Holiday rentals with a washing machine and dryer 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.

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.

Sherwood Hollow- Senior discount (60+) $88/night

Welcome to Sherwood Hollow! This completely refurbished retreat is a large 1200 square foot downstairs suite in our 1960's home. This spacious area has a large living room, eat-in kitchen, and spacious bedroom. The unit is private and completely closed off from the upstairs. Our home is located just a short walk from Old Town Sherwood and beautiful Stella Olsen park. This unit is near the bottom of a hill, a bit of a climb coming up from Old Town, and the driveway is on an incline.

Wine country retreat with amazing views

This lovely tree top space is attached to our home and includes separate entry, complete privacy in the unit, has its own upstairs deck, and includes the use of our shared lower deck and hot tub. The kitchen is a "kitchenette" with no stove, but we do provide a single burner hot plate. Come practice "Shin Rin Yoku", the the stress- reducing essence of the forest. Trails, benches and platforms throughout the property provide a place to sit, enjoy the clean air, meditate, or do yoga.

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.

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!!

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)

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.

Round House Retreat in the Woods

This peaceful round house offers a retreat from city life. Located on over 20 acres, this property offers complete silence, relaxation, and breathtaking views of the beautiful Willamette Valley below. The design offers an open floor plan as well as the unique experience of living in the round! The house is just a few minutes from numerous wineries and restaurants in Amity and McMinnville.

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!

Half-Pint Farmhouse in Downtown McMinnville

Guests can visit the beautiful Willamette Wine Country and then relax in our quaint & cozy 'Half-Pint' farmhouse that is a short stroll away from the abundant farm-to-table restaurants & world class tasting rooms on 3rd Street and The Granary District. With a Walk Score of 89, you can travel on foot and enjoy yourself!