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Holiday rentals in Carlton

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Top-rated holiday rentals in Carlton

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

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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
4.97 out of 5 average rating, 358 reviews

Wine Country Studio|Walk to Dundee Wineries

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 spacious family room is seen, featuring a mix of comfortable seating options, including a gray sectional and a light-colored armchair. A large dining table with cross-back chairs is positioned near the windows. Decorative elements include a rustic shelf and wall-mounted antlers.
Guest house in Dayton
5 out of 5 average rating, 199 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

Top guest favourite
A modern kitchen features light cabinetry complemented by dark wooden accents. A farmhouse-style dining table is set with flowers and snacks, surrounded by black chairs. Stainless steel appliances are visible, along with a bright window that offers natural light.
Home in McMinnville
4.98 out of 5 average rating, 280 reviews

Wine Country Escape | Walk to Downtown 3rd Street

Escape to the land of plenty! This beautiful modern home is a short 5 minute walk from all the offerings of the popular downtown 3rd street in McMinnville! It doesn't get closer or cozier than this. Downtown McMinnville has over 20 tasting rooms you can walk to. You can also explore 250 wineries and vineyards within 20 miles of the house! Come visit and find your new favorite pinot noir, craft beer, locally roasted coffee and foods. Come discover the bounty Oregon wine country has to offer!

Guest favourite
Home in McMinnville
4.89 out of 5 average rating, 133 reviews

Charming Farmhouse Near Wineries & Downtown

Welcome to the Clementine—a beautifully restored 1890 farmhouse in Oregon wine country. Enjoy 3 bedrooms, modern kitchen, open living space, and a backyard with firepit & BBQ. Walk to McMinnville's Historic 3rd Street dining and shops. Minutes from top wineries—enjoy quiet winter tastings! Ideal for wine tours, remote work (dedicated workspace), or peaceful retreats. Pet-friendly with self check-in. Perfect for wine lovers, remote workers, or cozy getaways. Pet-friendly. Self check-in.

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
4.99 out of 5 average rating, 570 reviews

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.

Top guest favourite
Home in Dundee
4.93 out of 5 average rating, 246 reviews

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.

Top guest favourite
A welcoming living area features a comfortable orange sectional and a brown leather armchair positioned on a soft rug. A wooden coffee table sits in the center, surrounded by greenery and framed artworks on the walls. Natural light streams in through the adjacent door.
Guest house in McMinnville
4.96 out of 5 average rating, 336 reviews

The Darling Nest

Private 1 bedroom guesthouse with carport nestled in a peaceful McMinnville greenway. This spacious one level apartment is perfect for a maximum of 2 guests. Please note... It is not the best fit for families with small children. 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 getaway or buddy retreat.

Top guest favourite
A lush green yard is framed by trees, featuring a cozy yurt and stone pathway. Colorful flower pots overflow with blossoms, while seating areas with chairs and a small table invite relaxation. A play structure and well-maintained garden add to the inviting atmosphere.
Yurt in Portland
4.99 out of 5 average rating, 1,478 reviews

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

Guest favourite
The exterior of the building showcases a charming market with the word 'MARKET' prominently displayed. Vibrant red foliage from surrounding trees adds a warm touch, while an inviting entrance is framed by potted plants and wooden seating options. The sky features scattered clouds.
Loft in Dundee
4.95 out of 5 average rating, 903 reviews

Luxury Wine Country Studio at the Market Lofts

Steps away from world class tasting rooms & directly above local hotspot, Red Hills Market, our loft is located in the center of it all. Decorated with a blend of rustic wine country and industrial modern elements, our great room style studio, includes a living room area with a sleeper sofa. Measuring 600+ square feet, it is quite spacious and comfortable. Residing above Red Hills Market adds to the appeal & offers endless opportunities for fun...wood fired pizza, wine & more!

Guest favourite
Home in Carlton
4.96 out of 5 average rating, 117 reviews

Walkable Dog-Friendly Historic Home with Firepit

Calling all wine lovers and old house enthusiasts. Whether you’re planning a girls weekend or a romantic getaway, Wynkoop at Carlton is your home away from home in the heart of wine country. This 19th century Victorian is big on charm, featuring cozy, Dutch inspired design and modern amenities. Located in downtown Carlton, you’re just steps from restaurants and tasting rooms and a short drive to all the wineries the Willamette Valley has to offer.

Top 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
4.95 out of 5 average rating, 1,067 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.

Guest favourite
A cabin is nestled beside a 40-acre vineyard, with rows of green grapevines leading towards the forested backdrop. The scene is illuminated by soft sunlight, highlighting the cabin's rustic design and the natural setting of trees and open fields.
Cabin in Gaston
4.95 out of 5 average rating, 629 reviews

Great Cabin- Heart Of Wine Country!

Overlooking a 40 acre vineyard, this beautiful cabin is the epitome of Pacific Northwest craftsmanship. Come enjoy views of the Willamette Valley, it's sprawling vineyards, and most importantly sit back and relax! Looking for an event venue? Contact us for great options for your next event - we offer both indoor and outdoor space - plus you can stay on site!.

Popular amenities for Carlton holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Yamhill County
  5. Carlton