Holiday rentals in Carlton

Baker's Harvest House Cute & Cozy near 2 wineries

Cozy single level in charming Carlton; 4 blocks from downtown. 2 decks to enjoy the outdoors. 100+ wineries within 10 miles. 4 blocks to downtown tasting rooms, restaurants and coffee shops. Centrally located between 3 college towns. 7 minutes to McMinnville for shopping, golfing, Evergreen Aviation Museum, Water Park & other attractions. 17 miles to Hagg Lake for hiking, swimming, boating or fishing. 1+ hour to the beautiful coast and 2+ hours to majestic Mt Hood. 55 miles to PDX airport.

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.

Pinot Place - Tranquility in Wine Country

Discover Pinot Place, your getaway in the heart of Oregon wine country. This stylish townhome, surrounded by renowned vineyards and vibrant local dining, offers a blend of comfort and luxury perfect for relaxation or work retreats. Let the soft linens, spacious rooms, and inviting patio transport you to tranquility. Explore the rich flavors of Carlton just a short walk away, and indulge in the serene wine country experience. Managed by Cascadia Getaways for peace of mind and 24/7 support.

Carlton Townhouse 6 Dog-Friendly | 1 Blk Wine-Dine

Enjoy a pet-friendly luxury townhouse in the heart of Oregon Wine Country, just one block from Carlton’s top tasting rooms, chef-driven restaurants, and boutique shops. Sparkling clean and beautifully furnished, this quiet retreat offers a fully stocked kitchen, plush beds, fast Wi-Fi, and a private fenced backyard perfect for relaxing after a day of wine tasting. Ideal for families, couples, or business travelers. Hosting a group? Rent Townhouse No. 2 and No. 4 nearby to stay together.

All New! Maison Monroe in Carlton

Come and enjoy a stylish experience at this centrally-located gem where everything is sparkling and newly decorated with décor that has been thoughtfully styled by a local designer. As well as your hosts we are previous owners of a well known Yamhill Carlton wine brand and you can enjoy our wines a la carte from the wine bar. Maison MonRow is walking distance to all the great things Carlton has to offer including great restaurants, wine tasting, shopping and the famous Carlton Bakery.

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.

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.

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!

Great Cabin- Heart Of Wine Country!

Overlooking a 40 acre vineyard, this beautiful cabin is the epitome of Pacific Northwest craftsmanship. Come enjoy views of the Willamette Valley, it's sprawling vineyards, and most importantly sit back and relax! Looking for an event venue? Contact us for great options for your next event - we offer both indoor and outdoor space - plus you can stay on site!.

Little farm on the peak

Wine country getaway. Gorgeous views and just minutes from wineries. Country feel but close enough to town and industries like intel and Nike. Newly installed starlink internet. Great for remote working. There are several local companies who can pick you up from our location and take you on wine tours, and other local destinations.

Dog-Friendly Wine Country Stay w/ Firepit & AC

Escape to the heart of Oregon wine country with a stay at Blue Bird Cottage, a charming two-bedroom retreat just one block from Carlton’s tasting rooms and two blocks from Main Street. With walkability, comfort, and thoughtful amenities throughout, this cozy getaway is the perfect base for sipping, strolling, and unwinding.