Villas and Vineyards: The Very Best Wine Country Airbnbs

Though sampling a bevy of varietals and vintages might be the main draw of a wine country getaway, don’t overlook your accommodations. After all, everyone deserves a relaxing, well-appointed place to land after back-to-back wine tastings. Most regions in the country are brimming with high-end hotels and charming bed and breakfasts, but staying at an Airbnb is a very Parent Trap move that gives you a closer connection to the area. Suddenly, you’re not a mere tourist; you’re one with the terroir.

That said, finding an excellent wine country Airbnb is as difficult as selecting the perfect bottle in a wine shop filled with options. Not only should you be close to your favorite vineyards, but it’s also important to make sure the property has all the modern comforts of home—plus, the thoughtful design to make it feel like a true vacation.

Vogue's Favorite Wine Country Airbnbs in North America

• For a Couples Retreat: Healdsburg Contemporary Cottage in Healdsburg, California, from $617 per night
• For a Spa-Like Stay: KD Country House in Dundee, Oregon, from $843 a night
• For Kid-Friendly Amenities: Calistoga Mansion in Calistoga, California, from $4,388 a night
• For a True Vineyard Experience: Sunstone Villa in Santa Ynez, California, from $4,635 a night
• For a Budget-Friendly Escape: Stoddard House in Napa, California, from $457 a night

From Napa Valley to Oregon, we focused our search on properties in key vineyard areas across the country. Whether you’re craving California Cabernets, a light Pinot Noir from Applegate Valley, or something more obscure, these vacation rentals are certainly toast-worthy.

Sonoma Vineyard Home & Cottage

Courtesy of Airbnb

Conventional wisdom suggests work and wine-tasting may not go hand in hand, but this listing in the heart of Sonoma Valley says otherwise. This spacious property features a guest cottage and high-speed internet, offering a remote spot to tackle your do-to list before embarking on a winery tour. (However, if you need a break from the home office, the private vineyard nearby is an excellent Zoom background.)

Rooms: 4 bedrooms, 3 bathrooms

Amenities: Bocce court, pool and spa, dedicated workspace, high-speed internet, outdoor shower, and outdoor fireplace

Location: Glen Ellen, California (Sonoma Valley)

Best For: Digital nomads in search of a comfortable WFH spot.

Healdsburg Contemporary Cottage

Courtesy of Airbnb

Indulge in a romantic getaway with this quaint cottage in Sonoma Valley’s Healdsburg enclave. What this property lacks in space, it makes up for in convenience: The tiny home is mere minutes away from downtown Healdsburg, making an impromptu date night a breeze. Plus, amenities such as a gourmet kitchen, pilates reformer, and private fire pit will elevate your daily routine.

Rooms: 1 bedroom, 1 bathroom

Amenities: Pilates reformer and firepit

Location: Healdsburg, California (Sonoma County)

Best For: Couples who are looking for a romantic-yet-convenient respite.

KD Country House

Courtesy of Airbnb

Craving some rest and relaxation? Unwind in style at KD Country House, a farmer’s cottage built in Willamette Valley that dates back to 1907. Recently reimagined by design studio Kaemingk Collection, the grounds are equipped with an outdoor shower and sauna for a spa-like stay. Plus, a natural spring runs through the front yard, evoking a meditative energy from the moment you check in.

Rooms: 2 bedrooms, 2 bathrooms

Amenities: Outdoor shower, sauna, barbecue grill

Location: Dundee, Oregon (Applegate Valley)

Best For: Guests who want to enjoy the spa in between sips.

Bybee Estate Historic Inn

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Old and new converge at Bybee Estate Historic Inn, a 19th-century residence near Hummingbird Estate and Rellik Winery’s tasting rooms. Large enough to accommodate up to 10 guests, the home is rife with antique furniture and whimsical wallpaper, making it a particularly appropriate backdrop for a girl’s trip or bachelorette weekend. Meanwhile, the outdoors fire pit and jacuzzi give this old-school space a modern edge.

Rooms: 5 bedrooms, 5.5 bathrooms

Amenities: Fire pit, jacuzzi, and clawfoot tubs

Location: Jacksonville, Oregon (Applegate Valley)

Best For: A girl’s trip full of vintage-loving travelers.

Private Mt. Baker Cabin

Courtesy of Airbnb

Dodge the crowds with a cozy cabin tucked in Washington’s Mt. Baker National Park. Surrounded by lush foliage, you can enjoy the location’s peace and quiet near the fireplace inside or in the four-foot-deep cedar hot tub. And when you’re craving a splash of Columbia Valley’s beloved Cabernet Sauvignon, you’re just 10 miles away from the heart of the area’s wine region.

Rooms: 1 bedroom, 1 bathroom

Amenities: Private cedar hot tub and barbecue grill

Location: Deming, Washington (Columbia Valley)

Best For: Guests searching for peace and quiet between pours.

Adobe at the Edge of Wilderness

Courtesy of Airbnb

For a completely different approach to a vineyard villa, we love this New Mexico gem. Think of it as a happy medium for both drinkers and non-drinkers: Though the Dixon residence is near Vivác Winery and La Chiripada Winery’s tasting rooms, the property has easy access to hiking trails and is also a quick drive from Taos. Once you savor all of New Mexico’s natural bounty—be it in the glass or on the ground—kick back and enjoy the home’s Southwestern decor (and a swing in the property’s hammock).

Rooms: 2 bedrooms, 1 bathroom

Amenities: Hammock, dedicated workspace, and access to hiking trails

Location: Dixon, New Mexico (Embudo Valley)

Best For: Those who love wine, but don’t want to revolves their trip around it.

Sunstone Villa

Courtesy of Airbnb

If you can’t buy a vineyard, the next best thing might be to book a stay on a vineyard. Clocking in at 8,500 square feet, this Tuscan-style villa evokes an old-world winery with soaring ceilings, limestone from a French chateau, as well as amenities like a soaking tub and billiards room. Since Sunstone Villa is associated with Sunstone Winery, you can swing by the Santa Ynez tasting room during your stay.

Rooms: 5 bedrooms, 10.5 bathrooms

Amenities: Billiards room and vineyard views

Location: Santa Ynez, California (Santa Ynez Valley)

Best For: Wine lovers who want to be as close to the grapes as possible.

Stoddard House

Courtesy of Airbnb

Built in 1898—and lovingly restored—the Stoddard House is perfect for those who crave both convenience and seclusion. Since the property is a 10-minute walk away from downtown Napa, you’ll have easy access to various shops, restaurants, and tasting rooms. However, thanks to this option’s lush yard, it doesn’t feel like it’s sandwiched in a busy downtown area. With red fir floors as well as a smattering of vintage and Art Deco-inspired decor, it’s a stylish slice of solace—with a great location to boot.

Rooms: 2 bedrooms, 1 bathroom

Amenities: Gazebo, outdoor dining area, and barbecue grill

Location: Napa, California (Napa Valley)

Best For: Anyone who wants convenience, but doesn’t want to sacrifice style.

Calistoga Mansion

Courtesy of Airbnb

Wine country is typically an adult-centric getaway, but kids can also enjoy this Calistoga retreat. Sprawled across 38 acres in the northern part of Napa Valley, this property is equipped with a bocce ball court, lap pool, and game room for endless family fun. When your little ones want to get some shut-eye, they can retreat to the bunkroom, where a quartet of lofted beds create the ultimate kid’s hangout. While the home’s price tag can elicit some sticker shock, it can accommodate up to 16 guests—making it ideal for a multi-family trip.

Rooms: 5 bedrooms, 5.5 bathrooms

Amenities: Pool, game room, bocce ball court, and outdoor kitchen

Location: Calistoga, California (Napa Valley)

Best For: Families looking for kid-friendly fun.

Ocean Road

Courtesy of Airbnb

This Airbnb might be about an hour drive from the best vineyards in Northern California’s Anderson Valley, but if you’re looking for a great view, it can’t be beat. Perched on a bluff that overlooks Irish Beach, a private area within Manchester State Park, the home boasts an unobstructed, 180-degree view of the rugged Mendocino coastline. Pour yourself a glass of the region’s Pinot Noir and enjoy the vista on the spacious deck, in the hot tub, or through the home’s oversized windows.

Rooms: 2 bedrooms, 2 bathrooms

Amenities: Hot tub, barbecue, and beach access.

Location: Manchester, California (Anderson Valley)

Best For: Anyone who enjoys vino and a view.