Holiday houses 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 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
4.96 out of 5 average rating, 267 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, 307 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!

Top Guest favourite
A meandering pathway of rustic bricks leads through a lush landscape, surrounded by tall trees. The structure with a green roof is partially hidden among vibrant foliage, blending harmoniously with the natural setting. Decorative planters add a touch of greenery to the area.
Home in Corvallis
5 out of 5 average rating, 128 reviews

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.

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, 251 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.
Guesthouse in Salem
4.96 out of 5 average rating, 208 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.

Guest favourite
The exterior of the building showcases a charming market with the word 'MARKET' prominently displayed. Vibrant red foliage from surrounding trees adds a warm touch, while an inviting entrance is framed by potted plants and wooden seating options. The sky features scattered clouds.
Loft in Dundee
4.95 out of 5 average rating, 923 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 favourite
The exterior of the lodge is presented with a charming green facade and a welcoming porch. Lush flowering trees frame the entrance, while a decorative fountain adds an elegant touch to the landscaped yard.
Home in McMinnville
4.96 out of 5 average rating, 206 reviews

5 Bedroom Downtown Lodge with Sauna & Fire Pit

Welcome to The Forestry Department — our 5 bedroom, 5 bath Lodge in downtown McMinnville. It’s a playful nod to the Pacific Northwest with a cedar sauna, a cozy fireplace, an outdoor firepit + dining area, and plenty of space to gather. Whether you’re wine tasting with friends, celebrating something big, or just craving time together, this is your home base. Built in 1910, lovingly renovated, and — as one guest put it — “the coolest Airbnb I’ve stayed at.”

Top Guest favourite
A bright living space features a comfortable sofa, two armchairs, and a round coffee table, all arranged around a fireplace with decorative elements. Natural light illuminates the room, which is beautifully enhanced by green plants and elegant lighting.
Home in McMinnville
5 out of 5 average rating, 124 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)

Top Guest favourite
A modern living area features a light grey sectional sofa and a round coffee table placed on a textured area rug. Natural light enters through large windows, illuminating the space. A wall-mounted TV and a cozy armchair complement the inviting atmosphere, with a fireplace enhancing the comfort.
Home in Newberg
4.98 out of 5 average rating, 210 reviews

Villa Fontana: Modern, Wine-Country Comfort

Welcome! Enjoy a fresh, clean, retreat while you sip your way through Oregon's Wine Country. A modern home nestled amid local historic landmarks, you will be 6 blocks from the downtown Newberg strip and within a 5 mile radius of the closest wineries, making this home the perfect choice for accessibility. Enjoy complimentary Prosecco to toast your arrival and plan to cook meals that pair with your local wine purchases using our high-end appliances!

Top Guest favourite
Home in Eugene
4.94 out of 5 average rating, 531 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!

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, 641 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, 107 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