Vacation rentals in Willamette Valley

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Top-rated vacation rentals in Willamette Valley

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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
4.97 out of 5 average rating, 358 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 favorite
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, 260 reviews

Luxury Wine Country Estate

Welcome to Luxury Wine Country Estate, an oasis where luxurious refinement meets the epitome of wine country indulgence. Revel in unmatched hositality, thoughtfully designed to include Tempur-Pedic suites, therapeutic hot tub, rejuvenating sauna, invigorating cold plunge, and the most stunning valley and vineyard views. Every touch is meticulously crafted, from heated stone floors and Dyson innovations to dual gourmet kitchens, Yeti picnic essentials, EV charging capabilities, and so much more.

Top guest favorite
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, 277 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 favorite
A charming yellow house is surrounded by vibrant gardens, featuring a variety of plants and flowers. Two red chairs are positioned outside, offering a peaceful spot to enjoy the greenery. Sunlight filters through the trees, illuminating the inviting exterior of the home.
Loft in Newberg
4.99 out of 5 average rating, 197 reviews

Friends' Cottage

Comfortable, well lit upstairs living area over our home. Currently we have 2 bedrooms available, plus a full bath with corner shower, sitting area, dining table, microwave, full size fridge. Windows look out onto a quiet neighborhood, backyard and gardens. Located near the heart of Newberg's rich downtown district, close to parks, coffee shops, beer and wine tasting, farm to table restaurants, antique stores, movie theater, grocery store and Cultural Center. Garden-fresh breakfast included.

Top guest favorite
The cabin's exterior showcases a modern design with warm wood accents and a welcoming entryway. Lush greenery surrounds the structure, including ferns and small trees. A set of stairs leads to the main entrance, enhancing accessibility to this tranquil riverfront location.
Guesthouse in Stayton
5 out of 5 average rating, 584 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Escape to our Luxury Cabin Suite, designed just for two adults, located right on the beautiful Santiam River—only 20 minutes from Salem! Whether you’re looking for a peaceful place to relax, a romantic getaway, or simply a spot to unwind, you’ll find it here… and best of all, no dishes to wash! Love the outdoors? Bring your hiking boots, fishing gear, kayak, or raft and make the most of the surroundings. Please note: Our cabin features one bed and is not suitable or equipped for children.

Guest favorite
A private deck features two Adirondack chairs overlooking expansive views of lush valleys and vineyards under a wide sky filled with clouds. The serene landscape presents a tranquil setting, inviting guests to relax and enjoy the scenery.
Guest suite in Dundee
4.9 out of 5 average rating, 414 reviews

Valley Views w. Hot Tub

Enjoy panoramic views of wine country. Tasting rooms and amazing restaurants all close. Harvey Creek Trail is steps away. High end furniture and finishes Custom and modern, yet cozy decor 2 full King Master Suites with luxury tiled baths, oversized walk-in rain showers. Hot tub on your own large, covered and private deck overlooking the valley. Electronic front door lock-Easy Check in. Washer/Dryer Private, separate accommodations Parking for 2 tandem parked vehicles in drive

Top guest favorite
A spacious living room is captured, featuring a white sectional sofa adorned with patterned cushions. A decorative table holding a globe stands beside a beige rug, while a wall-mounted television is visible. Natural light enters through a window, and wooden doors are seen in the background.
Home in McMinnville
5 out of 5 average rating, 136 reviews

Luxurious 3 bedroom, blocks from Downtown 3rd St

Your family and friends will be close to McMinnville's attractions when you stay at this centrally-located downtown home. Walking distance from 3rd street enjoy brew pubs, wine tasting, first class restaurants and boutique shopping. This house is set up for excitement, relaxation and making memories. Have fun playing pool, ping pong and board games. Kick back and relax at the outdoor fire place or patio with a glass of wine in hand. This place will not disappoint your expectations.

Top guest favorite
Home in Dundee
4.93 out of 5 average rating, 246 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 favorite
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
4.95 out of 5 average rating, 189 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 favorite
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, 903 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 favorite
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, 107 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 favorite
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, 290 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.

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