Holiday rentals in Cove Orchard

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Top-rated holiday rentals in Cove Orchard

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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

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.

4.99 out of 5 average rating, 294 reviews

Top guest favourite

Home in Carlton

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.

4.96 out of 5 average rating, 138 reviews

Top guest favourite

A charming entryway features a red exterior wall and a welcoming door with window panes. Two seated chairs are positioned beside a vintage wagon wheel, while lush green plants and a stone planter filled with vibrant foliage add color and texture to the surroundings.

Cottage in Carlton

Figment Farmhouse

Enjoy this charming 1950's farmhouse, situated on 150 acres of countryside. Within an easy drive of Carlton, McMinnville, and Dundee—it's an ideal location for the exploring the area's many offerings. The house is well-appointed and surrounded by abundant gardens, towering cedar and fir trees—plus, a flock of chickens, three heritage sheep, and our Bengal cats add interest to the place. We live on the property (next door) with ample privacy/gardens between our place and the farmhouse.

4.99 out of 5 average rating, 594 reviews

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

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.

4.95 out of 5 average rating, 740 reviews

Top guest favourite

A charming home is framed by vibrant bushes of blue flowers, with a large tree providing shade in the foreground. Lush greenery surrounds the property, complementing the inviting exterior of the house under a clear blue sky.

Home in Dundee

Chateau Lesieutre atop Dundee Hills’ Highest Point

Wake up above the Willamette Valley, surrounded by Oregon’s most celebrated wineries. Located at the highest point in Dundee, this serene retreat offers exquisite views. Sip your morning coffee on the terrace, enjoying the fresh country air and feeling as though you’re floating above the hills. With more than 10 wineries within two miles, it’s an ideal base for exploring wine country. After a day out, return home to unwind with evening stargazing in the courtyard or on the terrace.

4.94 out of 5 average rating, 263 reviews

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

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.

4.93 out of 5 average rating, 107 reviews

Top guest favourite

The brick home is set against a clear blue sky, surrounded by a manicured lawn. A winding driveway leads to the entrance, with colorful flowerbeds and shrubs enhancing the landscape. The structure features large windows that provide scenic views of the surrounding farm.

Farm stay in McMinnville

McMinnville Farm with a view, close to town!

The brick home sits in the middle of about a 100 acre farm, of which 90 acres are hazelnuts. It sits on a hill, bordered by the North Yamhill River on one side and Hwy 47 on another side, with Poverty Bend Rd on the 3rd side. On the 4th side are grass seed fields belonging to another farmer. We will generally be available, but not intrusive. You might see John and Judy weeding the flower beds or picking apples or figs!! We can also take you wine tasting if you like!!

4.95 out of 5 average rating, 209 reviews

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

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.

4.95 out of 5 average rating, 170 reviews

Top guest favourite

A modern green home is showcased with a simple pathway leading to a cheerful yellow front door. The entrance is surrounded by lush, well-maintained landscaping, featuring shrubs and colorful plants, and large windows reflecting the surrounding greenery.

Home in Newberg

Luxury hilltop home with stunning views + solitude

Enjoy stunning views at this rural hilltop retreat. This modern home is surrounded by farms and world-class wineries. Incredible views in every direction, solitude, and comfort. It's on a quiet dirt road with dozens of great wineries within a few minutes' drive, plus a few wineries and a distillery within walking distance. The 4 acre property has plenty of room to roam and relax. The house is well-stocked and furnished.

5.0 out of 5 average rating, 101 reviews

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

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!

4.92 out of 5 average rating, 169 reviews

Top guest favourite

Guest house in Banks

Indoor Swimming Pool-Heated & Private

Includes the whole bottom half of this home with it's own private entrance, indoor heated pool, home theatre, full bathroom plus half bathroom, laundry room, master bedroom with queen bed, and three fold our twin beds. When you will pull up to this property, you will be surrounded by a vineyard and completely immersed with beautiful mature landscaping with thousands of flowers.

4.98 out of 5 average rating, 127 reviews

Top guest favourite

A vibrant sunset casts shades of pink and orange across the sky, with Mount Hood rising in the distance. Lush green foliage and blooming flowers are visible in the foreground, creating a serene natural setting against the dramatic backdrop.

Home in Hillsboro

Little farm on the peak

Wine country getaway. Gorgeous views and just minutes from wineries. Country feel but close enough to town and industries like intel and Nike. Newly installed starlink internet. Great for remote working. There are several local companies who can pick you up from our location and take you on wine tours, and other local destinations.

5.0 out of 5 average rating, 115 reviews