Luxury rentals in St. Helena

Wine Country Vista

With a lofty vantage point on a 55-acre private vineyard, this villa gazes out on panoramic vistas of wine-rich Napa Valley. Dip into the outdoor hot tub and plunge into the pool, or sip a local vintage in the cavernous great room by the fire. Tours and tastings abound in every direction, while the world-class restaurants of Napa Town and Oakville are less than 10 miles away.  Built of natural wood and stone, the contemporary house and its tiered terraces harmonize with the surrounding pine forests and lush landscape. Enjoy playful afternoons on the pool terrace or explore the estate’s vineyard and pond below. Crawl into the hot tub for a sunset soak, and grill up your spoils from Oxbow Public Market for an alfresco feast.  Indoors, the great room forms the villa’s luminous heart, with cathedral ceilings and windows that infuse the space with the valley’s expansive grandeur. The open kitchen with large bar creates an ideal setting for family time and socializing, while the kids will love the playroom with bunk and trundle beds.  This region is, of course, an oenophile’s dream, with myriad boutique wineries, wine tours, and tasting rooms within easy reach. World-class and local-favorite dining options include The Restaurant at Meadowood, Goose & Gander, Redd Wood, and Ciccio (where the Valley’s Italian immigrant traditions can be savored). Get deeper into the natural beauty of California Wine Country at the Bouverie Wildflower Preserve or Sonoma Overlook Trail, and drive about 20 miles to Sonoma Square. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Dual Vanity, View of vineyard • Bedroom 2: Queen size bed, Shared access to hall bathroom with bedroom 3, Stand-alone shower, Dual Vanity, View of vineyard • Bedroom 3: Queen size bed, Shared access to hall bathroom with bedroom 2, Stand-alone shower, Dual Vanity, View of vineyard • Bedroom 4:  Queen size bed, Shared access to hall bathroom with bedroom 5, Stand-alone rain shower & bathtub, Direct access to outside • Bedroom 5: Queen size bed, Shared access to hall bathroom with bedroom 4, Stand-alone rain shower & bathtub, Direct access to outside Additional Bedding • Playroom: 3 twin size beds, 2 twin size trundle beds, Shared access to hall bathroom OUTDOOR FEATURES • Swimming Pool - heating at extra cost from November 1st to March 31st • More under “What this place offers” below

The Attune Estate

This beautiful Sonoma villa is nestled in the heart of wine country and sits amongst the Attune Estate’s Pinot Noir vineyards. When you’re not out exploring the valley, visiting World-class tasting rooms, or dining at Sonoma’s best restaurants, grab a poolside lounger and soak up the warm Californian sun. After sunset, pour another glass of wine and curl up by the fireplace with someone special. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower and bathtub, Television, Fireplace, Terrace • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower and bathtub, Television, Terrace • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Television, Terrace • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone shower and bathtub, Television • Bedroom 5: Queen size bed, Ensuite bathroom with stand-alone shower and bathtub, Television OUTDOOR FEATURES • Outdoor living area • Garage - 4 spaces STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions

Magical Wine Country Compound – Epic Views & Pool

Escape to a Magical Wine Country Retreat Perched atop a hill with sweeping views of 47 private acres, this newly renovated and impeccably styled compound offers the ultimate blend of seclusion and sophistication. Soak in sunsets from the heated pool or unwind in the hot tub under the stars. Justminutes from the charming towns of Geyserville and Healdsburg, enjoy a balance of quiet countryside and vibrant wine country food, drinks and culture. Relax, connect, and create unforgettable memories!

Luxury Villa, Pool, Spa, BBQ, By Healdsburg

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. ★★★★★ "From the moment you drive into the driveway, there is an immediate “Wow!" ☞ 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

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

Calistoga Mansion - 40 Acres, Heated Pool, & Views

STILL AVAILABLE FOR NEW YEAR'S EVE! Escape to this private, luxurious 38-acre Calistoga estate with heated pool, fire pits, vineyard views, and luxury interiors. Sleeps up to 16! Enjoy stunning views, chef’s kitchen, 75 ft lap pool, guest house, game room, open-concept living/dining, outdoor dining, outdoor kitchen, pond, bocce, fire pits, and more! Just minutes from town, yet completely serene & private. Perfect for group getaways, family vacations, elopements, and wine country retreats!

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.

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.

Modern Sonoma Stay w/ Deck & Views Near Wineries

Welcome to Bennett by AvantStay! - Stylish three-bedroom, two-bathroom retreat in the rolling hills of Sonoma - Bright, chic interior with modern décor, plush seating, and a cozy fireplace - Fully equipped kitchen with a dining table and bar seating for shared meals - Spacious deck with stunning wine-country views, perfect for al fresco dining - Close to top wineries, downtown Santa Rosa, and Sonoma Plaza - Ideal for wine weekends, family getaways, and relaxing retreats

Luxurious 3-Bedroom Home in Healdsburg

Escape to this luxurious 3-bedroom home in Healdsburg. - New construction completed in 2024 - Stylish interiors with premium furnishings and natural light - Spacious layout with indoor/outdoor feel - Heated saltwater pool and spa with outdoor dining - Universal electric vehicle charger available - Maximum occupancy of 6 guests, not including children under 3 - Quiet hours from 9pm-7am - Must be 25 years of age to rent this property

Casa Rosa

This sprawling home is located in California’s coveted Napa Valley. The sun-drenched backyard is the perfect spot to savor a meal al fresco before plunging into the pool. In the evenings, a plump sofa entices you to curl up with a favorite flick. Local attractions on Main Street are just a couple of blocks away. Peruse shops, head out for a gourmet lunch, and of course, indulge in delicious wine. Copyright © Luxury Retreats. All rights reserved.

The Nest w/ Pool, Hot Tub, Pickleball!

Indulge in the ultimate family getaway at Sonoma Nest, a luxurious Santa Rosa estate nestled in the heart of Wine Country. This exquisite 4-bedroom, 4.5-bathroom home features a private pool, hot tub, and stunning mountain views. Enjoy the fully-equipped kitchen, outdoor seating, and easy access to world-class wineries and family-friendly attractions. Create cherished memories in this exceptional retreat.