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Vacation rentals in Willamette Valley

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Top-rated vacation rentals in Willamette Valley

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The modern cottage exterior features a sleek design with wooden accents. Steps lead to the entrance, framed by lush vineyard rows. A gentle slope into the vineyard can be seen alongside the structure, providing a tranquil setting amidst the surrounding nature.

Cottage in Salem

4.97 out of 5 average rating, 278 reviews

The Vineyard House - Cozy & Modern

Welcome to our charming cottage, nestled amidst a picturesque Pinot Noir vineyard in the renowned Willamette Valley, voted the next Napa Valley by Time Magazine. This serene retreat offers a truly unique experience for wine enthusiasts and nature lovers alike. Whether you're here for a romantic getaway, a wine-tasting adventure, or simply seeking a peaceful escape you won't be disappointed. With heated floors and a real wood burning fire place, you can cozy up during these months in tranquility.

Top guest favorite

A spacious family room is seen, featuring a mix of comfortable seating options, including a gray sectional and a light-colored armchair. A large dining table with cross-back chairs is positioned near the windows. Decorative elements include a rustic shelf and wall-mounted antlers.

Guesthouse in Dayton

5 out of 5 average rating, 190 reviews

Modern Farmhouse - Country living in wine country.

Escape to Oregon Wine Country! Light and bright modern farmhouse style rental . Enjoy a private suite in a detached barn with views of a country setting. King size bed with large Master suite and private patio. Queen size bed in a beautiful 2nd bedroom. Rental has a separate entrance in its own building. A 1800sf family/ rec room. Cozy fireplace, full kitchen, washer and dryer. Outdoor dining table on the patio. Located just one mile from Stoller Family & many more. Owners on site to assist

Top guest favorite

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, 294 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.

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, 226 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

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, 549 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Luxury Cabin Suite is suited for 2 adults on the Santiam River, just 20 minutes from Salem! For a special place to relax, unwind or a romantic/relaxing getaway this is the place for you...oh, and no dishes to wash! If you love hiking, fishing, bring your kayak or raft. Enjoy all the luxury/Spa and custom artistic touches & beautiful views of the river. Also, experience a free art project in Artsy Fartsy Studio. *Our cabin has only one bed and is not appropriate or set up for kids.

Top guest favorite

A hot tub with bubbling water sits beside a wooden sauna structure, designed with intricate detailing. The surrounding area features a pebble pathway and lush greenery, creating a tranquil outdoor setting.

Tiny home in Newberg

5 out of 5 average rating, 672 reviews

Garden Spa Getaway in Wine Country-Newberg

Enjoy the hot tub and sauna for relaxation! The Tiny Home is privately tucked in a garden oasis, in a quiet residential neighborhood. Only 13 blocks to downtown Newberg 's lovely wine boutiques and restaurants, 6 blocks to George Fox University, 45 min. from PDX Airport. Spacious and comfortable with 192 sq. feet modern atmosphere. Complimentary specialty cheese & oatmeal cups for breakfast. Nice bikes to tour beautiful Newberg and local wine boutiques. *Two night minimum stay.

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.

4.97 out of 5 average rating, 328 reviews

Wine Country Farmhouse~ Vineyard views!

Tucked up in the vineyards of Dundee hills is our farmhouse studio steps away from world class wineries- Three amazing tasting rooms are a short 5 minute walk away~Lange Estate Winery, Torii Mor Winery and Olenik Vineyards! Our guesthouse is decorated with a mix of vintage and modern farmhouse decor featuring a private deck, comfortable queen bed, full bath, and a kitchenette. ** Note~ Rated as one of the top ten Airbnb’s to stay in Dundee! ** Trip101

Top guest favorite

Two mini-Highlander cows are seen grazing in a grassy field, surrounded by a wooden fence and lush green bushes. A bright blue sky with fluffy white clouds creates a serene backdrop, enhancing the peaceful rural atmosphere.

Barn in Sherwood

4.96 out of 5 average rating, 152 reviews

Rustic Barn | Country Getaway

Nestled atop Parrett Mountain is our countryside barn ready for you to enjoy! Conveniently located to many vineyards, and a picturesque drive to close by cities. This space offers a fully stocked kitchen and plush bedding (1 Queen/ 1 Double). Come and slow down with our rural pace of life, unique accommodations and say hi to the mini cows. Check out our photos to imagine yourself in this peaceful paradise.

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

4.96 out of 5 average rating, 599 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 and it's sprawling vineyards, sample wine in our tasting room 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!.

The entrance of the house is framed by well-maintained landscaping, featuring a variety of shrubs and trees. Two chairs are positioned on a covered porch, providing a comfortable spot to enjoy the surroundings. A pathway leads to the door, enhancing accessibility.

Guesthouse in Salem

4.97 out of 5 average rating, 310 reviews

Willamette Valley Chateau

ESCAPE! This is by far will be the best AirBnb experience you will have. This place is a piece of heaven and relaxation, which lets you enjoy the view, nature and quiet time away from the city. Great place to celebrate your anniversary with a quiet retreat, wine tasting or visit nearby nature. NO CONTACT SELF CHECK IN. You will not have contact with anyone during your stay. Super fast internet.

A bright atrium bedroom surrounded by large windows offers views of lush greenery. A spacious bed is adorned with a neutral-colored blanket. A small deck is accessible, with two bedside lamps providing soft lighting.

4.94 out of 5 average rating, 480 reviews

Country Getaway Close to Town! (Views and Hot Tub)

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 favorite

An open studio space features a queen bed with decorative pillows and a cozy lounge couch. A kitchenette is visible in the background, along with a wooden table and chairs. Natural light floods in from the window, highlighting the warm wooden flooring.

Home in Newberg

5 out of 5 average rating, 632 reviews

Newberg Garden View Suite – Peace, Rest, Enjoy

This updated suite is a totally private unit ready to enjoy. Your own separate entrance, large deck overlooking the garden, and enough space to relax. A 10-minute walk to the center of Newberg with a country feel. In the heart of Chehalem Valley within a 10-minute drive to 50+ wineries, and many beautiful areas to explore close at hand. Designed for individuals or a couple.

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Willamette Valley vacation rentals

Laptop-friendly workspace

Willamette Valley house rentals

Top guest favorite

A welcoming exterior of a single-story house is presented, featuring a well-maintained front yard with colorful flower beds and mature shrubs. The entrance is marked by a set of concrete steps leading to the front door, with large windows allowing for natural light.

Home in McMinnville

4.99 out of 5 average rating, 153 reviews

Hideaway House Tucked In The Heart Of McMinnville

Top guest favorite

A scenic river view is presented from a wooden deck, featuring a calm McKenzie River. Two individuals are seen kayaking on the river, surrounded by tree-lined banks and gentle ripples in the water.

4.99 out of 5 average rating, 110 reviews

Clover Point River House, on the McKenzie River

The exterior of the farmhouse is depicted, showcasing a traditional style with white siding and a steeply pitched roof. A small wooden deck is featured in the backyard, accompanied by two rustic chairs. Sunlight filters through nearby trees, enhancing the serene outdoor setting.

Home in McMinnville

4.9 out of 5 average rating, 107 reviews

Historic Farmhouse | Firepit | Dog Friendly

The exterior of a craftsman-style home is captured, featuring a dark blue facade with white trim. A welcoming red door serves as the focal point, flanked by two windows on either side. A stone pathway leads to the entrance, bordered by manicured green grass and shrubs.

Home in Carlton

4.92 out of 5 average rating, 431 reviews

The Carlton Pinot House

Top guest favorite

Home in Sherwood

4.95 out of 5 average rating, 129 reviews

Chateau Chardonnay:Tuscan home in NW wine country

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, 263 reviews

Chef’s Kitchen + Firepit | Midcentury Wine Stay

The kitchen is equipped with modern appliances, including a stainless steel refrigerator. A central island with bar stools provides additional seating. A cozy fireplace is situated beneath a wall-mounted television, and warm wood flooring complements the inviting atmosphere.

Home in McMinnville

4.94 out of 5 average rating, 129 reviews

Spacious 1BR APT near Historic 3rd St- 10 min walk

Top guest favorite

The front exterior of a well-maintained home is showcased, featuring a combination of earthy tones in its siding. A welcoming entrance is framed by lush landscaping, including ornamental grasses and flowering plants. A covered porch is visible, complemented by comfortable seating.

Home in Newberg

5 out of 5 average rating, 111 reviews

La Brise (A rest along the way)

Other great vacation rentals in Willamette Valley

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, 394 reviews

Valley Views w. Hot Tub

Top guest favorite

A welcoming entrance is framed by vibrant flowering shrubs, with colorful blooms creating a lush backdrop. The path leads to a rustic building featuring a wooden porch and a screen door, inviting guests to explore the surroundings.

Guesthouse in Amity

5 out of 5 average rating, 223 reviews

Wine Country Garden Retreat

Top guest favorite

A bright living area features large windows overlooking the wooded surroundings. A comfortable blue sofa is positioned next to a wooden coffee table. A cozy reading nook with cushions is present near the windows, along with a hanging chair and a small dining table with chairs.

Cottage in Sherwood

4.95 out of 5 average rating, 215 reviews

Charming cottage in a peaceful garden setting.

Top guest favorite

A charming cabin features a wooden exterior with large windows, surrounded by a vibrant garden. Two chairs are positioned on the porch, with colorful flowers and greenery enhancing the inviting entrance. A stone pathway leads through the lush landscape, completing the serene atmosphere.

5 out of 5 average rating, 113 reviews

Cabin at Moonrust on The Little North Fork River

The spacious main area features large windows that allow natural light to fill the room, highlighting the soft gray sectional sofa and a plush area rug. A stylish spiral staircase leads to the loft bedroom, while a dining table is set in the corner.

Guesthouse in Salem

4.97 out of 5 average rating, 511 reviews

Charming 1 bedroom loft/barn apt with hot tub

Top guest favorite

The exterior of a white-clad building is illuminated by soft orange light from a sunset. The structure features two garage doors and large windows reflecting the colors of the sky. Surrounding trees and rocky terrain add to the natural setting.

Guesthouse in Silverton

4.99 out of 5 average rating, 363 reviews

The Rock Tree House - A place to unwind and renew.

Top guest favorite

A vibrant outdoor space features a patio set with black metal chairs and a table, overlooking a lush garden. Colorful autumn foliage surrounds the area, with greens, oranges, and reds, while a double rainbow arcs gracefully over the scene, enhancing the landscape.

Guest suite in Hillsboro

4.99 out of 5 average rating, 232 reviews

Willamette Valley Wine Country Hub

Top guest favorite

A mid-century cabin sits adjacent to a serene river, surrounded by dense forest. The cabin features a dark-colored roof and a well-maintained deck that offers access to the natural landscape. A pebbled beach area can be seen along the water's edge.

Cabin in Tillamook

4.99 out of 5 average rating, 468 reviews

Mid-Century Riverfront Cabin - Seclusion Awaits!

Destinations to explore