Family-friendly holiday rentals in Carlton

Wynkoop: Walkable Dog-Friendly Home with Firepit

*Winter Sale* Get 20% off stays of 2+ nights in January and February 2026 with code WINTER20. Whether you’re planning a romantic getaway or a girls trip, Wynkoop at Carlton is your home away from home in the heart of the Willamette Valley. This 19th century Victorian is big on charm, featuring period details, Dutch inspired design, and modern amenities. Located in downtown Carlton, you’re steps from restaurants and tasting rooms and a short drive to all the wineries the valley has to offer.

Mid-Century Cottage - Firepit - Dog Friendly

Welcome to the Redwood, your ideal wine country escape that’s just a 20 minute walk from downtown McMinnville, Oregon. This cozy space, nestled behind our main house, welcomes you with a private entrance and a convenient kitchenette. Plus, enjoy access to a beautiful deck, and fire pit area exclusively for guests. You'll love the peaceful atmosphere and the mid-century style with live plants, lots of natural light, and captivating art—all while savoring views of our majestic Redwood tree.

Mama J's

For whatever brings you to Oregon, stay at Mama J’s comfortable, peaceful, safe and convenient spot. Portland is just ten miles away, the closest beaches, Columbia River Gorge and Mt. Hood are all about an hour, and there are numerous hikes from the forest right down the street to Silver Falls and beyond. The neighborhood is peaceful and your private patio is the perfect place for a beverage and some bird and squirrel watching. If it rains, hang out in the gazebo! Hope to host you here!

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.

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.

Jason & Susie's private guest suite w/ kitchenette

Located in NW Portland, our space is in a quiet neighborhood, next to a park and tennis courts. We are 7 minutes from the Nike Headquarters, 2 minutes from Columbia Sportswear Headquarters, and 15 minutes from Intel, making it a perfect stay for your business needs. We are within walking distance to a grocery store, pubs, small restaurants, and the Saturday Cedar Mill Farmers Market. Close by is the entrance to Forest Park, one of the largest urban parks, with 80 miles of trails.

Wine Country Farmhouse + Vineyard views!

Tucked up in the vineyards of Dundee hills is our farmhouse studio steps away from world class wineries- Three amazing tasting rooms are a short 5 minute walk away~Lange Estate Winery, Torii Mor Winery and Olenik Vineyards! Our guesthouse is decorated with a mix of vintage and modern farmhouse decor featuring a private deck, comfortable queen bed, full bath, and a kitchenette. ** Note~ Rated as one of the top ten Airbnb’s to stay in Dundee! ** Trip101

Sarah's Suite at Woods & Vine Farm

Property is a 35-acre farm located between Newberg and Carlton on Highway 240 in the heart of Oregon's Pinot Noir wine country. Currently, half of the farm is in hay production and the other half is densely wooded. Exceptional location at the edge of the Dundee Hills AVA in close proximity to Newberg, Dundee, and Carlton. There are more than 80 wineries and 200 vineyards in Yamhill County, representing the largest wine producing region in Oregon.

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.

Newberg Garden View Suite – Peace, Rest, Enjoy

This updated suite is a totally private unit ready to enjoy. Your own separate entrance, large deck overlooking the garden, and enough space to relax. A 10-minute walk to the center of Newberg with a country feel. In the heart of Chehalem Valley within a 10-minute drive to 50+ wineries, and many beautiful areas to explore close at hand. Designed for individuals or a couple.

Beaverton Vintage Tiny Home

Have you ever wondered what it's like to stay in a Tiny Home? Our Tiny Home away from Home has everything you need to relax, live a little and have fun. Our location is in the burbs just 15 minutes west of downtown Portland and minutes to Nike World Headquarters. The Tiny Home has a kitchenette, full bath, w/d, living area, queen bed loft, and personality galore!

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!.