
Luxury rentals in Wine Country
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Top-rated luxury holiday rentals in Wine Country
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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!

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

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.

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.

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.

Sonoma Mountain Nest w/ Pool, Hot Tub, Pickleball!
Escape to Sonoma Nest, a luxurious family retreat in Santa Rosa, California. This stunning 4-bedroom house boasts a private pool, hot tub, and breathtaking mountain views. Enjoy a fully-equipped kitchen, outdoor seating, and easy access to Wine Country's finest wineries and family attractions. Perfect for creating unforgettable memories.

Sky House • Luxury Villa with Spa, Theater & Gym
"It’s magical and unique, thoughtfully designed and exquisite...this may be one of the most beautiful places you’d ever stay in." - Ben, Malibu Perched above the untouched Dillon Beach coastline, Sky House is a designer retreat that invites you to experience the rhythm of the coast in effortless, elevated style.
Popular amenities for Wine Country luxury holiday rentals
Other great luxury holiday rentals in Wine Country

The Francis House Estate

Villa Casterno by BeautifulPlaces

Calistoga Wine Ranch Estate

Calistoga Wine Ranch

Luxury Estate | Gatherings | 2 Villas Organic Farm

Casa Rosa
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- Jenner Beach
- Manchester State Park
- Safari West
- Doran Beach
- Goat Rock Beach
- Johnson's Beach
- Sonoma Coast State Park
- Trione-Annadel State Park
- Chateau St. Jean
- Charles M. Schulz Museum
- V. Sattui Winery
- Francis Ford Coppola Winery
- Healdsburg Plaza
- St. Francis Winery and Vineyard
- Ledson Winery & Vineyards
- Harbin Hot Springs
- Mendocino National Forest
- Armstrong Redwoods State Natural Reserve
- Sonoma State University
- VJB Vineyard & Cellars
- Sugarloaf Ridge State Park
- Iron Horse Vineyards
- Salt Point State Park
- Bodega Head
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