$0
for 2 nights

Home in Kenwood, California

8 bedrooms

14 beds

3 bathrooms

19 guests

3731 sq. ft.

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!

Amenities

Common Amenities

  • Putting green
  • Tennis court
  • Bocce court
  • Free parking
  • Pickleball
  • Basketball Court
  • Washer
  • Dryer
  • Pets allowed
  • Suitable for children (2-12 years)
  • Suitable for infants (under 2 years)
  • Babysitter recommendations
  • Casinos
  • Children’s dinnerware
  • Cleaning Disinfection
  • Cleaning products
  • Enhanced cleaning practices
  • Essentials
  • Family/kid friendly
  • High touch surfaces disinfected
  • Mountain
  • Path to entrance lit at night
  • Private entrance
  • Room-darkening shades
  • Rural
  • Spa
  • Balcony
  • Forest view
  • Hot water
  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Air conditioning

Bathroom 1

  • Bathtub
  • Shampoo

Bathroom 2

  • Body soap
  • Bath linens

Bathroom 3

  • Conditioner

Patio

  • BBQ Utensils
  • Patio
  • Fire pit
  • Hammock
  • Outdoor seating

Living room

  • Heating
  • TV
  • Board games
  • Ceiling fan
  • Fire place
  • Sound system

Pool

  • Hot tub
  • Outdoor pool

Laundry room

  • Iron

Kitchen

  • Kitchen
  • Microwave
  • Fridge
  • Stove
  • Toaster
  • Baking sheet
  • Blender
  • Coffee
  • Coffee maker
  • Cooking basics
  • Dishes
  • Freezer
  • Ice maker
  • Kettle
  • Mini fridge
  • Oven
  • Wine glasses

Common area

  • Wifi
  • Long term stays allowed
  • Smoke detector

Playground

  • Toys

Garage

  • Bicycle

Office

  • Dedicated workspace

Dining room

  • Dining table
  • High chair

Garden

  • Garden

Exterior

  • Garden view
  • Mountain view

Gym

  • Gym

Entry

  • Luggage drop off allowed

Game room

  • Ping pong table

Bedroom 1

  • Bed linens

Bedroom 2

  • Closet

Bedroom 3

  • Extra pillows

Bedroom 4

  • Hangers

Bedroom 5

  • Crib

4.8 · 15 reviews

Where you’ll be

Kenwood, California 95452, United States

Kenwood, California, United States
38.3995855-122.5794759
Timezone: America/Los_Angeles

Restaurants

The Jack London Lodge

The Jack London Lodge offers a cozy, historic saloon experience with wine country comfort food, including Sonoma’s best burger, alongside a wide selection of local wines, craft beers, and cocktails. Relax indoors by the antique oak bar or unwind on the serene creekside patio.

Palooza Brewery & Gastropub

Palooza Brewery & Gastropub in Kenwood offers a vibrant, relaxed atmosphere where handcrafted New American comfort food like gourmet burgers, pizzas, and fresh salads pair perfectly with house-brewed beers and local wines. It’s a welcoming spot to enjoy thoughtfully sourced, flavorful dishes.

The Saloon at The Jack London Lodge

The Saloon at The Jack London Lodge offers wine country comfort food, including Sonoma’s best burger, in a cozy historic setting with an antique oak bar and creekside patio perfect for relaxing after wine tasting. It’s a lively locals’ spot blending vintage charm with casual camaraderie.

The Mill at Glen Ellen

The Mill at Glen Ellen offers a warm, casual dining experience with American cuisine and creative vegetarian options, set in a peaceful creekside location with charming outdoor seating by the river. The friendly service and unique dishes make it a welcoming spot to relax and enjoy great food.

Morton's Warm Springs

Morton's Warm Springs offers a charming, family-friendly retreat with geothermally heated mineral pools and a cozy café serving fresh, healthy comfort food made from local ingredients. Its timeless Wine Country ambiance invites relaxation amid scenic oak canopies and rolling hills.

Stella

Stella in West Hollywood offers a stylish Italian dining experience with locally sourced California ingredients, set in a chic two-story Art Deco space featuring live-fire cooking and an intimate terrace. Its creative dishes blend traditional Italian flavors with modern flair.

Salt & Stone

Salt & Stone offers a vibrant dining experience featuring fresh seafood, quality meats, and craft cocktails in a welcoming atmosphere with both indoor and scenic outdoor seating. Perfect for gatherings or a relaxed meal among Sonoma’s beautiful surroundings.

Glen Ellen Inn

Glen Ellen Inn offers cozy, wine country dining with a creative American menu, a lively martini bar, and charming secret cottages nestled by Calabasas Creek for a relaxing getaway. Its warm ambiance blends rustic charm with refined flavors in the heart of Sonoma Valley.

Golden Bear Station

Golden Bear Station in Kenwood offers a lively, cozy atmosphere with a creative Cal-Ital menu featuring house-made pastas, wood-fired pizzas, and unique dishes blending Italian and Asian flavors. It's a charming spot to enjoy bold, expertly crafted comfort food.

Glen Ellen Star

Glen Ellen Star is an intimate Sonoma restaurant where rustic charm meets wood-fired, seasonally inspired dishes crafted from locally sourced ingredients, all enjoyed in a warm, inviting setting with an open kitchen.

Attractions

Trione-Annadel State Park

Trione-Annadel State Park offers over 40 miles of scenic trails perfect for hiking, mountain biking, and horseback riding through rolling hills, lush forests, and wildflower-filled meadows. It’s ideal for outdoor lovers seeking adventure, nature, and peaceful lake views in Sonoma County.

Spring Lake Park

Spring Lake Park offers a vibrant mix of outdoor fun with its spring-fed lake, playgrounds, splash pad, dog park, and an 18-hole disc golf course, perfect for families and active visitors who enjoy walking, biking, or relaxing in nature. Its scenic trails and picnic areas make it ideal for all ages.

Taylor Mountain Regional Park

Taylor Mountain Regional Park offers over 15 miles of scenic trails for hiking, biking, and horseback riding through oak woodlands and grassy hills, with panoramic views and a family-friendly natural play area. It’s perfect for outdoor lovers seeking adventure or a peaceful nature escape.

Ledson Winery & Vineyards

Ledson Winery & Vineyards offers a unique wine tasting experience in a stunning French Normandy-style castle, perfect for wine lovers who appreciate award-winning wines paired with rich family history and beautiful vineyard views. Ideal for those seeking both elegance and an intimate connection to Sonoma’s winemaking heritage.

Sugarloaf Ridge State Park

Sugarloaf Ridge State Park offers 25 miles of scenic trails for hiking, biking, and horseback riding through ancient redwoods and diverse landscapes, topped by panoramic views from Bald Mountain—perfect for outdoor lovers seeking adventure and tranquility in nature. Families, hikers, and nature enthusiasts will especially enjoy it.

Jack London State Historic Park

Jack London State Historic Park offers a unique blend of literary history and scenic outdoor adventure, featuring historic buildings, miles of trails, and beautiful views. It’s perfect for history buffs, nature lovers, and anyone inspired by Jack London’s adventurous spirit.

Howarth Park

Howarth Park is a vibrant community park perfect for families and outdoor lovers, featuring unique playgrounds, a charming carousel, a scenic train ride, petting farm animals, hiking trails, and boating on Lake Ralphine. It offers fun activities for all ages in a beautiful natural setting.

Matanzas Creek Winery

Matanzas Creek Winery offers a serene wine tasting experience amidst stunning lavender gardens and rolling vineyards, perfect for wine lovers seeking relaxation, scenic beauty, and a touch of nature’s tranquility. Ideal for those who enjoy savoring Sauvignon Blanc and Merlot in a peaceful, picturesque setting.

Morton's Warm Springs

Morton's Warm Springs offers a relaxing escape with naturally heated geothermal pools set in scenic Sonoma Valley, perfect for families and outdoor lovers seeking a historic, peaceful retreat with swimming, picnics, and nature trails.

Sonoma Botanical Garden

Sonoma Botanical Garden offers a magical outdoor experience with giant bamboo bird sculptures, scenic walking trails, and family-friendly activities perfect for nature lovers, art enthusiasts, and anyone seeking a peaceful escape in Sonoma Valley. It’s ideal for families, hikers, and those who enjoy picnics surrounded by stunning plants and wildlife.

Things to know

Cancellation policy

Free cancellation until May 23

Property rules

Pets allowed with fee

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

19 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
May 21, 2026$2999Not Available
May 22, 2026$4650Not Available
May 23, 2026$4857Not Available
May 24, 2026$3995Not Available
May 25, 2026$3424Not Available
May 26, 2026$1250Not Available
May 27, 2026$1250Not Available
May 28, 2026$1250Available
May 29, 2026$1250Available
May 30, 2026$1250Available
May 31, 2026$1250Not Available
Jun 1, 2026$2416Not Available
Jun 2, 2026$2101Not Available
Jun 3, 2026$2185Not Available
Jun 4, 2026$2652Not Available
Jun 5, 2026$3684Not Available
Jun 6, 2026$1500Available
Jun 7, 2026$1500Available
Jun 8, 2026$1500Available
Jun 9, 2026$1500Not Available
Jun 10, 2026$2000Not Available
Jun 11, 2026$2000Available
Jun 12, 2026$2000Not Available
Jun 13, 2026$3760Not Available
Jun 14, 2026$2751Not Available
Jun 15, 2026$2379Not Available
Jun 16, 2026$2085Not Available
Jun 17, 2026$2181Not Available
Jun 18, 2026$3030Not Available
Jun 19, 2026$4269Not Available
Jun 20, 2026$4376Not Available
Jun 21, 2026$2837Not Available
Jun 22, 2026$2485Not Available
Jun 23, 2026$2237Not Available
Jun 24, 2026$2386Not Available
Jun 25, 2026$2910Not Available
Jun 26, 2026$3557Not Available
Jun 27, 2026$3649Not Available
Jun 28, 2026$2800Not Available
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Jun 30, 2026$2800Available
Jul 1, 2026$2800Not Available
Jul 2, 2026$2706Not Available
Jul 3, 2026$4273Not Available
Jul 4, 2026$4244Not Available
Jul 5, 2026$3190Not Available
Jul 6, 2026$2000Available
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Jul 9, 2026$2000Not Available
Jul 10, 2026$3200Not Available
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Jul 12, 2026$2500Available
Jul 13, 2026$2500Not Available
Jul 14, 2026$2182Not Available
Jul 15, 2026$2301Not Available
Jul 16, 2026$2776Not Available
Jul 17, 2026$3727Not Available
Jul 18, 2026$2000Available
Jul 19, 2026$2000Available
Jul 20, 2026$2000Not Available
Jul 21, 2026$4194Not Available
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Jul 26, 2026$3178Not Available
Jul 27, 2026$2200Available
Jul 28, 2026$2200Available
Jul 29, 2026$2200Not Available
Jul 30, 2026$3036Not Available
Jul 31, 2026$3992Not Available
Aug 1, 2026$3406Not Available
Aug 2, 2026$3406Not Available
Aug 3, 2026$3406Not Available
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Aug 5, 2026$3406Not Available
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Aug 9, 2026$2737Not Available
Aug 10, 2026$2346Not Available
Aug 11, 2026$1600Not Available
Aug 12, 2026$1600Not Available
Aug 13, 2026$2518Not Available
Aug 14, 2026$3498Not Available
Aug 15, 2026$3108Available
Aug 16, 2026$3108Not Available
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Aug 19, 2026$3108Not Available