House holiday rentals in Carlton

A light-colored leather couch is centered in a room with warm wooden paneling. A glass coffee table sits in front, displaying a decorative item. To the left, a dining area includes a white table and chairs. Shelving with books and decor lines the wall in the background.

4.98 out of 5 average rating, 109 reviews

Baker's Harvest House Cute & Cozy near 2 wineries

Cozy single level in charming Carlton; 4 blocks from downtown. 2 decks to enjoy the outdoors. 100+ wineries within 10 miles. 4 blocks to downtown tasting rooms, restaurants and coffee shops. Centrally located between 3 college towns. 7 minutes to McMinnville for shopping, golfing, Evergreen Aviation Museum, Water Park & other attractions. 17 miles to Hagg Lake for hiking, swimming, boating or fishing. 1+ hour to the beautiful coast and 2+ hours to majestic Mt Hood. 55 miles to PDX airport.

FamilyValueHeating

An outdoor seating area features several wooden Adirondack chairs surrounding a central fire pit. Soft lighting is provided by string lights overhead, creating a warm ambiance. The area is bordered by lush greenery and includes a decorative patterned rug on the ground.

4.98 out of 5 average rating, 128 reviews

Wine Country•One-Level•Near DT/ Linfield•Families

🏠One-Level House 🛏️ 3 Comfy Bds• 2 Bath ❄️ A/C 🔥 FP Create lasting memories in this stylish, centrally located single-story home in the heart of Willamette Valley wine country. The Aliette House is nestled in a charming residential area close to top wineries. Enjoy foosball, a 60-game arcade, or corn hole toss in the private backyard. Just 2 miles from downtown McMinnville (5 min drive), 1 mile from Linfield University, 5 miles from Wings & Waves water park, and just an hour to the beach.

FamilyLocationWalkability

4.96 out of 5 average rating, 140 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.

LocationFamilyBathroom

4.94 out of 5 average rating, 266 reviews

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.

LocationFamilyWalkability

4.98 out of 5 average rating, 393 reviews

Home in Dundee

Buena Vista Farmhouse | Dundee Hills Guesthouse

WELCOME Tucked up among the vineyards of Dundee Hills, our modern vintage farmhouse guesthouse 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 Elevee Winegrowers making this the perfect getaway. Director of guest experiences 🐾 Our friendly rescue dog Sequoia lives on the property and may stop by to say hello. Throwing her tennis ball optional.

ValueFamilyAir conditioning

A bright living room features a comfortable gray sofa and a light-colored armchair, accompanied by a coffee table. A large area rug with intricate patterns is centered on the floor. Natural light enters through nearby windows, and a small plant adds a touch of greenery.

4.99 out of 5 average rating, 106 reviews

Charming Cuvée Cottage

Welcome! The Cuvée Cottage will be your home away from home. We are located 2 blocks from downtown Carlton in the heart of Yamhill-Carlton AVA. The 1937 cottage was remodeled in 2019. We have kept a lot of its character while making it a cozy and comfortable space to relax in. The home is equipped with everything you need to enjoy your stay in wine country! Relax in comfortable queen beds in each room with private decks to enjoy the wines you’ve picked up from the day.

LocationFamilyBiking

A charming modern farmhouse features a light-colored exterior with a welcoming blue front door. The spacious front porch is equipped with wooden railing and comfortable seating. Lush greenery and mature trees frame the property, providing a serene and inviting setting.

5.0 out of 5 average rating, 102 reviews

Modern Farmhouse - Hot Tub

Welcome to the Carlton Modern Farmhouse! This house is perfect for a wine tasting trip with friends, a romantic getaway, or a trip with family. You will be close to wineries and tasting rooms within walking distance, such as Flaneur Wines and Ken Wright Cellars. After a day of wine tasting, come back and relax in our well maintained hot tub. You can also enjoy the bakery, coffee shops, and restaurants right off Main Street that are only a 5 minute walk!

FamilyLocationKitchen

A bright living space features a comfortable sofa, two armchairs, and a round coffee table, all arranged around a fireplace with decorative elements. Natural light illuminates the room, which is beautifully enhanced by green plants and elegant lighting.

5.0 out of 5 average rating, 145 reviews

The Mack House - Walk Downtown

Enjoy a stylish experience at this centrally located 2-level home. Walking distance to historic downtown 3rd St & the newly developed Alpine district where you’ll find excellent restaurants, wine tasting, breweries, boutiques, coffee, antiques and more. This home is for adults only and is not furnished for children. Sleeping Space: - 1 King Bed Upstairs - 1 Queen Bed Downstairs Bathrooms: - 3/4 on Main (Shower Only) - 3/4 in Upper (Bathtub Only)

ValueFamilyCheckout

4.97 out of 5 average rating, 281 reviews

The exterior of a Victorian-style home features a gray façade with a centered red door. Symmetrical windows flank the entrance, surrounded by manicured shrubbery and a well-kept lawn. Tall trees provide a lush backdrop under a clear blue sky.

Home in Dayton

The Historic Dayton Wine House

Stay in one of the top rated vacation rentals located in the heart of the Willamette Valley wine country. This majestic 1885 Victorian style home sits prominently on the charming town square of Dayton, Oregon, 30 miles from Portland, a perfect location for winery exploring! The beds and linens are of high quality for a great nights sleep. The small details are not forgotten in this large home with plenty of room for everyone to spread out.

ValueFamilyCheck-in

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.

4.97 out of 5 average rating, 319 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.

LocationValueCleanliness

Guest favourite

A charming yellow house with a classic design is framed by mature trees and lush landscaping. A welcoming front porch is bordered by a white picket fence, creating an inviting entrance. The pathway leading to the house is lined with decorative stones, enhancing the attractive curb appeal.

4.95 out of 5 average rating, 154 reviews

The Brooks St House

The Brooks Street House has a warm, open living room that welcomes you like a hug from a loved one. The kitchen beckons you to come in, make a cup of coffee and rejuvenate. The bedrooms, designed with precise attention to detail, offer instant relief from the stresses of day-to-day life. So come in, take off your shoes and let the enchantment of the Willamette Valley seep in during your Brooks Street House stay.

ValueLocationWalkability

Guest favourite

A remodeled house features a welcoming front porch with white columns and a dark front door. Bright purple flowers are planted beside the steps, and a green lawn is maintained in front of the home. Clear blue skies provide a serene backdrop.