
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.

The Bag Inn A Hobbit Home
The Bag Inn is a Hobbit Style Home. Filled with comfort and wonder, it will help you step out of the mundane world and retreat to a fantasy world. The Bag Inn features a fire place, walk in shower, and soaker tub. It is 1000 sq ft complete with separate bedroom, large luxurious bath, living and dining space. It sits on 2.5 acres to give you the feel of being out in the country while being only minutes from town. This is a guest home. For more information please read full listing details.

The Cellar (Jacuzzi,Sauna,Cold Plunge and Massage)
This truly unique and peaceful home is appropriately named “The Cellar”. An exclusive stay at the top of Vineyard Mountain in Corvallis, Oregon allows you to escape to an incredibly beautiful space akin to a hobbit style wine cellar. With three sides of the structure being underground, and the east side consisting of glass walls facing the snow capped peaks of the Cascade mountains in the distance, you will be overwhelmed with the natural beauty from both inside and outside of the home.

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)

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.

The Hazelwood- 2 bedroom apartment downtown
Enjoy a comfortable stay at this centrally-located historic apartment, decorated in dark, storybook styles and soaked in rich cozy ambiance. Experience the vibrant downtown and walkability at this centrally-located place. More photos to come! This is a brand new space that has comfortable and fully stocked living spaces with all new finishes while maintaining the historic charm of a 1940s building.

Glass Bedroom in the Woods! (Hot tub and View!)
This house is truly a luxurious retreat with a bright artistic flair! It offers total privacy, an amazing view of the valley from its large deck, and a hot tub to relax in at the end of the day. You will feel like you are far out of the hustle and bustle of the city, yet you are less than 20 minutes away from Downtown Eugene. This is the perfect getaway for you, your family, and your friends!

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.

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

Figment Farmhouse

Wine Country Escape | Walk to Downtown 3rd Street

Modern Farmhouse - Hot Tub

The River House

Gated Wine Country Estate w/ Valley Views and Spa!

Spoil yourself! Luxury Cabin on the Santiam River

KD Country House: Sauna, Natural Spring, Location!

Southfield Cottage: A Perfect Wine Country Stay!
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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