House holiday rentals in Dundee

4.95 out of 5 average rating, 129 reviews

Closest to Town• Firepit •Deck •BBQ• Custom Design

Downtown Dundee - Enjoy being in the center of it all, at this charming modern farmhouse. Tall ceilings help to give it a spacious feel, with large windows and plenty or natural light to enjoy viewing downtown Dundee from our deck. We're steps away from award winning wineries and farm fresh restaurants. Features: • 2100 sq feet • 3 bed / 2 full bath • Large dining area • Custom light ring • Gas fireplace • Gas BBQ & Firepit. • Fully Stocked Kitchen • A+ linens, duvets • Fast Wifi

4.96 out of 5 average rating, 248 reviews

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.

Guest favourite

Home in McMinnville

4.98 out of 5 average rating, 235 reviews

Wine Country Escape | Walk to Downtown 3rd Street

Escape to the land of plenty! This beautiful modern home is a short 5 minute walk from all the offerings of the popular downtown 3rd street in McMinnville! It doesn't get closer or cozier than this. Downtown McMinnville has over 20 tasting rooms you can walk to. You can also explore 250 wineries and vineyards within 20 miles of the house! Come visit and find your new favorite pinot noir, craft beer, locally roasted coffee and foods. Come discover the bounty Oregon wine country has to offer!

4.95 out of 5 average rating, 118 reviews

Vineyard and Mountain View Wine Country Retreat

Our property is available to adults looking for some peaceful time. Conveniently located, our home will be a retreat to come back to after a day of exploring gastronomy and wineries in nearby towns. Numerous vineyards are in the immediate vicinity. On clear days enjoy views from our large deck of Mt Hood, St Helens, Rainier, and local vinery. We take great pride in maintaining a quality environment to share with others. Carefully read Additional Rules to decide if our home fits your needs.

4.98 out of 5 average rating, 120 reviews

Darby House, wine country escape

Enjoy a peaceful wine country escape in a modern, comfortable home. It's the perfect place to relax between your adventures. Our home is centrally located within a mile of downtown Newberg near its restaurants and bars. You'll be a 5 to 20 minute drive to the multitude of beautiful wineries Oregon has to offer. If you're into water sports, we're less than a mile to Rodgers Landing park on the Willamette River. At the end of your day, enjoy wine on the patio with a fire pit and cafe lights.

Guest favourite

4.93 out of 5 average rating, 233 reviews

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.

4.97 out of 5 average rating, 334 reviews

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

4.98 out of 5 average rating, 186 reviews

Villa Fontana: Modern, Wine-Country Comfort

Welcome! Enjoy a fresh, clean, retreat while you sip your way through Oregon's Wine Country. A modern home nestled amid local historic landmarks, you will be 6 blocks from the downtown Newberg strip and within a 5 mile radius of the closest wineries, making this home the perfect choice for accessibility. Enjoy complimentary Prosecco to toast your arrival and plan to cook meals that pair with your local wine purchases using our high-end appliances!

4.97 out of 5 average rating, 247 reviews

Home in Dayton

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.

Guest favourite

Home in McMinnville

4.97 out of 5 average rating, 266 reviews

Stylish 3BR Retreat | Chef’s Kitchen + Firepit

★★★★★ “Amazing kitchen, great backyard, and fantastic location.” Welcome to your McMinnville midcentury retreat—a designer home in the heart of McMinnville. After a day of vineyard tastings, cook in the chef’s kitchen, sip Pinot under bistro lights, and gather by the firepit beneath the stars. This isn’t just a place to stay. It’s a tribute to Oregon’s original winemakers and the playful, relaxed spirit of the Valley.

4.97 out of 5 average rating, 111 reviews

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.