Pet-friendly holiday rentals in Willamette Valley

Charming Farmhouse Near Wineries & Downtown

Historic 1890 farmhouse — eco-friendly restored & nestled in the heart of Oregon wine country. Near McMinnville's celebrated Historic 3rd Street dining, boutiques & tasting rooms. Three bedrooms, chef's kitchen, sun-filled open living spaces, & a private 1/4-acre backyard with firepit. Over 250 wineries within 20 miles — with 20+ walkable from the front door. Dedicated workspace with high-speed Wi-Fi. Pet-friendly. Easy self check-in. Come experience wine country the way it's meant to be lived.

Parrett Mtn Estate · Hot Tub, Sauna & Valley Views

8 private acres atop Parrett Mountain — sweeping Pinot Noir vineyard & valley views, Tempur-Pedic suites & heated stone floors. The only estate in Willamette Valley with an Oregon Red Cedar sauna, cold plunge, starlit hot tub & Universal EV Charging. Two full chef's kitchens, Egyptian cotton linens, Dyson air purifiers & hair tools, 4 bedrooms, sleeps 12. Optional add-ons available: private chef, Sommelier wine tasting & concierge services. 5 min to Newberg · 30 min to Portland · 40 min to PDX.

Magical Cob House Retreat | Garden & River Nearby

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.

Walk to Tasting Rooms | Firepit | Dog-Friendly

Whether you’re planning a girls’ trip or romantic getaway, Wynkoop is your home away from home in the heart of wine country. Explore the wineries, world-class restaurants, and quaint towns the Willamette Valley has to offer while enjoying the convenience of downtown Carlton living. The historic home is thoughtfully designed around fostering cozy moments, from sipping coffee on the porch to unwinding with a glass of wine by the fire pit. Grab your partner, friend, or fur baby and settle in.

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.

Something Blue - Because You Deserve It!

Experience Wine Country at Something Blue - Because You Deserve It! Gather your ladies for the perfect little girl's trip out of the city to Historic Third Street; where you will enjoy boutique shops, a variety of dining options, and tasting rooms galore! Perhaps you're a family looking for some open space for the kiddos to run? Look no further. We made sure this home will be comfortable with a variety of amenities, you'll love that Something Blue is walking distance to downtown McMinnville!

The Cellar (Jacuzzi,Sauna,Cold Plunge and Massage)

This truly unique and peaceful home is appropriately named “The Cellar”. An exclusive stay at the top of Vineyard Mountain in Corvallis, Oregon allows you to escape to an incredibly beautiful space akin to a hobbit style wine cellar. With three sides of the structure being underground, and the east side consisting of glass walls facing the snow capped peaks of the Cascade mountains in the distance, you will be overwhelmed with the natural beauty from both inside and outside of the home.

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.

Spectacular Valley View in Wine Country

Relax and enjoy the best of what Oregon Wine country has to offer in our newly renovated country home. With a stunning view overlooking the Willamette Valley, you are close to over 300 wineries and tasting rooms, local craft beer, and a great social atmosphere in our small town. Enjoy soaking in the hot tub or having dinner outside under the gazebo. Have your pets outside, worry free with a large fenced back yard. A pellet grill is on the deck as well for outside cooking

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 + Soaking Tub

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.

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.