
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.

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!

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

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.

Walk to Tasting Rooms | Firepit | Dog-Friendly
Whether you’re planning a girls’ trip or romantic getaway, Wynkoop is your home away from home in the heart of wine country. Explore the wineries, world-class restaurants, and quaint towns the Willamette Valley has to offer while enjoying the convenience of downtown Carlton living. The historic home is thoughtfully designed around fostering cozy moments, from sipping coffee on the porch to unwinding with a glass of wine by the fire pit. Grab your partner, friend, or fur baby and settle in.

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.

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.

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.

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!!

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.

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)

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!

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
Other great vacation rentals in Dayton

The Cellar @Lively Farm

Wine Country Guest House

Flower Farm with Vineyard Views

Historic Cottage in Dayton Wine Country

Cozy farmhouse in Willamette Valley Wine Country

Six Lil Hens B&B

KD Country House: Sauna, Natural Spring, Location!

Ole Tyme B&B Warm setting with a country feel.
Destinations to explore
- Silver Falls State Park
- Moda Center
- Neskowin Beach
- Laurelhurst Park
- Oregon Zoo
- Oregon Convention Center
- Airplane Home
- Providence Park
- The Grotto
- Portland Japanese Garden
- Enchanted Forest
- Sellwood Riverfront City Park
- Tom McCall Waterfront Park
- Washington Square
- Reed College
- Short Beach
- Tryon Creek State Natural Area
- Lincoln City Beach Access
- Wonder Ballroom
- Hoyt Arboretum
- Pittock Mansion
- Oaks Amusement Park
- Evergreen Aviation & Space Museum
- Arlene Schnitzer Concert Hall





