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, 303 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 serene pond reflects a red barn and surrounding evergreen trees at sunset. Tall grasses frame the foreground, enhancing the tranquil scene. The warm hues of the sky contrast with the calm water, contributing to the peaceful ambiance of the setting.
Guest house in Sheridan
4.97 out of 5 average rating, 125 reviews

Chalet Retreat-Pond, Mountains & Barn View

The Chalet is nestled in the Coastal Range Mountains. It includes 2 decks with views of the beautiful pond & barn in front & secluded acreage out back. Waiting for you are winding paths with wooden bridges over a trickling stream. You will enjoy a variety of wildlife following the paths or just sitting on the deck! Relax in the stylish, roomy studio in the heart of wine country. Just 14 miles from Spirit Mountain Casino, 21 miles from McMinnville, 41 miles to Lincoln City and 27 miles to Salem.

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.
Guest house in Dayton
5 out of 5 average rating, 199 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 two-story home surrounded by verdant vineyards and orchards is powered by solar panels on its roof. The structure features spacious balconies and is integrated into the natural landscape, with well-kept gardens and trees providing a serene atmosphere.
Farm stay in Newberg
4.97 out of 5 average rating, 410 reviews

Fern Creek Farm Retreat

Fern Creek is a small family farm nestled in the forested hills of Yamhill County's wine country. Guests enter a captivating peace-filled space (a separate apartment in the lower level of our home), which is surrounded by forests and gardens where all kinds of life flourishes. Our sustainability practices (see below) demonstrate our commitment to helping life flourish--at Fern Creek and beyond. Note that while the photos show our house when it was green, it has recently been repainted blue.

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, 570 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
Home in Dundee
4.93 out of 5 average rating, 246 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 lush green yard is framed by trees, featuring a cozy yurt and stone pathway. Colorful flower pots overflow with blossoms, while seating areas with chairs and a small table invite relaxation. A play structure and well-maintained garden add to the inviting atmosphere.
Yurt in Portland
4.99 out of 5 average rating, 1,480 reviews

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

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, 906 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
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, 268 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
4.9 out of 5 average rating, 109 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
4.95 out of 5 average rating, 1,069 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
A spacious living area features a dark sofa and two patterned armchairs arranged around a circular coffee table. A colorful mountain mural adds a calming backdrop. A king bed with a teal headboard is positioned in the corner, complemented by a bedside table and decorative accents.
Guest house in McMinnville
4.9 out of 5 average rating, 125 reviews

Destiny Suite

Amazing location! Walking distance to Evergreen Aviation Museum & Waterpark, also to Mac 10 Cinema & Willamette Valley Hospital. 2 miles to Historic McMinnville 3rd St w/ amazing restaurants, shops & great tasting rooms & tap houses. Quiet neighborhood, private accommodations w/full kitchen & high end luxurious king mattress. Wifi and TV & DVD player w/movies, no cable but does have Roku.

Popular amenities for Dayton holiday rentals

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