Pet-friendly holiday rentals in Willamette Valley

Wynkoop: Walkable Dog-Friendly Home with Firepit

*Winter Sale* Get 20% off stays of 2+ nights in January and February 2026 with code WINTER20. Whether you’re planning a romantic getaway or a girls trip, Wynkoop at Carlton is your home away from home in the heart of the Willamette Valley. This 19th century Victorian is big on charm, featuring period details, Dutch inspired design, and modern amenities. Located in downtown Carlton, you’re steps from restaurants and tasting rooms and a short drive to all the wineries the valley has to offer.

Hawthorne House - A+ Location! Pet Friendly!

Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

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.

Casa Mágica / Walk Everywhere!

Peaceful neighborhood, walk everywhere! Safety is our top priority. The Magic House is in the heart of Hawthorne's charming restaurant and boutique district: 3 blocks to SE Hawthorne & SE Division, 15 min to the airport, 10 min to Downtown and the Convention Center, 2 blocks to the Hawthorne Theatre. The 1909 Magic House was Todji's sculpture studio for 17 years, and we have done the restoration ourselves. We hope that you enjoy her unique character, up-cycled furnishings and artistry.

Entire Studio -Country setting, quiet and private

Studio has own entrance and is separate from the main house. Studio has its own private bathroom with a shower, and laundry facilities, electric heat in the winter. Air conditioning only in the sleeping area of the bnb in the summer. There is a food prep area with a large sink. There is no oven but several small appliances available for meal prep.Studio sits on 6 acres with nearby hiking trails or towns. Would be nice for the traveling contractor who needs a room for their current local job.

Cob House (Earth Home, Hot Tub, Garden, River)

The Cob House is a one-of-a-kind, hand-built retreat crafted from sand, clay, and straw—just like they did centuries ago. This cozy, retreat offers a peaceful escape into nature with all the comfort & privacy you need to unwind. Inside, with a queen-sized bed, a AC/Heater and coffee & tea & snacks. The private deck is clothing-optional. The hot tub to soak under the stars. Between each stay, the space is saged to refresh the energy and welcome you anew. Come as you are. Leave feeling renewed.

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.

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.

A-Frame Cabin: Picturesque view and cozy interior

Minutes from the outlet mall, a peaceful and cozy A-Frame, nestled in the trees overlooking a rippling creek. The stairs to the loft lead to a room where there is a comfortable queen-size bed and television. The downstairs area has a fully-stocked kitchen, dining area and living area with lots of windows to enjoy the view. There is also patio with a table and chairs and propane grill where you can sit and enjoy the view of the pasture and water, with beautiful trees scattered about.

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

Lincoln Block House - No Cleaning Fee

Lincoln Block House is a beautiful, comfortable cabinish home in the heart of the Willamette Valley. We are a day trip away from the Oregon Coast, the mountains or the city. We are in SW Albany so super easy to get onto Highway 34 and get yourselves to OSU campus. We are also 45 mins away from U of O Campus. My husband and I built this house ourselves and would love to share its special charm with you. A true home away from home.

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.