Holiday houses in Wilsonville

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Top-rated holiday rentals in Wilsonville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Tigard

5 out of 5 average rating, 102 reviews

Mama J's

I've created what I think is a relaxing stay. You will sleep on a memory foam mattress with cotton linens. Additionally, there is a 55 inch smart TV with free Netflix and Apple TV, along with a selection of books and games. The patio and gazebo are also available and are the smoking areas. This master suite in my house has a private entrance and yard. There are no shared spaces and there is a lock on both sides of the sound-baffled door to the main house to value your privacy as well as mine.

Top Guest favourite

Guesthouse in Wilsonville

4.95 out of 5 average rating, 520 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.

Top Guest favourite

Home in Wilsonville

4.98 out of 5 average rating, 211 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.

Top Guest favourite

Guest suite in Sherwood

4.97 out of 5 average rating, 107 reviews

Bacchus Fields - Oregon Wine Country Studio

Bacchus Fields is a private, quiet, studio in the gateway of Oregon’s wine country, with views of Mt. Hood and beautiful scenery. The studio has a queen bed, full kitchen, private bathroom and entrance. We offer self-check in, dedicated parking with complementary Level 2 EV charging, a private outdoor patio with seating, a gas grill and fire pit. The studio is nicely situated for short and long-term stays, visits to wine country, the coast, mountains, Portland, and surrounding communities.

Top Guest favourite

Guest suite in Sherwood

4.98 out of 5 average rating, 286 reviews

Sherwood Hollow- Senior discount at request - 60+

Welcome to Sherwood Hollow! This completely refurbished retreat is a large 1200 square foot downstairs suite in our 1960's home. This spacious area has a large living room, eat-in kitchen, and spacious bedroom. The unit is private and completely closed off from the upstairs. Our home is located just a short walk from Old Town Sherwood and beautiful Stella Olsen park. This unit is near the bottom of a hill, a bit of a climb coming up from Old Town, and the driveway is on an incline.

Top Guest favourite

Guesthouse in Sherwood

4.99 out of 5 average rating, 149 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 suite in Sherwood

4.86 out of 5 average rating, 325 reviews

Cozy Wine Country Suite

A cozy suite with private, separate entrance and garden, located a short walk to Sherwood’s charming downtown. Quick access to coffee shops, restaurants, and a local brewery. Close to many of the valley’s best tasting rooms and vineyards. Relax with a glass of Pinot Noir and watch the sunset on your private deck, or take a short drive to Portland and explore the city. Sherwood is centrally located and the perfect distance for a day trip to the coast or the mountains.

Superhost

Tiny home in Sherwood

4.91 out of 5 average rating, 194 reviews

Sip & Stay - Charming Tiny House Near Wineries

🍷 When our fun-loving guests aren’t exploring local wineries or waterfalls, they’re unwinding—lounging at the picnic table, strolling with their pup 🐶, or cozying up with a book 📖 from our unique library. This bright, stylish retreat has it all: two comfy beds 🛏️, a fresh-air shower 🚿, ample counter space for work or dining, a fully stocked kitchen 🍽️, a large BBQ 🔥, and a pet care kit. Craving downtime in the fresh air? You’ve found it!

Top Guest favourite

Guesthouse in Wilsonville

4.97 out of 5 average rating, 258 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.

Guest favourite

Home in Canby

4.92 out of 5 average rating, 142 reviews

Comfy, Cozy and Convenient home in Canby

Situated in walking distance to downtown Canby. A clean town with fairgrounds, a grocery store, a theater, and many more local shops. The Portland vibe has worked it's way this direction so no need to make the drive. But if you plan to Hwy 99 turns into McLoughlin Blvd, which is a good route into the heart of Portland even in rush hour. Also there is access to I5 and 205 off of Hwy 99 in Oregon City.

Top Guest favourite

Barn in Sherwood

4.99 out of 5 average rating, 146 reviews

Rustic Barn | Country Getaway

Nestled atop Parrett Mountain is our countryside barn ready for you to enjoy! Conveniently located to many vineyards, and a picturesque drive to close by cities. This space offers a fully stocked kitchen and plush bedding (1 Queen/ 1 Double). Come and slow down with our rural pace of life and unique accommodations. Check out our photos to imagine yourself in this peaceful paradise.

Top Guest favourite

Apartment in Tualatin

4.96 out of 5 average rating, 272 reviews

Elk Place - Heart of Wine Country. Bdrm & Lvg Rm

Our place offers a quiet, beautiful, park-like setting. This space is completely separate with a Private Entrance. You will enjoy a private living room, kitchenette area ( NOT A KITCHEN FOR COOKING & CLEANING UP), bedroom, bathroom & outdoor Patio. Our place is good for couples, solo adventurers, business travelers, and families. NOTE: Owners live on property. NO Pets Allowed.

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Other great holiday rentals in Wilsonville

Superhost

Home in Sherwood

4.83 out of 5 average rating, 83 reviews

Lovely place in Sherwood!

JenniferRating, 5 stars1 month ago

We had a lovely time! Checking in was a breeze and everything was clean and very comfortable. I recommend!

Superhost

Home in Tualatin

4.82 out of 5 average rating, 22 reviews

Family Fun Retreat | Home with a Heart

CarolinaRating, 5 stars1 month ago

Wonderful stay. Quiet location. Home was as described. My littles were able to run around the house and outside on the playground without worrying about destroying things. Beds were comfy. Lots of options for the kids sleeping arrangements. Awesome to have laundry available as well. Water pressure was great and the home was clean. It met all our expectations.

Top Guest favourite

Farm stay in West Linn

5 out of 5 average rating, 5 reviews

Hillside Vineyard Retreat

JennaRating, 5 stars1 week ago

This is a beautiful getaway!! Definitely worth the price. Very peaceful, felt very secluded and private. Gorgeous location out of the city, but still a quick drive to restaurants and such. Had everything we needed!

Guest favourite

Home in Wilsonville

4.91 out of 5 average rating, 32 reviews

The Olive Branch

RobynRating, 5 stars1 month ago

Great location and very peaceful neighborhood. Anika was very quick to respond to any questions that we had.

Home in Canby

5 out of 5 average rating, 4 reviews

a place only for you.

LaurieRating, 5 stars2 weeks ago

Thank you to Jaciana and her family for their wonderful hospitality! The apartment was the perfect country getaway - incredibly peaceful while still offering all the comforts of home. The bed was more luxurious and comfortable than my own at home, which made for amazing rest. My dogs absolutely loved the country setting and had such a great time. This was exactly the relaxing retreat we needed. Highly recommend! Obrigadoa à Jaciana e sua família pela maravilhosa hospitalidade! O apartamento foi o refúgio perfeito no campo - incrivelmente tranquilo e ainda oferecendo todo o conforto de casa. A cama era mais luxuosa e confortável que a minha própria cama em casa, o que proporcionou um descanso incrível. Meus cachorros adoraram absolutamente o ambiente rural e se divertiram muito. Foi exatamente o retiro relaxante que precisávamos. Recomendo muito!

Guest favourite

Home in Canby

4.91 out of 5 average rating, 32 reviews

Newly updated home

GabrielleRating, 5 stars1 week ago

Stayed here during the first weekend of Ren Faire. Debbie was great in communication when they needed to be on site to water the grass. And the place was clean and nice for the small group we had. Also conveniently located to many things.

Top Guest favourite

Home in Lake Oswego

5 out of 5 average rating, 44 reviews

Lake Oswego Riverfront House with Paddle Boards

MitchellRating, 5 starstoday

Lovely, peaceful and stunning view of the river. Spotless, well organized, and well appointed. Got a fire going each night with one and joined by an owl. Happy to go back at a moments notice.

Guest favourite