Holiday rentals 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, 307 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
Guest house in Dayton
5 out of 5 average rating, 200 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 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 out of 5 average rating, 715 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. *Add a Reiki or Acasma Energy session for relaxation.

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, 579 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 charming home is framed by vibrant bushes of blue flowers, with a large tree providing shade in the foreground. Lush greenery surrounds the property, complementing the inviting exterior of the house under a clear blue sky.
Home in Dundee
4.93 out of 5 average rating, 248 reviews

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.

Top guest favourite
A welcoming living area features a comfortable orange sectional and a brown leather armchair positioned on a soft rug. A wooden coffee table sits in the center, surrounded by greenery and framed artworks on the walls. Natural light streams in through the adjacent door.
Guest house in McMinnville
4.96 out of 5 average rating, 351 reviews

The Darling Nest

Private 1 bedroom guesthouse with carport nestled in a peaceful McMinnville greenway. This spacious one level apartment is perfect for a maximum of 2 guests. Please note... It is not the best fit for families with small children. It is a clean and roomy (almost 900sq ft), well lit space with ample windows offering secluded views of a creek valley. Less than a mile from historic 3rd St, it provides a centrally located urban sanctuary ideal for a couple’s getaway or buddy retreat.

Top guest favourite
The exterior of the building showcases a charming market with the word 'MARKET' prominently displayed. Vibrant red foliage from surrounding trees adds a warm touch, while an inviting entrance is framed by potted plants and wooden seating options. The sky features scattered clouds.
Loft in Dundee
4.95 out of 5 average rating, 917 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 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 out of 5 average rating, 117 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, 271 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.

Guest favourite
The kitchen features white cabinetry with wooden countertops, providing ample storage and workspace. A stainless steel refrigerator and stove complement the design. A small wooden table with two chairs is positioned near the window, which offers natural light and a view of the surrounding area.
Flat in Dayton
4.89 out of 5 average rating, 111 reviews

Cozy Countryside 1 bedroom Loft

Our cozy loft is the perfect place to kick up your feet at the end you wine tasting days. We are within an easy drive to many local wineries around Dayton, Carlton, McMinnville, Dundee, and Newberg and the area's many offerings. Our loft sits atop our property shop detached from our main home, with its own entrance and private deck. Enjoy the back lawn in any season and the view at any time of the day.

Top guest favourite
An inviting living area features floor-to-ceiling windows that offer views of the surrounding forest. Minimalist furniture includes a wooden table, lounge chairs, and a futon, creating a comfortable space to relax or entertain. Natural light enhances the cozy atmosphere.
Flat in Newberg
4.94 out of 5 average rating, 1,095 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 favourite
An open studio space features a queen bed with decorative pillows and a cozy lounge couch. A kitchenette is visible in the background, along with a wooden table and chairs. Natural light floods in from the window, highlighting the warm wooden flooring.
Home in Newberg
4.99 out of 5 average rating, 703 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.

Popular amenities for Dayton holiday rentals

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  2. United States
  3. Oregon
  4. Yamhill County
  5. Dayton