Oregon Wine Country Vacation Rentals

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Make Oregon Wine Country your next getaway—choose from 11 great vacation rentals

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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Oregon Wine Country vacation rentals for every getaway

Dog-friendly Hot tub Internet
Cellar Suite
0 Bedroom | 1 Bath | Sleeps 2

Cellar Suite - McMinnville, OR

$169 avg / night
Johnson Street Studio
0 Bedroom | 1 Bath | Sleeps 2

Johnson Street Studio - McMinnville, OR

$170 avg / night
Bayou on the 9
2 Bedroom | 1 Bath | Sleeps 4

Bayou on the 9 - McMinnville, OR

$157 avg / night
Vino Ritiro
3 Bedroom | 2 Bath | Sleeps 6

Vino Ritiro - McMinnville, OR

$219 avg / night
Green Cottage
3 Bedroom | 2 Bath | Sleeps 6

Green Cottage - McMinnville, OR

$242 avg / night

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Recent Oregon Wine Country vacation rental reviews

The space is in a great location walking distance to so many shops and restaurants and has a designated off street parking space. It’s just beautiful inside very clean the bed was super comfortable and had everything we needed.
Tara K. | Jun 2022
The loft was a quiet well thought out space. Great location and light. QUIET. Fun shower and comfy bed. Our only comment was the unfortunate 10 am departure Rules are made by those who break them we understand however 10 am is a bit unreasonable 11am at least would be more user friendly. We have stayed in both hotels and VRBOs all over the world and never encountered a 10 am exit. We will be back often as our children work for several wineries. Recommend this loft highly. Clean and easy entrance. Thank you. The Fishman’s
Pamela. S. | Jun 2022
Quiet, excellent communication, lovely location.
Allison E. | May 2022

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional 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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