Guesthouse vacation rentals in Yamhill County

5 out of 5 average rating, 214 reviews

A garden path framed by a black wrought-iron fence leads through lush green lawns and specialty gardens. Mature trees, flowering shrubs, and neatly arranged flower beds create a serene atmosphere. A decorative lantern sits along the path, enhancing the natural beauty of the space.

Guesthouse in Amity

Wine Country Garden Retreat

Located in the heart of wine country, dozens of wineries within miles, the nearest across the drive "BraVuro Cellars" featuring Big, Bold Reds. 12 miles to Historical McMinnville. One hour to the Oregon Coast and Portland. Our farm offers 1.5 acres of year round specialty gardens, attracting the rare blue butterfly, Willamette Valley birds including migrating evening grosbeak. Horses, goats chickens and 3 friendly labs Enjoy our other listing at https://www.airbnb.com/h/heartofwinecountryretreat

5 out of 5 average rating, 14 reviews

A private deck is furnished with a wooden adirondack chair and two woven chairs, set against a breathtaking sunset sky filled with hues of orange and pink. The lush countryside and rolling hills are visible in the distance, creating a peaceful backdrop.

Guesthouse in Sherwood

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.

A spacious family room features soft furnishings in neutral tones arranged around a central coffee table. Natural light floods in through large windows, illuminating the wood-beamed ceiling and stone fireplace. A dining area with white chairs is visible in the background.

5 out of 5 average rating, 184 reviews

Modern Farmhouse - Country living in wine country.

Escape to Oregon Wine Country! Light and bright modern farmhouse style rental . Enjoy a private suite in a detached barn with views of a country setting. King size bed with large Master suite and private patio. Queen size bed in a beautiful 2nd bedroom. Rental has a separate entrance in its own building. A 1800sf family/ rec room. Cozy fireplace, full kitchen, washer and dryer. Outdoor dining table on the patio. Located just one mile from Stoller Family & many more. Owners on site to assist

Guesthouse in McMinnville

A stunning view of lush vineyards stretches across rolling hills under a clear blue sky adorned with fluffy white clouds. The landscape showcases rows of green grapevines and distant mountains, creating a serene backdrop perfect for wine enthusiasts.

4.94 out of 5 average rating, 67 reviews

The Suite Retreat in McMinnville

NEW LISTING - Most Dates Available! Gorgeous detached studio suite located less than 1 mile (0.80) from McMinnville's historic Third Street. The studio provides tiny living at its BEST with an open concept layout featuring luxurious furnishings, lighting and decor, plus a tranquil outdoor patio. WINE LOVERS PARADISE! Guests receive tasting cards for complimentary or 2-for-1 tastings to some of the best tasting rooms and wineries in McMinnville and the Willamette Valley! More photos soon!

An outdoor space features a well-maintained lawn, accented by string lights overhead. Two seating chairs surround a fire pit. A grilling area is set to one side, enclosed by slatted privacy screens, providing a comfortable spot for outdoor relaxation and dining.

4.86 out of 5 average rating, 7 reviews

Wine Country Guest House

This guest house located in a quiet neighborhood of Dayton, OR has everything necessary for a quiet retreat. Cozy up for a movie night or enjoy a night in the backyard grilling on the barbecue! Dayton is the perfect location that has served our family well. We are 5-10 minutes from all the things you want! Tasting Rooms, Vineyards, Restaurants, Parks, or jump on the highway and you are an hour away from the ocean! Go the other way and it's an hour to Portland...traffic pending of course ;)

4.95 out of 5 average rating, 56 reviews

A cozy hot tub is nestled within a wooden enclosure, softly illuminated by string lights overhead. The surrounding lattice offers privacy while creating a serene ambiance. The inviting water reflects the gentle glow of the lights, enhancing the tranquil setting.

Guesthouse in Dundee

A Taste Of Dundee: Hot Tub, Fire Pit - Wine Escape

Escape to an oasis of relaxation with a glass of wine in our luxurious hot tub! Enjoy starry nights while sipping your favorite wine, or unwind after a day of exploring local wineries. Our inviting studio basement apartment offers a cozy fireplace and full kitchen. Roast marshmallows by the fire pit, then slip into the warm bubbles of our hot tub. This is the perfect retreat for wine lovers seeking tranquility in the heart of Oregon's wine country. Book now and savor the taste of Dundee!

4.96 out of 5 average rating, 170 reviews

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

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. Has fantastic views of acres and acres of honey crisp apple orchards, 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 multiple Wine tasting venues, luxury spa, ocean, and so much more!

Guesthouse in McMinnville

A welcoming entrance is highlighted by warm outdoor lighting. A pathway of flat stones leads to a private entrance, flanked by wooden fencing. A sign reading 'WELCOME' is positioned near the entrance, providing clear direction.

4.94 out of 5 average rating, 268 reviews

The Darling Nest

Private 1 bedroom guesthouse with carport nestled in a peaceful McMinnville greenway. This spacious one level apartment is suitable for a maximum of 2. It is a clean and roomy (almost 900sq ft), well lit space with ample windows offering secluded views of a creek valley. Less than a mile from historic 3rd St, it provides a centrally located urban sanctuary ideal for a couple’s wine tour. We are just a short 15 minute drive to Yamhll County’s Carlton, Dayton, or Amity.

Superhost

A dining area is featured with a wooden table set for four, complemented by dark chairs. Bright views of the landscape are visible through three large windows, adorned with elegant floral arrangements and a simple table setting.

Guesthouse in Dundee

5 out of 5 average rating, 3 reviews

Red Hills Vacation | 3BR Hot Tub, Sauna & Views

Surrounded by breathtaking valley views, Red Hills Vacation is a serene retreat designed for those seeking both relaxation and adventure. This newly listed three-bedroom guest suite offers two full bathrooms, a private hot tub, and a sauna, making it the perfect getaway for couples, friends, families, and their four-legged companions. Located in the heart of Oregon’s Wine Country, this inviting escape provides a seamless blend of comfort, convenience, and natural beauty.

A tranquil pond is surrounded by lush greenery and trees, with a rustic cottage nestled in the landscape. The gentle ripples of the water reflect the surrounding nature, inviting relaxation and peaceful views.

4.95 out of 5 average rating, 79 reviews

Pondside cottage in wine country.

Looking to get away from the City? Drive down a country road to a pond side cottage on 15 beautiful acres with a one acre pond. Have your morning coffee outside and listen to all the birds singing. Close proximity to several local wineries and views of the red hills and Stoller Winery. We live in the main house away from the cottage. Steve is retired and I am a local real estate agent. We have a dog named Gunner that loves to visit everyone.

An open living space features hardwood floors and a mix of modern and vintage furniture. A wooden hutch stands against the wall, next to a modern entertainment center housing a TV. Cozy seating options include a chair and small table, with light streaming in through windows.

5 out of 5 average rating, 79 reviews

Blue Bee Bungalow

Welcome to the Blue Bee Bungalow! Originally an artist's studio, this one-bedroom beauty offers hardwood floors, a cozy living space, and modern amenities including a 42" TV, WiFi, and Roku. Located in the Willamette Valley and Oregon Wine Country, it's ideal for wine tasting weekends or quick trips to the Coast or Portland. With historic Dayton's downtown square within walking distance, it's the perfect retreat for your Oregon adventures.