Vacation rentals in Kenwood, CA with a hot tub

Explore 197 vacation rentals, homes, and villas with hot tubs in Kenwood, CA for your next getaway or business trip. With your own private hot tub, enjoy the comfort and privacy of a home with premium amenities such as Homes with Free Parking, Air Condition Homes and Best Affordable Homes. Throughout your stay, enjoy a slower pace as you relax and recharge in a hot, soothing environment. With options starting as low as $108 per night and homes offering up to 7 bedrooms and 9 bathrooms, it's easy to book a comfortable, personalized stay. Plus, feel connected and protected during your trip with 24/7 local support and high-speed Wi-Fi. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next escape with Homes & Villas by Marriott.

197 Homes with hot tub in Kenwood

Charming 4BR Wine Country Getaway w/ Spa & Firepit

Kenwood, CA, US
4 Bedrooms 7 Guests
Sep 22 - 24
$511 night

Tucked away in the heart of wine country, this charming 4 bedroom retreat offers the perfect blend of peace, comfort, and country charm. Surrounded by one acre of lush, mature trees, this secluded home promises a relaxing escape where you can unwind in the private hot tub, gather around the firepit, or enjoy a game of bocce ball in the spacious yard. - 0.5 miles to Kenwood Plaza Park - 1 mile to Kunde Family Winery - 1 mile to VJB Vineyard & Cellars - 1 mile to Deerfield Ranch Winery Step onto the inviting wraparound porch and immediately embrace the peaceful surroundings. Here, you can envision leisurely mornings enjoying a cup of espresso or sipping a glass of wine in the evening while taking in the beauty of the landscape. Entering the lower level, you’ll be greeted by a bright and airy living area with vaulted ceilings and large windows that fill the space with natural light. Relax on the comfortable sofa or leather armchair, enjoy your favorite shows on the 40-inch smart TV with cable, or unwind upstairs in the inviting loft. Charming farmhouse décor enhances the atmosphere. The large, expansive farmhouse kitchen is fully equipped for all your culinary needs with stainless steel appliances, a hot water dispenser, and an espresso machine for your morning brew. Abundant counter space includes a breakfast bar that seats four, perfect for casual meals or conversation. The kitchen seamlessly opens to the dining area, where a table offers room for six, ideal for gathering with loved ones over a meal. The kitchen also flows into the living room, creating a wonderful open layout. The conveniently located laundry room adds to the ease of your stay. The adjacent primary suite provides a private haven. This bedroom offers direct access to the porch and, via distinctive barn doors, can open to a delightful second bedroom featuring a twin daybed. This twin room can also be accessed conveniently from the hallway. The spa-like primary bathroom is a true retreat, boasting double sinks, an adorable vanity, a walk-in closet, a large jetted soaking tub, and a separate walk-in shower, as well as a private toilet room. Ascending to the upper level, you’ll find two charming guest rooms and a delightful sitting area. The queen bedroom features dramatic pitched ceilings and captivating countryside views, along with a comfortable armchair for relaxing. The adjacent bathroom conveniently serves the upstairs bedrooms and includes a shower, sink, and toilet. The double twin room offers two twin beds nestled beneath a striking pitched ceiling, framed by lovely farmhouse windows showcasing the scenic surroundings. The upstairs sitting room provides a comfortable space to unwind with a TV and a sofa that conveniently folds out into a double bed. This inviting room also overlooks the downstairs living area. The outdoor spaces at the Farmhouse are designed for enjoyment. Gather around the fire-pit with comfortable seating and a propane grill for evening chats and BBQs. Enjoy alfresco dining at the eight-person dining table shaded by an umbrella on the patio. Indulge in relaxation in the private hot tub nestled under a charming gazebo on the outdoor patio. For a bit of friendly competition, challenge your companions to a game of bocce ball in the spacious yard. Guests enjoy full access to the entire home and its wonderful outdoor amenities, including the private hot tub, fire-pit, and bocce ball court. Ample parking is available in the wrap-around driveway. The home is completely private, offering a tranquil escape where you can enjoy the natural beauty of the area in peace. While some local spots are walkable, we recommend having a car to fully experience the area. With so many wineries, restaurants, and attractions just a short drive away, you’ll appreciate the flexibility. Dog Policy: 🐾 2 dogs max without host approval. No aggressive breeds or other types of pets allowed. 🐾 Please keep dogs off all furniture and beds. 🐾 Dogs must never be left unattended on the property. 🐾 Always clean up after your pet, both inside and out. 🐾 No excessive barking. 🐾 Keep dogs on leash when outside the private yard. 🐾 A small pet fee is charged to cover the cost of additional cleaning; however, this fee is not meant to cover any damage caused by guests’ dogs. 📌To ensure a seamless check-in, all guests must complete a quick pre-check-in verification through our secure guest portal; a link will be sent after your booking is confirmed. 📌Please note that during the rainy season (typically October through March), outdoor furniture cushions are stored away to protect them from the elements and ensure they remain clean and dry. Consequently, outdoor seating may not be set up as pictured during these months. License number: LIC24-0274

Scenic Retreat w/ Hot Tub Near Wineries

Kenwood, CA, US
2 Bedrooms 6 Guests
Sep 21 - 23
$350 night

The Hilltop Haven invites you to escape to the rolling hills of Kenwood in Sonoma County, where a beautifully renovated retreat awaits. Just minutes from downtown and surrounded by world-class wineries, this private getaway blends comfort, style, and sweeping wine country views. Perfect for couples, families, or friends, it’s an ideal setting to relax, reconnect, and enjoy the best of Sonoma. Experience Sonoma wine country at its finest with comfort, privacy, and unforgettable views today! INTERIOR OASIS: The home comfortably accommodates up to six guests, featuring two spacious king-sized bedrooms and a convenient pull-out sofa. It features two full bathrooms, including one with a tub, perfect for unwinding after a day of wine tasting or hiking. The open-concept living, dining, and kitchen area is ideal for gathering, with large bay windows that frame sweeping valley views. A gourmet kitchen comes fully equipped with modern appliances, cookware, utensils, and wine glasses, making it easy to dine in. For entertainment and convenience, the home offers a smart TV with cable, high-speed Wi-Fi, and a ping pong table in the garage. Year-round comfort is ensured with a ductless split A/C system, portable cooling units, and ceramic wall heaters for cozy evenings. OUTDOOR BLISS: Surrounded by scenic hills and panoramic views of Sugarloaf Ridge State Park, the home offers a peaceful outdoor retreat designed for rest and relaxation. Step onto the expansive deck, where a picnic table provides the perfect setting for sunrise coffee, leisurely alfresco meals, or a glass of wine beneath the evening sky. As the sun sets, gather around the outdoor firepit and enjoy cozy nights under the stars, surrounded by the tranquil beauty and rolling landscapes of wine country. PRIME LOCATION: Located just steps from some of Sonoma’s top wineries—including Chateau St. Jean, Landmark, Ledson, BR Cohn, St. Francis, and Kunde—this home is perfectly positioned for wine enthusiasts. It’s also close to Morton’s Warm Springs (open May–October), where you can enjoy mineral pools, creek access, and famous soft serve. Whether you’re wine tasting, hiking, or simply soaking in the serene surroundings, this retreat offers the ideal base for a relaxing and memorable getaway! LUXURY MEETS PRIVACY: Recently renovated with hardwood floors, high-end finishes, and modern-chic décor, the home combines luxury with comfort. Guests can enjoy safe, lab-tested well water, along with a Brita filter and a purified water dispenser for added convenience. With full access to the entire property, this retreat ensures complete privacy for a truly relaxing stay. Book now and make your wine country dreams a reality! Whether you’re sipping local wines, exploring hiking trails, or relaxing in style, this Kenwood hideaway is the ultimate Sonoma escape... Guests have full access to the entire property. Note that only up to 2 dogs are allowed with a $200 deposit per pet The indoor fire pit is provided for visual ambiance only and is not permitted for guest use due to safety considerations. Thank you for helping us maintain a safe environment. License number: ZPE16-0553

Luxe, Pool, Spa, Fire Pit, Game Room, Piano | Sonoma Pool Retreat

Kenwood, CA, US
3 Bedrooms 8 Guests
Sep 21 - 24
$833 night

Luxury Wine Country Retreat Welcome to Sonoma Pool Retreat, your private luxury oasis nestled in the heart of wine country. This retreat has 3 bedrooms and an office; each of these 4 rooms has a king bed and a private ensuite bathroom. It provides a full-on resort experience, boasting a saltwater pool, firepit, hot tub, game room, a stunning great room, and ample outdoor living space. Sophisticated Great Room & Gourmet Chef’s Kitchen The great room is designed for relaxation and entertainment: gather around the baby grand piano beneath a dazzling chandelier, enjoy a movie on the 65" Smart TV, or curl up in the modern lounge beside the sleek 6-foot linear fireplace. With a live-edge dining table for 10 and a premium sound system, you’ll find it’s as perfect for a cozy night in as it is for a celebration. Channel your inner chef in the gourmet kitchen, where Thermador appliances, Carrara-style quartz countertops, and a fully stocked array of tools and gadgets make cooking a breeze. Craft the perfect morning routine with an automatic espresso machine, traditional brewer, grinder, and French press at your fingertips. Entertainment The game room keeps the energy up with ping pong, a slate pool table, Sonos speakers, and even color-changing LED lights to set the mood. Grab a board game, challenge your crew, and make memories that last. Sleeping Accommodations When it’s time to rest, four king suites await. Each room offers luxury linens, blackout curtains, and a private ensuite bathroom complete with a toilet bidet, makeup mirrors, and built-in closet organizers. Resort-Style Outdoor Living The backyard is a haven for outdoor living in style. Soak up the sun beside the sparkling saltwater pool, take a dip to cool off, or lounge under umbrellas with your favorite book or beverage. As the day winds down, sink into the hot tub under the stars or gather around the firepit with plush seating and a glass of local red in hand. The covered patio features a 10-seat outdoor dining table with cooling ceiling fans, while the outdoor kitchen brings the flavor with a gas grill, wet bar, and mini-fridge—perfect for everything from morning mimosas to sunset BBQs. Blooming gardens, fruit trees, and a boutique Zinfandel vineyard around the property are all yours to explore. Sonoma Pool Retreat is more than a stay—it’s an experience. Whether you’re sipping coffee by the pool, sharing a candlelit dinner under the stars, or strolling through your very own vineyard, this one-of-a-kind wine country escape is calling your name! Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Known for its vineyards, local cuisine, and nature parks, Sonoma County (45 minutes from San Francisco) offers a wide array of activities for those looking to retreat from city life. World-class spas provide relaxation after a day of hiking in the Redwoods. A tour at a local winery is a must, followed by a farm-to-table dinner in town. While unwinding is certainly the attitude in Sonoma, activities like horseback riding, hot-air ballooning, and kayaking attract those looking for a little adventure. In the evening, watch the sunset over the vineyards and rolling hills, wine glass in hand. Local Attractions: Valley of the Moon Club Golf Course, St. Francis Winery & Vineyards, Ledson Winery & Vineyards, Chateau St. Jean Winery, Palooza Brewery & Gastropub, VJB Vineyard & Cellars, Muscardinin Cellars, Salt & Stone, Kenwood Inn & Spa, Sonoma Botanical Garden Home Truths: - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without Property Manager’s approval, there is a fine of $500 per pet. - Complimentary account access for Netflix and YouTubeTV - The pool is heated by solar from May to September, and the temperature depends on outside weather conditions. Heating beyond the capability of the solar system is not available. Additional pool heating is not available. Spa heat is always complimentary. - Sonoma County regulations dictate that the occupancy and parking of this home must not exceed 8 guests and 3 vehicles. Additionally, amplified music is not permitted at any time. - Guests breaking city ordinances regarding noise, parking, dogs not on a leash, fireworks, fires, etc., may be subject to city fines of up to $1,500 for a first offense. - Nightly quiet hours are 9 p.m. - 7 a.m. Parking Details: - Maximum of 3 parking spaces available. - Street parking is not allowed. This home comes with a pack n’ play travel crib available. A high chair can be provided upon request with at least 24hrs advanced notice. --- The room configuration is as follows: Primary Bedroom / King bed, ensuite Bedroom 2 / King bed, ensuite Bedroom 3 / King bed, ensuite Office / King bed, ensuite --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud. Licence number: LIC24-0273

Vina Vista - 5 BD with Pool, Spa and Close to Wineries

Kenwood, CA, US
5 Bedrooms 10 Guests
Jan 7 - 10
$840 night

Wine country escape with heated pool, hot tub, & central AC Located in the heart of Kenwood, the Vina Vista wine country retreat is comprised of two separate spaces: the main house, and a bonus sleeping area. This ideal Kenwood locale is convenient to fantastic restaurants and wineries. Visit VJB Vineyard & Cellars or Chateau St. Jean Winery. Sugarloaf Ridge State Park is a favorite for all-level hiking and stargazing at the observatory. This rental is truly one of a kind! Host cookouts in the garden oasis, complete with a custom outdoor kitchen, heated pool, and spa. Or dine alfresco on the deck overlooking the private vineyard. The main house is filled with natural light and stylish decor, while a huge game room awaits in the bonus sleeping area. The open-concept living room has ample plush seating and a smart TV to watch as you lounge. The modern kitchen has granite countertops and a full suite of stainless steel appliances, including a French-door fridge. Share home-cooked dishes in the sunny dining room. In the bonus sleeping area, you’ll find the huge game room is flanked by French doors and has exposed beam ceilings and a skylight. Stretch out on two couches and an armchair or enjoy a lively game of ping-pong. The blissful backyard is bordered by a vineyard and manicured gardens. Enjoy the views from your private pool and spa. The impressive outdoor kitchen has a gas grill. Share meals at a dining table on the deck. Streaming services are available with guests’ own account(s). The pool is solar heated from the end of May through October and may be heated for $150 per day November-April; the spa is available year-round. The indoor fireplace and the outdoor fireplace (including the pizza oven) are not available for guest use. No amplified outdoor music at any time. Quiet hours are from 9 p.m. - 7 a.m. LIC24-0173 TOT #2305. No pets are allowed at this vacation rental. Parking notes: There is free parking available for 3 vehicles. Guest entry instructions: This rental utilizes an E-lock, a digital lock that requires a unique code to enter. This code is reset after each guest’s stay. You must be 25 years or older to rent this property.

Valley of the Moon| Tranquil Escape, Large Yard w/ Hot Tub & Fire Pit

Santa Rosa, CA, US
3 Bedrooms 8 Guests
Sep 22 - 24
$194 night

Welcome to Valley of the Moon, your delightful retreat nestled in Sonoma’s picturesque wine country. Tucked away on 1.5 acres in the tranquil valley, this charming 3-bedroom, 2-bathroom home offers the perfect escape for those seeking peace and privacy. As you step inside, you’ll immediately feel at home. The charming formal living area boasts a fireplace and a large arc window, letting in natural light and views of the surrounding nature. In the back of the house, an open floor plan connects the family room, kitchen, and second dining area, creating the perfect setting for quality time with loved ones. Whip up delicious meals in the fully equipped kitchen, complete with an island and stainless steel appliances. There’s plenty of space for your group to spread out with the additional den and upstairs loft, which is fully stocked with toys and games providing kids with endless entertainment. Outside, the large, private backyard beckons you to embrace outdoor living. Step onto the spacious deck, where an outdoor kitchen with a grill awaits. A shaded outdoor dining area provides the perfect place for alfresco dining at any time of day. After dinner, unwind in the hot tub or gather around the fire pit for cozy evenings under the stars. With a large lawn and patio seating area nestled in the middle, there’s no shortage of ways to relax and enjoy the serene surroundings. Valley of the Moon boasts a prime location for experiencing all that wine country has to offer. Next to the charming town of Kenwood, Valley of the Moon is within walking distance of an abundance of wineries and less than a 5-minute drive from restaurants and the golf course at Valley of the Moon Club. Outdoor lovers will enjoy exploring the nearby Sonoma Botanical Garden, or the recreational activities at the nearby regional and state parks. Hood Moutain Regional Park, Trione-Annadel State Park, and Sugarloaf Ridge State Park are all just a 5-minute drive or bike ride away. Valley of the Moon is also only 10 minutes from Morton’s Warm Springs, Glen Ellen, and Jack London State Park. Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Known for its vineyards, local cuisine, and nature parks, Sonoma County (45 minutes from San Francisco) offers a wide array of activities for those looking to retreat from city life. World-class spas provide relaxation after a day of hiking in the Redwoods. A tour at a local winery is a must, followed by a farm-to-table dinner in town. While unwinding is certainly the attitude in Sonoma, activities like horseback riding, hot-air ballooning, and kayaking attract those looking for a little adventure. In the evening, watch the sunset over the vineyards and rolling hills, wine glass in hand. Local Attractions: Valley of the Moon Club Golf Course, St. Francis Winery & Vineyards, Ledson Winery & Vineyards, Chateau St. Jean Winery, Palooza Brewery & Gastropub, VJB Vineyard & Cellars, Muscardinin Cellars, Salt & Stone, Kenwood Inn & Spa, Sonoma Botanical Garden Home Truths: - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without Property Manager’s approval, there is a fine of $500 per pet. - Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. Parking Details: - The parking area can accommodate 4 cars. --- The room configuration is as follows: Primary Bedroom / King bed Bedroom 2 / Queen bed Bedroom 3 / Full over full bunk bed --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at Property Manager than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud. STR Permit Registration Number: TVR19-0059 Licence number: TVR19-0059

Kenwood Vista | 7acres w/ Pool, Fire Pit, Vineyard Views

Kenwood, CA, US
3 Bedrooms 8 Guests
Sep 26 - 29
$1,021 night

Kenwood Vista is your ultimate wine country retreat where you can experience Sonoma’s laid-back lifestyle elevated by luxury amenities. Nestled among ancient oaks and rolling vineyards, this private estate invites you to unwind. Inside, vaulted pine ceilings, a stone fireplace, and oversized windows bring the outdoors in. An open floor plan connects the living and dining areas, and is complete with Sonos surround sound to create the ideal hangout space. The kitchen is any chef’s dream. It boasts high-end appliances, a large island for prepping and gathering, and a wine bar to craft your own tasting experience. Don’t forget the dedicated coffee bar for those slow mornings! Three comfortable bedrooms provide a restful night’s sleep for everyone. The primary suite boasts a California king bed and a spa-like ensuite bathroom, featuring double vanities and an expansive walk-in shower with dual heads. Step out to the wraparound deck from the primary bedroom, where sweeping views create the backdrop for enjoying your morning coffee. Two additional bedrooms, with a king bed and a queen bed, are perfect for unwinding after a day of Sonoma adventures. Kenwood Vista’s outdoors is a true oasis. Spend your days lounging poolside and soaking in the panoramic vineyard views. As the sun begins to set, picture yourself playing a game of cornhole and enjoying a glass of local wine. A grill and outdoor dining area set the scene for the perfect evening BBQ. End the night under the starry sky with a dip in the hot tub or gathered around the fire pit. Lying on 7 acres, Kenwood Vista invites you to immerse yourself in the beautiful surrounding nature. Step out and explore the lush farm-to-table garden, where fresh herbs, fruits, and veggies are yours for the picking—perfect for crafting a farm-fresh meal or sprucing up your charcuterie board. You may even encounter local wildlife, such as turkeys strutting by or a family of deer lounging beneath the trees. Book now and experience the best of Sonoma in style in Kenwood Vista! Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Known for its vineyards, local cuisine, and nature parks, Sonoma County (45 minutes from San Francisco) offers a wide array of activities for those looking to retreat from city life. World-class spas provide relaxation after a day of hiking in the Redwoods. A tour at a local winery is a must, followed by a farm-to-table dinner in town. While unwinding is certainly the attitude in Sonoma, activities like horseback riding, hot-air ballooning, and kayaking attract those looking for a little adventure. In the evening, watch the sunset over the vineyards and rolling hills, wine glass in hand. Local Attractions: Valley of the Moon Club Golf Course, St. Francis Winery & Vineyards, Ledson Winery & Vineyards, Chateau St. Jean Winery, Palooza Brewery & Gastropub, VJB Vineyard & Cellars, Muscardinin Cellars, Salt & Stone, Kenwood Inn & Spa, Sonoma Botanical Garden Home Truths: - Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without Property Manager’s approval, there is a fine of $500 per pet. Parking Details: - There 4 parking spaces available in the driveway This home comes with a pack n’ play travel crib available. A high chair can be provided upon request with at least 24hrs advanced notice. --- The room configuration is as follows: Primary Bedroom / California King Bedroom 2 / King Bedroom 3 / Queen --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud. County permit number: LIC24-0258 County permit number: ZPE15-0230 County tax number: 1508N Licence number: LIC24-0258

Elegant cobb house with spa, pond and chef kitchen

Kenwood, CA, US
2 Bedrooms 6 Guests
Sep 21 - 23
$422 night

Set on five peaceful acres in the heart of Sonoma’s wine country, Casa de Azel is a handcrafted straw bale home that blends rustic charm with refined comfort. This 2-bedroom, 2-bath retreat offers radiant floor heating, a chef’s kitchen, and sweeping mountain views. Enjoy alfresco dining by the outdoor fireplace or cozy evenings by the indoor hearth—perfect for couples or small groups seeking tranquility near wineries, parks, and local dining. Welcome to a home that breathes. Casa De Azel is not a standard build; it is an architectural gem constructed from straw bales and earth, designed to keep you cool in the Sonoma summer and cozy during the winter. To stay here is to live inside a piece of art. The walls are thick, organic, and comforting, featuring art niches built directly into the cob. Above you, magnificent curved wooden beams sweep across the ceilings, mirroring the rolling hills outside. There are almost no sharp angles here—just soft curves, radiant heated wood floors that feel amazing underfoot, and a profound sense of quiet that only an earthen home can provide. The Social Spaces: The floor plan is open, airy, and designed for connection. The living room anchors the home with a stone fireplace and minimalist decor that lets the beauty of the walls speak for itself. It looks out over the patio toward the water, creating a seamless visual flow. The kitchen is a culinary playground featuring warm wood cabinetry, pendant lighting, and a unique curved countertop with barstool seating. We’ve added a whimsical chalkboard wall—perfect for announcing the evening’s wine menu or giving children a creative outlet while you cook. And yes, when you stand at the kitchen sink, you have a direct view of the natural pond and the ducks that call it home. The Great Outdoors: The property layout is a study in relaxation: house, patio, lawn, then pond. Step through the double doors of the dining room (which seats 8) to the back patio. The outdoor dining table is tucked under the eaves, protecting you from the midday sun or a light evening rain. The 5-acre grounds feature thoughtful Mediterranean landscaping that thrives in this climate. Lounge on the outdoor sofa on the brick patio, grill up a feast on the BBQ, or move to the handcrafted stone fire circle. Sitting there with a glass of local Pinot, watching the sunset hit the mountains and the migratory ducks land on the pond, is the ultimate wine country experience. The sleeping quarters are designed for deep rest. The Primary Bedroom is a sanctuary featuring a King-sized bed, comfortable seating, and glass double doors that open directly to the outside. It showcases the home’s cob construction with art niches built right into the walls and built in shelving. The second bedroom offers a plush Queen bed, a bedside table, and serene views. Both rooms are carpeted for comfort and feature overhead fans. The home is served by a spacious, spa-inspired bathroom featuring warm wood cabinetry and a deep soaking tub—perfect for unwinding after a day of hiking. For convenience, there is also a separate laundry room with a washer and dryer. For those who need to stay connected, there is a dedicated office off the kitchen with a built-in desk and inspiring views, making this an ideal "work from anywhere" retreat. Guests have full private access to the entire home and the five-acre property. This includes all indoor living spaces, both bedrooms, both bathrooms, the chef’s kitchen, the dedicated office, and the laundry room. Outdoors, you’ll have exclusive use of the patio, BBQ area, outdoor fireplace, lawn, and the pondside seating areas. On-site parking is available for up to three vehicles. Self check-in is available. After completing the quick pre-check-in verification through our secure guest portal, you’ll receive all the details you need for an easy arrival. You are tucked away in the peace of the Valley of the Moon, yet minutes from everything. A car is recommended to fully enjoy the area. • 5 minutes to Sugarloaf Ridge State Park • 5 minutes to Kenwood Vineyards • 15 minutes to Hood Mountain Regional Park • 15 minutes to Trione-Annadel State Park • 20 minutes to downtown Santa Rosa • 20 minutes to downtown Sonoma • 35 minutes to Napa Valley - This home is not equipped with A/C. However, the thick straw bale construction provides exceptional natural insulation, keeping the interior refreshingly cool even on warm Sonoma days. - To preserve the condition of this unique earthen home and for the comfort of future guests with allergies, we have a strict No Pets policy. - You are on five acres of nature. You may hear the gentle sounds of wildlife, including the resident ducks and geese at the pond! - To ensure a seamless check-in, all guests must complete a quick pre-check-in verification through our secure guest portal; a link will be sent after your booking is confirmed. - Please note that during the rainy season (typically October through March), outdoor furniture cushions are stored away to protect them from the elements and ensure they remain clean and dry. Consequently, outdoor seating may not be set up as pictured during these months. License number: LIC24-0186

Kenwood Villa - 5 Bedroom/En-suite, Pool, Views

Kenwood, CA, US
5 Bedrooms 10 Guests
Sep 21 - 23
$1,680 night

Luxury 5-Bedroom Retreat with Pool & Hot Tub in the Heart of Kenwood Wine Country Escape to this stunning 5-bedroom, 5-bathroom home nestled in the picturesque Sonoma Valley town of Kenwood. Perfectly situated in the heart of wine country, this expansive estate offers the ultimate blend of luxury, comfort, and convenience—ideal for group getaways, family vacations, or wine tasting weekends. ✨ Property Highlights: 🛏 5 Spacious Bedrooms | Sleeps up to 10 guests 🛁 5 Full Bathrooms 🏊‍♂️ Private Heated Pool & Hot Tub with vineyard views 🍷 Located near top Kenwood wineries and tasting rooms 🔥 Outdoor fire pit + al fresco dining area 🌿 Lush gardens and mature trees on a private, gated lot 📡 High-speed Wi-Fi | Smart TV | Central AC & Heat 🧑‍🍳 Fully-equipped gourmet kitchen with stainless steel appliances 🏡 The Space: Enjoy indoor-outdoor living with an open-concept layout, high ceilings, and abundant natural light. French doors open to a spacious patio and pool area, perfect for soaking in the sunshine or relaxing under the stars in the hot tub after a day of wine tasting. Get competitive with a game of Bocce or just relax in the lush oasis. The primary suite offers a king bed, spa-like en suite bathroom, and private balcony. For the guest bedrooms, each on is accompanied with an en suite bathroom with full amenities. 📍 Location: Located just minutes from: Ledson Winery, Kunde Family Winery, and Deerfield Ranch Scenic Sugarloaf Ridge State Park for hiking and stargazing Gourmet restaurants and local markets in downtown Kenwood and Glen Ellen 🌞 Ideal For: Wine country vacations Wellness retreats Family gatherings Corporate off-sites or small celebrations (with pre-approval) Book your stay at this luxurious Kenwood estate and experience wine country living at its finest. Whether you’re sipping local vintages or enjoying a starlit soak in the hot tub, this home offers the perfect balance of privacy and proximity in Sonoma Valley. Things to Know: Sonoma County Quiet Hours - 9pm-7am No Events, Commercial Photography/Videography LIC25-0560 TOT#720N

Vineyard Estate w/ Pool, Spa & Bocce Ball + Mins to Wineries & Park | Lawndale Manor

Kenwood, CA, US
4 Bedrooms 10 Guests
Sep 21 - 23
$1,178 night

Welcome to Lawndale Manor by Property Manager! Nestled in the heart of Sonoma wine country, this stunning retreat pairs elegant design with breathtaking natural surroundings. Perfectly set on a private vineyard estate in Kenwood, the home invites you to savor the region’s best—whether that’s wine tasting at world-class nearby vineyards, dining at acclaimed local restaurants, or exploring the trails of Sugarloaf Ridge State Park just minutes away. The grounds are nothing short of magical. At the center of the lawn, a sparkling pool glistens in the sun, bordered by lush greenery and a striking statue that serves as a true focal point. Relax with a glass of wine in the hot tub while watching the sun dip behind the rolling mountains, or lounge on the manicured grass with views that stretch across the vines. Inside, striking architecture sets the tone. The living room’s unique curved ceiling and floor-to-ceiling windows create a dramatic yet inviting atmosphere, filling the space with golden light and framing panoramic views of the vineyard. Sleek, stylish décor complements the natural beauty outside, while spacious common areas make it easy for everyone to gather. With four bedrooms and three bathrooms, Lawndale Manor offers comfort and privacy for groups of all sizes. Whether you’re here for a family getaway, a celebration with friends, or simply a serene wine country escape, this home delivers a truly unforgettable stay. Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips via concierge@Property Manager.com. Known for its vineyards, local cuisine, and nature parks, Sonoma County (45 minutes from San Francisco) offers a wide array of activities for those looking to retreat from city life. Touring local wineries, dining at farm-to-table restaurants, and visiting world-class spas are classic ways to experience the area. While unwinding is certainly the attitude in Sonoma, activities like horseback riding, hot-air ballooning, and kayaking attract those looking for a little adventure. In the evening, watch the sunset over the vineyards and rolling hills, wine glass in hand. Local Attractions: Sonoma Plaza, Sonoma State Historic Park, Maxwell Farms Regional Park, B.R. Cohn Winery, Kunde Family Winery, Ledson Winery & Vineyards, Matanzas Creek Winery, Roche Winery, Maxwell Farms Regional Park, Sonoma Overlook Trail, The Girl & The Fig, Dutton Estate Winery, Merry Edwards Winery, Iron Horse Vineyards, Lynmar Estate, Armstrong Redwoods State Natural Reserve, Bohemian Highway, Bodega Bay. Home Truths: - This home allows up to 2 pets for a fee; undisclosed pets brought without Property Manager’s approval may result in a $500 fine per pet. - Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. - The pool is heated by solar from May to September, and the temperature depends on outside weather conditions. Heating beyond the capability of the solar system is not available. Additional pool heating is not available. Spa heat is always complimentary. - This home only has one level. Parking Details: - Please make sure you park only in the designated property parking locations. If your home offers street parking, please make sure you read all posted signage. All bookings over 30 days require a security deposit to be charged after booking. This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at Property Manager than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud. Licence number: LIC24-0524

Kenwood Villa - 3BD, Pool, Spa, Sport Court

Kenwood, CA, US
3 Bedrooms 6 Guests
Sep 23 - 25
$960 night

Welcome to your private Sonoma Wine Country escape in Kenwood. This luxurious 3-bedroom, 3-bath home offers everything you need for an unforgettable Wine Country getaway, including a private pool, hot tub, pickleball and sport court, bocce court, EV charger, and beautifully landscaped outdoor living spaces. Perfectly situated in the heart of Sonoma Valley, this home is just minutes from renowned wineries, award-winning restaurants, hiking trails, and the charming towns of Glen Ellen and Sonoma. Whether you’re planning a relaxing family vacation, a wine tasting weekend with friends, or a romantic retreat, this home offers the perfect blend of privacy, luxury, and convenience. Your Private Wine Country Retreat Thoughtfully designed for both relaxation and entertaining, this spacious home welcomes up to six guests with bright, open living spaces and comfortable accommodations. Inside you’ll find: Three spacious bedrooms Three full bathrooms Fully equipped chef’s kitchen Open-concept living and dining area High-speed Wi-Fi Smart TVs Electric vehicle (EV) charger Central heating and air conditioning Whether you’re preparing a gourmet dinner with local Sonoma ingredients or gathering around after a day of wine tasting, every space has been designed with comfort in mind. Resort-Style Outdoor Living The outdoor amenities make this Adobe Canyon vacation rental truly exceptional. Spend your days: Swimming in the private pool Relaxing in the hot tub Playing pickleball on the private sport court Enjoying friendly bocce tournaments Dining outdoors with Wine Country views Sipping local wines around the fire pit Watching spectacular Sonoma sunsets From morning coffee on the patio to evenings under the stars, every moment invites you to slow down and savor the beauty of Wine Country. Discover the Best of Kenwood Surrounded by vineyards, oak trees, and scenic mountain views, the home offers quick access to some of California’s finest wineries while maintaining the peaceful atmosphere that makes Kenwood so special. Nearby attractions include: Award-winning Sonoma Valley wineries Boutique tasting rooms - MacLaren winery is just down the road Sugarloaf Ridge State Park Whether you’re exploring Wine Country by bike, hiking through redwood forests, or spending the afternoon tasting world-class wines, you’ll be perfectly positioned to experience it all. Things to Note: Rental agreement sent immediately after booking to confirmation reservation Sonoma County Quiet Hours 9pm-7am No events, parties or commercial photography/videography Maximum of 3 cars in driveway Pool can be heated for fee of $150 per day (minimum of $300) LIC26-0079 TOT# 3008N

Luna Vista - 3 BD plus 2 Bonus Rooms, Pool, Spa

Kenwood, CA, US
5 Bedrooms 8 Guests
Sep 21 - 24
$1,140 night

Escape to this exquisite 3-bedroom plus home nestled in the hills of Kenwood, offering unparalleled comfort and relaxation. This retreat boasts a private pool and hot tub, making it an ideal getaway for families, friends, or couples seeking tranquility and rejuvenation. Step into a spacious, beautifully appointed living space adorned with contemporary furnishings. The open-concept layout seamlessly connects the living, dining, and kitchen areas, providing ample space for socializing and entertaining. The fully equipped kitchen is a chef’s delight. Whip up delicious meals and enjoy them alfresco on the expansive patio overlooking the sparkling pool and lush surroundings. After a day of exploring the charming town of Kenwood or nearby wineries, retire to one of the three inviting bedrooms, each thoughtfully designed for maximum comfort and privacy. There is also a bonus room with a queen bed and workstation on the main level. Sink into plush bedding and wake up feeling refreshed and ready to take on the day. Hop onto the Peloton bike in the master bedroom to start your day. Unwind poolside with a refreshing dip in the crystal-clear waters, or simply soak up the California sunshine on comfortable lounge chairs. Stop by the garden on-site for fresh herbs, fruits or vegetables. For added convenience, this rental also includes amenities such as high-speed internet, smart TVs, and laundry facilities. Kenwood: • Kenwood is located in Sonoma County, about an hour from San Francisco, 7-minute drive from Glen Ellen and 20-minute drive from Santa Rosa (yes, Instacart delivers) • Kenwood was recently named "Sonoma’s culinary alley" by Sonoma Magazine featuring restaurants Salt and Stone, Golden Bear Station and soon to open Stella. • Near renowned wineries including Hamel, Abbots Passage, Imagery and Beltane Ranch • Located in walking proximity to Annadel State Park and a short drive to Jack London State Historic Park, both parks feature hiking, mountain biking and trail riding. Luna Vista: • Luna Vista is a private 5 bedroom / 3 bath home surrounded by vineyards, horse stables, lush gardens, oak groves and beautiful views of Valley of the Moon. • Covered and heated pool. Separate spa. • Fully stocked chef’s kitchen. Peloton. • Gas BBQ, bocce ball, ping pong table, swings in the oak grove, vegetable garden, fruit trees. Two creeks run through the property when there is rain. • Central heat and air. Laundry. • The house is located down the road from a working farm featuring goats, llamas, chickens, pigs that children adore - fresh farm eggs for neighbors. • Pack n play and highchair available. Children’s toys and books available. • Pool usually reaches 70-75 degrees with solar heating during warmer months, however, there’s an option to heat with propane at additional expense up to 80 degrees. 48 hour notification required to heat the pool. • Parking available for 8+ cars in the driveway Bedroom/Bathroom Details: • Bedroom 1: king bed, dedicated office, Peloton, ensuite bathroom • Bedroom 2: queen bed, private deck • Bedroom 3: two twin beds • Bonus Room 1: queen bed, dedicated office, ensuite bathroom • Bonus Room 2: one twin bed (on same level as Bedroom 2 and 3) • Three (3) full bathrooms THINGS TO KNOW: Must be 25 years of age to rent this property LIC24-0135 Quiet Hours – 9pm-7am Events and smoking are not permitted Maximum occupancy of 8 guests, not including children under 3 Pool may be heated for $150 per day, 48 hours notice required

Luxury 3BR Wine Country Retreat | Designer Home in Glen Ellen, Pool, Spa

Glen Ellen, CA, US
3 Bedrooms 8 Guests
Oct 12 - 14
$1,326 night

Escape to Sonoma Valley in this stunning 3-bedroom luxury retreat in Glen Ellen. Thoughtfully designed with high-end finishes and refined wine country style, this private home offers the perfect setting for elevated getaways, wine weekends, and relaxing escapes. Whether you’re here for world-class wineries, weddings, or a restorative retreat, this beautifully curated space delivers comfort, style, and privacy. The Space This 3-bedroom, designer home blends modern sophistication with relaxed Sonoma charm. ✔ 3 spacious bedrooms with premium linens ✔ High-end furnishings & curated interiors ✔ Light-filled open living spaces ✔ Fully equipped chef’s kitchen ✔ Indoor-outdoor flow for wine country living ✔ Peaceful, private setting Every detail has been intentionally selected — from upscale finishes to elevated décor — creating a stay that feels boutique, polished, and memorable. Perfect for: • Couples traveling together • Girls’ wine weekends • Wedding guests • Family getaways • Longer luxury stays Luxury Design Meets Wine Country Comfort Expect: Refined, magazine-worthy interiors Designer lighting & fixtures Elevated materials and finishes Comfortable yet sophisticated ambiance Spaces ideal for entertaining or unwinding This is not a basic rental — it’s a thoughtfully styled retreat designed for guests who appreciate quality and aesthetic detail. Location – The Best of Glen Ellen Nestled in Sonoma Valley, you’re minutes from: 🍷 Renowned wineries 🍽 Top-rated restaurants 🌿 Scenic hiking trails 🛍 Charming local boutiques Enjoy the serenity of Glen Ellen while remaining close to Sonoma Plaza and Santa Rosa. Things to know: Rental agreement sent immediately after booking to confirmation reservation Dogs allowed Sonoma County Quiet Hours 9pm-7am No events, parties or commercial photography/videography Maximum of 3 cars in driveway Pool can be heated for fee of $150 per day (minimum of $300) LIC25-0652 TOT# 2382N

Glen Ellen Escape | 5BR Retreat w/ Pool, Hot Tub, Hammocks & Vineyard Views

Glen Ellen, CA, US
5 Bedrooms 12 Guests
Sep 21 - 24
$519 night

Welcome to Glen Ellen Escape, a serene wine country retreat tucked among fruit trees, vineyards, and rolling hills in Sonoma County. Designed with groups in mind, this five-bedroom getaway pairs sleek contemporary interiors with expansive outdoor living for a stay that’s as stylish as it is restorative. Lounge the day away beside your private backyard pool, complete with cushioned loungers and umbrellas, or slip into the hot tub under the stars. Gather around the outdoor dining table for sunset meals, sway in hammocks beneath the trees, and fire up the BBQ on the deck for casual evenings spent entirely alfresco. Inside, you’ll find thoughtfully curated design details and inviting communal spaces. The main living room offers a large sectional for movie nights and catch-ups, while a second sitting area with a keyboard piano invites spontaneous jams and relaxed conversation. The kitchen comes fully equipped for group feasts, and the spacious dining table comfortably seats everyone. Each bedroom is beautifully styled for comfort and rest, with convenient in-home laundry and ample parking adding extra ease to your stay. Located on nearly 3 acres in the heart of Glen Ellen, you’re surrounded by boutique wineries, hiking trails, and farm-to-table restaurants. Spend your days exploring Sonoma Valley’s finest, then return to your own private haven where vineyard views and golden hour magic await. Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Known for its vineyards, local cuisine, and nature parks, Sonoma County (45 minutes from San Francisco) offers a wide array of activities for those looking to retreat from city life. Touring local wineries, dining at farm-to-table restaurants, and visiting world-class spas are just a few ways to experience this pristine destination. While unwinding is certainly the attitude in Sonoma, activities such as horseback riding and hot-air balloon rides attract those looking for an adventure. Local Attractions: Safari West, Charles M Schultz Museum, Sonoma Valley Wine Trolley, Russian River, Lake Sonoma, Bodega Bay, The Barlow, Bravas Bar de Tapas, Barndiva, Diavola Pizzeria. Home Truths: - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without Property Manager’s approval, there is a fine of $500 per pet. - Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. - The firepit is not available for guest use. - Hot tub heating is available for an additional fee of $100 per stay. Parking Details: - Please make sure you park only in the designated property parking locations. If your home offers street parking, please make sure you read all posted signage. - Quiet hours are between 9 PM and 7 AM. - No outdoor sound is permitted. This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at Property Manager than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud. Licence number: LIC25-0600

Creekside Wine Country Escape w/ Hot Tub + Game Room

Glen Ellen, CA, US
3 Bedrooms 6 Guests
Sep 22 - 24
$640 night

Escape to a peaceful, tucked-away sanctuary along Sonoma Creek in Glen Ellen. This charming home offers a serene nature retreat while being just minutes from world-class wineries and the region’s most picturesque towns in Sonoma and Napa counties. Wake up to the gentle melodies of songbirds, and as evening falls, watch white egrets, blue herons, and hawks settle into their creekside perches. This magical setting invites you to unwind, recharge, and embrace the beauty of wine country living. Step inside and be welcomed by cathedral ceilings, exposed beams, skylights that fill the home with natural light, and a grand dining table. The open-concept kitchen and dining nook overlook a lush forested backyard and a tranquil creek, creating the perfect backdrop for your stay. A cozy den offers a quiet refuge, while the expansive deck seamlessly blends indoor and outdoor living. The elegant primary bedroom features abundant natural light, a luxurious soaking tub, a separate shower, and an attached office space. The spacious second bedroom opens to a private deck where you can savor fresh air and the sounds of nature. Multiple gathering spaces provide the ideal setting for relaxation and entertainment. The backyard includes a jacuzzi, gazebo, and space for games like cornhole or bocce ball. Beyond the fence, you’ll find a staircase leading down to a perch overlooking an enchanting creek —perfect for a quiet moment of reflection. At night, allow the starry sky and glowing moon to help you unwind in this idyllic escape. Come experience the magic of Glen Ellen—where nature and wine country charm come together for an unforgettable stay! Detailed info: * Generous outdoor space and a jacuzzi * Fast Wi-Fi (1 Gbps) and 75" Smart TV * 4 Parking Spots in the Carport/Driveway * EV charging port (240 V outlet) in carport * Group games, yoga mats, workout equipment * Well-stocked kitchen for cooking * Additional sleeping accommodations in bonus room and den * Guest access: guests shall have access to our entire home. * Three bedrooms with one being a bonus room that has a window and closet. * Office space attached to the primary bedroom for those working remotely. * Pets allowed on a case-by-case basis with extra deposit required. * Fenced-in backyard; creek accessible in summer and fall. * Max overnight guest limit is 6 (no large parties) * Single-level home (although there are small steps in between certain rooms) Guests shall have access to our entire home. Additionally the backyard is fenced-in. The gate to the creek is accessible during summer and fall (use at your own risk), deers can be spotted around the house, and there are an amazing amount of bird species in trees (especially early in the morning or at dusk). See the beautiful sunrise in the front of the home, and enjoy peaceful sunsets and a magical golden hour out on the deck. **The house is located in a quiet community. After 10 pm all outdoor entertaining needs to move inside and the hot tub can no longer be used. **Fireplace and deck heater: please be advised these are not operable by guests. **There are outdoor cameras & noise monitors to help us maintain our sensitive neighbor relations & assure a peaceful tranquil experience for everyone! Maximum number of vehicles allowed on site: 4 Minimum number of vehicles allowed on site: 0 Maximum number of vehicles allowed off site: 0 Quiet Hours: 9:00pm to 7:00am Maximum Occupancy (overnight): 6 & daytime: NA Registration number LIC24-0879 Please Note: A processing fee applies to all reservations. This fee is non-refundable in the event of a cancellation, regardless of the timing or reason for the cancellation. We encourage guests to review all reservation details carefully before booking.

Villa Montebella

Glen Ellen, CA, US
7 Bedrooms 12 Guests
Sep 22 - 24
$3,727 night

Winner of 2024 OTA Vacation Rental Of The Year! Acres of tranquil privacy with a large vineyard of world class Cabernet Sauvignon. Italian Riviera Villa in the heart of the California wine country. Perched atop its own small mountain, the magnificent Villa Montebella commands spectacular wine country views of two majestic valleys and you can even see the San Francisco Bay from the top of the hill. The long private drive winds upward through a canopy of live oaks until the stunning Villa bursts into view surrounded first by a necklace of ten acres of terraced world class Cabernet Sauvignon vineyards then manicured lawns, exotic plants and beautiful gardens, highlighted by the sights and sounds of dozens of soaring palms gently swaying with the breeze. The only thing missing from this Italian inspired Villa is the Mediterranean Sea! The secluded property is surrounded by hundreds of acres of oaks and madrone trees with views of numerous vineyards in all directions. The perfect family compound or couples retreat. Enjoy your privacy in this oasis of tranquility where not even a single car can be heard in the distance and yet the entrance is just a mile away from world class dining and wineries. The unparalleled location is just the beginning. The estate features a massive seven thousand square foot wine cave filled with exotic art and complete with a game room with championship shuffleboard table, ping pong, air hockey and foosball. The prestigious main house features twenty foot high massive beamed ceilings with large skylights and a very large and lavish living room with fire place. There is a formal dining room, library and media room, a large master suite with an incredible tiled shower room with four shower heads fit for a sultan and two other bedrooms with fantastic views. The enormous kitchen features dual Viking ranges, three sinks, dual dishwashers, large Sub-Zero refrigerator and industrial sized outdoor gas grill. There is abundant seating around a central island plus two window benches and enough production capability to operate a fairly large restaurant. Perfect for gourmet cooks in your group or simply pick from our list of renowned local chefs on call to come and prepare a delectable meal on site*. The main house also features a spa facility with huge outdoor ten person sunken hot tub, steam and dry sauna rooms, lounge area where you can enjoy a massage, body treatment or any selection from our full spa menu*. Then stroll over to the exquisitely tiled forty-five foot outdoor *heated saltwater pool and lounging area and enjoy a relaxing swim with wonderful music provided by the multi-zone Sonos system that operates throughout most of the property. All bedrooms have Wi-Fi and Satellite television. There is a specially designed and acoustically superior THX twelve plus person theater room complete with hundreds of movies on DVD and thousands available on demand. There is also a lobby/office area and a well appointed spacious gym with a personal trainer* and Yoga instructors* available. Have the match of your life on our lighted tennis court with views of the San Francisco Bay. If that’s not enough activity how about basketball, an exquisite bocce ball court, grass volley ball or badminton and croquet! This is a Farm Stay rental program and food for basic meals for breakfast and lunch are included in the price of rent. Please discuss your meal options with us in advance of your stay. As part of our Farm Stay program our guest will tour the vineyards and wine cave and learn about how we farm our mountain vineyards and blend our wine to make an exceptional Cabernet Sauvignon. Enjoy the Bounty of the County with locally produced food and wine from of our participating local restaurants, farms, creameries, chefs, micro breweries, cideries and markets at additional cost. Please see our Property Manager site for information about our personal chefs, caterers, massages, Yoga instructors & personal trainers as well as great information about local restaurants & wineries and fun things to do in the area. All of our vacation rentals are completely stocked with essential cookware, dinnerware and consumable supplies like toilet paper; paper towels; shampoo & conditioner; bath, dish hand and laundry soaps; various trash bags. Luxurious linens are also provided. Additional fees apply to heat pools for homes that have them October through April. Hot tubs, if available are heated at no additional charge all year. All houses are non-smoking indoors. This is a amazing property for family and friends to gather but it is NOT a party house! Amplified music is not allowed outdoors at vacation rentals in the County and there are cameras that monitor parking areas and decimal meters that alert us to excessive noise. Quiet time for this County is between 10:00 PM and 8:00 AM. Groups that abuse these rules will be subject to immediate eviction and could be subject to large fines and potential legal action. Weddings and events are not allowed at vacation rentals. TOT # 1127N

Warm Springs Retreat - Glen Ellen Heated Pool Estate on 5 Secluded Acres

Glen Ellen, CA, US
3 Bedrooms 5 Guests
Sep 21 - 23
$605 night

Slip into your private heated pool as the sun filters through ancient oaks on this secluded 5-acre estate. Your resort-style retreat features a spa, bocce court, and sprawling patio with grand outdoor fireplace — room for 5 in three bedrooms. Just 1.1 miles from Jack London State Historic Park and Glen Ellen Star’s wood-fired kitchen. The heart of Sonoma Valley wine country surrounds you, yet total privacy awaits behind your gate. Spend mornings on the deck as light fingers through the oaks, afternoons among Glen Ellen’s tasting rooms and Jack London State Historic Park, and evenings under the stars with a glass from the day’s tasting-room visits. The great room rises beneath soaring wood-beam cathedral ceilings as vineyard valley views fill the windows. Sink into contemporary sofas and stream favorites on the wall-mounted TV, or slip into the second living area beside the fireplace. The chef’s kitchen revolves around a massive wooden island with gas cooktop, prep sink, and bar seating — quartz counters, farmhouse sink, double ovens, and an espresso machine standing ready for the kind of dinners Glen Ellen weekends are built around. French doors connect the dining area to the patio. OUTDOOR LIVING A heated pool and integrated spa sparkle beneath a shading pergola. A grand outdoor fireplace anchors the patio where you can fire up the gas grill. Challenge your group on the bocce court, drift to Adirondack chairs by the seasonal creek, or admire the working half-acre vineyard. Mature oaks and olive trees shade the grounds. SLEEPING ARRANGEMENTS Three bedrooms sleep five. The primary suite holds a king bed with French doors to the grounds. The second offers a queen with spherical pendant lighting. The third queen bedroom features direct outdoor access. PROPERTY AMENITIES -- Private heated pool and spa -- Washer and dryer -- Smart TV with streaming -- Gas grill -- Bocce ball court -- Three-car driveway parking Step into a cathedral-beamed great room and slide the doors open onto the heated pool and its integrated spa under a pergola — mature oaks holding the privacy in. You’ve got the whole home, with a private hot tub and a jetted tub for the cool-down. Punch in the keypad code on arrival; follow the gravel road up to the yellow house and park up to three cars in the driveway (the lower guest house is owner-only). Glen Ellen is about 75 minutes from San Francisco via 101 and Highway 12 — a scenic drive through Sonoma Valley vineyards. Your driveway accommodates 3 vehicles comfortably. A car makes Sonoma Valley easy to explore — tasting rooms, restaurants, and parks run up and down Highway 12. For tasting days, plan a designated driver or book a rideshare ahead — it makes the whole day easier. • The home stays naturally cool thanks to mature oak shade and cross-ventilation, though air conditioning keeps you comfortable on the warmest summer days. • Internet service is reliable for streaming and remote work. • The outdoor fireplaces create magical ambience but require wax logs like Duraflame — no wood burning permitted. • While the property spans 5 acres, you might spot the owners or their guests at the separate guest house above the garage in the parking area. • They have their own entrance and won’t disturb your privacy. • The locked Airstream trailer by the pool belongs to the owners but sits empty during guest stays. • This is a quiet, rural setting where you’ll hear owls at night and birdsong at dawn. • The primary renter must be 25 or older. • Note that while you can walk the working vineyard on the property, the grapes belong to the owners — but you’re welcome to admire them up close! License number: TVR20-0049,LIC24-0254

Ravenwood Paradise: Private Pool and Hot Tub

Glen Ellen, CA, US
2 Bedrooms 5 Guests
Sep 22 - 24
$384 night

Secluded Woodland Retreat with Pool & Hot Tub – Your Private Paradise in Glen Ellen! Nestled in the heart of Glen Ellen, The Ravenwood Retreat offers the ultimate escape into nature... Surrounded by towering trees and serene forest views, our peaceful home is the perfect blend of rustic tranquility and modern comfort, making it an ideal getaway for couples, families, or groups of friends seeking relaxation and privacy. This spacious home features stunning views of the surrounding woods. The cozy yet stylish interior is designed for comfort, with plenty of seating, a fully equipped kitchen, and thoughtful touches throughout. Step outside to your own private paradise: a sparkling pool and rejuvenating hot tub set against the backdrop of lush forest. Spend your days lounging by the pool or unwinding in the hot tub while listening to the gentle sounds of nature. Whether you’re enjoying a morning coffee on the deck, dining alfresco, or watching the sunset over the trees, every corner of this retreat invites relaxation. AMENITIES: * FULLY EQUIPPED KITCHEN: Cook meals in the well-stocked kitchen, complete with modern appliances and ample counter space. * SPACIOUS LIVING AREA: Cozy seating areas and large windows that bring the natural beauty of the surrounding forest indoors. * OUTDOOR DINING & LOUNGE AREAS: Enjoy meals or drinks outside on the deck, surrounded by the peaceful sounds of the forest. * SECLUDED LOCATION: Situated on a private lot, the property offers total privacy and is perfect for those looking to disconnect from the hustle and bustle of everyday life. * HOT TUB: Relax in your own outdoor oasis with a hot tub, perfect for unwinding after a day of exploring. * PRIVATE POOL: The pool is not heated. It is only available between April 1 to November 1 LOCATION: Set in a quiet, wooded area of Glen Ellen, you’ll feel miles away from the world while still being just a short drive from the best that Sonoma County has to offer. Explore the nearby wineries, hike in the beautiful parks, or visit the charming town of Glen Ellen for local shops and restaurants. The world-renowned Sonoma Valley wine region is right at your doorstep, while the natural beauty of the surrounding area invites outdoor adventures of all kinds. WHY YOU’LL LOVE IT: * PEACE & PRIVACY: A secluded, tranquil retreat surrounded by nature, perfect for relaxation and rejuvenation. * IDEAL FOR OUTDOOR LOVERS: Whether you enjoy hiking, wine-tasting, or just basking in the beauty of the forest, there’s something for everyone. * LUXURIOUS COMFORT: A cozy, well-appointed space that’s perfect for unwinding after a day of adventure. Whether you’re seeking a romantic getaway, a family retreat, or a peaceful place to reconnect with friends, this woodland sanctuary is the perfect place to relax and recharge. Book your stay today and experience the best of Glen Ellen’s natural beauty and serene ambiance! The firepit is for decorative purposes only. For guest safety, using the firepit is not allowed during your stay. Thank you so much for understanding. Please Note: A processing fee applies to all reservations. This fee is non-refundable in the event of a cancellation, regardless of the timing or reason for the cancellation. We encourage guests to review all reservation details carefully before booking. License number: LIC24-1164

Bungalow Twins

Glen Ellen, CA, US
2 Bedrooms 6 Guests
Sep 28 - Oct 2
$1,439 night

Welcome to Bungalow Twins in Glen Ellen, just a short drive from local wineries and restaurants. Bungalow Twins is a chic and stylish sanctuary perched up a private road. Each bungalow has unique touches yet is similar in design and amenities.  What We Love About This Home  The two bungalows are separated from each other by a wonderful yard featuring a large swimming pool and patio area, indoor/outdoor eating areas, a textured expanse of xeriscape gardens and shady heritage Oaks. Well manicured paths connect the two separate homes. Much of the entertaining and socializing will likely take place under the steel-beam and wood-framed outdoor living area by the pool. This minimalist and elegant space houses a full living room suite, formal dining for 12 and a complete set of outdoor dinner wear in a modern metal hutch. Warmed by infrared heaters, this open air pavilion is welcoming throughout the year. Bungalow One Details With a wall of glass panel doors, this bungalow opens directly to the Pavilion. A fully-equipped chef’s kitchen with island seating looks onto the living area with a gas fireplace and rustic, wood tiled wall. A Thermador gas range and industrial grade appliances make cooking a dream. High ceilings, recessed lighting and skylights brighten this space while honey-colored wood floors add warmth. A large flat screen TV and bookshelves (stocked with original screenplays!) offer entertainment options within the serene layout. The primary suite with King bed enjoys a private, covered patio with forest views. There is a stall shower and deep soaking tub overlooking the countryside in the exquisitely tiled primary bath. Separated by sliding barn doors, space is maximized to create a generous bath with dual vanities. There is an American Leather Queen sofa bed in the living area. Bungalow Two Details Separated by concrete walkways and tall dry grasses shaded by oak and manzanita, Bungalow Two is another study in modern, rustic design with wide plank wood floors, white walls and sleek modern furniture. Top-sliding barn doors and pitched ceilings add to the spacious feel in the living/kitchen area. A butcher-block center island offers casual dining for 4. There is a Bosch gas stove top, retro-style refrigerator and top-grade stainless steel dishwasher, and the kitchen is fully stocked for cooking! (Note: There is no oven in Bungalow Two.) The primary bedroom has a queen bed and private door to the spacious bathroom. A floating dual vanity and the large walk-in shower add to the clean, spa-like ambiance of the bath. There is a large, flat screen TV and American Leather Queen sofa bed in the living area. A generous, covered porch with seating provides a warm welcome for guests or a place to enjoy wine country evenings and views of the Mayacama mountains. There is onsite parking available for 3 vehicles. Guests staying at Bungalow Twins will enjoy access to Property Manager pre-arrival assistance. Our local staff can assist with pre-trip suggestions for winery visits, private chef dinners and any other special experiences you desire.  On arrival day you’ll find a bottle of local wine and gourmet coffee waiting for you in your villa, and our team is available during your stay to answer any questions you have. House Rules This property is subject to local regulations governing vacation rental properties.   Under local law, events, parties and outdoor amplified music are not allowed. Overnight and day time occupancy is limited to 6 guests, and rental guests must observe quiet hours between 9:00pm and 9:00 am. The pool is heated Memorial Day through September. Note that the pool is not fenced or covered. Please contact your Property Manager representative with any questions about the features, amenities or policies for this house. Sonoma County TOT# 2747N. Sonoma Vacation Rental Permit # ZPE16-0268

The Enso Sonoma - Glen Ellen Contemporary Forest Retreat with Private Hot Tub

Glen Ellen, CA, US
3 Bedrooms 6 Guests
Sep 21 - 23
$612 night

Slip into the hot tub as dusk settles over your private forest sanctuary. This contemporary 3-bedroom retreat sleeps 6 in serene seclusion, with floor-to-ceiling windows framing mature oaks from every room. You’re just 0.9 miles from Glen Ellen Star’s wood-fired cuisine and Jack London State Historic Park’s redwood trails. The deck wraps around towering trees — morning coffee here feels like a meditation. Spend mornings on the deck as light fingers through the oaks, afternoons among Glen Ellen’s tasting rooms and Jack London State Historic Park, and evenings under the stars with a glass from the day’s tasting-room visits. A floor-to-ceiling stone fireplace wall (not available for guest use) anchors the living space, a sectional angled toward the smart TV. Sliding glass doors open fully to the wraparound deck, flooding the room with filtered forest light. Hardwood floors carry the airy feel into the kitchen — quartz counters, shaker cabinets, and a peninsula with bar seating that keeps the cook in the conversation. The six-person dining table sits beneath a linear pendant, and the primary bath finishes with a soaking tub and a glass-enclosed shower. OUTDOOR LIVING The wraparound deck is your outdoor room among the trees — dining set, lounge furniture, and bench seating across composite decking with black cable railings. Your private hot tub sits in a wood-sided enclosure, perfectly positioned for stargazing through the canopy. SLEEPING ARRANGEMENTS The primary suite occupies its own wing with a California king bed, office nook, and direct deck access. Its en-suite features a soaking tub, glass-enclosed shower with marble-look tile, double vanity, and bidet. Two queen bedrooms both open to the deck via sliding glass doors. Sleeps 6. PROPERTY AMENITIES -- Private hot tub -- Smart TV with streaming -- Full kitchen with modern appliances -- Washer and dryer -- High-speed Wi-Fi -- Parking for 4 vehicles Slide open the floor-to-ceiling doors to a deck framed by mature trees, drop into the private hot tub, then come back inside to the natural-stone fireplace wall (not available for guest use) in the great room. The whole home is yours, with a BBQ and outdoor dining set up on the deck in the Valley of the Moon. Punch in the keypad code on arrival; the driveway holds up to four cars. Glen Ellen is about 75 minutes from San Francisco via 101 and Highway 12 — a scenic drive through Sonoma Valley vineyards. Your driveway accommodates up to 4 vehicles comfortably. A car makes Sonoma Valley easy to explore — tasting rooms, restaurants, and parks run up and down Highway 12. For tasting days, plan a designated driver or book a rideshare ahead — it makes the whole day easier. The property features security cameras monitoring the gate, driveway, and creek area for your safety. The home has air conditioning for warm days, and also stays naturally cool thanks to the forest canopy and cross-ventilation from multiple sliding doors. The decorative fireplace adds ambiance but isn’t operational. Beyond the deck railing lies a creek with steep ledges — the area past the fence line is not for guest use. Swimming in the creek is not permitted for safety reasons. Your forest setting means wildlife sightings are common — deer often graze nearby at dusk. Cell service can be spotty in the hills, but the Wi-Fi is reliable for streaming and remote work. Quiet hours from 10 PM to 7 AM help preserve the tranquil atmosphere. During certain seasons, there are ants that may make their way into the house. The primary renter must be 25 or older. License number: TVR21-0016,LIC24-0259

Olive & Oak | 75-Ft Lap Pool + Hot Tub + Sauna | 40 Private Acres

Glen Ellen, CA, US
5 Bedrooms 10 Guests
Sep 22 - 24
$948 night

Forty acres of oak-studded hillside wrap around Olive & Oak, a modern retreat set high on Trinity Road where the Mayacamas foothills roll down toward the Valley of the Moon. Getting here is part of the appeal: a winding seven-minute climb up from the valley floor, curve after curve, until the road hands you over to something that feels entirely your own. Privacy is the whole point — the nearest distraction is the view, which reaches across ridgelines and open valley in every direction, and the loudest thing you’ll hear most mornings is birdsong. Walls of glass pull that landscape inside, opening the home’s clean, open-concept layout to light and air from sunrise straight through to the golden-hour glow that settles over the hills each evening. Outside is where the home really shows off. A 75-foot saltwater pool anchors the grounds, long enough for a dedicated swim lane and a real morning workout, framed by a pergola-shaded lounge and an outdoor dining setup made for long, unhurried meals under the open sky. There’s a hot tub for cooler evenings, a sauna for a proper reset, an outdoor shower for rinsing off between swims, and a half bath right off the pool deck so nobody has to track water through the house. A full outdoor kitchen — BBQ plus its own refrigerator — means dinner never has to move indoors, and rows of olive trees and silvery olive bushes give the whole setting a Mediterranean ease that feels right at home in Sonoma. Inside, the floor plan keeps everyone connected. The full kitchen is ready for real cooking and stocked with the everyday essentials — coffee, tea, olive oil, and a lineup of pantry basics — so slow mornings and group dinners come together without a supply run. A separate TV room and den give the crew a place to spread out, and a dedicated laundry room keeps longer stays easy. Every bathroom is stocked with full-size Grown Alchemist bath amenities — proper bottles, not travel minis — so there’s no rationing shampoo on day four. Five bedrooms sleep ten in comfort. Four are set with king beds, each a quiet corner to retreat to, and the fifth holds two twins — an easy fit for kids or friends splitting a room. Every bedroom comes with its own desk and chair, which makes a working morning or a longer stay far simpler than it usually is in a house built for a group. Four full bathrooms and a half bath mean there’s rarely a wait, whether the house is winding down after a day out or gearing up for one. The location threads the needle beautifully. That same seven-minute descent puts you on the Sonoma Valley floor, with roughly fifteen more over the ridge toward the Napa side, and Glen Ellen’s easygoing village — plus the beloved Glen Ellen Village Market for sandwiches and provisions — waiting just down the hill. Jack London State Historic Park sits nearby, with shaded trails, historic ruins, and a hilltop museum to explore, and Sugarloaf Ridge State Park opens up miles of hiking and big-sky stargazing a short drive north. Down valley, the historic Sonoma Plaza rounds things out with its mission, shops, and tree-lined square. It’s a rare kind of home base — remote enough to feel like your own private ridge, close enough to be in the heart of wine country whenever you want to be. Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips. Known for its vineyards, local cuisine, and nature parks, Sonoma County (45 minutes from San Francisco) offers a wide array of activities for those looking to retreat from city life. Touring local wineries, dining at farm-to-table restaurants, and visiting world-class spas are classic ways to experience the area. While unwinding is certainly the attitude in Sonoma, activities like horseback riding, hot-air ballooning, and kayaking attract those looking for a little adventure. In the evening, watch the sunset over the vineyards and rolling hills, wine glass in hand. Local Attractions: Sonoma Plaza, Sonoma State Historic Park, Maxwell Farms Regional Park, B.R. Cohn Winery, Kunde Family Winery, Ledson Winery & Vineyards, Matanzas Creek Winery, Roche Winery, Maxwell Farms Regional Park, Sonoma Overlook Trail, The Girl & The Fig, Dutton Estate Winery, Merry Edwards Winery, Iron Horse Vineyards, Lynmar Estate, Armstrong Redwoods State Natural Reserve, Bohemian Highway, Bodega Bay Home Truths: - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without Property Manager’s approval there is a fine of $500 per pet. - A Tesla EV charger is available for complimentary guest use. Please avoid charging during peak hours from 3:00 PM–12:00 AM and use the charger reasonably for up to 50 kWh daily. - Pool heating is complimentary until Labor Day. Thereafter, pool heat will be available as an optional add-on for $175/night. - Complimentary pool heat is only available from Memorial day until Labor Day. - Spa heating is complimentary year-round. Parking details - The property offers parking for up to 5 vehicles. This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at Property Manager than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 28 days require a security deposit. We report and prosecute all Credit Card Fraud. STR Permit: LIC26-0067 Licence number: LIC26-0067

Villa Nel Bosco

Glen Ellen, CA, US
4 Bedrooms 8 Guests
Sep 21 - 24
$1,831 night

Located halfway between Oakville in Napa Valley and Glen Ellen in Sonoma County, this romantic Tuscan-style retreat is a one-of-a-kind historic estate. The property was featured on HGTV’s House Hunters on Vacation! Trinity Road takes you from the Sonoma Valley to the crest of the mountain and down the eastern slope to Napa Valley, and to Villa Nel Bosco. Exterior Details Luxurious outdoor amenities, such as the great lawn, the bocce ball court, dining pergola, swimming pool with a sunken whirlpool spa, an outdoor shower and changing room, and fire pit, are enhanced by the backdrop of mature oak and pine trees that create a totally private environment. Interior Details As you enter the home, a curving staircase descends from the second floor, creating a graceful entryway, which opens to the various main floor rooms. The wall above, along with many corners of the estate, is hung with original art commissioned for the home. Each room has windows and doors that open to the grounds. Rich green wooden exterior shutters imported from Italy are practical and decorative. The interior walls are hand-done in Venetian plaster with a soft, sand tone and the floors have radiant heat, making the house comfortable in any season. The kitchen is well equipped for gourmet preparation or a simple and delicious meal of local ingredients. The kitchen is open to the dining area and its hand-hewn table and leather chairs. Beyond the dining room is a media room/den with a large flatscreen TV and media center. A guest half-bath with copper sink and custom vanity is located between the kitchen and the downstairs bedroom. Carved, rolling wood doors off the entryway of the house lead you into the front guest bedroom. This bedroom shares the downstairs half bathroom with the other rooms on the first floor. The two twin beds face the window to the lawn and vineyards and a window seat overlooks the garden. A separate living room offers tufted leather couches with a slat table between them on a thick carpet. The primary bedroom has a king bed with a linen headboard. The vaulted ceiling gives a feeling of space and intimacy at the same time. There is a glass door that opens to a petit balcony overlooking the bocce court. A second upstairs bedroom is furnished with a king-size bed. The third upstairs bedroom has a fresh country quality and contains a queen bed. These 2 guest bedrooms share a spacious bath with two ceramic sinks and a custom marble counter. There is onsite parking available for 3 vehicles. Guests staying at Nel Bosco will enjoy access to Property Manager pre-arrival assistance. Our local staff can assist with pre-trip suggestions for winery visits, private chef dinners and any other special experiences you desire.  On arrival day you’ll find a bottle of local wine and gourmet coffee waiting for you in your villa, and our team is available during your stay to answer any questions you have. House Rules  This property is subject to local regulations governing vacation rental properties.   Under local law, events, parties and outdoor amplified music are not allowed. Overnight and day time occupancy is limited to 8 guests, and rental guests must observe quiet hours between 9:00pm and 9:00 am. The pool is heated Memorial Day through September. Note that the pool is not fenced or covered. Please contact your Property Manager representative with any questions about the features, amenities or policies for this house. Due to dry conditions, we do not allow the use of the wood burning fireplaces in this home outside of winter stays.  Sonoma County Please note that there is fire remediation/tree trimming happening throughout the Sonoma and Napa counties including Oakville Grade on the Napa side. Uber and Lyft may not be able to reach this residence due to the location, car rentals are recommended. TOT#1664N. Sonoma Vacation Rental Permit ZPE11-0309

Chardonnay Getaway - Glen Ellen Dog-Friendly Hillside Retreat with Hot Tub & Valley Views

Glen Ellen, CA, US
4 Bedrooms 8 Guests
Sep 21 - 23
$567 night

Sunlight pours through floor-to-ceiling windows as hillside oaks frame your view of the Sonoma Valley. This contemporary four-bedroom retreat pairs designer interiors — navy accents, gold fixtures, a linear fireplace — with a private hot tub set among lavender and native grasses. Glen Ellen Star is 0.4 miles away and Jack London State Historic Park just one mile from your door. Soak under the stars, wake to mountain views, and let the valley do the rest. Chardonnay Getaway is a 2,240-square-foot contemporary home spread across two Glen Ellen hillside levels, with mountain and valley views from nearly every room. Navy, white, and gold accents run throughout. Mornings start with espresso on the Ipe deck above the Sonoma Valley, the hillside oaks just catching light. Afternoons fan out to Glen Ellen tasting rooms and the Jack London trails, then back to the kitchen island to uncork a bottle and sear something on the gas grill. Evenings collapse into the hot tub among the lavender, hills fading gold to indigo, the wine fridge a few steps away. OUTDOOR LIVING The private hot tub sits among lavender and ornamental grasses with hillside views. A raised deck with lounge chairs provides a second retreat, the gas grill handles alfresco cooking, and the Ipe deck offers valley-view dining. SLEEPING ARRANGEMENTS Four bedrooms — all king beds — sleep up to eight. Finishes range from a geometric pendant and gray headboard to navy accents with a gold mirror, and a wood-frame bed with hillside views. PROPERTY AMENITIES -- Private hot tub -- Gas fireplace (remote-controlled) -- Central AC -- Full kitchen with wine refrigerator -- Gas grill -- Washer and dryer -- Tesla solar roof and Powerwall -- Electronic shades -- Balcony, deck, and patio -- Wi-Fi and cable TV with Netflix -- Dog-friendly (1 dog, 50 lb max) Cook in a modern open kitchen built around a navy island and gold fixtures, light the linear gas fireplace, and head out to the hot tub set into the hillside as Glen Ellen valley spreads out below. The whole home is yours, dogs welcome, with outdoor dining off the deck and floor-to-ceiling windows on the wooded view. Punch in the keypad code at the door; ease out of the driveway when you go — there’s no shoulder along the road. Glen Ellen is about 75 minutes from San Francisco via 101 and Highway 12 — a scenic drive through Sonoma Valley vineyards. Parking for 3 vehicles at the property. A car makes Sonoma Valley easy to explore — tasting rooms, restaurants, and parks run up and down Highway 12. For tasting days, plan a designated driver or book a rideshare ahead — it makes the whole day easier. THERE IS CONSTRUCTION NEXT DOOR - Usually Mondays through Fridays This energy-efficient home features a Tesla solar roof with Powerwall backup, electronic shades for light control, and a remote-operated gas fireplace. Central A/C keeps things comfortable during Glen Ellen summers, which regularly exceed 90°F. Your dog is welcome (one dog max, 50 lb limit). The primary renter must be 21 or older. Cell service is generally reliable in the valley but can drop in the surrounding hills. The house sits on a busy road with a blind driveway — use extra caution when entering and exiting, as there is limited visibility and no road shoulder. Dark, quiet nights are part of Glen Ellen’s appeal, so pack a flashlight if you plan to stargaze from the deck. License number: TVR24-0149,LIC24-1279

Trinity Vista | Private Dual-Zone Spa + Fire Pit + Outdoor Dining + Views | Sonoma Wine Country

Glen Ellen, CA, US
1 Bedrooms 2 Guests
Oct 5 - 7
$299 night

Set on a sun-drenched ridge above Glen Ellen, Trinity Vista is a contemporary Wine Country retreat designed around one extraordinary thing: the view. Floor-to-ceiling glass pulls in sweeping vistas of the Sonoma Valley, where vineyard rows fold into oak-studded hills and the sky puts on a different show every evening. Vaulted redwood ceilings, polished concrete floors flecked with luminescent stone, and walls of windows give the home a sense of quiet drama — refined, but unfussy. The great room flows openly into a chef’s kitchen anchored by a generous granite island, ideal whether you’re uncorking a local Pinot or staging a slow Sunday breakfast. A dedicated office tucked off the main living space makes remote work feel almost indulgent, while the king-bedded primary suite — complete with radiant heated floors and an ensuite bath — offers a peaceful place to land after long days of tasting and exploring. A sleep sofa in the living room comfortably accommodates two additional guests. Step outside and the home truly opens up. The terraced pool deck is the heart of the experience, with a dual-zone swim spa that lets one guest float and another soak — both with the valley spread out before them. An outdoor lounge and dining area, oversized balcony, BBQ, and firepit invite long evenings under a sky full of stars. Mature, parklike grounds wind through natural rock walls, tiered landscaping, manzanitas, madrones, and a 28-tree Tuscan olive grove — Wine Country in miniature, right outside the door. Glen Ellen itself is one of Sonoma’s best-kept secrets — small, storied, and surrounded by some of the most acclaimed vineyards in California. Wander into the village for dinner at the Glen Ellen Star or a casual bite at the Fig Café, then raise a glass at the historic Jack London Saloon. Tasting rooms at Benziger, Lasseter, and B.R. Cohn are just minutes away, with Sonoma, Kenwood, and Napa all within easy reach. Trinity Vista is the rare home where the setting, the design, and the location all rise to meet each other — a place to slow down, settle in, and remember what Wine Country is really about. Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. Known for its vineyards, local cuisine, and nature parks, Sonoma County (45 minutes from San Francisco) offers a wide array of activities for those looking to retreat from city life. Touring local wineries, dining at farm-to-table restaurants, and visiting world-class spas are classic ways to experience the area. While unwinding is certainly the attitude in Sonoma, activities like horseback riding, hot-air ballooning, and kayaking attract those looking for a little adventure. In the evening, watch the sunset over the vineyards and rolling hills, wine glass in hand. Nearby Attractions: Sonoma Plaza, Sonoma State Historic Park, Maxwell Farms Regional Park, B.R. Cohn Winery, Kunde Family Winery, Ledson Winery & Vineyards, Matanzas Creek Winery, Roche Winery, Maxwell Farms Regional Park, Sonoma Overlook Trail, The Girl & The Fig. Home Truths: - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without Property Manager’s approval there is a fine of $500 per pet. Parking Details: - Three parking spaces are provided for guest use. This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at Property Manager than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 28 days require a security deposit. We report and prosecute all Credit Card Fraud. STR Permit: LIC25-0639 Licence number: LIC25-0639

Belleza | Hilltop Mansion w/ Pool, Panoramic Views & Ultra Modern Interior

Glen Ellen, CA, US
4 Bedrooms 10 Guests
Sep 21 - 23
$1,290 night

​​​​​​​Belleza is a modern marvel perched atop the hills of Sonoma. This sprawling mansion features stunning architecture and landscaping, with an infinity pool and plenty of outdoor lounge areas to enjoy the fresh air. Grab a chair by the water for gorgeous views of the surrounding area, or head to the end of the lawn where the outdoor grilling lounge offers shaded seating and ping pong. With multiple balconies and a unique inner courtyard, there’s more than enough space to connect or find a reprise. Inside, floor-to-ceiling windows throughout the common areas bring in tons of natural light. Craft any meal in the large kitchen, or opt to try out the stone oven outside. Every room is curated with contemporary decor, from the four bedrooms (each with an en-suite bathroom) to the rec room complete with a pool table and shuffleboard. No matter the size of your group, Belleza is ready to impress with its striking size, explorable layout, and attention to detail. Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Local Attractions: Safari West, Charles M Schultz Museum, Sonoma Valley Wine Trolley, Russian River, Lake Sonoma, Bodega Bay, The Barlow, Bravas Bar de Tapas, Barndiva, Diavola Pizzeria Known for its vineyards, local cuisine, and nature parks, Sonoma County (45 minutes from San Francisco) offers a wide array of activities for those looking to retreat from city life. Touring local wineries, dining at farm-to-table restaurants, and visiting world-class spas are just a few ways to experience this pristine destination. While unwinding is certainly the attitude in Sonoma, activities such as horseback riding and hot-air balloon rides attract those looking for an adventure. *Home Truths:* - The maximum occupancy for this home is 10. - The maximum number of cars that can park on site is 6. - Please note that quiet hours are between 9pm and 7am. - Please note that no outdoor amplified sound is allowed at this home. - Please note that cell service is limited in this area. - Solar pool heat is only available May-September. - We allow service animals at this home. If undisclosed pets are brought into the home without Property Manager’s approval there is a fine of $500 per pet. - Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. Parking Details: 4 vehicles can park onsite. No garage access. This home comes with a pack n’ play travel crib available. A high chair can be provided upon request with at least 24hrs advanced notice. Just ask and we are happy to accommodate you and your little ones! --- The room configuration is as follows: Primary Bedroom / King bed w/ ensuite Bedroom 2 / King bed w/ ensuite Bedroom 3 / 2x Queen beds w/ ensuite Bedroom 4 / Queen bed w/ ensuite x2 Trifolds --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at Property Manager than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud. Licence number: LIC23-0020

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Vacation Rentals Near Kenwood

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