8 bedrooms
•
14 beds
•
3 bathrooms
•
19 guests
•
New
•
3724.3093999999996 sq. ft.
Operated by a Wander partner
Trusted operators, vetted by Wander
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.
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 $250-$350/day depending on season)
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.
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 fee of $250-$350/day depending on season. 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.
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1 king bed
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1 king bed
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1 king bed
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1 king bed
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2 twin beds
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2 twin beds
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1 king bed
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5 twin beds
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1 king bed
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1 king bed
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1 king bed
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1 king bed
Bedroom
2 twin beds
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2 twin beds
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1 king bed
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5 twin beds
Be the first to review this place.
Santa Rosa, California 95452, US
Santa Rosa, California, USFree cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
19 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Sep 20, 2026 | $2175 | Not Available |
| Sep 21, 2026 | $1763 | Available |
| Sep 22, 2026 | $1467 | Not Available |
| Sep 23, 2026 | $1601 | Not Available |
| Sep 24, 2026 | $2145 | Not Available |
| Sep 25, 2026 | $3561 | Not Available |
| Sep 26, 2026 | $3668 | Not Available |
| Sep 27, 2026 | $2323 | Available |
| Sep 28, 2026 | $1851 | Not Available |
| Sep 29, 2026 | $1451 | Not Available |
| Sep 30, 2026 | $1532 | Not Available |
| Oct 1, 2026 | $1973 | Not Available |
| Oct 2, 2026 | $3413 | Not Available |
| Oct 3, 2026 | $3514 | Not Available |
| Oct 4, 2026 | $2167 | Not Available |
| Oct 5, 2026 | $1711 | Available |
| Oct 6, 2026 | $1329 | Not Available |
| Oct 7, 2026 | $1409 | Available |
| Oct 8, 2026 | $1973 | Not Available |
| Oct 9, 2026 | $3437 | Not Available |
| Oct 10, 2026 | $3551 | Not Available |
| Oct 11, 2026 | $2513 | Not Available |
| Oct 12, 2026 | $1993 | Not Available |
| Oct 13, 2026 | $1582 | Not Available |
| Oct 14, 2026 | $1492 | Not Available |
| Oct 15, 2026 | $2072 | Available |
| Oct 16, 2026 | $3482 | Not Available |
| Oct 17, 2026 | $3524 | Not Available |
| Oct 18, 2026 | $2100 | Available |
| Oct 19, 2026 | $1570 | Not Available |
| Oct 20, 2026 | $1160 | Not Available |
| Oct 21, 2026 | $1275 | Not Available |
| Oct 22, 2026 | $1883 | Not Available |
| Oct 23, 2026 | $3347 | Not Available |
| Oct 24, 2026 | $3404 | Not Available |
| Oct 25, 2026 | $1972 | Not Available |
| Oct 26, 2026 | $1176 | Not Available |
| Oct 27, 2026 | $892 | Not Available |
| Oct 28, 2026 | $949 | Not Available |
| Oct 29, 2026 | $1369 | Not Available |
| Oct 30, 2026 | $2481 | Available |
| Oct 31, 2026 | $2526 | Available |
| Nov 1, 2026 | $1413 | Available |
| Nov 2, 2026 | $1031 | Not Available |
| Nov 3, 2026 | $892 | Not Available |
| Nov 4, 2026 | $892 | Not Available |
| Nov 5, 2026 | $1311 | Available |
| Nov 6, 2026 | $2460 | Available |
| Nov 7, 2026 | $2535 | Available |
| Nov 8, 2026 | $1466 | Available |
| Nov 9, 2026 | $1134 | Available |
| Nov 10, 2026 | $1269 | Not Available |
| Nov 11, 2026 | $1232 | Not Available |
| Nov 12, 2026 | $1660 | Not Available |
| Nov 13, 2026 | $2688 | Not Available |
| Nov 14, 2026 | $2825 | Not Available |
| Nov 15, 2026 | $1755 | Not Available |
| Nov 16, 2026 | $1380 | Available |
| Nov 17, 2026 | $1075 | Available |
| Nov 18, 2026 | $1152 | Available |
| Nov 19, 2026 | $1598 | Available |
| Nov 20, 2026 | $2769 | Available |
| Nov 21, 2026 | $2894 | Available |
| Nov 22, 2026 | $1849 | Available |
| Nov 23, 2026 | $1485 | Available |
| Nov 24, 2026 | $1155 | Not Available |
| Nov 25, 2026 | $1952 | Not Available |
| Nov 26, 2026 | $2436 | Not Available |
| Nov 27, 2026 | $3559 | Not Available |
| Nov 28, 2026 | $2843 | Not Available |
| Nov 29, 2026 | $1689 | Not Available |
| Nov 30, 2026 | $1255 | Available |
| Dec 1, 2026 | $916 | Available |
| Dec 2, 2026 | $969 | Not Available |
| Dec 3, 2026 | $1399 | Not Available |
| Dec 4, 2026 | $2542 | Available |
| Dec 5, 2026 | $2601 | Available |
| Dec 6, 2026 | $1467 | Available |
| Dec 7, 2026 | $1048 | Available |
| Dec 8, 2026 | $892 | Available |
| Dec 9, 2026 | $892 | Available |
| Dec 10, 2026 | $1299 | Available |
| Dec 11, 2026 | $2451 | Available |
| Dec 12, 2026 | $2528 | Available |
| Dec 13, 2026 | $1460 | Available |
| Dec 14, 2026 | $1134 | Available |
| Dec 15, 2026 | $892 | Available |
| Dec 16, 2026 | $964 | Available |
| Dec 17, 2026 | $1413 | Available |
| Dec 18, 2026 | $2562 | Available |
| Dec 19, 2026 | $2629 | Available |