House holiday rentals in Dundee

The Farmhouse at Red Hills|Dundee Wine Country

WELCOME Tucked up among the vineyards of Dundee Hills, our modern vintage farmhouse studio offers a peaceful wine country escape just steps from world-class tasting rooms. Three exceptional wineries are a short-five minute walk away—Lange Estate Winery, Torii Mor Winery and Olenik Vineyards-making this the perfect getaway. Resident Greeter🐾 Our friendly rescue dog Sequoia lives on the property and may stop by to say hello if she is outside. She believes every guest is her new best friend.

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.

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

💯 Perfectly situated in the heart of Dundee. 👣 Effortlessly walk to premier wineries, local breweries and celebrated dining locations. What to look forward to during your stay: Features: • 5 beds; 1 king en-suite, 2 queens, 2 twin trundles in den • High Speed Wifi & Bose Bar • Large, custom dining area, wainscoted walls, custom light ring • Fully stocked kitchen • Resort style outdoor area; couches, umbrella's, retractable canopy, gas BBQ & Firepit Tip: ❤️ us to easily find again.

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.

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.

Chateau Lesieutre atop Dundee Hills’ Highest Point

Wake up above the Willamette Valley, surrounded by Oregon’s most celebrated wineries. Located at the highest point in Dundee, this serene retreat offers exquisite views. Sip your morning coffee on the terrace, enjoying the fresh country air and feeling as though you’re floating above the hills. With more than 10 wineries within two miles, it’s an ideal base for exploring wine country. After a day out, return home to unwind with evening stargazing in the courtyard or on the terrace.

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 Mack House - Walk Downtown

Enjoy a stylish experience at this centrally located 2-level home. Walking distance to historic downtown 3rd St & the newly developed Alpine district where you’ll find excellent restaurants, wine tasting, breweries, boutiques, coffee, antiques and more. This home is for adults only and is not furnished for children. Sleeping Space: - 1 King Bed Upstairs - 1 Queen Bed Downstairs Bathrooms: - 3/4 on Main (Shower Only) - 3/4 in Upper (Bathtub Only)

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!

The Fox Bungalow

Make yourself comfortable in this charmingly updated 840 sq. ft. home in the heart of wine country. This house has everything you need to rest, relax, and enjoy your stay in Newberg. Just 4 short blocks from Newberg's quaint downtown area with its many locally-owned 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.

Chef’s Kitchen + Firepit | Single Level Home

★★★★★ “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.

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.