Holiday rentals in Cove Orchard

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Top-rated holiday rentals in Cove Orchard

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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 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.

Guest favourite
Guest suite in Newberg
4.91 out of 5 average rating, 373 reviews

Red Hills Retreat — Lower Carriage House

Welcome to our cozy studio apartment, a refined and serene sanctuary nestled amid the beauty of Oregon's Willamette Valley wine country. This elegant, generously proportioned suite offers a full private bathroom and a fully equipped kitchenette, thoughtfully designed for comfort and convenience during your stay. The apartment sits on our 10-acre hobby farm at the end of a mile-long lane bordered by hazelnut trees, vineyards, and pastures—giving you a quiet, private spot surrounded by nature.

Top guest favourite
Home in Carlton
4.96 out of 5 average rating, 136 reviews

Walk to Tasting Rooms | Firepit | Dog-Friendly

Whether you’re planning a girls’ trip or romantic getaway, Wynkoop is your home away from home in the heart of wine country. Explore the wineries, world-class restaurants, and quaint towns the Willamette Valley has to offer while enjoying the convenience of downtown Carlton living. The historic home is thoughtfully designed around fostering cozy moments, from sipping coffee on the porch to unwinding with a glass of wine by the fire pit. Grab your partner, friend, or fur baby and settle in.

Top guest favourite
A modern kitchen is depicted with sleek gray cabinetry, a stainless steel stove, and a dishwasher. A wood dining table accommodates six, while wine glasses are set beside a bottle on the counter. Open storage holds bowls and utensils, enhancing functionality.
Guest suite in Carlton
4.98 out of 5 average rating, 102 reviews

Peaceful cottage- 2 bed/2bath

The Cottage is located at the end of Park St in a serene country setting, walkable (0.5 m) to Carlton shops, restaurants, tasting rooms, community pool, parks and more. Owner operated. The cottage has 2 master suites, a full kitchen, a large living room with cable TV, internet, books and games and a private back yard. The cottage shares a wall with our private home. There is NO washer/dryer. There is off-street parking. The cottage is ideal for couples or families staying in the area.

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.
Flat 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.

Guest favourite
A comfortable living area is furnished with dark gray sofas positioned around a light area rug. A wooden TV stand is located opposite the seating, while a dining table is visible in the background. Blinds cover large windows, allowing natural light into the space.
Flat in Forest Grove
4.87 out of 5 average rating, 126 reviews

Historic one bedroom

Located in the heart of Forest Grove on Main Street. Walking distance to shopping, restaurants, and Pacific University. Stay in one of the original downtown buildings in Forest Grove and enjoy easy access to the charm of a small town. Apartment with full kitchen, including range, refrigerator, dishwasher, microwave, and Keurig/coffee combo machine. Short drive to Henry Hagg Lake and local wineries. Let us make your visit to Forest Grove enjoyable. Unit accessible via stairs.

Top guest favourite
A hot tub with bubbling water sits beside a wooden sauna structure, designed with intricate detailing. The surrounding area features a pebble pathway and lush greenery, creating a tranquil outdoor setting.
Tiny home in Newberg
5 out of 5 average rating, 729 reviews

Garden Spa Getaway in Wine Country-Newberg

Enjoy the hot tub & 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 wine boutiques & restaurants, 6 blocks to George Fox University, 45 min. from PDX Airport. Spacious with 192 sq. feet of modern comfort. Complimentary specialty cheese & oatmeal cups for breakfast. Nice bikes to tour Newberg & local wine boutiques. *Two night minimum stay. *E-Bike Seated Scooters available.

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.
Guest house 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!

Guest favourite
An inviting living area features floor-to-ceiling windows that offer views of the surrounding forest. Minimalist furniture includes a wooden table, lounge chairs, and a futon, creating a comfortable space to relax or entertain. Natural light enhances the cozy atmosphere.
Flat in Newberg
4.94 out of 5 average rating, 1,116 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.

Top guest favourite
A grassy area is highlighted by a large tree, providing shade to a set of two benches. The background features gently rolling hills, with a fence marking the property boundary, and the soft glow of golden hour light enhances the serene landscape.
Guest suite in Yamhill
4.92 out of 5 average rating, 166 reviews

Cozy Country Cottage - Heart of Wine Country

Come to relax and get away from it all in wine country. Willamette Valley is quickly being considered by many as the "New Napa Valley". Relax after a day of wine tasting, horseback riding or any number of activities that country life has to offer. Outside, commune with nature by enjoying the expansive views, bird watching, or taking a stroll. Most importantly sit back and relax!

Popular amenities for Cove Orchard holiday rentals