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 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, 266 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
The charming exterior of a Hobbit Style Home is depicted, featuring a distinct round green door framed by two circular windows with decorative edges. The bright yellow wall contrasts with the earthy tones, as a stone pathway leads toward the entrance, bordered by lush green grass.
Earthen home in Salem
4.98 out of 5 average rating, 392 reviews

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.

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, 126 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.

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, 104 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
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.
Guest house in Salem
4.96 out of 5 average rating, 205 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
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, 922 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!

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, 122 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
The spacious backyard features a stone fire pit surrounded by Adirondack chairs, set on a stone patio. Lush greenery, including shrubs and trees, provides a serene backdrop, while the house's large glass doors allow natural light to flood the interior.
Home in McMinnville
4.97 out of 5 average rating, 304 reviews

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.

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!

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, 292 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 table set for relaxation features a bottle of wine and two glasses, accompanied by a plate of cheese, grapes, and strawberries. In the background, vibrant flowers blend with expansive vineyard views under a partly cloudy sky.
Cabin in Gaston
4.95 out of 5 average rating, 639 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!

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.

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