Pet-friendly holiday rentals in Dundee

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.

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.

Pinot Paradise in Dundee Hills

Beautiful wine country guest suite and property in a stunning setting. 2 bedroom / 1 bath, sleeps 5. Located in the heart of Dundee Hills on 3 acres of picturesque farmland, offering a peaceful getaway and quick access to local wineries and restaurants. Private entrance, parking, wifi, fire pit (wood and smores kit provided!) , goats, creek, and much more to enjoy. Great for a couple's getaway, girls/guys weekend, family vacation, or personal retreat. A slice of heaven in wine country!

Recreational Family Fun & Adventures Await

Entertain outdoors in a covered lit patio with grill and cooler. Stay warm with 2 propane firepits or by the campfire pit. Fenced in yard is pet friendly. Nearby Rec Center offers a Gym, Splash Pad, and Indoor Pool with Water Slide ($7 Day Pass). Enjoy basketball, baseball, soccer, and tennis all walking distance with our sports equipment. Explore many nearby parks with playgrounds and trails with our bicycles. Short drive to Washington Square Mall, restaurants, grocery stores, and more!

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.

Wine country retreat with amazing views

This lovely tree top space is attached to our home and includes separate entry, complete privacy in the unit, has its own upstairs deck, and includes the use of our shared lower deck and hot tub. The kitchen is a "kitchenette" with no stove, but we do provide a single burner hot plate. Come practice "Shin Rin Yoku", the the stress- reducing essence of the forest. Trails, benches and platforms throughout the property provide a place to sit, enjoy the clean air, meditate, or do yoga.

Cozy Wine Country Suite

A cozy suite with private, separate entrance and garden, located a short walk to Sherwood’s charming downtown. Quick access to coffee shops, restaurants, and a local brewery. Close to many of the valley’s best tasting rooms and vineyards. Relax with a glass of Pinot Noir and watch the sunset on your private deck, or take a short drive to Portland and explore the city. Sherwood is centrally located and the perfect distance for a day trip to the coast or the mountains.

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.

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.

Round House Retreat in the Woods

This peaceful round house offers a retreat from city life. Located on over 20 acres, this property offers complete silence, relaxation, and breathtaking views of the beautiful Willamette Valley below. The design offers an open floor plan as well as the unique experience of living in the round! The house is just a few minutes from numerous wineries and restaurants in Amity and McMinnville.

Beaverton Vintage Tiny Home

Have you ever wondered what it's like to stay in a Tiny Home? Our Tiny Home away from Home has everything you need to relax, live a little and have fun. Our location is in the burbs just 15 minutes west of downtown Portland and minutes to Nike World Headquarters. The Tiny Home has a kitchenette, full bath, w/d, living area, queen bed loft, and personality galore!

Wine Country Spa House - Hot Tub/Sauna/Pool

Relax in your private guest house featuring an indoor Sauna and Marquis Spa (Hot Tub) Enjoy the pool and outdoor hot tub. Take a swing at the tee off boxes, chip around - 2 holes, explore our 10 acre property, enjoy the tranquil view of the hazelnut orchard, hay fields and mountains while you kick back, relax and fall in love with Oregon Wine Country!