Pet-friendly holiday rentals in Willamette Valley

"Little Wing" - modern & stylish ideal UO location

ULTRA modern, stylish and amenity-filled! Little Wing guest house was custom designed and built to give a comfortable and luxurious experience for short or long stays. Situated near University of Oregon in a peaceful setting on dead end lane, just blocks from Hayward Field, restaurants , grocery stores and more! Enjoy the open living concept with high/vaulted ceilings, great natural light, hand-selected art and furnishings, amazing kitchen, spa-like bathroom, and fenced/gated yard & courtyard.

Panoramic Views, Hot tub, gas fireplace, luxurious

Absolute panoramic views of wine country in every room. Tasting rooms & amazing restaurants all close. Harvey Creek Trail is steps away Bright & spacious King Master Suite w. gas fireplace & luxury copper tub, rain shower High end finishes, furniture & décor Hot tub on your own large deck overlooking the entire valley Chef's kitchen w. gas range, gourmet spices, oils and vinegars Electronic front door lock-Easy Check in Spacious, light & open floor plan. Dedicated parking for 2 tandem vehicles.

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.

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.

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.

Beautiful Dog Friendly Cottage on a 10 Acre Estate

A little slice of heaven. Stay near the heart of wine country on a 20 acre estate and Hazelnut Orchard. Enjoy a complimentary bottle of Oregon wine and light bfast items & snacks upon arrival. Settle in and sit on your personal porch surrounded by Hazelnuts and Dahlias. Or take a dip in the hot tub by the garden and play a little basket ball on the sports court. Close to numerous wineries, breweries, equestrian centers, just 20 miles south of Portland and 60 minutes from the beautiful coast.

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.

Scenic cabin with a creek view

We are located 2 miles from the entrance to the Mary's Peak recreation area, the highest spot in the coast range. During winter, there is usually access to snow, only a 15 minute drive from our cabin to the top of Mary's Peak. Alsea Falls is a 25 minute drive. The coastal town of Waldport is a 45 minute drive, Oregon State University is a 20 minute drive away, and University of Oregon is 1 hour south of us. Cabin is on our private property where we live as well.

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.

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. 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.

College Street House

Make yourself comfortable in this charmingly updated home in the heart of wine country. This house has everything you need to rest, relax, and enjoy your stay in Newberg. Just 1/2 block from the bustling downtown area with its many restaurants, coffee shops, bakeries and wine tasting, you will also be centrally located to George Fox University and minutes away from hundreds of beautiful wineries.