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Holiday houses in Dayton

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Top-rated holiday rentals in Dayton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A sunset view illuminates the horizon with warm hues, casting golden rays across an open field. Silhouettes of distant trees and structures are outlined against the vibrant sky. Power lines add a subtle element to the scene, enhancing the rural charm.
Guest suite in Dayton
4.93 out of 5 average rating, 313 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 favourite
A spacious family room is seen, featuring a mix of comfortable seating options, including a gray sectional and a light-colored armchair. A large dining table with cross-back chairs is positioned near the windows. Decorative elements include a rustic shelf and wall-mounted antlers.
Guesthouse in Dayton
5.0 out of 5 average rating, 206 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

Top Guest favourite
A tranquil outdoor space features two wooden chairs and a round table, positioned to enjoy a breathtaking sunset. The sky is adorned with vibrant purple and orange clouds, casting a serene light over the landscape below.
Home in Newberg
4.96 out of 5 average rating, 270 reviews

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.

Top Guest favourite
A cozy sleeping area is featured, with a white bed neatly arranged with patterned pillows. A vintage-style side table holds a tray with glasses and a bottle, alongside a small pot of blooming flowers. Soft light from a lamp provides a warm glow.
Home in Dundee
4.98 out of 5 average rating, 384 reviews

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.

Guest favourite
Guest suite in Newberg
4.91 out of 5 average rating, 373 reviews

Red Hills Retreat — Lower Carriage House

Welcome to our cozy studio apartment, a refined and serene sanctuary nestled amid the beauty of Oregon's Willamette Valley wine country. This elegant, generously proportioned suite offers a full private bathroom and a fully equipped kitchenette, thoughtfully designed for comfort and convenience during your stay. The apartment sits on our 10-acre hobby farm at the end of a mile-long lane bordered by hazelnut trees, vineyards, and pastures—giving you a quiet, private spot surrounded by nature.

Top Guest favourite
A charming entryway features a red exterior wall and a welcoming door with window panes. Two seated chairs are positioned beside a vintage wagon wheel, while lush green plants and a stone planter filled with vibrant foliage add color and texture to the surroundings.
Cottage in Carlton
4.99 out of 5 average rating, 590 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 favourite
A hot tub with bubbling water sits beside a wooden sauna structure, designed with intricate detailing. The surrounding area features a pebble pathway and lush greenery, creating a tranquil outdoor setting.
Tiny home in Newberg
5.0 out of 5 average rating, 730 reviews

Garden Spa Getaway in Wine Country-Newberg

Enjoy the hot tub & sauna for relaxation! The Tiny Home is privately tucked in a garden oasis, in a quiet residential neighborhood. Only 13 blocks to downtown Newberg 's wine boutiques & restaurants, 6 blocks to George Fox University, 45 min. from PDX Airport. Spacious with 192 sq. feet of modern comfort. Complimentary specialty cheese & oatmeal cups for breakfast. Nice bikes to tour Newberg & local wine boutiques. *Two night minimum stay. *E-Bike Seated Scooters available.

Top Guest favourite
The brick home is set against a clear blue sky, surrounded by a manicured lawn. A winding driveway leads to the entrance, with colorful flowerbeds and shrubs enhancing the landscape. The structure features large windows that provide scenic views of the surrounding farm.
Farm stay in McMinnville
4.95 out of 5 average rating, 203 reviews

McMinnville Farm with a view, close to town!

The brick home sits in the middle of about a 100 acre farm, of which 90 acres are hazelnuts. It sits on a hill, bordered by the North Yamhill River on one side and Hwy 47 on another side, with Poverty Bend Rd on the 3rd side. On the 4th side are grass seed fields belonging to another farmer. We will generally be available, but not intrusive. You might see John and Judy weeding the flower beds or picking apples or figs!! We can also take you wine tasting if you like!!

Top Guest favourite
A bright living room features a comfortable gray sofa and a light-colored armchair, accompanied by a coffee table. A large area rug with intricate patterns is centered on the floor. Natural light enters through nearby windows, and a small plant adds a touch of greenery.
Home in Carlton
4.99 out of 5 average rating, 100 reviews

Charming Cuvée Cottage

Welcome! The Cuvée Cottage will be your home away from home. We are located 2 blocks from downtown Carlton in the heart of Yamhill-Carlton AVA. The 1937 cottage was remodeled in 2019. We have kept a lot of its character while making it a cozy and comfortable space to relax in. The home is equipped with everything you need to enjoy your stay in wine country! Relax in comfortable queen beds in each room with private decks to enjoy the wines you’ve picked up from the day.

Top Guest favourite
A cozy living area is showcased, featuring a gray sofa adorned with decorative cushions, and a vibrant abstract painting above. Two lamps provide soft lighting next to the seating. A wooden cabinet adds charm, complemented by a rug that anchors the space.
Guesthouse in Dayton
5.0 out of 5 average rating, 102 reviews

Blue Bee Bungalow

Welcome to the Blue Bee Bungalow! Originally an artist's studio, this one-bedroom beauty offers hardwood floors, a cozy living space, and modern amenities including a 50" TV, WiFi Netflex, Prime and Roku. Located in the Willamette Valley and Oregon Wine Country, it's ideal for wine tasting weekends or quick trips to the Coast or Portland. With historic Dayton's downtown square within walking distance, it's the perfect retreat for your Oregon adventures.

Top Guest favourite
A bright living space features a comfortable sofa, two armchairs, and a round coffee table, all arranged around a fireplace with decorative elements. Natural light illuminates the room, which is beautifully enhanced by green plants and elegant lighting.
Home in McMinnville
5.0 out of 5 average rating, 132 reviews

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)

Top Guest favourite
The exterior of a Victorian-style home features a gray façade with a centered red door. Symmetrical windows flank the entrance, surrounded by manicured shrubbery and a well-kept lawn. Tall trees provide a lush backdrop under a clear blue sky.
Home in Dayton
4.97 out of 5 average rating, 278 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.

Popular amenities for Dayton holiday rentals