Luxury rentals in Wine Country

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Top-rated luxury vacation rentals in Wine Country

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Luxe

Villa in Healdsburg

5 out of 5 average rating, 30 reviews

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

Luxe

Villa in Sonoma

5 out of 5 average rating, 4 reviews

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

Luxe

An infinity-edge pool is showcased, reflecting the colorful twilight sky. Lush greenery surrounds the pool area, providing a natural backdrop. The horizon reveals rolling hills under a soft blend of warm sunset hues.

Home in Geyserville

5 out of 5 average rating, 24 reviews

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!

Luxe

An outdoor lounge area is presented with a built-in fire pit surrounded by comfortable seating. Bright blue cushions add a pop of color against the neutral concrete, with a backdrop of lush greenery and clear skies, perfect for enjoying warm evenings.

Home in Santa Rosa

4.98 out of 5 average rating, 51 reviews

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

Luxe

A charming entrance to the residence is highlighted by a white columned porch with a decorative roof. A tiered fountain flows gently, surrounded by lush greenery and colorful flowers, creating a serene outdoor setting. The bright blue sky complements the elegant facade of the home.

Home in San Rafael

5 out of 5 average rating, 8 reviews

Stunning California Home & Pool

Imagine lounging by a shimmering pool with a captivating book, the sun dancing on the water's surface. As twilight falls, laughter fills the air around a barbecue, stars twinkling overhead. This serene retreat in San Rafael blends comfort and elegance, where luxury whispers in every detail. Step inside to a spacious interior where floor-to-ceiling windows invite natural light in. Each thoughtfully designed space features modern furnishings and artistic accents, creating an inviting atmosphere.

Luxe

The modern home is set against a picturesque landscape, featuring a shimmering saltwater pool surrounded by a spacious deck. Lush greenery and a well-maintained garden frame the property, while outdoor seating invites relaxation. Expansive windows offer views of the surrounding hills.

Villa in Santa Rosa

5 out of 5 average rating, 15 reviews

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.

Luxe

Home in Healdsburg

5 out of 5 average rating, 9 reviews

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 quiet, relaxing getaway and agree to our rental rules. TOT618N | LIC24-0442

Luxe

A spacious deck features a Modpool with a sleek blue surface reflecting the surrounding landscape. Two umbrellas provide shaded seating near the pool, while wooden lounge chairs are arranged for comfort. The backdrop includes rolling hills illuminated by the evening sun, creating a serene environment.

Home in Calistoga

4.9 out of 5 average rating, 20 reviews

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.

Luxe

Home in Bodega Bay

4.8 out of 5 average rating, 5 reviews

Expansive Ocean-View Retreat w/ Home Theatre & Spa

Experience coastal luxury and golfing bliss at Tee Time Terrace, an expansive 5-bedroom retreat nestled in the prestigious Links at Bodega Harbour. Imagine waking to the gentle rhythm of the ocean, the sun painting the horizon as you sip your morning coffee on a private terrace. This isn't just a house; it's an experience. This 4,286 square foot home offers breathtaking ocean views, a private putting green, and easy access to beaches, Bodega Bay, and the Russian River Valley.

Luxe

An aerial view showcases a sprawling estate surrounded by lush greenery and rolling hills. A sparkling pool is visible in the foreground, with a patio and seating area. The property is bordered by neat rows of grapevines, creating a picturesque and tranquil setting.

Villa in Calistoga

5 out of 5 average rating, 4 reviews

Luxury Napa Mansion - 40 Acres, Pool, Views

Escape to a private 38-acre Calistoga estate with vineyard views, pool, fire pit, and luxury interiors. Sleeps 16+. Enjoy Stunning Mountain Views, Chef’s kitchen, Pool, Guest House, Game room, Open Concept Living/Dining, Outdoor dining for 20, Outdoor Kitchen, Pond, Bocce ball, Fire Pits, Fruit trees, and more. Just minutes from town, yet completely serene & private. Perfect for group getaways, family gatherings, elopements, and wine country retreats!

Luxe

An aerial view reveals a beautifully shaped pool surrounded by manicured greenery, accented by two lounge chairs positioned near the water. The rustic home blends harmoniously with the natural landscape, enhancing the serene ambiance of the property.

Villa in Healdsburg

5 out of 5 average rating, 11 reviews

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.

Luxe

A serene bedroom features a large bed with soft floral bedding, complemented by a stylish sofa and minimalist decor. Expansive windows frame panoramic views of rolling hills and valleys, allowing natural light to fill the room, while a mounted TV adds convenience.

Home in Santa Rosa

5 out of 5 average rating, 7 reviews

The Nest w/ Pool, Hot Tub, Pickleball!

Indulge in the ultimate family getaway at Sonoma Nest, a luxurious Wine Country haven. This exquisite 4-bedroom, 4.5-bathroom home features a private pool, hot tub, and stunning views, promising relaxation and fun for everyone. Enjoy a fully equipped kitchen, a shared sports court, and easy access to renowned wineries and dining. Experience an unforgettable vacation at Sonoma Nest.