Holiday rentals in Willamette Valley

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Top-rated holiday rentals in Willamette Valley

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Guest favourite

Guest house in Amity

4.99 out of 5 average rating, 188 reviews

Wine Country Garden Retreat

Located in the heart of wine country, dozens of wineries within miles, the nearest across the drive "BraVuro Cellars" featuring Big, Bold Reds. 12 miles to Historical McMinnville. One hour to the Oregon Coast and Portland. Our farm offers 1.5 acres of year round specialty gardens, attracting the rare blue butterfly, Willamette Valley birds including migrating evening grosbeak. Horses, goats chickens and 3 friendly labs Enjoy our other listing at https://www.airbnb.com/h/heartofwinecountryretreat

12–19 Jun

₹9,779 per night

Guest favourite

Farm stay in Hillsboro

5.0 out of 5 average rating, 359 reviews

Oakwood Gardens Studio •Alpaca Farm• Wine Country

Experience an immersive farm adventure on 70-acres in the quaint community of Scholls, while being close to quality markets, great restaurants and exceptional vineyards. The Willamette Valley is recognized as one of the best Pinot Noir producing regions in the world. Enjoy hand-feeding alpacas and exploring paths in enchanting gardens and natural wetlands. Located six miles from Hillsboro and 14 miles from Portland. Offering seven unique and private accommodations. Please read all information.

7–14 Oct

₹10,178 per night

Guest favourite

Cottage in Newberg

4.96 out of 5 average rating, 121 reviews

Oxberg Lake Retreat, lake & farm view in wine ctry

A storybook oasis with lake/farm views. Enjoy your morning coffee or evening wine while listening to the sheep and chickens. One loft bedroom, one full bath with large living room/kitchen. * 5 min to George Fox University * 2 min to The Allison Inn & Spa * 50+ wineries within 10 min drive *Walk to Farm Craft brews at Wolves and People on Benjamin *Enjoy canoeing, feeding the sheep, or reading a book by the fire pit. (wood provided) We also have a roll-away bed that is available upon request.

7–14 Oct

₹10,943 per night

Guest favourite

Guest suite in McMinnville

4.91 out of 5 average rating, 612 reviews

Mid-Century Cottage w/ Private Entry & Kitchenette

Discover the Redwood, your ideal wine country escape that’s just a mere 15-minute walk away from downtown McMinnville, Oregon. This cozy mother-in-law unit, nestled behind our main house, welcomes you with a private entrance and a convenient kitchenette. Plus, enjoy access to a beautiful deck, exclusively for guests. You'll love the peaceful atmosphere and the mid-century style with live plants, lots of natural light, and captivating art—all while savoring views of our majestic Redwood tree.

3–10 Jan

₹10,372 per night

Guest favourite

Guest house in Silverton

4.99 out of 5 average rating, 271 reviews

The Rock Tree House - A place to unwind and renew.

Welcome to the Rock Tree House! This studio apartment is the perfect get-away retreat for the outdoor enthusiast: 20 minutes to Silver Falls State Park, 2 miles from the quaint downtown Silverton, and well within driving distance of all the Willamette Valley has to offer. Enjoy your morning coffee on the private outdoor deck surrounded by beautiful trees and abundant wildlife. Our home is a safe space for all people. We welcome guests of all races, faiths, genders, and sexual orientations.

24–31 Oct

₹9,450 per night

Guest favourite

Tiny home in Newberg

5.0 out of 5 average rating, 603 reviews

Garden Spa Getaway in Wine Country-Newberg

Enjoy the hot tub and sauna for relaxation! The Tiny Home is privately tucked in a garden oasis, in a quiet residential neighborhood. Only 13 blocks to downtown Newberg 's lovely wine boutiques and restaurants, 6 blocks to George Fox University, 45 min. from PDX Airport. Spacious and comfortable with 192 sq. feet modern atmosphere. Complimentary specialty cheese & oatmeal cups for breakfast. Nice bikes to tour beautiful Newberg and local wine boutiques. *Two night minimum stay.

7–14 Sep

₹10,237 per night

Guest favourite

Guest house in McMinnville

4.93 out of 5 average rating, 187 reviews

The Darling Nest

Private 1 bedroom guesthouse with carport nestled in a peaceful McMinnville greenway. This spacious one level apartment is suitable for a maximum of 2. It is a clean and roomy (almost 900sq ft), well lit space with ample windows offering secluded views of a creek valley. Less than a mile from historic 3rd St, it provides a centrally located urban sanctuary ideal for a couple’s wine tour. We are just a short 15 minute drive to Yamhll County’s Carlton, Dayton, or Amity.

8–15 Feb

₹10,802 per night

Guest favourite

Guest house in Stayton

5.0 out of 5 average rating, 467 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Luxury Cabin Suite is suited for 2 adults on the Santiam River, just 20 minutes from Salem! For a special place to relax, unwind or a romantic getaway this is the place for you...oh, and no dishes to wash! If you love hiking, fishing, kayaking or rafting. Enjoy all the luxury/Spa and custom artistic touches & beautiful views of the river. Also, experience a free art project in Artsy Fartsy Studio. *Our cabin has only one bed and is not appropriate or set up for kids.

9–16 Mar

₹14,939 per night

Guest favourite

Guest suite in Newberg

4.98 out of 5 average rating, 131 reviews

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.

13–20 Sep

₹8,841 per night

Guest favourite

Guest house in Salem

4.97 out of 5 average rating, 366 reviews

Charming 1 bedroom loft/barn apt with hot tub

Take it easy at this unique and tranquil getaway! Nestled in the heart of the Willamette Valley, this peaceful loft is perfect for the couple looking to relax and recharge. Enjoy our local farmers markets, or a baseball game at Volcanoes Stadium. Tour our local restaurants and wineries or see what’s happening this summer with our local music scene. Visit our many hikes and trails or float our rivers and lakes - and on and on!

28 Feb – 7 Mar

₹9,857 per night

Guest favourite

Flat in Newberg

4.94 out of 5 average rating, 840 reviews

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.

13–20 Nov

₹8,538 per night

Guest favourite

Dome in Amity

4.97 out of 5 average rating, 216 reviews

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.

18–25 Sep

₹13,508 per night