Family-friendly holiday rentals in Dundee

Single Party B&B - walking distance to downtown!

Located in downtown Dundee – the heart of Willamette Valley’s renowned wine country – with numerous vineyards, tasting rooms and several popular restaurants within a ~.3 - 1 mile distance! Home to many award winning wineries that contribute to this area’s world class standing in the global wine community, Dundee sits ~25 miles southwest of Portland and ~55 miles east of the Oregon Coastline – making it a great central base for visiting some of Oregon’s treasured places, sights and activities.

The Cellar @Lively Farm

Enjoy our little slice of hobby farm heaven nestled among the old-growth forest along Chehalem Creek. You'll experience the beauty of nature, the antics of our goats, chickens, rabbits, geese, ducks, and quail, and the charm of downtown Newberg. Our secluded neighborhood offers the perfect area for walking, running, or bike riding, and the wineries of Dundee are so close! Be warned that we live on the edge of the forest. Owls, deer, raccoons, squirrels, possums, and foxes frequent our yard.

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!

Chateau Lesieutre–Luxurious, Spacious, Grand View

Perched at over 1,000 ft, this serene Dundee location offers gorgeous views of the Willamette Valley and nearby vineyards. Sip your morning coffee on the terrace, feeling like you’re floating above the hills. With over 10 wineries within 2 miles, it’s ideal for a wine-tasting getaway. Just four miles from Dundee, the property is perfect for a retreat, meeting space, or small event venue. After exploring wine country, unwind in this cozy home with an evening of stargazing in the courtyard.

Friends' Cottage

Comfortable, well lit upstairs apartment over our home. Currently we have 2 bedrooms available, plus a full bath with corner shower, sitting area, dining table, microwave, small fridge. Windows look out onto a quiet neighborhood, backyard and gardens. Located near the heart of Newberg's rich downtown district, close to parks, coffee shops, beer and wine tasting, farm to table restaurants, antique stores, movie theater, grocery store and Cultural Center. Garden-fresh breakfast included.

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

Wine Country Farmhouse + Vineyard views!

Tucked up in the vineyards of Dundee hills is our farmhouse studio steps away from world class wineries- Three amazing tasting rooms are a short 5 minute walk away~Lange Estate Winery, Torii Mor Winery and Olenik Vineyards! Our guesthouse is decorated with a mix of vintage and modern farmhouse decor featuring a private deck, comfortable queen bed, full bath, and a kitchenette. ** Note~ Rated as one of the top ten Airbnb’s to stay in Dundee! ** Trip101

Rustic Barn | Country Getaway

Nestled atop Parrett Mountain is our countryside barn ready for you to enjoy! Conveniently located to many vineyards, and a picturesque drive to close by cities. This space offers a fully stocked kitchen and plush bedding (1 Queen/ 1 Double). Come and slow down with our rural pace of life, unique accommodations and say hi to the mini cows. Check out our photos to imagine yourself in this peaceful paradise.

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.