Holiday rentals in Wilsonville

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Top-rated holiday rentals in Wilsonville

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Guest favourite

Guest suite in Hillsboro

4.98 out of 5 average rating, 158 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.

16–23 Aug

$143 SGD per night

Guest favourite

Guest house in Wilsonville

4.95 out of 5 average rating, 408 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.

8–15 Jul

$172 SGD per night

Guest favourite

Farm stay in Hillsboro

5.0 out of 5 average rating, 360 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

$165 SGD per night

Guest favourite

Home in Wilsonville

4.98 out of 5 average rating, 190 reviews

Beautiful Dog Friendly Cottage on a 10 Acre Estate

A little slice of heaven. Stay near the heart of wine country on a 20 acre estate and Hazelnut Orchard. Enjoy a complimentary bottle of Oregon wine and light bfast items & snacks upon arrival. Settle in and sit on your personal porch surrounded by Hazelnuts and Dahlias. Or take a dip in the hot tub by the garden and play a little basket ball on the sports court. Close to numerous wineries, breweries, equestrian centers, just 20 miles south of Portland and 60 minutes from the beautiful coast.

30 May – 6 Jun

$351 SGD per night

Guest favourite

Cottage in Newberg

4.96 out of 5 average rating, 122 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.

24 Nov – 1 Dec

$165 SGD per night

Guest favourite

Farm stay in Sherwood

4.88 out of 5 average rating, 158 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.

3–10 Aug

$151 SGD 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.

25 Sep – 2 Oct

$167 SGD per night

Guest favourite

Guest house in Sherwood

4.98 out of 5 average rating, 100 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.

12–19 Aug

$196 SGD per night

Guest favourite

Flat in Hubbard

4.96 out of 5 average rating, 140 reviews

Peace and Quiet on a Farm in the Country

Enjoy the peace and quiet of the country in a 2 bedroom apartment on a working berry farm. The apartment is located in a separate building away from the main house so there is lots of privacy as well. You can even pick your own marionberries and blueberries when in season. There are also a number of u-pick farms and farm stands in the area. When the restrictions for COVID-19 are lifted, you can be assured that the space will be thoroughly cleaned and disinfected.

3–10 Sep

$128 SGD per night

Guest favourite

Cottage in Lake Oswego

4.93 out of 5 average rating, 224 reviews

Peacock Grove Cottage in Lake Oswego, OR

Sunny, private one bedroom cottage in quiet, wooded neighborhood. Separate dwelling behind main house. Queen bed, sofa bed, TV, WiFi, A/C, full kitchen, washer & dryer, bathroom with shower and beautiful patio. One mile from I-5 and 8 miles to downtown Portland. Short drive to downtown Lake Oswego. Walking distance, just two blocks, to La Provence, Jefe, Zupans, Albertsons, Starbucks, Waluga Park. Perfect for families or the business traveler. Come stay!

23–30 Oct

$108 SGD per night

Guest favourite

Guest house in Canby

4.95 out of 5 average rating, 180 reviews

Cozy Country Bungalow

*Cozy studio apartment on ten-acre farm. *One queen-size bed *Complete kitchen w/ range, dishwasher, microwave, refrigerator, toaster, and coffeemaker. *Large bathroom, sleeping area with queen bed, living/dining area, and washer and dryer access. *Wireless internet and wall-mounted 40" Smart TV with Netflix. *Relax on your private veranda, or go for a stroll on our 10 acre property. *Enjoy a picnic in the woods. Creek, pond, bridge, & view to enjoy.

6–13 Oct

$129 SGD per night

Guest favourite

Guest house in Wilsonville

4.96 out of 5 average rating, 241 reviews

Creekside Haven

Come enjoy our peaceful Creekside Haven, a guest house (built onto the stand-alone garage away from the main house) nestled in a country forest with a creek. You'll have access to the fire pit for S'mores, the relaxing hammock for two, the tire swing, and the adult swing. We're just 18 miles South of downtown Portland. Sorry, no pets, weddings, parties, hair dying, smoking of any substance indoors, or illegal drugs.

7–14 Sep

$197 SGD per night