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Sonoma-Napa Private Retreat by the Hills + Hot Tub

Rated in the top 5% Guest Favorites, this modern country home offers luxury and classic California indoor-outdoor living. Set on an expansive lot with lawns, fruit trees and a garden, it is surrounded by peaceful hills on three sides. Explore over 250 Sonoma and Napa wineries, hot springs, beaches, rivers, and redwood forests all within 30 miles. While completely private, Santa Rosa city amenities are just 10 minutes away. Ideal for wine country getaway, wedding trip, remote work or staycation.

Luxury Oasis with Pool in Glen Ellen

Escape to your private oasis in the heart of wine country with this luxurious 3-bedroom estate in Glen Ellen. - Spacious interior with vaulted ceilings - Cozy guest bedrooms - Pool and hot tub - Outdoor kitchen with Forno Bravo pizza oven - Bocce ball court - Dedicated office space with high-speed internet - Enjoy outdoor living with a sparkling pool and expansive patio Need to catch up on work? Utilize the dedicated office space, complete with a desk and high-speed internet.

New! The Quails Crossing- Healdsburg Vineyard Home

Brand new modern luxury home designed to maximize the natural beauty & surrounding calm. Perched on a hill surrounded by 100 year old oak trees, this spectacular home was built facing beautiful rolling hills and vineyards with ultimate guest comfort in mind. Enjoy your AM coffee watching a family of quails roaming the vineyard and end your evening with a glass of wine on the deck watching the sun set behind the golden vineyard hills. Located approx 3.5 miles (6min) from the Healdsburg Plaza.

10 Acre Estate with Views, Teahouse, and Picklebal

Discover a private paradise at this 10-acre estate. Surrounded by a hobby vineyard, oak woodlands, and seasonal creeks, this property is a destination in itself. Unwind in the Japanese teahouse, play on the private tennis and pickleball courts, or take in the views from the outdoor patio. The beautifully appointed home features fireplaces, a gourmet kitchen, and a deck overlooking the landscape. It's an unparalleled retreat for relaxation, recreation, and exploring the best of Sonoma County.

Sonoma Wine Country Estate New

Private yet just several blocks from the historic Sonoma Plaza. Located on the valley floor of Sonoma's Eastside, this modern estate is the epitome of chic Wine Country living. The 4 (can be delivered as 5) bedroom, 4.5 bath main house, just over 5000 SqFt, situated on 4.5 acres, offering stunning vineyard and mountain views 200 year old heritage groves. Interior features include floor-to-ceiling sliding glass doors, oak floors, a temperature-controlled wine room, home office, media room.

Boho Mod Farmhouse Estate Sonoma Pool Spa Bocce Cl

Nestled on 2.1 acres in the heart of Sonoma, this stunning modern farmhouse—recently remodeled and soon to be featured on Staycation—blends elegance with wine country charm. Lounge by the 50-ft pool, soak in the hot tub, or enjoy the bocce court, redwood grove, and sunset swing. With 4 bedrooms (3 king, 1 queen), 3 baths, a sunroom, and open-concept living, every detail invites relaxation and luxury. Book your stay today! The farmhouse is centrally located btwn Sonoma & Napa Valleys.

Luxury Villa, Pool, Spa, BBQ, By Healdsburg Sonoma

Top 5% of homes, Luxe badge, and guest favorite badge by Airbnb. Welcome to Villa Montage - Brand new, luxury 4br/3.5ba Villa in the heart of Sonoma. Close to Wineries & Healdsburg. An award-winning architecture firm in SF designed the house. ☞ New & modern home ☞ Pool & Spa (Pool heated April-Oct) ☞ Outdoor & Indoor fireplaces ☞ Pool table ☞ BBQ with covered patio and dining table ☞ Chef's kitchen ☞ Baby-friendly (crib, toys, monitor) ☞ Tesla Charger ☞ IG @Villamontage.sonoma

The Overlook by Sonoma Stays – Modern Luxe Retreat

Set on nearly eight acres in the quiet hills of Santa Rosa, this spacious and modern 5-bedroom, 4-bath home offers comfort, privacy, and stunning scenery. Perfect for families or groups, it features a pool and spa, private yoga studio, bocce court, and beautifully landscaped grounds. With open living spaces, natural light, and contemporary design, there’s plenty of room to relax and enjoy moments with friends and family.

*Specials!* Poolside luxury and family enjoyment.

Discover Sonoma Nest, a luxurious family haven nestled in the heart of Santa Rosa, California. This exquisite 4-bedroom house offers a private pool, hot tub, and stunning mountain views, promising an unforgettable escape. Enjoy the convenience of a fully-equipped kitchen, outdoor seating, and easy access to Wine Country's renowned wineries and family-friendly attractions. Create lasting memories in this idyllic retreat.

Villa with 50-ft Pool, Zen-like Gardens, Private

There are places where time slows, where the quiet of the hills embraces your thoughts and the scent of vineyards invites you to breathe more deeply. Il Paradiso in Terra is one of them: a 3,052 square foot retreat in Sonoma’s Valley of the Moon, surrounded by views and vineyards. Here modern comfort meets authentic natural beauty, just steps from restaurants and wine bars, for moments of true wonder.

Sky House • Luxury Villa with Spa, Theater & Gym

"It’s magical and unique, thoughtfully designed and exquisite...this may be one of the most beautiful places you’d ever stay in." - Ben, Malibu Perched above the untouched Dillon Beach coastline, Sky House is a designer retreat that invites you to experience the rhythm of the coast in effortless, elevated style.

Sunset View by BeautifulPlaces

Private Mid-Century home with Vineyard Views, Pool, Media Room, Pool Table and Bocce Court. Sunset View is situated on 5 acres and has views over the property's private vineyard to the hills to the west. Enjoy spectacular sunsets from the expansive decks and pool area.