Vacation rentals in Dayton

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Top-rated vacation rentals in Dayton

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Guest favorite

Guest suite in Dayton

4.93 out of 5 average rating, 292 reviews

Relax and unwind with Vineyard Views!

Close to many Oregon wineries, Vineyards, and restaurants! You’ll love our place because of the neighborhood and the coziness! We are right across the street from Stoller Vineyard, and 3 doors down to Branchpoint Distillery all within walking distance. Located on 2.5 acres with Hazelnut orchards on one side and a view across the street of vineyards. In the country, yet close enough to small towns, and 35 miles from downtown Portland. If wine tasting is on your agenda, this is the place for you!

Top guest favorite

A spacious family room features soft furnishings in neutral tones arranged around a central coffee table. Natural light floods in through large windows, illuminating the wood-beamed ceiling and stone fireplace. A dining area with white chairs is visible in the background.

Guesthouse in Dayton

5 out of 5 average rating, 188 reviews

Modern Farmhouse - Country living in wine country.

Escape to Oregon Wine Country! Light and bright modern farmhouse style rental . Enjoy a private suite in a detached barn with views of a country setting. King size bed with large Master suite and private patio. Queen size bed in a beautiful 2nd bedroom. Rental has a separate entrance in its own building. A 1800sf family/ rec room. Cozy fireplace, full kitchen, washer and dryer. Outdoor dining table on the patio. Located just one mile from Stoller Family & many more. Owners on site to assist

Guest favorite

A cozy outdoor area is featured with two woven chairs positioned around a metal fire pit filled with logs. A wooden table sits between the chairs, set for two with wine glasses. A majestic Redwood tree provides shade in the background.

Guest suite in McMinnville

4.91 out of 5 average rating, 703 reviews

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.

Top guest favorite

A lush green area features a flock of chickens foraging on the ground, surrounded by vibrant grass. Two heritage sheep graze nearby, showcasing their distinct wool patterns. Towering trees provide a natural backdrop, enhancing the serene countryside atmosphere.

Cottage in Carlton

4.99 out of 5 average rating, 530 reviews

Figment Farmhouse

Enjoy this charming 1950's farmhouse, situated on 150 acres of countryside. Within an easy drive of Carlton, McMinnville, and Dundee—it's an ideal location for the exploring the area's many offerings. The house is well-appointed and surrounded by abundant gardens, towering cedar and fir trees—plus, a flock of chickens, three heritage sheep, and our Bengal cats add interest to the place. We live on the property (next door) with ample privacy/gardens between our place and the farmhouse.

Top guest favorite

Loft in Dundee

4.95 out of 5 average rating, 849 reviews

Luxury Wine Country Studio at the Market Lofts

Steps away from world class tasting rooms & directly above local hotspot, Red Hills Market, our loft is located in the center of it all. Decorated with a blend of rustic wine country and industrial modern elements, our great room style studio, includes a living room area with a sleeper sofa. Measuring 600+ square feet, it is quite spacious and comfortable. Residing above Red Hills Market adds to the appeal & offers endless opportunities for fun...wood fired pizza, wine & more!

Top guest favorite

Home in Dundee

4.97 out of 5 average rating, 323 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

Top guest favorite

A spacious deck area features a glass table surrounded by six cushioned chairs. A hanging swing is positioned nearby, complemented by decorative potted plants. The privacy screen and vibrant umbrella add to the serene outdoor setting.

Guest suite in Newberg

4.98 out of 5 average rating, 160 reviews

Sarah's Suite at Woods & Vine Farm

Property is a 35-acre farm located between Newberg and Carlton on Highway 240 in the heart of Oregon's Pinot Noir wine country. Currently, half of the farm is in hay production and the other half is densely wooded. Exceptional location at the edge of the Dundee Hills AVA in close proximity to Newberg, Dundee, and Carlton. There are more than 80 wineries and 200 vineyards in Yamhill County, representing the largest wine producing region in Oregon.

Top guest favorite

Home in Dayton

4.97 out of 5 average rating, 242 reviews

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.

Top guest favorite

A serene outdoor seating area features two wooden chairs and a small table, positioned in front of expansive sliding glass doors. Lush greenery frames the view, allowing natural light to illuminate the space, creating a peaceful ambience that invites relaxation.

Apartment in Newberg

4.95 out of 5 average rating, 968 reviews

Bright, Unique Apartment in Heart of Wine Country

*4 Min to George Fox University *10 Min walk to wine tasting rooms & restaurants *50+ wineries within 10 min drive This adorable daylight basement apartment is like walking into a storybook oasis. You’ll love the forest views from the floor to ceiling windows. Enjoy your morning coffee (or evening wine) from the private seating area and take in the sounds of chirping birds and babbling brook.

Top guest favorite

The kitchen area features a large wooden farm table surrounded by an assortment of chairs. Open shelves display dinnerware and glassware, while under-cabinet lighting highlights the space. A vintage Bertazzoni range is visible, alongside a fireplace chimney, enhancing the rustic charm of the room.

Barn in Sherwood

4.99 out of 5 average rating, 146 reviews

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 and unique accommodations. Check out our photos to imagine yourself in this peaceful paradise.

Guest favorite

A vintage-style sink is displayed against wooden walls, showcasing a metal dish rack above. Natural light filters through a nearby window, highlighting a small potted plant on the sill. A poster for a local farmers market is hung above the sink.

Cabin in Dundee

4.93 out of 5 average rating, 452 reviews

Simple wine country cabin

Sweetly bare-bones and private on our 3rd generation family farm in Oregon wine country. Within walking distance to world-class wineries and only a mile from dining in town. Stunning vineyard views and country setting. Not suitable for high-maintenance guests! NO kitchen or fridge. NO inside hot water. Private outside shower with hot water. Camp cooler available on request.

Top guest favorite

Two chickens are seen through a wire fence, one with a mottled black and white plumage and a bright red comb, while the other chicken has a solid brown coat. Surrounding them are wooden structures and greenery, indicative of a garden or farm setting.

Home in Newberg

5 out of 5 average rating, 626 reviews

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.