Home in Kenwood, California

Escape to the Kenwood Family Estate, a luxurious Wine Country retreat perfect for families and groups. This stunning 8-bedroom estate boasts a private pool, hot tub, gym, and sports courts, offering endless entertainment. Located in the heart of Sonoma County, you'll be minutes from world-class wineries and restaurants. Enjoy the ultimate in comfort and convenience with resort-style amenities and breathtaking views. Book your unforgettable Wine Country getaway today!

This home is proudly managed by LegacyRnR, your local Wine Country hospitality experts. We're here to make your stay effortless and unforgettable—from arrival to check-out.

Need transportation for wine tasting or group outings?
We offer two private, comfortable options:

11-Passenger Wine Tour Van – Perfect for group tastings, birthday trips, or bachelorette weekends.
6-Passenger Cadillac Escalade – Ride in style for intimate wine tours, airport pickups, or dinner reservations.

Want to skip the grocery run?
We also offer pre-arrival kitchen and pantry stocking, so you can start relaxing the moment you walk in.

When you book with LegacyRnR, you’re not just booking a home—you’re booking your entire Wine Country experience, curated by locals who care.

Welcome to the Family Estate with Pool, Gym & Sports Courts — your private Wine Country playground.

Tucked into the hills of Kenwood, this expansive estate offers the perfect retreat for families, groups, and wine lovers looking to unwind in style and seclusion. With 8 bedrooms, resort-style amenities, and acres of oak-studded land, it’s your personal slice of Sonoma paradise.

🏡 The Property
Surrounded by trees and golden light, the estate combines comfort and classic Wine Country charm. Floor-to-ceiling windows and vaulted ceilings fill the home with natural light. Lounge in the open living room with plush seating and a stone fireplace, or gather in the oversized dining room that opens to a massive deck for al fresco dining.

🛏️ Sleeping arrangements:
5 bedrooms with king beds
2 bedrooms with two twin beds each
1 bedroom with five twin beds, ideal for kids or singles
🛁 Multiple modern bathrooms, including double-vanity layouts and backlit mirrors, ensure space and privacy for all guests.

🍳 Chef’s kitchen with a gas range, Sub-Zero fridge, butcher block island, and all the essentials for group meals or a private chef experience.

🌿 Outdoor Amenities
The grounds are where this estate truly shines:
75 foot pool (heating fee of $200/day May 1–Oct 1, $300/day otherwise)
Hot tub with easy guest-controlled timer
Full gym, tennis court, basketball court, pickleball, ping pong, bocce ball, putting green, and large grass play area
Fire pits, outdoor dining areas, and extensive lounging decks surrounded by nature
Beautiful string lights for magical evenings under the stars

🍷 Local Wineries & Dining
Located in the heart of Sonoma County wine country, you’re minutes from world-class tasting rooms and restaurants:
Mayo Family Winery, VJB Cellars, Ledson Winery, and Chateau St. Jean are all within a short drive
Enjoy dinner at Glen Ellen Star (great for pickup too), Salt & Stone, or the charming Fig Café

🐾 Pet Policy
We welcome well-behaved pets! Please note:
The yard is not fenced
A $300 per pet deep-clean fee applies to ensure the home is allergy-friendly for future guests

🚐 Add-on: Private Wine Tasting Transportation
Let us drive you! Book our Cadillac Escalade (6 guests) or 11-passenger Transit Van for wine tasting or dinner outings. It’s the safest, most enjoyable way to explore Sonoma.

🕙 House Rules & Sonoma County Compliance
Sonoma County Vacation Rental Information:
Vacation Rental License #: LIC25-0491
Vacation Rental Permit #: TVR25-0030
Transient Occupancy Tax (TOT) Certificate #: 3033N
Quiet Hours: 9:00 PM – 7:00 AM
Parking: On-site parking only (no street parking)
Events & Gatherings: Not permitted beyond the maximum overnight occupancy
Trash: Place all refuse in provided bins; do not leave trash outside of containers

Come stay where nature meets luxury, and create unforgettable memories in Wine Country.

Welcome to your Wine Country retreat! At Kenwood Family Estate, you'll have access to a multitude of amenities designed for relaxation and fun. Enjoy exclusive use of the 75-foot private pool (heating fee of $200/day May 1–Oct 1, $300/day otherwise), perfect for a refreshing swim. Unwind in the hot tub, with an easy-to-use guest-controlled timer. Stay active in the full gym or challenge your family to a game on the tennis court, basketball court, pickleball court, or ping pong table. Test your skills on the putting green! For more leisurely activities, enjoy bocce ball or simply relax in the large grass play area. Evenings are magical with fire pits, outdoor dining areas, and extensive lounging decks, all illuminated by beautiful string lights. Inside the house, you'll have access to all eight bedrooms, multiple modern bathrooms, and the fully-equipped chef's kitchen. The open living room and dining room, along with the expansive deck, are also yours to enjoy. This is a private estate for you and your family.

Getting around Kenwood is easy! While a car is recommended for exploring the area, we offer private transportation options (6-passenger Cadillac Escalade and 11-passenger Transit Van) for wine tours and airport pickups. The nearest major airport is Sonoma County Airport (STS), approximately a 30-minute drive. San Francisco International Airport (SFO) is about a 1.5-hour drive. Parking is free on the property. For public transit, options are limited in Kenwood, so rideshares or our private services are best for getting around.

Important Details for a Relaxing Stay at Kenwood Family Estate: Check-in time is 4:00 PM, and check-out time is 10:00 AM. We offer complimentary parking on the premises. If you're traveling with furry friends, we're happy to welcome them for a deep-clean fee of $300 per pet. Please note our quiet hours are from 10:00 PM to 7:00 AM to ensure a peaceful environment for all. Pool heating is available for an additional fee. From May 1st to October 1st, the cost is $200 per day, and otherwise, it's $300 per day. Let us know in advance if you'd like to heat the pool. Please be aware that parties and events are not permitted. The maximum occupancy is 19 guests. For any assistance during your stay, contact us via the platform's messaging system.