Pet-friendly holiday rentals in Willamette Valley

Location! Downtown~Cowls Bungalow w/ Carriage Hs

Nestled in a charming neighborhood of historic homes, stroll one block over to McMinnville's Famous Third Street ~ the mecca of Oregon Wine Country. Visit tasting rooms, dine in award-winning restaurants, and savor the moments sifting through local shops. Relax in a luxury 1910 craftsman home, recently restored to its turn-of-the-century charm with modern conveniences. Enjoy the peaceful setting on the front porch or BBQ in the back while dining in the Carriage House under the twinkle lights.

Mid-Century Cottage - Firepit - Dog Friendly

Welcome to the Redwood, your ideal wine country escape that’s just a 20 minute walk from downtown McMinnville, Oregon. This cozy space, nestled behind our main house, welcomes you with a private entrance and a convenient kitchenette. Plus, enjoy access to a beautiful deck, and fire pit area exclusively for guests. You'll love the peaceful atmosphere and the mid-century style with live plants, lots of natural light, and captivating art—all while savoring views of our majestic Redwood tree.

Valley Views w. Hot Tub

Enjoy panoramic views of wine country. Tasting rooms and amazing restaurants all close. Harvey Creek Trail is steps away. High end furniture and finishes Custom and modern, yet cozy decor 2 full King Master Suites with luxury tiled baths, oversized walk-in rain showers. Hot tub on your own large, covered and private deck overlooking the valley. Electronic front door lock-Easy Check in. Washer/Dryer Private, separate accommodations Parking for 2 tandem parked vehicles in drive

Wynkoop: Walk to Tasting Rooms | Dog Friendly

Whether you’re planning a romantic getaway or a girls trip, Wkynoop at Carlton is your home away from home in the heart of the Willamette Valley - recently named world’s best wine region. This 19th century Victorian is big on charm, featuring beautiful period details, cozy Dutch inspired design, and modern amenities. Located in downtown Carlton, you’re just steps from restaurants and tasting rooms and a short drive to all the wineries the valley has to offer.

The Historic Dayton Wine House

Stay in one of the top rated vacation rentals located in the heart of the Willamette Valley wine country. This majestic 1885 Victorian style home sits prominently on the charming town square of Dayton, Oregon, 30 miles from Portland, a perfect location for winery exploring! The beds and linens are of high quality for a great nights sleep. The small details are not forgotten in this large home with plenty of room for everyone to spread out.

Cozy Bungalow Blocks from Downtown + Firepit

A vintage wine country bungalow just three walkable blocks from downtown McMinnville—designed for relaxed, cozy living. Antique doors open to a freshly styled interior full of curated finds and natural light. Sip coffee on the porch, spin a record on the Victrola, or sink into the soaking tub with a glass of Gamay. Outside, native plants scent the air as you unwind by the firepit under glowing bistro lights.

The Morningside Cottage

Kick back and relax in this calm, stylish space. This freshly updated cottage boasts cozy living spaces, a large kitchen, and spotless surfaces. Enjoy the quiet location that is conveniently located near shopping, restaurants, medical facilities, and public transportation. The large corner lot provides ample space between neighboring homes. Enjoy the coffee bar, wifi and Roku streaming devices.

Charming Wine Retreat w/ Kid + Dog Perks

Come check out the Cloud Wine Cottage. Easily WALK to 8 different wineries (all in less than 10 minutes) and drive to more than 600+ more! Live like a local in wine country as you enjoy downtown Dundee with a park view. With 4 bedrooms, 2.5 bathrooms, and 7 beds, this beautiful vacation home is perfect for a group of friends or a family with kids. The property is pet-friendly with no extra fees.

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.