Oregon Wine Country Vacation Rentals

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Make Oregon Wine Country your next getaway—choose from 13 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
Vino Ritiro 3D Tour
3 Bedroom | 2 Bath | Sleeps 6

Vino Ritiro - McMinnville, OR

From $113
The Farm House 3D Tour
4 Bedroom | 2 Bath | Sleeps 8

The Farm House - McMinnville, OR

From $114
Johnson Street Studio 3D Tour
0 Bedroom | 1 Bath | Sleeps 2

Johnson Street Studio - McMinnville, OR

From $113
Mac Haven 3D Tour
2 Bedroom | 2 Bath | Sleeps 4

Mac Haven - McMinnville, OR

From $135
Green Cottage 3D Tour
3 Bedroom | 2 Bath | Sleeps 6

Green Cottage - McMinnville, OR

From $105

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Recent Oregon Wine Country vacation rental reviews

Would rent again with updates
Robert (Jean) R. | Dec 2021
This is our 3rd year of renting the Inn for our family Christmas. We love arriving and having the tree up an decorated and the Inn looking so festive with decorations. We always rent the Florida Room as well as it allows for extra space next to the grand room for the families to spread out and play games while others enjoy sitting by the fire and dining in the grand room. Sleeping is comfortable as each bedroom is an en-suite and with the loft we are able to accommodate all. The views are beautiful and we were so happy to have a very white Christmas this year!
Barbara D. | Dec 2021
When you first walk in, it feels like home. Very clean and bright. The kitchen is very well stocked, the bath towels are plush and the sheets are so comfortable. The only I would suggest is a few more towels in the kitchen. Since everyone is washing hands more often a few more kitchen towels would be nice. This is the second time my sister and I have rented this house and will rent it again.
Donna E. | Dec 2021

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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Places to Stay in Oregon Wine Country Photo Credit: Bill Reynolds via Flickr