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Holiday houses in Laurelwood

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Top-rated holiday rentals in Laurelwood

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

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Top Guest favourite
A covered deck features a round mirror and a comfortable seating arrangement comprised of two wicker chairs and a single Adirondack chair. An ornamental rug lies on the floor, complemented by a flower pot with orange blooms, creating a welcoming outdoor space with expansive countryside views.
Guesthouse in Sherwood
5.0 out of 5 average rating, 31 reviews

Wine Country Casita: Private Guesthouse/Nice Views

Lovely "Wine Country Casita". A spacious and serene home. Our beautiful guesthouse, is located on 3 wooded acres with wonderful country views, in the hills above Sherwood. The home's bright, open space, is the perfect location for your Wine Tasting Trip, a Romantic Getaway, or a Relaxing Family Vacation. Enjoy the private deck with a cup of coffee/tea or an evening glass of wine. The Casita is just minutes from wineries, restaurants and coffee shops and is completely separate from our main home.

Top Guest favourite
The exterior view of the house is framed by lush green lawns and vibrant shrubs. A serene water feature with smooth stones and gentle cascades is visible in the foreground, enhancing the natural landscape and inviting a peaceful ambiance.
Home in Cornelius
4.95 out of 5 average rating, 76 reviews

Rosie's Retreat

Full house on 6 acres, tucked away in the stunning countryside of Cornelius, Oregon. Rosie's retreat offers the ultimate getaway experience for individuals, couples and families. Surrounded by breathtaking views and landscapes, Rosie's Retreat provides comfortable lodging for up to 12 individuals. This peaceful, beautiful property is just minutes from multiple wineries, Forest Hills golf course, Mcmenamins Grand Lodge, Dinning, Hagg Lake and more. We would love to host you and your guests Best

Top Guest favourite
A vibrant outdoor space features a patio set with black metal chairs and a table, overlooking a lush garden. Colorful autumn foliage surrounds the area, with greens, oranges, and reds, while a double rainbow arcs gracefully over the scene, enhancing the landscape.
Guest suite in Hillsboro
4.99 out of 5 average rating, 286 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.

Top Guest favourite
A cozy sleeping area is featured, with a white bed neatly arranged with patterned pillows. A vintage-style side table holds a tray with glasses and a bottle, alongside a small pot of blooming flowers. Soft light from a lamp provides a warm glow.
Home in Dundee
4.98 out of 5 average rating, 380 reviews

The Farmhouse at Red Hills|Dundee Wine Country

WELCOME Tucked up among the vineyards of Dundee Hills, our modern vintage farmhouse studio offers a peaceful wine country escape just steps from world-class tasting rooms. Three exceptional wineries are a short-five minute walk away—Lange Estate Winery, Torii Mor Winery and Olenik Vineyards-making this the perfect getaway. Resident Greeter🐾 Our friendly rescue dog Sequoia lives on the property and may stop by to say hello if she is outside. She believes every guest is her new best friend.

Top Guest favourite
A tranquil outdoor area features a hot tub surrounded by vibrant potted plants on a wooden deck. The lush forest hills rise in the background, contributing to a serene and natural setting.
Tent in Banks
4.99 out of 5 average rating, 579 reviews

Glamping Bliss ~ 5 Acre Secluded Forest Oasis

🌿 Serene Retreat: Private Oasis 30 Min from PDX Escape to a peaceful 5-acre forest sanctuary with a cozy 4-season wall tent and kitchenette. Private bath in the main house is just 140 ft up gravel stairs from your tent. Enjoy hiking, biking, wine tours, golf, and scenic drives—only 1 hour to the coast. Perfect for a romantic getaway, personal reset, or nature-filled escape. Experience rustic charm, modern comforts, pond views, and landscaped gardens. Book today for your private retreat.

Top Guest favourite
A vibrant sunset fills the sky with shades of orange, pink, and purple, casting a warm glow over the silhouetted treetops. The horizon is lined with distant mountains, creating a serene backdrop to this stunning natural display.
Apartment in Hillsboro
4.95 out of 5 average rating, 734 reviews

Wine country retreat with amazing views

This lovely tree top space is attached to our home and includes separate entry, complete privacy in the unit, has its own upstairs deck, and includes the use of our shared lower deck and hot tub. The kitchen is a "kitchenette" with no stove, but we do provide a single burner hot plate. Come practice "Shin Rin Yoku", the the stress- reducing essence of the forest. Trails, benches and platforms throughout the property provide a place to sit, enjoy the clean air, meditate, or do yoga.

Guest favourite
A cozy sleeping area features a metal bed frame with an artistic headboard. A white blanket is draped across the bed, complemented by a decorative pillow that reads 'hello.' A bedside table holds a modern lamp, providing gentle illumination.
Tiny home in Yamhill
4.93 out of 5 average rating, 101 reviews

Cleary’s Cottage

“It was a perfect morning for anyone with new boots. Enough rain had fallen in the night to fill the gutters with muddy streams and to bring worms squirming out of the lawns onto the sidewalks”- Beverly Cleary Welcome to Cleary’s Cottage, located in the beautiful Oregon wine country. Nestled in the Willamette Valley where rain can mean any season is upon us and wine is what brings people together! Whether you’re traveling solo or with your special person, make this house a home.

Top Guest favourite
A cozy living room features a brick fireplace, with stacked logs visible. Two comfortable seating areas include a leather chair and a sofa draped with a soft blanket. A dining table with chairs overlooks the space, complemented by a wall-mounted TV and decorative accents.
Apartment in Hillsboro
5.0 out of 5 average rating, 40 reviews

Views | Peaceful | Wineries

We are thrilled to offer this sweet hideaway. Nestled on several acres of recently reforested hillside, this cozy daylight basement is a gem! Fully renovated and updated, the space plays the perfect host for a romantic getaway for two or a wine weekend with friends. The comfortable living room and well-appointed, functional kitchenette make up the common area with loads of natural light and a beautiful view, just waiting to host wonderful memories of your trip to Oregon.

Top Guest favourite
An aerial view captures a spacious guest house surrounded by manicured lawns and vibrant flowers. Nearby, a vegetable garden is visible alongside other landscaped areas. The green metal roof complements the natural setting, with orchards and trees in the background under a soft sunset glow.
Guesthouse in Beaverton
4.97 out of 5 average rating, 190 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. Views of the 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 to multiple Wine tasting venues, the luxury Allison Inn and Spa, ocean beaches, and so much more!

Top Guest favourite
An inviting view into the studio guesthouse shows a kitchenette area with modern appliances and ample counter space. A cozy bed is visible, partially covered by a green blanket. Natural light filters in through a large window, illuminating the warm wood flooring and decorative accents.
Guesthouse in Forest Grove
4.96 out of 5 average rating, 181 reviews

Mini Ceramics Guesthouse

Located in historic Forest Grove and walking distance to restaurants, coffeeshops and Pacific University, this guesthouse has the unique offering of a mini pottery wheel! 5 min from McMenamins, 35 min from Portland, and just over an hour to the beach. Try your hand at mini pottery, do some wine tasting, get local snacks at our summer farmer's market, hike in the forest, and go out on Hagg Lake. Our quiet retreat is close to just about everything!

Top Guest favourite
An inviting entrance showcases a fountain surrounded by lush greenery and stone pathways. The front door, framed by ornate pillars, opens to a well-lit interior. Soft lighting enhances the welcoming atmosphere, with a seasonal wreath adorning the door.
Home in Sherwood
4.95 out of 5 average rating, 166 reviews

Chateau Chardonnay:Tuscan home in NW wine country

Equipped with two HEPA air filtration systems that work continuously to filter and sanitize the air, this home is a clean and safe space to relax and enjoy nature! The house sits on 4 acres in the picturesque Oregon wine country. The back deck looks out over a lush back yard that cascades down to a lazy creek. Gaze out the large kitchen window to the paver patio, vibrant lawn and rimmed with beautiful mature landscaping, koi pond and fountain.

Guest favourite
A modern kitchen is displayed with sleek white cabinetry and black countertops, equipped with a stove, microwave, and refrigerator. A dining table crafted from dark wood is positioned in front, adorned with a small plant and a bottle of wine, with natural light filtering through the window.
Apartment in Forest Grove
4.88 out of 5 average rating, 136 reviews

Historic private studio apartment

Enjoy a stylish experience at this centrally-located downtown Forest Grove historical apartment building located on the 2nd floor. The entire studio apartment provides all the comforts for your trip. Walk to Pacific University, restaurants, shops, and so much more! Enjoy the local wineries or take short drive to Hagg Lake. Unit accessible via stairs to second floor of building. No elevator.

Popular amenities for Laurelwood holiday rentals