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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 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

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.

ValueFamilyPets

4.96 out of 5 average rating, 273 reviews
Top guest favourite
The exterior of a modern craftsman home features a spacious wraparound deck lined with railings and outdoor seating. The building showcases a combination of wood and modern materials, with large windows providing views of the surrounding nature. Natural elements, like logs and plants, enhance the inviting atmosphere.
Villa in Amity

Gated Wine Country Estate w/ Valley Views and Spa!

Welcome to your private wine country escape! This handcrafted 4BR/3BA home sits on 11 quiet acres in a gated community, surrounded by hillside and vineyard views. Enjoy a soak in the jacuzzi under the stars after a day exploring 40+ nearby wineries. Built with love by artist and craftsman owners, this 2,500 sf. retreat offers warmth, privacy, and a truly unforgettable stay in the heart of wine country. - 2min. to Bravuro Cellars - 10min. to Brooks Winery - 15min. to The Bramble Wine Tasting

LocationFamilyKitchen

4.99 out of 5 average rating, 102 reviews
Top guest favourite
Home in McMinnville

1910 Bungalow & Carriage House | 1-Blk Wine-Dine

Stay in a beautifully restored 1910 bungalow with a charming carriage house that transforms into a covered open-air entertaining space, in the heart of McMinnville Wine Country. Just one block from top wine tasting rooms, chef-driven dining, boutique shops, art galleries, and festivals. This walkable retreat blends historic character with modern comfort. Enjoy original details, a cozy dog-friendly fenced yard, and inviting indoor-outdoor spaces—perfect for relaxing after a day of exploring.

FamilyLocationBiking

4.96 out of 5 average rating, 225 reviews
Top guest favourite
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

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.

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 618 reviews
Top guest favourite
A spacious deck features a table set with gourmet snacks, a bottle of wine, and glasses, surrounded by comfortable seating. The lush vineyards and cherry blossoms are visible in the distance, under a clear blue sky, offering a serene outdoor setting.
Home in Newberg

Vineyard and Mountain View Wine Country Retreat

Our property is available to adults looking for some peaceful time. Conveniently located, our home will be a retreat to come back to after a day of exploring gastronomy and wineries in nearby towns. Numerous vineyards are in the immediate vicinity. On clear days enjoy views from our large deck of Mt Hood, St Helens, Rainier, and local vinery. We take great pride in maintaining a quality environment to share with others. Carefully read Additional Rules to decide if our home fits your needs.

FamilyValueIndoor spaces

4.94 out of 5 average rating, 145 reviews
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

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.

LocationValueTV

4.96 out of 5 average rating, 237 reviews
Guest favourite
An inviting living area features floor-to-ceiling windows that offer views of the surrounding forest. Minimalist furniture includes a wooden table, lounge chairs, and a futon, creating a comfortable space to relax or entertain. Natural light enhances the cozy atmosphere.
Apartment in Newberg

Woodland Glass Retreat by Creek, Near Downtown

Wake up to a wall of glass looking into a wooded ravine, with deer, birds, and a babbling brook just outside. This 900 sq ft daylight studio sits below our solar-powered dome home on a quiet street, a 10-minute walk to downtown Newberg's tasting rooms, bakeries, and restaurants. 50+ wineries are within a 10-minute drive, and George Fox is 4 minutes away. Private entrance, full-size fridge, washer/dryer, AC, and a patio made for morning coffee or evening wine.

ValueLocationCheck-in

4.94 out of 5 average rating, 1139 reviews
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

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)

FamilyLocationAir conditioning

5.0 out of 5 average rating, 152 reviews
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

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!

FamilyLocationQuiet

4.98 out of 5 average rating, 230 reviews
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

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.

FamilyLocationLayout

4.97 out of 5 average rating, 324 reviews
Guest favourite
A charming yellow house with a classic design is framed by mature trees and lush landscaping. A welcoming front porch is bordered by a white picket fence, creating an inviting entrance. The pathway leading to the house is lined with decorative stones, enhancing the attractive curb appeal.
Home in McMinnville

The Brooks St House

The Brooks Street House has a warm, open living room that welcomes you like a hug from a loved one. The kitchen beckons you to come in, make a cup of coffee and rejuvenate. The bedrooms, designed with precise attention to detail, offer instant relief from the stresses of day-to-day life. So come in, take off your shoes and let the enchantment of the Willamette Valley seep in during your Brooks Street House stay.

FamilyLocationDecor

4.95 out of 5 average rating, 154 reviews
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

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.

ValueFamilyTV

4.97 out of 5 average rating, 303 reviews

Popular amenities for Willamette Valley vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Willamette Valley

Top guest favourite
An open studio layout is highlighted by a spacious bed with a decorative headboard, complemented by two bedside lamps. A cozy seating area features a dark sofa, and a dining table is positioned nearby. Natural light filters through a sheer curtain.
Guesthouse in McMinnville

The Carriage House at First and Ford

LocationValueAmenities

4.93 out of 5 average rating, 740 reviews
Top guest favourite
A bright red caboose is surrounded by tall green trees. An outdoor seating area with a wooden structure and a fire pit is visible nearby. Lush greenery and flowering plants frame the space, creating a serene atmosphere in a remote location.
Train in Philomath

Cozy Caboose with an amazing view and a lot more..

ValueLocationWalkability

4.99 out of 5 average rating, 417 reviews
Top guest favourite
Home in Newberg

Chic Newberg Oasis: Mid-Century, Hot Tub, Fire Pit

LocationFamilyGrill

5.0 out of 5 average rating, 104 reviews
Top guest favourite
A cozy living room features a modern sofa adorned with decorative pillows. A wooden coffee table is centered on a patterned area rug. Natural light pours in through large windows, complemented by neutral-toned curtains. A wood-burning stove and sleek entertainment unit add warmth to the space.
Home in Carlton

The Carlton Pinot House

LocationValueSolo travel

4.93 out of 5 average rating, 504 reviews
Top guest favourite
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

Modern Farmhouse - Country living in wine country.

ValueLocationCheck-in

5.0 out of 5 average rating, 212 reviews
Top guest favourite
Guesthouse in Newberg

Wine Country Spa House - Hot Tub/Sauna/Pool

LocationValueCheck-in

5.0 out of 5 average rating, 530 reviews
Top guest favourite
A modern living area features a stylish brown leather sectional sofa alongside two wooden armchairs. A round coffee table sits atop a patterned area rug, with a wall decorated in subtle tree motifs. Natural light enters through a large window in the background.
Home in Amity

Stag Hill - Hilltop Retreat with Vineyard Views

LocationFamilyAccess

4.9 out of 5 average rating, 60 reviews
Top guest favourite
An inviting outdoor seating area is presented, featuring a large umbrella providing shade over a collection of comfortable couches and coffee tables. A gas grill is visible nearby, and a modern propane fire pit adds warmth to the space, perfect for social gatherings.
Home in McMinnville

Villa w Hot Tub Firepit Game Room and EV Charger!

LocationFamilyCheckout

4.99 out of 5 average rating, 87 reviews

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