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Luxury Villa, 7 minutes from Healdsburg Plaza.

Hang your (straw) hat next to the others on hooks by the pool terrace at this casual modern villa perched in the hills above Healdsburg. Gull-gray siding gives the home a Cape Cod vibe, while vaulted ceilings, mid-century-inspired furniture, mountain views, and an EV charger bring in California cool. Find a handmade decanter to remember your stay at a boutique in Healdsburg Plaza, 8 minutes away. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Walk-in closet, Television, Ceiling Fan, Private balcony • Bedroom 2: Queen size bed, Ensuite bathroom with shower/bathtub combo, Walk-in closet, Private balcony • Bedroom 3: Queen size bed, Shared access to hall bathroom with shower/bathtub combo, Private balcony with furniture Additional Bedding • Games Room: Queen size murphy bed, Queen size sofa bed, Shared access to hallway bathroom, Stand-alone shower FEATURES & AMENITIES • Billiard table • Peloton Exercise Bike • More under “What this place offers” below STAFF & SERVICES Extra cost (advance notice may be required): • Activities and excursions • Housekeeping - Midstay ($295) • More under “Add-on services” below

Lytton Springs

Bask in the California sun on a poolside lounger at this inviting estate on the edge of Healdsburg. A hot tub, fire pit, bocce court, alfresco dining, and climbing playground provide diversions before and after the tasting trail, and a whitewashed vaulted ceiling stretches over French country furnishings and a sleek grand piano. A 4-minute walk to the nearest winery, Lytton Springs puts you in the heart of wine territory. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1: Primary - Queen size bed, Shared access to hall bathroom with bedroom 2, Stand-alone shower, Dual Vanity • Bedroom 2: 2 Twin size beds, Shared access to hall bathroom with bedroom 1, Stand-alone shower, Dual Vanity • Bedroom 3 - Master: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Dual Vanity, Adjoining nursery, Television, Direct access to balcony • Bedroom 4: Queen size bed, Ensuite bathroom with shower/bathtub combo, Direct access to terrace FEATURES & AMENITIES • Wine fridge OUTDOOR FEATURES • Swimming Pool (heated at extra cost with advance notice) • Playground

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!

Calistoga Mansion - 38 Acres | Heated Pool | Views

Escape to your own private 38-acre luxury retreat in pristine Calistoga wine country, with sweeping vineyard views and resort-style amenities. Designed for up to 16 guests, the estate features a main house over 5,000 sq ft, private guest house, 75-ft lap pool with optional heating, outdoor kitchen and bar, game rooms, serene pond, and so much more. Enjoy exceptional privacy just 20 minutes north of downtown Calistoga—perfect for upscale getaways to Napa Valley, Sonoma Valley, or even Healdsburg!

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

Sunset Ridge | Luxury Wine Country Retreat

Perched on a private one-acre estate with breathtaking views, Sunset Ridge is a luxurious wine country retreat designed for relaxation, adventure, and special occasions. This newly built ~3,000 sq. ft. home seamlessly blends indoor and outdoor living, featuring resort-style amenities—including a saltwater pool, spa, world-class sauna, and gym—plus 4 elegant bedrooms and 5 plush beds. With easy access to top wineries, fine dining, and outdoor adventures, your unforgettable getaway begins here.

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.

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

Dry Creek Wonderland | Private Honey Farm Estate

A working honey farm estate tucked into Dry Creek Valley’s vineyard-covered hills. Four bedrooms, four baths, heated pool, and three private acres—plus an optional hands-on beekeeping experience you won’t find anywhere else. Ten minutes to Healdsburg’s restaurants and tasting rooms, yet completely secluded. Morning coffee with vineyard views. Afternoon by the pool. Evening around the fire pit. This is wine country the way it was meant to be - unforgettable.

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 flow - Heated saltwater pool and spa with outdoor dining - Modern amenities including high-speed Wi-Fi and a fully equipped kitchen - Universal electric vehicle charger available - Maximum occupancy of 6 guests, not including children under 3

Luxury Organic Ranch Fabulous for Groups with Farm

We built your dream! The Estate Villa at NewTree Ranch is perfect for intimate weddings, celebrations, corporate retreats, board meetings & family & friends vacations! We're here to assist you with all your weekend celebration plans, from curated dining experiences to unforgettable activities. Our luxury villa sleeps 8 and offers access to unique ranch experiences. Add another villa with 2 bedrooms to accommodate a total of 12 people.