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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

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

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.

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

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.

Modular Luxury Casita w/Pool

A Modern Modular Casita, or 'Modsita' as we call it, sits on a 17-acre property with (but separated from) our Wine Country Ranch, it's a truly amazing oasis with spectacular views! Modsita sits 1,200 ft. above the quaint Napa County town of Calistoga. Built in 2018 by Connect-Homes, a luxury modular home builder, and decorated by acclaimed designer, McMullen and Co. in a Danish style design, this showplace is a stunner! Seasonal pool heating fee (150$) can be requested at booking.

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

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.

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.

Luxury Retreat with Breathtaking Views

Welcome to Sunset Ridge, where luxury meets relaxation. - Stunning interiors with soaring ceilings - Seamless indoor-outdoor living - World-class sauna, saltwater pool, and hot tub - Expansive hilltop vistas - Spacious gym and game room - Chef's kitchen with high-end appliances - Five beautifully appointed bedrooms - Heart of Wine Country, near renowned wineries - Complimentary EV charging