Willamette Valley, OR Vacation Homes from ￥14,444

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Our top choices for Willamette Valley vacation homes

A cabin surrounded by dense forest, with a visible deck and a clear view of the surrounding trees.

1. The Mckenzie House w/ sauna & outdoor shower

McKenzie Bridge

John D.

￥80,262 total

includes taxes & fees

Nov 12 - Nov 13

A rustic outdoor seating area with benches and picnic tables, surrounded by dense forest.

2. Creekside Haven

Wilsonville

Ginny S.

￥34,410 total

includes taxes & fees

Nov 14 - Nov 15

A cozy outdoor patio with wicker baskets, a fire pit, and comfortable seating.

3. Oregon "Tall Firs Tiny home" near Spencers butte & Trails 10 min to UO Campus

Eugene

Sarah S.

￥33,002 total

includes taxes & fees

Dec 1 - Dec 2

A modern living room with a grey sofa, a coffee table, and a potted plant.

4. The Lake House - King Bed, Wineries & Lake Trails

Turner

Karen E.

￥56,104 total

includes taxes & fees

Nov 12 - Nov 13

A dining area with a round table, wooden chairs, and a ceiling with exposed beams.

5. Hockinson Carriage House - You Won't Want to Leave

Brush Prairie

Michele

￥33,768 total

includes taxes & fees

Nov 14 - Nov 15

A covered outdoor dining area with a view of trees, a wooden bench, and a sign reading "SPRUCE ST."

6. Exquisite Historic Suite Close to Downtown 14-21673

Southwest Portland

Justin T.

￥27,211 total

includes taxes & fees

Nov 17 - Nov 18

A house with a patio area featuring two green chairs and a table, a fire pit, and a bicycle parked outside.

7. #StayInMyDistrict Lake Oswego Honey Bee Cottage

First Addition

Marlene P.

￥40,502 total

includes taxes & fees

Nov 15 - Nov 16

A spacious dining area with a long wooden table, multiple chairs, and pendant lighting.

8. Picturesque Lakeside Setting, Patio Seating w Fire-Pit, Surrounded by Vineyards, On Solena Estate

Yamhill

Stephanie

￥56,113 total

includes taxes & fees

Nov 12 - Nov 13

A modern interior with a staircase, a dining area with a lamp, and a living room with a sofa and a coffee table.

9. Elegant Townhome - King Bed, Fireplace & Wineries

South Central

Josh W.

￥61,078 total

includes taxes & fees

Nov 12 - Nov 13

A two-story house with a covered porch and a garden.

10. Pet friendly apartment with covered patio and fenced-in yard.

Southeast Portland

Jack M.

￥31,935 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with white cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

11. Granny Flat in leafy SW Portland

Southwest Portland

"The flat was clean and well-appointed. We stayed multiple nights as we were in Portland to see multiple groups of friends. Great location and close to I5. Bed was very comfy and checkin was a breeze. Communication with the host was seamless. The view from the balcony was serene and the kitchen was well-stocked. Great tasting coffee, too! We've found our go-to for our next trip to town. Thank you!"

Lucy B.

￥24,202 total

includes taxes & fees

Nov 24 - Nov 25

A hot tub with two glasses and a bottle of champagne, set against a twilight cityscape.

12. Parrett Mtn Estate: Hot Tub, Sauna, Cold Plunge, Fire Pit, Vine & Valley Views

Newberg

Bradley L.

￥146,587 total

includes taxes & fees

Nov 19 - Nov 20

A wooden cabin with a deck overlooking a forested stream.

13. Sasquatch's Tiny Treehouse on creek - old growth forest in Portland - ADVENTURE!

Cedar Hills

Amber Y.

￥29,194 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with a large island, grey cabinets, and wooden flooring.

14. Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard

Milwaukie

Karin S.

￥48,814 total

includes taxes & fees

Nov 29 - Nov 30

A covered patio area with wicker furniture and a wooden table, overlooking a garden.

15. Charming single level updated home~Centrally located

Dallas

Leonard

￥65,122 total

includes taxes & fees

Nov 16 - Nov 17

Two Adirondack chairs facing a scenic view of a mountainous landscape.

16. Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Troutdale

Alice

￥31,962 total

includes taxes & fees

Nov 17 - Nov 18

A cozy interior with a wooden ceiling, a bar area, and a seating area with a sofa and chairs.

17. Carsner tree farm (CTF) barn loft stay

Lebanon

Sarah F.

￥30,053 total

includes taxes & fees

Dec 12 - Dec 13

A wooden deck with a table and chairs, a green umbrella, and potted plants.

18. Beautiful Art Filled Home 15 minutes to Downtown

Ardenwald

Greenie D.

￥49,397 total

includes taxes & fees

Dec 6 - Dec 7

A modern living room with a brown leather sofa, two white round tables, a tall floor lamp, and a large green plant.

19. Luxury MCM King Suite • Coffee Lover's Dream! • EV2

Salem

Debra W.

￥60,253 total

includes taxes & fees

Dec 10 - Dec 11

A wooden door with a glass panel, a wall-mounted light fixture, a framed insect picture, and a potted plant.

20. Located in close proximity to Willamette University, 2 bedroom 2 bath.

South Central

Michelle F.

￥43,899 total

includes taxes & fees

Nov 24 - Nov 25

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Learn more about Willamette Valley

Enjoy wine tours and tastings, forest hikes and city escapes as you travel through the gorgeous green surroundings of Oregon’s principal wine region.

See all hotels in Willamette Valley

A vineyard with rows of grapevines and a few trees with red foliage.

Top reviews in Willamette Valley

A wooden deck with a chair and a small table, surrounded by a wooden railing and trees in the background.

Lanzarotta Bed and Breakfast

Eugene

10/10 Excellent

Connie

The Independence

Independence

10/10 Excellent

Reyna

A modern lobby with a sofa, chairs, a coffee table, and a reception desk.

Fairfield by Marriott Inn & Suites Salem North

Keizer

10/10 Excellent

Alberta

A spacious living area with a pool, wooden ceiling beams, and modern furniture.

Cedartree Hotel Portland Hillsboro

Hillsboro

10/10 Excellent

Misty

A spacious living room with a fireplace, comfortable seating, and large windows with curtains.

Grand Hotel at Bridgeport

Tigard

10/10 Excellent

Melissa

A large, two-story building with a stone facade and a sign that reads "Cheesehead Inn."

Oregon Garden Resort

Silverton

10/10 Excellent

Beautiful rooms and property! The staff was friendly and quick to help with issues, the beds were big and comfortable, and the Oregon themed decor throughout was appreciated. The restaurant food was okay, but the breakfast was heaven for those with a sweet tooth. Mango coffee cake, zucchini/blueberry/chocolate muffins, apple crumble, honey greek and mango yogurt, all so good. They gave us a box to take some treats on the road!

Crystal