Holiday rentals in Chehalem

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Top-rated holiday rentals in Chehalem

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Guest favourite

Guest suite in Newberg

4.98 out of 5 average rating, 102 reviews

Peaceful and Private Studio Suite

Take a break and unwind at our peaceful oasis in stunning Willamette Valley. Only about an hour from the coast or mountains and five minutes to the river. And for wine tasting, the options abound. Our studio boasts a full kitchen and laundry. There is a dining table, queen bed, couch, leather chair and ottoman and a small desk area. Our apartment is attached to our home, so we are close if you need anything and with the private driveway and entrance, you will have all the privacy you desire.

Guest favourite

Guest suite in Hillsboro

4.98 out of 5 average rating, 164 reviews

Willamette Valley Wine Country Hub

Located in the heart of the Willamette Valley wine country the 1100 SqFt private unit provides a unique opportunity to experience the north west. We are at the center of a hub with equal access to Hillsboro, Sherwood, Newberg and Beaverton for all of the night life and restaurants while being within a few miles of 100+ wineries. We also offer a wood fired pizza making experience (see below for details). All of this while experiencing rural Oregon. We are on 6 acres with only a few neighbors.

Guest favourite

Cottage in Saint Paul

4.97 out of 5 average rating, 278 reviews

Our Cottage on Champoeg, St. Paul, Oregon

1 or 2 guests (sorry no children, infants or pets) will enjoy your stay in our charming, comfortable cottage located on our 65 acre farm in the scenic Willamette Valley. Enjoy amazing sunsets from a full size deck overlooking fertile farmland. Fully equipped kitchen with all the necessities for a gourmet meal. There are more than 50+ wineries within 10 miles. In addition, breweries, restaurants and shopping located within 30 minutes. Our Cottage awaits you for a special lodging experience.

Guest favourite

Home in Newberg

4.96 out of 5 average rating, 215 reviews

Luxury Wine Country Estate

Welcome to Luxury Wine Country Estate, an oasis where luxurious refinement meets the epitome of wine country indulgence. Revel in unmatched elegance, thoughtfully designed to include Tempur-Pedic sanctuaries, therapeutic hot tub, rejuvenating red cedar sauna, cold plunge, and the most stunning valley and vineyard views. Every touch is meticulously crafted, from heated stone floors and Dyson innovations to dual gourmet kitchens, Yeti picnic essentials, EV charging capabilities, and so much more.

Guest favourite

Farm stay in Hillsboro

5.0 out of 5 average rating, 368 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. Offering seven private accommodations, just 14 miles from downtown Portland. Please read house rules prior to making an inquiry or booking.

Guest favourite

Guest house in Wilsonville

4.95 out of 5 average rating, 417 reviews

Willow Creek Cottage

Enjoy country living in our charming and unique 1890s guest house. Situated on 12 acres in horse country. Great location - 20 minutes to Portland, 25 minutes to Oregon Wine Country, 90 minutes to the coast and five minutes from I-5 and Wilsonville. Bedroom with comfy pillow top queen bed. Breakfast nook with refrigerator, microwave and Keurig coffee maker. Direct TV and WiFi. **Please be assured that we continue to take all steps necessary to sanitize and air the cottage before your visit.

Guest favourite

Cottage in Newberg

4.96 out of 5 average rating, 127 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.

Guest favourite

Farm stay in Sherwood

4.88 out of 5 average rating, 160 reviews

Ariniello Vineyard - Private 2 Bedroom Suite

Perfect location for wine tasting and touring the beautiful Pacific NW. A unique opportunity to stay on a newly planted small vineyard in your own private suite. Enjoy your very own 1st floor living quarters. The property is also located on a small farm. You will enjoy your own entry with two private bedrooms (1 king and 1 queen), living room and private bathroom. Basic kitchen set up -NO oven. The space can easily sleep 4 (6 includes an air mattress). No smoking allowed in the suite.

Guest favourite

Tiny home in Newberg

5.0 out of 5 average rating, 609 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.

Guest favourite

Guest house in Sherwood

4.98 out of 5 average rating, 101 reviews

Cozy Willamette Valley Cabin With Modern Comforts

A cozy retreat on the brink of Oregon's wine country, walking distance to local restaurants and shops. Enjoy being less than 30 minutes from Portland International Airport and some of the most acclaimed wineries in Oregon's Willamette Valley. This luxurious cabin features a full sized kitchen, washer/dryer, bedroom with queen bed and separate office/dressing room, gas fireplace, smart TV and second queen pull-out. The full bath features walk-in rain shower and full vanity.

Guest favourite

Guest house in Beaverton

4.97 out of 5 average rating, 137 reviews

SCHOLLS VALLEY RETREAT

This country 5-acre setting has a 1 BR, 1 Bath 1,664 sq.ft. guest house that is filled with tons of natural light. Has fantastic views of acres and acres of honey crisp apple orchards, Scholls Valley countryside, a gorgeous sky, manicured yards filled with multiple areas of lawns, abundant flowers, shrubs and trees. It is on a private dead-end road. Come to enjoy its peace and tranquility and also close by multiple Wine tasting venues, luxury spa, ocean, and so much more!

Guest favourite

Farm stay in Newberg

4.98 out of 5 average rating, 329 reviews

Amani Acres in the heart of wine country

This Farm Stay is in the heart of WINE country. Next door to Natalie's Vineyard, one of the most renowned pinot noirs in our area! The space is the entire lower level of our home. Private entrance, parking, etc. Contact-less check in. Million dollar views, picnic area, fire pit and outdoor seating overlooking a beautiful valley, outdoor bar, BBQ, light and airy open concept living- something for everyone! All are welcome and we are wheelchair accessible! See you soon!