portland · 40 min to PDX.

McKenzie Riverfront Cabin, Modern, near hotsprings
Escape to "The McKenzie Zen Den", a luxury waterfront river cabin. One of the few rare properties built on the banks of the McKenzie River, so close you can fish from the deck! Visit Insta @Mckenziezenden for a video tour! The cabin boasts a 2-story great room with an oversized sliding glass wall that opens to the deck. Downstairs is a riverside bedroom, full modern kitchen, and a full bath with a large custom walkin shower. Upstairs has a large bedroom, desk nook, and a half-bath.

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.

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.

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!

The Mack House - Walk Downtown
Enjoy a stylish experience at this centrally located 2-level home. Walking distance to historic downtown 3rd St & the newly developed Alpine district where you’ll find excellent restaurants, wine tasting, breweries, boutiques, coffee, antiques and more. This home is for adults only and is not furnished for children. Sleeping Space: - 1 King Bed Upstairs - 1 Queen Bed Downstairs Bathrooms: - 3/4 on Main (Shower Only) - 3/4 in Upper (Bathtub Only)

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!

Chef’s Kitchen + Firepit | Single Level Home
★★★★★ “Amazing kitchen, great backyard, and fantastic location.” Welcome to your McMinnville midcentury retreat—a designer home in the heart of McMinnville. After a day of vineyard tastings, cook in the chef’s kitchen, sip Pinot under bistro lights, and gather by the firepit beneath the stars. This isn’t just a place to stay. It’s a tribute to Oregon’s original winemakers and the playful, relaxed spirit of the Valley.

Round House Retreat in the Woods
This peaceful round house offers a retreat from city life. Located on over 20 acres, this property offers complete silence, relaxation, and breathtaking views of the beautiful Willamette Valley below. The design offers an open floor plan as well as the unique experience of living in the round! The house is just a few minutes from numerous wineries and restaurants in Amity and McMinnville.

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, it's sprawling vineyards, 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!.

Little farm on the peak
Wine country getaway. Gorgeous views and just minutes from wineries. Country feel but close enough to town and industries like intel and Nike. Newly installed starlink internet. Great for remote working. There are several local companies who can pick you up from our location and take you on wine tours, and other local destinations.
Popular amenities for Willamette Valley holiday rentals
Other great holiday rentals in Willamette Valley

Luxe remodel, three King ensuites, walk to 3rd St

Walk to Wineries | Outdoor Gazebo & Firepit

Arched Cabin with sauna on the Sandy River

The Downtowner ~Newberg

New Luxury Home: Wine Country Get Away with View

Luxurious Farmhouse with sweeping pastoral views

Elegant Historic Flat in the Heart of It All

KD Country House: Sauna, Natural Spring, Location!
Frequently Asked Questions
Where is Willamette Valley located?
Willamette Valley stretches through northwestern Oregon, surrounded by the Cascade Range and the Coast Range. The area is known for its scenic landscapes, vineyards, and vibrant small towns.
When is the best time to visit Willamette Valley?
Late spring and summer are frequently suggested for visiting Willamette Valley, with mild temperatures and less rainfall. Autumn is also popular for harvest celebrations and vineyard visits.
What are some things to do near Willamette Valley?
You can explore local wineries, hike forested trails, and visit farmers markets around Willamette Valley. The area also has historic towns, art galleries, and festivals celebrated throughout the year.
How is the weather near Willamette Valley?
Willamette Valley has cool, damp winters and warm, dry summers. Winter temperatures range from 35–50°F (2–10°C) with frequent rain, while summers average 55–84°F (13–29°C) with little precipitation.
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- Moda Center
- Silver Falls State Park
- Laurelhurst Park
- Oregon Zoo
- Providence Park
- The Grotto
- Enchanted Forest
- Portland Japanese Garden
- Airplane Home
- Tom McCall Waterfront Park
- Wonder Ballroom
- Powell's City of Books
- Oaks Amusement Park
- Arlene Schnitzer Concert Hall
- Portland Art Museum
- Oregon Convention Center
- Hoyt Arboretum
- Pittock Mansion
- Wings & Waves Waterpark
- Tryon Creek State Natural Area
- Evergreen Aviation & Space Museum
- Sellwood Riverfront City Park
- Council Crest Park
- Washington Square
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