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.

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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
4.98 out of 5 average rating, 365 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 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, 263 reviews

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.

Top guest favourite
A modern kitchen features light cabinetry complemented by dark wooden accents. A farmhouse-style dining table is set with flowers and snacks, surrounded by black chairs. Stainless steel appliances are visible, along with a bright window that offers natural light.
Home in McMinnville
4.98 out of 5 average rating, 294 reviews

Wine Country Escape | Walk to Downtown 3rd Street

Escape to the land of plenty! This beautiful modern home is a short 5 minute walk from all the offerings of the popular downtown 3rd street in McMinnville! It doesn't get closer or cozier than this. Downtown McMinnville has over 20 tasting rooms you can walk to. You can also explore 250 wineries and vineyards within 20 miles of the house! Come visit and find your new favorite pinot noir, craft beer, locally roasted coffee and foods. Come discover the bounty Oregon wine country has to offer!

Guest favourite
The great room features a small green couch adorned with patterned pillows, complemented by a wooden coffee table. A modern kitchen is visible, showcasing stainless steel appliances and quartz countertops. Large sliding glass doors provide access to the outdoor deck, with natural wood accents and forested views beyond.
Cabin in Vida
4.97 out of 5 average rating, 100 reviews

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.

Top guest favourite
A charming home is framed by vibrant bushes of blue flowers, with a large tree providing shade in the foreground. Lush greenery surrounds the property, complementing the inviting exterior of the house under a clear blue sky.
Home in Dundee
4.93 out of 5 average rating, 248 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, 199 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
An open kitchen featuring a spacious center island with two stools, complemented by modern appliances and white cabinetry. Soft lighting is provided by pendant fixtures above the island, and a striped area rug adds texture to the warm wooden flooring.
Home in McMinnville
5 out of 5 average rating, 112 reviews

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)

Guest favourite
A spacious loft living area features large windows that offer views of greenery. A comfortable seating arrangement surrounds a soft area rug, with a media console and a ceiling fan overhead. A spiral staircase leads to the upper sleeping space.
Guest house in Salem
4.97 out of 5 average rating, 587 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
Home in Eugene
4.94 out of 5 average rating, 525 reviews

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!

Top guest favourite
The charming round house, surrounded by lush greenery, features large windows and a spacious deck. Vibrant flowers and ferns adorn the garden, contributing to the serene setting. Tall trees provide shade, framing a glimpse of the expansive landscape beyond.
Dome in Amity
4.97 out of 5 average rating, 288 reviews

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.

Guest favourite
A cabin is nestled beside a 40-acre vineyard, with rows of green grapevines leading towards the forested backdrop. The scene is illuminated by soft sunlight, highlighting the cabin's rustic design and the natural setting of trees and open fields.
Cabin in Gaston
4.95 out of 5 average rating, 632 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, 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!

Top guest favourite
A vibrant sunset casts shades of pink and orange across the sky, with Mount Hood rising in the distance. Lush green foliage and blooming flowers are visible in the foreground, creating a serene natural setting against the dramatic backdrop.
Home in Hillsboro
5 out of 5 average rating, 101 reviews

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

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.

Destinations to explore