
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.

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.

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

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.

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.

Luxury Wine Country Suite 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 style and industrial modern elements, our one-bedroom suite includes a separate living area with a sleeper sofa. Measuring 600+ square feet, it is perfectly sized for 2-4 people. Residing above Red Hills Market adds to the appeal & offers endless opportunities for fun...,wood fired pizza, wine & more!

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.

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

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)

Charming 1 bedroom loft/barn apt with hot tub
Take it easy at this unique and tranquil getaway! Nestled in the heart of the Willamette Valley, this peaceful loft is perfect for the couple looking to relax and recharge. Enjoy our local farmers markets, or a baseball game at Volcanoes Stadium. Tour our local restaurants and wineries or see what’s happening this summer with our local music scene. Visit our many hikes and trails or float our rivers and lakes - and on and on!

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.

Bright, Unique Apartment in Heart of Wine Country
*4 Min to George Fox University *10 Min walk to wine tasting rooms & restaurants *50+ wineries within 10 min drive This adorable daylight basement apartment is like walking into a storybook oasis. You’ll love the forest views from the floor to ceiling windows. Enjoy your morning coffee (or evening wine) from the private seating area and take in the sounds of chirping birds and babbling brook.

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.
Popular amenities for Willamette Valley holiday rentals
Other great holiday rentals in Willamette Valley

Figment Farmhouse

The Historic Dayton Wine House

Valley Views w. Hot Tub

Walk to Wineries | Outdoor Gazebo & Firepit

McKenzie Riverfront Cabin, Modern, near hotsprings

Abiqua Couple Getaway

Rummer House - Stunning Mid-Century Modern

The River House
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Enchanted Forest
- Providence Park
- Silver Falls State Park
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Wings & Waves Waterpark
- Tom McCall Waterfront Park
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Domaine Serene
- Portland Art Museum
- Arlene Schnitzer Concert Hall
- Stone Creek Golf Club
- Council Crest Park
- Pittock Mansion
- Evergreen Aviation & Space Museum
- Portland Golf Club
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