Holiday rentals in Yamhill County

MerryOtt's Owl'sLoft (near Spirit Mountain Casino)

AWAY FROM IT ALL BUT NEAR THE BEST--Oregon Private entrance, breath-taking views, clean, spacious, serene, secluded, rural, 5 acres, studio apt. above garage. Approx. driving minutes to: Oregon coast/Lincoln City(40); Spirit Mnt Casino(10); wineries(15-40); golf(25); fishing(40); WhipUp trailhead: 103 trails for cycles, bikes & hikes(15); McMinnville: Linfield College, 3rd Street restaurants, shops & wine bars(30); Willamina(5); Sheridan(10); Delphian School(15); airports: PDX(90), Salem(45).

Willamette Valley Wine Country Hub

Located in the heart of the Willamette Valley wine country the 1100 SqFt private unit provides a unique opportunity to experience the north west. We are at the center of a hub with equal access to Hillsboro, Sherwood, Newberg and Beaverton for all of the night life and restaurants while being within a few miles of 100+ wineries. We also offer a wood fired pizza making experience (see below for details). All of this while experiencing rural Oregon. We are on 6 acres with only a few neighbors.

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.

Peaceful cottage- 2 bed/2bath

The Cottage is located at the end of Park St in a serene country setting, walkable (0.5 m) to Carlton shops, restaurants, tasting rooms, community pool, parks and more. Owner operated. The cottage has 2 master suites, a full kitchen, a large living room with cable TV, internet, books and games and a private back yard. The cottage shares a wall with our private home. There is NO washer/dryer. There is off-street parking. The cottage is ideal for couples or families staying in the area.

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.

Cleary’s Cottage

“It was a perfect morning for anyone with new boots. Enough rain had fallen in the night to fill the gutters with muddy streams and to bring worms squirming out of the lawns onto the sidewalks”- Beverly Cleary Welcome to Cleary’s Cottage, located in the beautiful Oregon wine country. Nestled in the Willamette Valley where rain can mean any season is upon us and wine is what brings people together! Whether you’re traveling solo or with your special person, make this house a home.

Rancho Relax Inn

Welcome to our peaceful retreat, a tranquil vacation rental centered in the heart of Oregon wine country. Nestled amidst the breathtaking beauty of rolling hills and vineyards, this idyllic getaway is a haven for wine enthusiasts, nature lovers, and those seeking relaxation. The cozy interior combines modern elements with rustic touches, offering a comfortable space to unwind by the wood burning stove. Prepare meals in the fully equipped kitchen and dine on the private patio.

Charming Cuvée Cottage

Welcome! The Cuvée Cottage will be your home away from home. We are located 2 blocks from downtown Carlton in the heart of Yamhill-Carlton AVA. The 1937 cottage was remodeled in 2019. We have kept a lot of its character while making it a cozy and comfortable space to relax in. The home is equipped with everything you need to enjoy your stay in wine country! Relax in comfortable queen beds in each room with private decks to enjoy the wines you’ve picked up from the day.

Portico Del Vino: Wine Country Farmhouse

Portico Del Vino — "the wine porch" — is a renovated 1902 farmhouse in Carlton, steps from downtown tasting rooms. With 4 bedrooms, 3 baths, and room for 12, it's made for gathering: girlfriends' wine weekends, wedding groups, family getaways, work retreats. Coffee on the covered porch; deck dinners for 12 under our Tree of Life lights. Inside: open great room, gourmet kitchen with huge island, wine fridge, gas fireplace, restored fir floors, central air, fast WiFi.

Modern Farmhouse - Hot Tub

Welcome to the Carlton Modern Farmhouse! This house is perfect for a wine tasting trip with friends, a romantic getaway, or a trip with family. You will be close to wineries and tasting rooms within walking distance, such as Flaneur Wines and Ken Wright Cellars. After a day of wine tasting, come back and relax in our well maintained hot tub. You can also enjoy the bakery, coffee shops, and restaurants right off Main Street that are only a 5 minute walk!

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.