
Luxury rentals in Sonoma County
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Top-rated luxury holiday rentals in Sonoma County
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Mayacama Manor - Sonoma Retreat
Mayacama Manor is a luxury retreat at the entrance to the Sonoma Valley. This newly built estate is nestled on 6 acres with downtown Sonoma and Healdsburg within 20 minutes in either direction. The 4000sf ranch style home has a beautiful open layout with a fully equipped chef’s kitchen, spacious pantry, entertainment/TV room, and 4 bedrooms. With a large swimming pool, hot tub, fire pit, outdoor dining and fireplace, this retreat is the perfect place for gathering, entertaining and wine tasting.
5.0 out of 5 average rating, 38 reviews
Wine Country Pool, Hot Tub & Views!
With hilltop views of Sonoma Valley, this impeccably designed private Villa offers a refined wine country stay just 6 mins from historical Sonoma Plaza. Enjoy a new heated pool & spa, rooftop deck, game room with pool table, and fireplaces throughout. Pet-friendly and ideal for weekends that blend relaxation, connection, and indulgence. It’s the perfect location to disappear from it all or take in all the adventures that Sonoma and Napa Valley wine country offer. TVR25-0142/LIC25-0595/TOT 2294N
4.93 out of 5 average rating, 14 reviews
Private 2-Acre Sonoma & Napa Retreat + Hot Tub
Escape to a gated 2-acre private estate nestled among peaceful hills, minutes from Sonoma Valley, Napa Valley, and downtown Santa Rosa. Relax in the hot tub, enjoy expansive lawns, a children's play area, and complete privacy—a rare find in Wine Country. Explore 250+ wineries, hot springs, beaches, rivers, and redwood forests within 30 miles, with shopping, dining, and everyday conveniences just 10 minutes away. Perfect for Wine Country getaways, wedding weekends, remote work, and staycations.
5.0 out of 5 average rating, 40 reviews
Luxury Modern Home w/ Infinity Pool - 3400 sq ft
Welcome to Chestnut Knoll, a gated luxury Sonoma residence offering approximately 3,400 sq ft with 3 bedrooms and 3.5 bathrooms, featuring sweeping valley and vineyard views and a private infinity-edge pool and hot tub. Built in 2009, the home blends modern design with high-end finishes, a chef’s kitchen, open living spaces, and seamless indoor-outdoor flow. Set on a 1.24-acre lot just minutes from Sonoma Plaza and world-class wineries, the property also features expansive entertaining areas.
5.0 out of 5 average rating, 16 reviews
New! The Quails Crossing- Healdsburg Vineyard Home
Brand new modern luxury home designed to maximize the natural beauty & surrounding calm. Perched on a hill surrounded by 100 year old oak trees, this spectacular home was built facing beautiful rolling hills and vineyards with ultimate guest comfort in mind. Enjoy your AM coffee watching a family of quails roaming the vineyard and end your evening with a glass of wine on the deck watching the sun set behind the golden vineyard hills. Located approx 3.5 miles (6min) from the Healdsburg Plaza.
5.0 out of 5 average rating, 95 reviews
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.
5.0 out of 5 average rating, 28 reviews
Calistoga Mansion - 38 Acres | Lap 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 ~20 minutes north of downtown Calistoga perfect for upscale getaways to Napa Valley, Sonoma Valley, or even Healdsburg!
5.0 out of 5 average rating, 27 reviews
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
Welcome to Sonoma Valley Villa, your one-of-a-kind wine country oasis in Kenwood. The newly built gated villa overlooking vineyards features all the luxury amenities of a five-star resort. → Year-round heated swimming pool with cover → Spacious hot tub → Cozy outdoor fire pit → Vineyard views for miles → Outdoor kitchen and dining → Chef's kitchen with everything for gourmet meals → Fast wifi → Dedicated office area → Lots of space for everyone Walking distance to Kenwood wineries.
5.0 out of 5 average rating, 186 reviews
3 BR | Saltwater Pool | Spa | Walk to Wineries
Escape to this luxurious 3-bedroom home in Healdsburg, perfect for exploring wine country. - Stylish interiors with premium furnishings - Spacious layout with indoor/outdoor flow - Modern amenities including high-speed Wi-Fi and flat-screen TVs - Outdoor oasis with a saltwater pool and spa - New construction completed in 2024 - Universal electric vehicle charger available for your use - charging from 12am-5am complimentary - Must be 25 years of age to rent this property
5.0 out of 5 average rating, 42 reviews
Luxury Villa, Pool, Spa, BBQ, By Healdsburg Sonoma
Top 5% of homes, Luxe badge, and guest favorite badge by Airbnb. 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. ☞ 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
4.99 out of 5 average rating, 75 reviews
Luxury Calistoga Retreat
Kalla Calistoga is a peaceful retreat tucked away in the hills of wine country. Thoughtfully designed with high-end finishes throughout, it offers a quiet space to relax, recharge, and enjoy the natural beauty of Calistoga. Whether you’re here to share time with friends and family, take in the surrounding nature, or simply slow down from the pace of everyday life, this home was created as a place to reconnect - with yourself, with each other, and with the land around you.
5.0 out of 5 average rating, 25 reviews
Wine Country Estate
Unique wine country massive estate will delight you and multiple guests. Enjoy a tennis court, two pickle ball nets, traditional rose gardens and acres of land to roam as well as huge rooms for enjoyment. The home is large with 5 bedrooms (plus the option to book an adjacent guest house with en-suite king & double twin bedrooms). All rooms are air conditioned, sound proofed and equipped with the fastest Starlink internet. NO WEDDING REQUESTS PLEASE
5.0 out of 5 average rating, 16 reviewsPopular amenities for Sonoma County luxury holiday rentals
Other great luxury holiday rentals in Sonoma County
Bella Vista
5.0 out of 5 average rating, 20 reviews
Boho Mod Farmhouse Estate Sonoma Pool Spa Bocce Cl
4.94 out of 5 average rating, 71 reviews
Serene Olive Grove Estate | Pool, Hot Tub & Views
4.83 out of 5 average rating, 12 reviews
Mill Creek - AvantStay | Patio, Hot Tub, A+ Design
4.89 out of 5 average rating, 55 reviews
Pool, Hot Tub, & Vineyard Views
4.91 out of 5 average rating, 32 reviews
Bungalow Twins
4.96 out of 5 average rating, 26 reviews
Chalk Hill 360°
5.0 out of 5 average rating, 17 reviews
The Overlook by Sonoma Stays – Modern Luxe Retreat
5.0 out of 5 average rating, 23 reviewsDestinations to explore
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