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

Private Sonoma Estate: Tennis, Pickleball, Pool

Massive wine country private 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 main home is very large with 5 en-suite bedrooms plus the option to book a guest house with 2 en-suite bedrooms. Plus multiple TV/entertainment rooms, a formal dining room and outdoor gym. All rooms are air conditioned, sound proofed and equipped with the fastest Starlink internet.

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

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

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 · Kitchen · Family · Pool · Comfort · Sleep quality · Getting around · Condition · Accuracy · Amenities · Decor · Pets · Bathroom · Parks · Quiet · Nearby · Cleanliness · Value · Air conditioning

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

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

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

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

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 · Amenities · Hot tub · Comfort · Indoor spaces · Decor · TV · Accuracy · Barbecue · Checkout · Quiet · Layout · Nearby · Check-in

Cozy Sonoma Retreat-Heated Pool, Fireplaces & View

With hilltop views of Sonoma Valley, this impeccably designed private estate offers a refined wine country stay just 6 mins from historical Sonoma Plaza. Enjoy a heated pool & spa, rooftop deck, firepit, game room w/ pool table, and fireplaces throughout. Pet-friendly and ideal for longer stays 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.

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

Private Villa on 4.3 Acre Estate Pool + Hot Tub +

Just five minutes from Sonoma Square, this beautifully newly renovated, 4-½ acre privately gated family-friendly compound is your perfect base for wine tasting adventures, weekend getaways, or relaxing retreats. Whether you're sipping wine under the stars by the firepit or cooking family meals in the spacious kitchen, this home blends comfort, style, and convenience - perfect for families, wine lovers, corporate retreats and group getaways.

Family · Hospitality · Indoor spaces · Pool · Location · Outdoor spaces · Kitchen · Comfort · Amenities · Nearby · Cleanliness · Condition · Hot tub · Decor · Accuracy · Bathroom · Layout · Value · Barbecue · Laundry · Getting around · Sleep quality · Biking · Check-in · Wi-Fi · Walkability · Backyard