About the property
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, zipline, 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. 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. At Kenwood Family Estate, we're dedicated to making your stay seamless and enjoyable. Our team at LegacyRnR is available to assist you throughout your visit. We're generally available from 24/7 to answer any questions or address concerns. The best way to reach us is through the platform messaging system, where we aim to respond within one hour. For urgent matters, you can also contact us via the platform, and we'll do our best to assist you as quickly as possible. We're here to ensure you have a memorable Wine Country experience!
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, zipline, 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. 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. At Kenwood Family Estate, we're dedicated to making your stay seamless and enjoyable. Our team at LegacyRnR is available to assist you throughout your visit. We're generally available from 24/7 to answer any questions or address concerns. The best way to reach us is through the platform messaging system, where we aim to respond within one hour. For urgent matters, you can also contact us via the platform, and we'll do our best to assist you as quickly as possible. We're here to ensure you have a memorable Wine Country experience!
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| May 18, 2026 | $1,200 | Not Available | 1 |
| May 19, 2026 | $1,200 | Not Available | 1 |
| May 20, 2026 | $1,511 | Not Available | 1 |
| May 21, 2026 | $3,068 | Not Available | 1 |
| May 22, 2026 | $4,647 | Not Available | 6 |
| May 23, 2026 | $4,850 | Not Available | 6 |
| May 24, 2026 | $4,109 | Not Available | 6 |
| May 25, 2026 | $3,516 | Not Available | 6 |
| May 26, 2026 | $1,250 | Not Available | 1 |
| May 27, 2026 | $1,250 | Not Available | 1 |
| May 28, 2026 | $1,250 | Available | 1 |
| May 29, 2026 | $1,250 | Available | 1 |
| May 30, 2026 | $1,250 | Available | 1 |
| May 31, 2026 | $1,250 | Not Available | 1 |
| Jun 1, 2026 | $2,475 | Not Available | 1 |
| Jun 2, 2026 | $2,178 | Not Available | 1 |
| Jun 3, 2026 | $2,272 | Not Available | 1 |
| Jun 4, 2026 | $2,745 | Not Available | 1 |
| Jun 5, 2026 | $3,720 | Not Available | 1 |
| Jun 6, 2026 | $1,500 | Available | 2 |
| Jun 7, 2026 | $1,500 | Available | 2 |
| Jun 8, 2026 | $1,500 | Available | 2 |
| Jun 9, 2026 | $1,500 | Not Available | 2 |
| Jun 10, 2026 | $2,000 | Not Available | 2 |
| Jun 11, 2026 | $2,000 | Available | 2 |
| Jun 12, 2026 | $2,000 | Not Available | 2 |
| Jun 13, 2026 | $3,823 | Not Available | 1 |
| Jun 14, 2026 | $2,864 | Not Available | 1 |
| Jun 15, 2026 | $2,482 | Not Available | 1 |
| Jun 16, 2026 | $2,190 | Not Available | 1 |
| Jun 17, 2026 | $2,277 | Not Available | 1 |
| Jun 18, 2026 | $3,129 | Not Available | 1 |
| Jun 19, 2026 | $4,299 | Not Available | 1 |
| Jun 20, 2026 | $4,451 | Not Available | 1 |
| Jun 21, 2026 | $2,918 | Not Available | 1 |
| Jun 22, 2026 | $2,555 | Not Available | 1 |
| Jun 23, 2026 | $2,052 | Not Available | 1 |
| Jun 24, 2026 | $2,174 | Not Available | 1 |
| Jun 25, 2026 | $2,638 | Not Available | 1 |
| Jun 26, 2026 | $3,549 | Not Available | 1 |
| Jun 27, 2026 | $3,643 | Not Available | 1 |
| Jun 28, 2026 | $2,800 | Not Available | 1 |
| Jun 29, 2026 | $2,800 | Not Available | 1 |
| Jun 30, 2026 | $2,800 | Available | 1 |
| Jul 1, 2026 | $2,800 | Not Available | 1 |
| Jul 2, 2026 | $2,748 | Not Available | 3 |
| Jul 3, 2026 | $4,248 | Not Available | 3 |
| Jul 4, 2026 | $4,165 | Not Available | 3 |
| Jul 5, 2026 | $3,163 | Not Available | 3 |
| Jul 6, 2026 | $2,000 | Available | 1 |
| Jul 7, 2026 | $2,000 | Available | 1 |
| Jul 8, 2026 | $2,000 | Available | 1 |
| Jul 9, 2026 | $2,000 | Not Available | 1 |
| Jul 10, 2026 | $3,200 | Not Available | 3 |
| Jul 11, 2026 | $3,200 | Not Available | 3 |
| Jul 12, 2026 | $2,500 | Available | 1 |
| Jul 13, 2026 | $2,500 | Not Available | 1 |
| Jul 14, 2026 | $2,234 | Not Available | 2 |
| Jul 15, 2026 | $2,348 | Not Available | 2 |
| Jul 16, 2026 | $2,818 | Not Available | 3 |
| Jul 17, 2026 | $3,902 | Not Available | 3 |
| Jul 18, 2026 | $2,000 | Available | 1 |
| Jul 19, 2026 | $2,000 | Available | 1 |
| Jul 20, 2026 | $2,000 | Not Available | 1 |
| Jul 21, 2026 | $4,194 | Not Available | 2 |
| Jul 22, 2026 | $4,194 | Not Available | 2 |
| Jul 23, 2026 | $4,194 | Not Available | 2 |
| Jul 24, 2026 | $4,194 | Not Available | 2 |
| Jul 25, 2026 | $4,194 | Not Available | 2 |
| Jul 26, 2026 | $3,171 | Not Available | 3 |
| Jul 27, 2026 | $2,200 | Available | 2 |
| Jul 28, 2026 | $2,200 | Available | 2 |
| Jul 29, 2026 | $2,200 | Not Available | 2 |
| Jul 30, 2026 | $3,043 | Not Available | 3 |
| Jul 31, 2026 | $3,951 | Not Available | 3 |
| Aug 1, 2026 | $3,406 | Not Available | 1 |
| Aug 2, 2026 | $3,406 | Not Available | 1 |
| Aug 3, 2026 | $3,406 | Not Available | 3 |
| Aug 4, 2026 | $3,406 | Not Available | 3 |
| Aug 5, 2026 | $3,406 | Not Available | 3 |
| Aug 6, 2026 | $3,406 | Not Available | 3 |
| Aug 7, 2026 | $3,406 | Available | 1 |
| Aug 8, 2026 | $3,406 | Not Available | 1 |
| Aug 9, 2026 | $2,805 | Not Available | 3 |
| Aug 10, 2026 | $2,399 | Not Available | 2 |
| Aug 11, 2026 | $1,600 | Not Available | 5 |
| Aug 12, 2026 | $1,600 | Not Available | 5 |
| Aug 13, 2026 | $2,602 | Not Available | 3 |
| Aug 14, 2026 | $3,535 | Not Available | 3 |
| Aug 15, 2026 | $3,108 | Available | 3 |
| Aug 16, 2026 | $3,108 | Not Available | 3 |
Amenities
4.8 · 15 reviews
Excellent host.

The place was amazing for our large group! The amount of bedrooms and large living and dining room were so enjoyable. The host was incredibly responsive when we did have a few questions. Would 10/10 recommend!

Great place to stay, recommend.
Where you'll be
Kenwood, California, 95452, United States
Wander Kenwood Retreat is nestled in Sonoma County’s picturesque Kenwood region, offering an idyllic escape amid rolling vineyards, oak-studded landscapes, and wine country tranquility. From this serene location you’re just minutes from exceptional wineries like Benziger, Ledson, and Chateau St. Jean, where tasting experiences and vineyard vistas await. Nature lovers can explore scenic trails, including those in Jack London State Historic Park, or take leisurely drives through the Sonoma Valley with stops at local farmstands, tasting rooms, and charming village shops. When the mood strikes, savor acclaimed culinary offerings at nearby restaurants or unwind back at the retreat as night falls, enjoying the fresh air and starlit skies in this peaceful countryside setting.
Wander Kenwood Retreat is nestled in Sonoma County’s picturesque Kenwood region, offering an idyllic escape amid rolling vineyards, oak-studded landscapes, and wine country tranquility. From this serene location you’re just minutes from exceptional wineries like Benziger, Ledson, and Chateau St. Jean, where tasting experiences and vineyard vistas await. Nature lovers can explore scenic trails, including those in Jack London State Historic Park, or take leisurely drives through the Sonoma Valley with stops at local farmstands, tasting rooms, and charming village shops. When the mood strikes, savor acclaimed culinary offerings at nearby restaurants or unwind back at the retreat as night falls, enjoying the fresh air and starlit skies in this peaceful countryside setting.
Things to know
Cancellation policy
Contact us for cancellation policy details prior to booking.

