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

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!

FamilyLocationAir conditioning

4.93 out of 5 average rating, 315 reviews

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

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

ValueLocationIndoor spaces

5.0 out of 5 average rating, 208 reviews

Superhost

The exterior of the farmhouse is depicted, showcasing a traditional style with white siding and a steeply pitched roof. A small wooden deck is featured in the backyard, accompanied by two rustic chairs. Sunlight filters through nearby trees, enhancing the serene outdoor setting.

Home in McMinnville

Farmhouse • Chef's Kitchen• Firepit • Pet Friendly

Historic 1890 farmhouse — eco-friendly restored. Three bedrooms, chef's kitchen, sun-filled open-concept living spaces & a private 1/4-acre backyard, deck, with firepit & BBQ. Pet-friendly. Dedicated workspace with high-speed Wi-Fi. Thoughtfully restored with low-chemical finishes. Self check-in. A 15-minute walk or short drive to McMinnville's celebrated Historic 3rd Street dining, boutiques & tasting rooms. Over 250 wineries within 20 miles. Located next to Linfield University, 7/11 & more.

ValueFamilyHiking

4.86 out of 5 average rating, 155 reviews

Top Guest favourite

An outdoor space features a well-maintained lawn, accented by string lights overhead. Two seating chairs surround a fire pit. A grilling area is set to one side, enclosed by slatted privacy screens, providing a comfortable spot for outdoor relaxation and dining.

Guesthouse in Dayton

Wine Country Guest House

This guest house located in a quiet neighborhood of Dayton, OR has everything necessary for a quiet retreat. Cozy up for a movie night or enjoy a night in the backyard grilling on the barbecue! Dayton is the perfect location that has served our family well. We are 5-10 minutes from all the things you want! Tasting Rooms, Vineyards, Restaurants, Parks, or jump on the highway and you are an hour away from the ocean! Go the other way and it's an hour to Portland...traffic pending of course ;)

LocationFamilyIndoor spaces

4.91 out of 5 average rating, 45 reviews

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

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.

LocationFamilyAmenities

4.99 out of 5 average rating, 594 reviews

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

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.

LocationFamilyGetting around

4.94 out of 5 average rating, 263 reviews

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.

Guesthouse in McMinnville

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.

ValueFamilyCheck-in

4.96 out of 5 average rating, 381 reviews

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

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!!

LocationFamilyBiking

4.95 out of 5 average rating, 209 reviews

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

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.

ValueLocationIndoor spaces

5.0 out of 5 average rating, 102 reviews

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

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)

LocationFamilyCleanliness

5.0 out of 5 average rating, 139 reviews

Top Guest favourite

A modern living area features a light grey sectional sofa and a round coffee table placed on a textured area rug. Natural light enters through large windows, illuminating the space. A wall-mounted TV and a cozy armchair complement the inviting atmosphere, with a fireplace enhancing the comfort.

Home in Newberg

Villa Fontana: Modern, Wine-Country Comfort

Welcome! Enjoy a fresh, clean, retreat while you sip your way through Oregon's Wine Country. A modern home nestled amid local historic landmarks, you will be 6 blocks from the downtown Newberg strip and within a 5 mile radius of the closest wineries, making this home the perfect choice for accessibility. Enjoy complimentary Prosecco to toast your arrival and plan to cook meals that pair with your local wine purchases using our high-end appliances!

FamilyLocationCleanliness

4.98 out of 5 average rating, 224 reviews

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

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.

ValueLocationHospitality

4.97 out of 5 average rating, 280 reviews