Luxury rentals in Wine Country

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.

Hospitality · Indoor spaces · Decor · Comfort · Family · Kitchen · Cleanliness · Pool · Amenities · Accuracy · Outdoor spaces · Layout · Nearby · Location · Quiet · Condition · Hot tub · Check-in · TV · Sleep quality · Bathroom · Getting around · Backyard · View · Checkout

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

Pool · View · Hospitality · Comfort · Cleanliness · Decor · Family · Accuracy · Outdoor spaces · Hot tub · Sleep quality · Kitchen · Indoor spaces · Getting around · Condition · Bathroom · Location

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.

Hospitality · Cleanliness · Location · Outdoor spaces · Comfort · Family · Kitchen · Decor · Indoor spaces · Hot tub · Sleep quality · Amenities · Condition · Nearby · Backyard · Accuracy · Bathroom · Layout · Barbecue · Quiet · Wi-Fi · Getting around · View · Air conditioning · Check-in

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

View · Hospitality · Decor · Indoor spaces · Amenities · Comfort · Family · Pool · Cleanliness · Location · Outdoor spaces · Hot tub · Kitchen · Layout · Check-in

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.

Hospitality · View · Kitchen · Comfort · Cleanliness · Outdoor spaces · Pool · Location · Amenities · Hot tub · Decor · Bathroom · Indoor spaces · Family · Check-in · TV · Accuracy · Heating · Nearby · Getting around · Sleep quality

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.

Hospitality · View · Location · Family · Pool · Indoor spaces · Cleanliness · Kitchen · Comfort · Decor · Nearby · Amenities · Accuracy · Outdoor spaces · Bathroom · Layout · Hot tub · Sleep quality · Getting around · Quiet · Barbecue · Condition · TV · Hiking · Wi-Fi · Long stay · Backyard

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.

Outdoor spaces · Hospitality · Location · Kitchen · Bathroom · Indoor spaces · Family · View · Comfort · Decor · TV · Quiet · Nearby · Laundry · Sleep quality · Amenities · Cleanliness · Walkability · Getting around · Condition · Hot tub · Air conditioning

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!

Hospitality · View · Location · Outdoor spaces · Indoor spaces · Sleep quality · Kitchen · Comfort · Family · Pool · Getting around · Condition · Accuracy · Amenities · Decor · Bathroom · Quiet · Nearby

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.

Hospitality · Pool · Location · Cleanliness · Hot tub · Outdoor spaces · Family · Indoor spaces · Kitchen · Comfort · Backyard · View · Amenities · Accuracy · Nearby · Layout · Barbecue · Walkability · Sleep quality · Checkout · Bathroom · Check-in · Quiet · Decor · Getting around · TV · Hiking · Condition · Value · Heating · Laundry · Parking · Access · Air conditioning · Parks · Noise · Shared spaces

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

Hospitality · Pool · Cleanliness · Location · Hot tub · Indoor spaces · Family · Outdoor spaces · Amenities · Accuracy · Kitchen · Check-in · Nearby · Barbecue · Quiet · Comfort · Backyard · Checkout · Decor · Layout · Getting around · Condition · View · Sleep quality · TV · Parks · Hiking · Laundry · Parking · Walkability · Value

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.

Hospitality · Location · Pool · Outdoor spaces · Kitchen · Family · Getting around · View · Comfort · Indoor spaces · Amenities · Decor · TV · Hot tub · Barbecue · Checkout · Quiet · Layout · Nearby · Check-in

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 private land to roam as well as huge rooms for enjoyment. The home is large with 5 bedrooms all with en-suite bathrooms. Enjoy 2 king rooms, 1 queen room and 2 rooms with single beds. All rooms are air conditioned, sound proofed and equipped with the fastest Starlink internet. Please note the pool is not heated.

Outdoor spaces · Hospitality · View · Location · Kitchen · Indoor spaces · Family · Pool · Quiet · Comfort · Amenities · Decor · Condition · Getting around · TV · Bathroom · Sleep quality · Nearby · Cleanliness