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Pool, Hot Tub + Views—6 mins from Plaza

With hilltop views of Sonoma Valley, this impeccably designed private estate offers a refined wine country stay just 6 mins from historical Sonoma Plaza. Enjoy a new heated pool & spa, rooftop deck, game room with pool table, and fireplaces throughout. Pet-friendly and ideal for weekends that blend relaxation, connection, and indulgence. It’s the perfect location to disappear from it all or take in all the adventures that Sonoma and Napa Valley wine country offer. TVR25-0142/LIC25-0595/TOT 2294N

Oak & Hill | Sonoma-Napa Private Retreat + 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 sun-filled lot with lawns, fruit trees and a garden, it is framed by peaceful low hills on three sides. Explore over 250 Sonoma and Napa wineries, hot springs, beaches, rivers, and redwood forests all within 30 miles. While private, Santa Rosa city amenities are just 10 minutes away. Ideal for wine country getaway, wedding trip, remote work or staycation.

Luxury Modern Home w/ Infinity Pool - 3400 sq ft

Welcome to Chestnut Knoll, a gated luxury Sonoma residence offering approximately 3,400 sq ft with 3 bedrooms and 3.5 bathrooms, featuring sweeping valley and vineyard views and a private infinity-edge pool and hot tub. Built in 2009, the home blends modern design with high-end finishes, a chef’s kitchen, open living spaces, and seamless indoor-outdoor flow. Set on a 1.24-acre lot just minutes from Sonoma Plaza and world-class wineries, the property also features expansive entertaining areas.

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.

Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

Welcome to Sonoma Valley Villa, your one-of-a-kind wine country oasis in Kenwood. The newly built gated villa overlooking vineyards features all the luxury amenities of a five-star resort. → Year-round heated swimming pool with cover → Spacious hot tub → Cozy outdoor fire pit → Vineyard views for miles → Outdoor kitchen and dining → Chef's kitchen with everything for gourmet meals → Fast wifi → Dedicated office area → Lots of space for everyone Walking distance to Kenwood wineries.

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 private acres in the hills of Santa Rosa, this spacious 5-bedroom, 4-bath home blends modern comfort with peaceful wine country living. Bright open living areas and contemporary design create an inviting atmosphere filled with natural light. Outside, enjoy a pool and spa, bocce court, and beautifully landscaped grounds. Perfect for families or groups, the home offers privacy, scenic views, and plenty of space to relax, gather, and unwind.

*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.

Modern, private Healdsburg oasis

Recently constructed in 2020, our 5 BR house is located on 50 acres with vast views. Less than 15 minutes to Healdsburg Square, but a world away. You will have privacy and serenity, but not isolation. Enjoy indoor/outdoor living at its finest at our home, designed to be sustainable and integrate with the natural surroundings, including plentiful redwoods and madrone trees. 50+ 5-star reviews on a different platform.

Luxury Retreat with Breathtaking Views

Welcome to Sunset Ridge, where the beauty of wine country unfolds before you. - Stunning interiors with soaring ceilings - Seamless indoor-outdoor living with multiple decks - World-class sauna and pebblestone saltwater pool - 500 sqft gym and game room for entertainment - Breathtaking panoramic views from a private estate - Thoughtfully designed for connection and relaxation

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.