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Holiday houses 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 sunset view illuminates the horizon with warm hues, casting golden rays across an open field. Silhouettes of distant trees and structures are outlined against the vibrant sky. Power lines add a subtle element to the scene, enhancing the rural charm.
Guest suite in Dayton
4.93 out of 5 average rating, 303 reviews

Relax and unwind with Vineyard Views!

Close to many Oregon wineries, Vineyards, and restaurants! You’ll love our place because of the neighborhood and the coziness! We are right across the street from Stoller Vineyard, and 3 doors down to Branchpoint Distillery all within walking distance. Located on 2.5 acres with Hazelnut orchards on one side and a view across the street of vineyards. In the country, yet close enough to small towns, and 35 miles from downtown Portland. If wine tasting is on your agenda, this is the place for you!

Top Guest favourite
A serene pond reflects a red barn and surrounding evergreen trees at sunset. Tall grasses frame the foreground, enhancing the tranquil scene. The warm hues of the sky contrast with the calm water, contributing to the peaceful ambiance of the setting.
Guesthouse in Sheridan
4.97 out of 5 average rating, 125 reviews

Chalet Retreat-Pond, Mountains & Barn View

The Chalet is nestled in the Coastal Range Mountains. It includes 2 decks with views of the beautiful pond & barn in front & secluded acreage out back. Waiting for you are winding paths with wooden bridges over a trickling stream. You will enjoy a variety of wildlife following the paths or just sitting on the deck! Relax in the stylish, roomy studio in the heart of wine country. Just 14 miles from Spirit Mountain Casino, 21 miles from McMinnville, 41 miles to Lincoln City and 27 miles to Salem.

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, 264 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 bright, open living and dining area showcases a round dining table set with glassware and floral accents. A cozy seating arrangement includes a dark circular ottoman and a sofa with colorful cushions. Natural light fills the space through a large window, enhancing the modern decor.
Home in Carlton
4.96 out of 5 average rating, 82 reviews

All New! Maison Monroe in Carlton

Come and enjoy a stylish experience at this centrally-located gem where everything is sparkling and newly decorated with décor that has been thoughtfully styled by a local designer. As well as your hosts we are previous owners of a well known Yamhill Carlton wine brand and you can enjoy our wines a la carte from the wine bar. Maison MonRow is walking distance to all the great things Carlton has to offer including great restaurants, wine tasting, shopping and the famous Carlton Bakery.

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
A spacious living room is captured, featuring a white sectional sofa adorned with patterned cushions. A decorative table holding a globe stands beside a beige rug, while a wall-mounted television is visible. Natural light enters through a window, and wooden doors are seen in the background.
Home in McMinnville
5 out of 5 average rating, 137 reviews

Luxurious 3 bedroom, blocks from Downtown 3rd St

Your family and friends will be close to McMinnville's attractions when you stay at this centrally-located downtown home. Walking distance from 3rd street enjoy brew pubs, wine tasting, first class restaurants and boutique shopping. This house is set up for excitement, relaxation and making memories. Have fun playing pool, ping pong and board games. Kick back and relax at the outdoor fire place or patio with a glass of wine in hand. This place will not disappoint your expectations.

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.
Guesthouse in McMinnville
4.96 out of 5 average rating, 338 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
An outdoor seating area features a circular fire pit surrounded by comfortable gray sofas. A covered patio is nearby, offering space for dining and relaxation, with the home and expansive green lawn in the background, bordered by tall trees.
Home in Carlton
4.99 out of 5 average rating, 81 reviews

Rancho Relax Inn

Welcome to our peaceful retreat, a tranquil vacation rental centered in the heart of Oregon wine country. Nestled amidst the breathtaking beauty of rolling hills and vineyards, this idyllic getaway is a haven for wine enthusiasts, nature lovers, and those seeking relaxation. The cozy interior combines modern elements with rustic touches, offering a comfortable space to unwind by the wood burning stove. Prepare meals in the fully equipped kitchen and dine on the private patio.

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.

Guest favourite
Home in Carlton
4.87 out of 5 average rating, 39 reviews

Country View Cottage #1: Uncorked

Uncorked at The Country View Cottages is a lovely, remodeled space with all the special touches of a luxury hotel and the comforts of home in a central location. The cottage is only a 10-minute walk from the charming downtown of Carlton, often called the capital of Oregon wine country; named for its many wine-tasting rooms, cafes, and casual fine dining. Guests are raving about the location and unexpected luxury of this remarkable property.

Top Guest favourite
The spacious backyard features a stone fire pit surrounded by Adirondack chairs, set on a stone patio. Lush greenery, including shrubs and trees, provides a serene backdrop, while the house's large glass doors allow natural light to flood the interior.
Home in McMinnville
4.97 out of 5 average rating, 292 reviews

Chef’s Kitchen + Firepit | Single Level Home

★★★★★ “Amazing kitchen, great backyard, and fantastic location.” Welcome to your McMinnville midcentury retreat—a designer home in the heart of McMinnville. After a day of vineyard tastings, cook in the chef’s kitchen, sip Pinot under bistro lights, and gather by the firepit beneath the stars. This isn’t just a place to stay. It’s a tribute to Oregon’s original winemakers and the playful, relaxed spirit of the Valley.

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.
Apartment in Newberg
4.95 out of 5 average rating, 1,069 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.

Popular amenities for Carlton holiday rentals

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