Vacation rentals in Dayton

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Top-rated vacation rentals in Dayton

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

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Top guest favorite
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!

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Home in McMinnville
4.87 out of 5 average rating, 147 reviews

Charming Farmhouse Near Downtown & Wineries

Historic 1890 farmhouse — eco-friendly restored & nestled in the heart of Oregon wine country. Near McMinnville's celebrated Historic 3rd Street dining, boutiques & tasting rooms. Three bedrooms, chef's kitchen, sun-filled open living spaces, & a private 1/4-acre backyard with firepit. Over 250 wineries within 20 miles — with 20+ walkable from the front door. Dedicated workspace with high-speed Wi-Fi. Pet-friendly. Easy self check-in. Come experience wine country the way it's meant to be lived.

Top guest favorite
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 out of 5 average rating, 201 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 favorite
The charming exterior of a Hobbit Style Home is depicted, featuring a distinct round green door framed by two circular windows with decorative edges. The bright yellow wall contrasts with the earthy tones, as a stone pathway leads toward the entrance, bordered by lush green grass.
Earthen home in Salem
4.98 out of 5 average rating, 386 reviews

The Bag Inn A Hobbit Home

The Bag Inn is a Hobbit Style Home. Filled with comfort and wonder, it will help you step out of the mundane world and retreat to a fantasy world. The Bag Inn features a fire place, walk in shower, and soaker tub. It is 1000 sq ft complete with separate bedroom, large luxurious bath, living and dining space. It sits on 2.5 acres to give you the feel of being out in the country while being only minutes from town. This is a guest home. For more information please read full listing details.

Top guest favorite
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, 716 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 favorite
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, 581 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
A rustic cabin entrance is framed by a wooden fence and lush landscaping. Vibrant green plants, including a peony and a daffodil, bloom alongside red foliage. The cabin features a wooden door set between stone accents, welcoming visitors to a serene retreat.
Cabin in Silverton
4.98 out of 5 average rating, 844 reviews

Romantic Cabin with Private Hot Tub

Romantic little cabin that is perfect for a couple to get away from it all! Come relax and enjoy your own personal hot tub on a private, semi-enclosed deck. One queen size, memory foam bed, heating/air conditioning, wall mount fireplace, outdoor sunken fire pit, high speed internet, large 8' projection screen for movies with great surround sound system, and a secondary covered parking area with a washing station for motorcycles are just some of the great amenities we have to offer.

Top guest favorite
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, 250 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 favorite
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.
Guesthouse in McMinnville
4.96 out of 5 average rating, 354 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 favorite
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, 921 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
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, 192 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 favorite
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.

Popular amenities for Dayton vacation rentals

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