House holiday rentals in Carlton

Baker's Harvest House Cute & Cozy near 2 wineries

Cozy single level in charming Carlton; 4 blocks from downtown. 2 decks to enjoy the outdoors. 100+ wineries within 10 miles. 4 blocks to downtown tasting rooms, restaurants and coffee shops. Centrally located between 3 college towns. 7 minutes to McMinnville for shopping, golfing, Evergreen Aviation Museum, Water Park & other attractions. 17 miles to Hagg Lake for hiking, swimming, boating or fishing. 1+ hour to the beautiful coast and 2+ hours to majestic Mt Hood. 55 miles to PDX airport.

Wine Country Studio|Walk to Dundee Wineries

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.

Wine Country•One-Level•Near DT & Linfield•Families

🏠One-Level House 🛏️ 3 Bedroom • 2 Bath ❄️ Central A/C Create lasting memories in this stylish, centrally located single-story home in the heart of Willamette Valley wine country. The Aliette House is nestled in a charming residential area close to top wineries. Enjoy foosball, a 60-game arcade, or corn hole toss in the private backyard. Just 2 miles from downtown McMinnville (5 min drive), 1 mile from Linfield University, 5 miles from Wings & Waves water park, and just an hour to the beach!

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!

Charming Farmhouse Near Wineries & Downtown

Welcome to the Clementine—a beautifully restored 1890 farmhouse in Oregon wine country. Enjoy 3 bedrooms, modern kitchen, open living space, and a backyard with firepit & BBQ. Walk to McMinnville's Historic 3rd Street dining and shops. Minutes from top wineries—enjoy quiet winter tastings! Ideal for wine tours, remote work (dedicated workspace), or peaceful retreats. Pet-friendly with self check-in. Perfect for wine lovers, remote workers, or cozy getaways. Pet-friendly. Self check-in.

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.

Walkable Dog-Friendly Historic Home with Firepit

Calling all wine lovers and old house enthusiasts. Whether you’re planning a girls weekend or a romantic getaway, Wynkoop at Carlton is your home away from home in the heart of wine country. This 19th century Victorian is big on charm, featuring cozy, Dutch inspired design and modern amenities. Located in downtown Carlton, you’re just steps from restaurants and tasting rooms and a short drive to all the wineries the Willamette Valley has to offer.

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.

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.

School Street Cottage

Sit back and relax in this cozy cottage in the heart of Oregon wine country. You'll be just two blocks away from charming downtown Newberg with its many restaurants, cafes, bars and shops. You will also be less than a mile from George Fox University and minutes away from hundreds of beautiful wineries. At the end of your day, enjoy wine on the patio with a fire pit and cafe lights.

River Wine Farmhouse

Located on the Willamette River on 2 acres just minutes from wine country and fine dining. Two King bedrooms, 2 full baths and loft with murphy bed. Gas fireplace, heated floors, private patio and pool table. No river access on the property, parks with river access in Newberg and Wilsonville. Owner lives in separate home on the property, no closer than other neighbors.

Newberg Garden View Suite – Peace, Rest, Enjoy

This updated suite is a totally private unit ready to enjoy. Your own separate entrance, large deck overlooking the garden, and enough space to relax. A 10-minute walk to the center of Newberg with a country feel. In the heart of Chehalem Valley within a 10-minute drive to 50+ wineries, and many beautiful areas to explore close at hand. Designed for individuals or a couple.