
Luxury rentals in Willamette Valley
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Top-rated luxury holiday rentals in Willamette Valley
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxury Wine Estate, Hot Tub & Game Room
Experience a luxurious retreat in Oregon's renowned wine country. This stunning property, nestled on 40 acres with breathtaking vineyard views, offers a gourmet kitchen, game room, covered hot tub, and multiple outdoor living spaces. Perfect for groups, it comfortably accommodates 18 guests, providing an unforgettable escape near acclaimed Worden Hill wineries. Enjoy ultimate comfort and relaxation. Indulge in the ultimate wine country experience at our luxurious property, nestled in the hear

Luxury 7-Bedroom Villa with Pool, Hot Tub & Sauna
Luxury 7-BR Villa • Pool • Hot Tub • Sauna • Gym • Pool Table • Perfect for Large Groups Experience the ultimate group getaway in this luxurious 7-bedroom, 6,721 sq ft villa—designed for comfort, fun, and relaxation. Perfect for family gatherings, retreats, and large groups, this home features top-tier amenities including a private outdoor pool (seasonal), hot tub, sauna, gym, pool table, and a spacious entertainment room. Enjoy a premium stay with everything you need to unwind and connect.

Aqua Star – Iconic Floating Home on the Columbia
✨ Aqua Star — Iconic Floating Home on the Columbia River ✨ 🌊 Waterfront sanctuary with panoramic river views 🛏️ 2 bedrooms, 2.5 baths, sleeps 7 🍳 Full kitchen with coffee maker (*Dishwasher currently awaiting part for repair - unavailable for use - April 2026) 🛋️ Cable TV, fast WiFi & workspace 🌅 Private deck ❄️ AC & ceiling fans for comfort 🔒 Entire floating home — all yours 📍 Northeast Marine Drive waterfront. Free parking on-site.

The Carly Estate | Luxe Wine Country Experience w/
Welcome to The Carly, a one-of-a-kind retreat tucked into the heart of Oregon Wine Country. Spread across 21 private acres, this exceptional estate offers two stunning homes—The Carly Fern Lodge and The Carly Hummingbird Cottage—surrounded by towering trees, thoughtfully restored meadows, peaceful trails, and an entire lake perfect for fishing, paddling, or simply soaking in the quiet beauty of nature.

Incredible New Farmhouse, Huge Deck, Ping Pong
You will not find a better home in the entire region to enjoy all the Willamette Valley has to offer. This is brand new construction was recently completed with countless details and custom finishes to bring our guests the most incredible experience possible.

Heavenly Private Vineyard Escape, Pool & Hot Tub
Perched atop a hill in the heart of Oregon’s Wine Country in the Yamhill / Carlton AVA, you will find the Deux Vert Vineyard Estate nestled among towering oak trees with sweeping valley views.

Vineyard Views, Four Master Suites, Free Tastings
Prepare to experience one of the finest homes available in the Willamette Valley wine country.
Popular amenities for Willamette Valley luxury holiday rentals
Other great luxury holiday rentals in Willamette Valley

Luxury 7-Bedroom Villa with Pool, Hot Tub & Sauna

Luxury Wine Estate, Hot Tub & Game Room

Incredible New Farmhouse, Huge Deck, Ping Pong

Vineyard Views, Four Master Suites, Free Tastings

The Carly Estate | Luxe Wine Country Experience w/

Heavenly Private Vineyard Escape, Pool & Hot Tub

Aqua Star – Iconic Floating Home on the Columbia
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- Luxury rentals Oregon
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- Silver Falls State Park
- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Portland Japanese Garden
- Enchanted Forest
- Airplane Home
- Tom McCall Waterfront Park
- Wonder Ballroom
- Oaks Amusement Park
- Arlene Schnitzer Concert Hall
- Tryon Creek State Natural Area
- Washington Square
- Powell's City of Books
- Pittock Mansion
- Evergreen Aviation & Space Museum
- Reed College
- Hoyt Arboretum
- Wings & Waves Waterpark
- Sellwood Riverfront City Park
- Council Crest Park
- Things to do Willamette Valley
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- Things to do Oregon
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- Nature and outdoors Oregon
- Things to do United States
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