Luxury rentals in Santa Rosa

Private Sonoma-Napa 2-Acre Retreat + Hot Tub

This modern country home offers luxury and classic California indoor-outdoor living. Rated among Airbnb's Top 5% Guest Favorites, the property sits on an expansive 2-acre sunlit lot with lawns, fruit trees and a garden, framed by low hills on three sides. Explore over 250 Sonoma and Napa wineries, hot springs, beaches, rivers, and redwood forests within 30 miles. While private, Santa Rosa amenities are just 10 minutes away. Ideal for wine country getaway, wedding trip, remote work or staycation.

Sonoma w/ Pool, Hot Tub, Pool Table & Views!

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

Chalk Hill 360°

Perched atop a hill in the Chalk Hill region of Healdsburg, we designed our house to be the kind of place where you immediately feel at home and never want to leave. The 4 bedroom main house features expansive views, a bright open floor plan and ample spaces for gathering indoors and out including an oversized poolside lounge bed and outdoor dining area. Note that we are only renting to guests (8 max) who want a relaxing getaway & agree to our rental rules. No parties. TOT618N | LIC24-0442

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

Luxury Calistoga Retreat

Kalla Calistoga is a peaceful retreat tucked away in the hills of wine country. Thoughtfully designed with high-end finishes throughout, it offers a quiet space to relax, recharge, and enjoy the beauty of Calistoga. Whether you’re here to share time with friends and family, take in the surrounding nature, or simply slow down from the pace of everyday life, this home was created as a place to reconnect - with yourself, with each other, and with the land around you.

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.

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 - World-class sauna, saltwater pool, and hot tub - Expansive hilltop vistas - 500 sqft gym and game room - Chef's kitchen with high-end appliances - Four luxurious bedrooms, including a Casita Suite - Complimentary 1GB Fiber Optic Internet - Heart of Wine Country, near renowned wineries

Private Sonoma Vineyard Estate + pool, spa, views

Escape to this gated Eames-inspired luxury modern farmhouse, surrounded by vineyards and olive orchards in the heart of Sonoma Valley—just 8 minutes from the historic downtown square. Located on prestigious Carriger Road, this private retreat features a solar-heated pool, relaxing hot tub, and breathtaking vineyard and mountain views, making it the ultimate wine country getaway.