Oregon Wine Country Vacation Rentals

Compare 17 vacation rentals.
USA > Oregon > Oregon Wine Country

Make Oregon Wine Country your next getaway

Pair world-class wines with the charming small towns of the Willamette Valley, and you've got all the makings of a spectacular getaway. Rent an Oregon wine country vacation rental for yourself and check out some of wine country's cutest little towns.

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House rentals

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Popular amenities for Oregon Wine Country vacation rentals

Dog-friendly Internet A/C
726 Fourth  Historic Wortman House
4 Bedroom | 2 Bath | Sleeps 8

726 Fourth Historic Wortman House - McMinnville, OR

$385 avg / night
Green Cottage
3 Bedroom | 2 Bath | Sleeps 6

Green Cottage - McMinnville, OR

$237 avg / night
3 Bedroom | 2 Bath | Sleeps 7

Machouse - McMinnville, OR

$242 avg / night
Johnson Street Studio
0 Bedroom | 1 Bath | Sleeps 2

Johnson Street Studio - McMinnville, OR

$223 avg / night
Tina's Cottage
1 Bedroom | 1 Bath | Sleeps 2

Tina's Cottage - Dundee, OR

$172 avg / night

View 12 more homes

Recent Oregon Wine Country guest reviews

We lived the creek, tree swing and front porch. It was a very relaxing stay.
Megan L. | Jul 2024
LOVED the location of this charming little snapshot of history. Main floor bathroom was modern and accessible. Stove and oven work fine. Washer/Dryer work fine. Parking is a little wonky (shared w another house) but easy to get used to and not an issue at all.
Robert W. | Jul 2024
This property was great and I would stay again. There was 11 of us and it met all of our needs. It was easy to find even though it is remote. Nice and quiet.
Carrie M. | Jun 2024
Oregon Wine Country vacation rental FAQ

Yes. 16 of our Oregon Wine Country vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Oregon Wine Country vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Oregon Wine Country team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Oregon Wine Country, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Where is Oregon Wine Country?

Stretching south from Portland to just past Eugene, from the Willamette River to the Cascades Range, the Willamette Valley is home to more than 400 world-class wineries. Our Willamette Valley vacation rentals are equally unique and rich in hospitality, surrounded by small-town comforts and lush rolling hills.

Oregon Wine Country towns

McMinnville is a popular destination just northeast of Salem where you'll find numerous well-known wineries, the famous McMenimans, and a nice balance of nature and historic buildings. Saunter down bustling Third Street while you pick fresh produce from a farm stand, window shop at local boutiques, and of course - taste wine. McMinnville is definitely the largest town in the heart of Oregon wine country, making it a great option for active vacationers looking for plenty of options.

Slow all the way down in Dundee, located in the Red Hills of the Willamette Valley. These Oregon wine country lodgings offer a quiet retreat in a peaceful town. Dundee is home to cult-wine favorite Antica Terra and the boutique winery Purple Hands.

Our Carlton vacation rentals are in a town only three-blocks big jammed with gourmet foods, antique shops, and historic buildings. From grape-crushing and pie-eating contests to hot air balloon rides and vintage art, this little town is as provincial and quirky as a fairy tale. Don't forget to stop at Anne Amie Vineyards while you're here.

The towns of Newberg and Yamhill are itty-bitty, farming-turned-vineyard towns with an old-fashioned feel, the perfect spot for romantic getaways with a loved one or an intimate, quiet setting for friends taking the weekend away. Newberg is particularly known for the Allison Inn Spa, a 15,000 square-foot space dedicated to pampering.

Eugene sits right on the edge of Oregon Wine Country, and is the second largest town in Oregon. Its college-town vibe and progressive tendencies make it an active getaway for guests who enjoy a full vacation. Our Eugene vacation rentals offer an excellent base for exploring the region and savoring a glass of wine at the end of a busy day exploring.

Book our Oregon wine country lodging and combine a cute vacation rental with some fine wine, great food, and a wide range of destination styles.

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