
Holiday rentals in Willamette Valley
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Top-rated holiday rentals in Willamette Valley
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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.

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.

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!

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.

Chateau Lesieutre–Luxurious, Spacious, Grand View
Perched at over 1,000 ft, this serene Dundee location offers gorgeous views of the Willamette Valley and nearby vineyards. Sip your morning coffee on the terrace, feeling like you’re floating above the hills. With over 10 wineries within 2 miles, it’s ideal for a wine-tasting getaway. Just four miles from Dundee, the property is perfect for a retreat, meeting space, or small event venue. After exploring wine country, unwind in this cozy home with an evening of stargazing in the courtyard.

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!

Mid-Century Riverfront Cabin - Seclusion Awaits!
Picturesque mid-century cabin...with your own private riverfront! (As seen on Magnolia Network 'Cabin Chronicles'). Boasting a magical view of huge forest trees and 300 feet of river frontage - enjoy a tastefully curated interior with luxury modern appliances & fast wifi. Soak in the incredible views on our expansive deck with a glass of wine, light a campfire on the private pebbled beach. Enjoy fishing/swimming right from your front door! @rivercabaan | rivercabaan . com

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)

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.

Muse Cabin in old growth forest w/cedar hot tub
Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.

Spectacular Home in the Heart of Wine Country!
Beautiful Home w/spectacular vineyard views nestled in the heart of Yamhill-Carlton wine country! Perfect setting for couples, families or friends looking to share a great weekend in the Willamette Valley! Looking for an event venue? Please contact us for details on hosting your party - we have lots of wonderful options both indoors and outdoors
Popular amenities for Willamette Valley holiday rentals
Other great holiday rentals in Willamette Valley

Half-Pint Farmhouse in Downtown McMinnville

Valley Views w. Hot Tub

Walk to Wineries | Outdoor Gazebo & Firepit

Charming cottage in a peaceful garden setting.

Abiqua Couple Getaway

Chateau Chardonnay:Tuscan home in NW wine country

LUXE McKenzie River Tiny Haus | Whitewater Views!

Wine Country Spa House - Hot Tub/Sauna/Pool
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Silver Falls State Park
- Providence Park
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Wooden Shoe Tulip Festival
- Wonder Ballroom
- Powell's City of Books
- Hoyt Arboretum
- Tom McCall Waterfront Park
- Wings & Waves Waterpark
- 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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