Vacation rentals in Glen Ellen, CA with free parking

Explore 103 vacation rentals, homes, and villas with free parking in Glen Ellen, CA for your next getaway or business trip. With on-site parking included in your stay, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. Throughout your stay, come and go with ease, knowing parking is always convenient and close at hand. With options starting as low as $114 per night and homes offering up to 7 bedrooms and 9 bathrooms, it's easy to book a personalized stay designed for your comfort. With 24/7 local support and high-speed Wi-Fi, you can also stay connected and protected throughout your trip. Plus, Marriott Bonvoy members earn points on every stay, making each trip more rewarding than the last. Book your next stay with ease and enjoy the convenience of free parking.

103 Homes with Free Parking in Glen Ellen

Ravenwood Paradise: Private Pool and Hot Tub

Glen Ellen, CA, US
2 Bedrooms 5 Guests
Sep 8 - 10
$413 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

Grapevine Cottage | Hobby Vineyard + Firepit

Glen Ellen, CA, US
2 Bedrooms 4 Guests
Aug 20 - 22
$321 night

★ Recognized as one of our best. This home was a finalist in the 2025 AvantStay Awards, our annual celebration of top-tier stays. Welcome to Grapevine Cottage by AvantStay — a private vineyard stay just outside Glen Ellen designed for slow mornings, golden-hour dinners, and days shaped entirely by wine country living. Set on a hobby vineyard surrounded by mature trees and newly refreshed landscaping, the property feels secluded and immersive from the moment you arrive. Step outside and wander the vines, pour a glass, and settle into the rhythm of Sonoma. The outdoor spaces are where this home truly shines. A generous yard unfolds into multiple areas for gathering and relaxing — sun loungers for warm afternoons, shaded lounge seating, a firepit for evenings under the stars, and several spots for alfresco dining. With multiple grills and vineyard views in every direction, the entire property feels made for lingering meals and unhurried conversation. Inside, the home has been thoughtfully updated, including a brand-new remodeled kitchen that anchors the space and makes cooking at home part of the experience. The living room offers a comfortable place to unwind after a day of tastings, while two queen bedrooms provide a peaceful place to recharge. The primary bedroom includes an ensuite bathroom, and a second full bathroom adds convenience for additional guests. Location is another standout. You’re just minutes from Glen Ellen and surrounded by some of Sonoma’s most beloved wineries and restaurants. Enjoy dinner at Glen Ellen Star, stroll Sonoma Plaza and dine at The Girl & The Fig, or spend the day tasting at Benziger Family Winery, Imagery Estate, and Eric Ross Winery — all within easy reach. An EV charger makes exploring the region effortless, and AvantStay’s concierge team is available to help arrange tastings, transportation, and unforgettable local experiences. Grapevine Cottage is Sonoma at its most personal — private, peaceful, and rooted in the vineyard lifestyle. AvantStay 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 such as 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: Old Sonoma Courthouse & Square, The Sonoma Mission, Buena Vista Winery, Ram’s Gate Winery, Sonoma Valley, Jack London State Park, Jack London State Historic Park, Sonoma Botanical Garden, Sonoma Valley Regional Park, BR Cohn Winery & Olive Oil Company, Tasliman Wines, Laurel Glen Vineyard, Schermeister Winery, Mayo Family Winery, Loxton Cellars, Benziger Family Winery, Glen Ellen Star, The Fig Cafe & Winebar, The Mill at Glen Ellen, Les Pascals Patisserie et Boulangerie, Yeti, Salt & Stone Home Truths: - This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay’s approval, there is a fine of $500 per pet. - Children under 3 years of age do not count toward the occupancy limit. - A sleeper sofa in the living room may be suitable for accommodating young children. - There is a private hobby vineyard out front. Parking Details: - Please make sure you park in the designated property parking locations only. No street parking is permitted, but there is plenty of onsite parking. - RV parking is allowed for vehicles only (no hookups or overnight stays); large RVs may need to back in, and smaller RVs can typically turn around on-site. For safety, backing out onto Warm Springs Rd is not recommended. --- The room configuration is as follows: Primary Bedroom / Queen bed Bedroom 2 / Queen 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 AvantStay 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: LIC24-0204

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

Glen Ellen, CA, US
4 Bedrooms 8 Guests
Aug 19 - 21
$634 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

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

Glen Ellen, CA, US
3 Bedrooms 6 Guests
Aug 19 - 21
$618 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

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

Glen Ellen, CA, US
3 Bedrooms 5 Guests
Aug 19 - 21
$977 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

Sonoma Sunshine | Countryside Views

Glen Ellen, CA, US
4 Bedrooms 10 Guests
Sep 22 - 24
$1,049 night

The ultimate Sonoma countryside retreat is waiting at Sonoma Sunshine. This luxury group escape effortlessly blends incredible views, gorgeous design, a top-notch outdoor space and pool, and a great location to give you a one-of-a-kind wine-country experience. Detail is key at Sonoma Sunshine, and you’ll find thoughtful touches and curated decor throughout the entire home. From a piano in the living room to a charming inner courtyard with a fountain, there are endless possibilities to create meaningful memories or steal away a romantic moment. Aspiring chefs will love the spacious kitchen, fully equipped with everything you need and boasting tons of counter space, barstool seating, and a gas range. Cozy up by the fireplace in the main living room, or head to the secondary living space for panoramic views and a movie night on the flatscreen TV. Outside, a picturesque view of the surrounding countryside serves as a backdrop as you lounge poolside, or enjoy the sunshine at one of the multiple lounge areas on the spacious patio. Start your morning in the inner courtyard with the sound of the fountain, and end it by watching the sun set over Sonoma. The home is nestled next to a vineyard, giving you a true wine-country feel. Four bedrooms offer everyone plenty of space to spread out, with the primary ensuite featuring a luxurious soaking tub. Perfect for friends or multiple families, you’ll have king and twin options for versatility. A selection of wineries and tasting rooms are ready to explore within a 20-minute drive, and Santa Rosa is only 30 minutes away. Impress your guests from the moment you arrive with incredible amenities, unbelievable views, and a luxury design at Sonoma Sunshine. AvantStay 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 Schulz 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 AvantStay’s approval there is a fine of $500 per pet. - Quiet hours are between 9pm - 7am. - No outdoor sound is allowed. - Max occupancy for this home is 10. - Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. - This home does not offer pool/spa heat. - The landscaping in the backyard around the pool has been updated to drought-resistant landscaping, replacing the grass. Parking Details: The driveway accommodates 5 cars. --- The room configuration is as follows: Primary Bedroom / King bed, 2x twin beds w/ ensuite Bedroom 2 / King bed Bedroom 3 /. 2x twin beds Bedroom 4 / King bed Bonus Room / Twin trundle bed 2x tri-folds if requested --- 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 AvantStay 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. Permit: ZPE11-0670 TOT #1665N Licence number: ZPE11-0670

Glen Ellen Retreat - 4BD, Pool

Glen Ellen, CA, US
4 Bedrooms 8 Guests
Jan 21 - 26
$888 night

Escape to the heart of Sonoma Wine Country at this stunning 4-bedroom short-term rental in Glen Ellen, CA, perfect for families, couples, or small groups seeking privacy, comfort, and resort-style amenities. Surrounded by vineyards, oak trees, and rolling hills, this beautifully appointed home offers the ideal blend of relaxation and location. Property Highlights 4 spacious bedrooms with comfortable beds and high-quality linens Private swimming pool with sun loungers and outdoor seating Open-concept living and dining areas filled with natural light Fully equipped gourmet kitchen for home-cooked meals Indoor-outdoor living with patio, BBQ, and dining space High-speed Wi-Fi and smart TVs – perfect for work or leisure Ample parking and a peaceful, private setting Prime Glen Ellen Location This Glen Ellen vacation rental is minutes from world-class wineries, tasting rooms, and iconic Sonoma destinations: Close to Sonoma Valley wineries and local vineyards Near Jack London State Historic Park for hiking and outdoor adventures A short drive to Sonoma Plaza, Kenwood, and downtown Napa Easy access to fine dining, local markets, and charming small-town shops Nearby Attractions: Hamel Family Winery - 3.6 miles Sonoma Botanical Garden - 1 mile Town of Yountville - 15 miles Things to Know: Rental Agreement will be sent immediately after booking to confirm reservation Sonoma County Quiet Hours - 9pm-7am Events, commercial videography/photography are not allowed LIC23-0090 TOT# 4644N

Villa Montebella

Glen Ellen, CA, US
7 Bedrooms 12 Guests
Aug 19 - 21
$3,541 night

Winner of 2024 VRBO 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 5StarVR 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

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

Glen Ellen, CA, US
1 Bedrooms 2 Guests
Aug 26 - 28
$524 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. AvantStay 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 AvantStay’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 AvantStay 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

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

Glen Ellen, CA, US
5 Bedrooms 12 Guests
Aug 19 - 22
$846 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. AvantStay 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 AvantStay’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 AvantStay 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

Idyllic + Contemporary Sonoma Valley Retreat

Glen Ellen, CA, US
5 Bedrooms 10 Guests
Sep 29 - Oct 2
$1,320 night

Escape to the Sonoma Valley Retreat, a stunning gated contemporary home on over 2 acres with all of the features of a five-star private resort. - Resort-style private Pool with separate Pool House - Outdoor fire pit - Shaded outdoor dining area for al fresca dining - Rolling hills, meadow, and rustic barn views -Seasonal babbling brooks and waterfalls on property -Top-of-the-line kitchen for gourmet dining - Fast wifi and dedicated office area -Separate guest house for ample space Bedding Arrangements: Master Bedroom – King bed with huge private full bath including a soak tub and private patio! Guest Room 1 – Queen bed with private full bathroom, tv, and French doors to patio with lounge chairs Gues Room 2 – Queen bed with French doors to patio with lounge chairs Guest Room 3 – Full size bed with full bathroom directly across the hall, tv Guest House – Separate building, Queen bed with private full bath, cozy sitting area with a tv Pool House – Sleeper couch (Queen) and full bathroom, tv, pool and patio views Despite its secluded feel, Sonoma Valley Retreat is conveniently located just a few miles away from top-flight wineries, restaurants, and wine country attractions. Iconic mountain biking and hiking just minutes away. The space This bright and welcoming contemporary farmhouse designed main house boasts 4 bedrooms and 3 full bathrooms, a detached guest house with 1 bedroom, cozy sitting area and 1 full bath, and a detached pool house with a sleeper couch, separate kitchen and full bathroom provides ample space and comfort for the perfect vacation. The layout with its distinct spaces is ideal for a family-friendly group or an adults-only getaway. The heart of this retreat is its expansive contemporary kitchen, fully equipped with top-of-the-line appliances and a central island with counter seating. Adjacent to the kitchen is a dining area showcasing a beautiful slab dining table, large windows open up to a wrap-around deck, Adirondack-style rocking chairs, offering views of the surrounding landscape and a seamless indoor-outdoor living experience. Entertainment is abundant at the pool house, which features a foosball table, a wet bar, additional seating areas, a full kitchen, and another full bathroom. Outside, the pool and patio area beckon with a large sparkling pool equipped with a child safety cover, comfortable lounge chairs for relaxation, a refreshing outdoor shower, and a shaded outdoor dining area ideal for gourmet al fresco meals. Guest access Easy access to the house with gate and door keypads. Enjoy the privacy and seclusion this fully gated property provides. The Surroundings Situated between the town of Kenwood and Glen Ellen, both located in Sonoma County, the retreat embodies wine country living. Just a short drive from renowned wineries like Chateau St Jean, Hamel, Abbots Passage, Imagery, and Kunde Family Winery, wine enthusiasts are sure to delight in the sampling opportunities. Recognized as "Sonoma’s culinary alley" restaurants such as Salt & Stone and Golden Bear Station are just both just minutes away from the retreat. For the outdoor adventurers, Sugarloaf Ridge, Annadel State Park and Jack London State Historic Park, are just minutes away and provide ample hiking, mountain biking, and trail riding opportunities. For the outdoor adventurers, Sugarloaf Ridge, Annadel State Park and Jack London State Historic Park, are just minutes away and provide ample hiking, mountain biking, and trail riding opportunities. Things to Note: - Rental agreement will be sent immediately after booking, must be completed to confirm reservation - Sonoma County Quiet Hours are from 9pm-7am - Parties, events and commercial photography/videography are not allowed - Pool can be heated for $200 per day, need 48 hours notice to heat the pool LIC23-0109 TOT# 3618N

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

Glen Ellen, CA, US
3 Bedrooms 8 Guests
Sep 8 - 10
$1,200 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

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

Kenwood, CA, US
3 Bedrooms 8 Guests
Aug 30 - Sep 2
$899 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! AvantStay 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 AvantStay’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

Stunning Estate 3BD All En-suite I Gardens I Pool

Glen Ellen, CA, US
4 Bedrooms 8 Guests
Nov 1 - 4
$1,560 night

Escape to your private oasis in the heart of wine country with this luxurious 3-bedroom estate in Glen Ellen. Nestled among the rolling hills and vineyards, this stunning property offers unparalleled comfort and tranquility. The spacious interior features a grand living area with vaulted ceilings, a gourmet kitchen with high-end appliances, and dining room area perfect for enjoying as a group. Retreat to the master suite with a luxurious en-suite bathroom, or unwind in the cozy guest bedrooms. Enjoy outdoor living at its finest with a sparkling pool, rejuvenating hot tub, and expansive patio area surrounded by lush landscaping. Downstairs you will find a game room and sitting area that leads out to the pool, outdoor kitchen and dining area. Off of the game room is a repurposed recording studio with a queen bed which can be utilized as another sleeping area. Outside past the outdoor kitchen you will find a bocce ball court surrounded by gardens. Need to catch up on work? Utilize the dedicated office space, complete with a desk and high-speed internet. Amenities: Pool and hot tub Outdoor patio with seating and dining area with heaters Gourmet kitchen with stainless steel appliances Separate Office space with desk and high-speed internet Outdoor kitchen with Forno Bravo pizza oven and Parilla Central heat and air conditioning Bocce Ball Court Things to know: BBQ may be used by guests Pizza oven, parilla and paella burner to be used by professional chefs only - please let us know if you would like recommendations for approved chefs Window shades in bedrooms are sunshades, with the exception of primary bedroom, please enjoy provided eye masks Location Highlights: Located in the charming town of Glen Ellen, this estate offers easy access to world-class wineries, gourmet restaurants, and scenic hiking trails. Explore nearby attractions such as Jack London State Historic Park or take a short drive to neighboring towns like Sonoma and Santa Rosa. Sonoma County Rules: Quiet hours - 9pm-7am No parties, events or amplified music LIC23-0142 TOT# 4780

Casa Osito | Pool, Hot Tub & Outdoor Dining Minutes from Sonoma Plaza

Sonoma, CA, US
4 Bedrooms 8 Guests
Aug 19 - 21
$418 night

Casa Osito feels like the kind of Sonoma escape people picture when they dream about wine country — golden light through the oaks, a private pool tucked into the trees, and easy indoor-outdoor spaces made for long, unhurried days. Set beneath a canopy of heritage oaks, this polished retreat blends quiet privacy with the kind of relaxed luxury that makes every glass of wine, every poolside afternoon, and every dinner outside feel a little more special. Inside, the home is bright, calm, and beautifully gathered around shared spaces. The kitchen is spacious and inviting, with stainless-steel appliances, generous prep space, a large island, and everything you need for family-style meals, cheese boards, or slow breakfasts before a day of tastings. Just beyond, the living room offers a comfortable place to unwind with a fireplace, TV, and soft natural light, while the dining area creates an easy setting for sit-down meals together. The backyard is the true showpiece. Spend sunny afternoons stretched out on the loungers beside the pool, slip into the hot tub as evening settles in, or fire up the BBQ for dinner under the trees. Multiple outdoor gathering areas — including an alfresco dining table and lounge seating — make it easy to move from pool days to golden-hour drinks without ever feeling rushed. Casa Osito comfortably sleeps 8 across 3 bedrooms and a bonus room. The primary suite features a king bed and a luxe ensuite with a walk-in shower and dual vanity, while the queen bedroom and twin-over-double room offer flexible sleeping space for family or friends. A sleeper sofa in the bonus room adds extra room to spread out, and a dedicated office gives remote workers a quiet place to focus when needed. When you’re ready to explore, Sonoma Plaza, local tasting rooms, restaurants, boutiques, and nearby wineries are all within easy reach. Spend the day sipping your way through wine country, hiking at Sugarloaf Ridge State Park, or catching golden-hour views over the valley — then return to your private poolside hideaway beneath the oaks. AvantStay 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. 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 AvantStay’s approval, there is a fine of $500 per pet. - EV car charging is available on-site for $25 per day and is compatible with Tesla vehicles only. - Please note the fireplace is not available for guest use. Parking Details: - Parking for up to 5 cars on the property. No street parking. Please avoid blocking the narrow road and be considerate of neighbors. 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: LIC24-0231

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

Glen Ellen, CA, US
5 Bedrooms 10 Guests
Aug 19 - 21
$1,023 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. AvantStay 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 AvantStay’s approval there is a fine of $500 per pet. 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 AvantStay 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

Scenic Retreat w/ Hot Tub Near Wineries

Kenwood, CA, US
2 Bedrooms 6 Guests
Aug 19 - 21
$343 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

Sonoma Skyhouse | Pool, Sauna, Hot Tub & Stunning Valley Views

Sonoma, CA, US
3 Bedrooms 8 Guests
Oct 31 - Nov 3
$1,077 night

Sonoma Skyhouse offers the perfect blend of serene luxury and modern design, nestled on a lush half-acre in the coveted Mission Highlands. New photos are coming soon, but in the meantime, we invite you to explore all that this beautiful home has to offer! Note: New photos coming soon! With sweeping views of Sonoma Valley and the majestic mountains from Glen Ellen to Mount Tam, this tranquil retreat is your personal oasis in one of California’s most sought-after destinations. Upon entering, you’ll be welcomed by a contemporary design featuring high-beamed ceilings and large windows framing the breathtaking valley below. The spacious living room, complete with a gas fireplace, is the perfect spot to unwind after a day of exploring the local vineyards. The cement-countered kitchen, with its open layout, flows seamlessly into the dining room, both offering direct access to the expansive deck — an ideal spot to dine while enjoying panoramic views. The principal bedroom is a luxurious haven, complete with its own fireplace, sitting area, and a stunning stone-tiled bathroom. The guest room offers a cozy window seat, a sitting area, and its own full bath, ensuring comfort and privacy for all guests. Downstairs, you’ll find a guest room with a private entrance and its own breathtaking view, along with a bonus room that doubles as a full gym, plus ample storage space. The loft office, with a sleeper couch and full bathroom and its balcony overlooking the vineyards, provides a quiet space for work, inspiration or sleep. Step outside to discover the heart of Sonoma Skyhouse: the beautifully landscaped grounds. Whether you’re lounging in the pergola, relaxing by the solar-heated pool, or gathered around the gas firepit, the outdoor spaces are designed for ultimate relaxation. Take in the fresh air while soaking in the stunning scenery, or unwind in the Finlandia sauna or hot tub. The spacious deck is perfect for al fresco dining or enjoying a quiet moment, while the garden paths provide the ideal spot for a leisurely stroll. And for a little friendly competition, a ping pong area awaits. With 2543 square feet of luxurious living space, a detached garage, guest parking, and complete privacy, this gated Sonoma retreat offers everything you need for an unforgettable getaway. Just minutes from the vibrant Sonoma Plaza, world-class wineries, and renowned restaurants, Sonoma Skyhouse is your serene escape, where the best of the Sonoma Valley awaits. FEATURES: - Tranquil spa retreat set on a lush half-acre of beautifully landscaped grounds - 3 bedrooms plus an office/library for extra space with sleeper couch - 4 full bathrooms ensure comfort for everyone - Sweeping views of Sonoma Valley and the mountains, from Glen Ellen to Mt. Tam - Contemporary design with high-beamed ceilings and natural light throughout - Cozy living room with a gas fireplace and large windows framing the breathtaking valley - Fully-equipped kitchen with cement countertops, open to the dining room and expansive deck - The principal bedroom features its own fireplace, sitting area, and a luxurious stone-tiled bathroom. - Guest room with a cozy window seat, sitting area, and full bath for added comfort - Downstairs guest room with its own entrance and spectacular views - The bonus room is currently set up as a full gym, serving as your personal workout space. - Upstairs loft office with a full bath and a balcony overlooking the vineyards – perfect for getting some work done while soaking in the views - Expansive outdoor deck with multiple seating areas to enjoy the beautiful surroundings - Solar-heated pool—temperatures vary with sun and season, but are often comfortable in spring, summer, and early fall. - Pergola with ceiling fan for relaxing in the shade - Gas firepit to gather around with friends and family in the evening - Hot tub for ultimate relaxation under the stars - Finlandia sauna for a rejuvenating experience after a day of exploration - Ping pong area for some fun and friendly competition - Garden paths to wander and take in the beauty of the grounds - Private, gated oasis with a detached garage and ample guest parking AvantStay 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. 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: - This home allows a max of 2 pets at a fee of $75 each. Pets must be 40lbs or less. If undisclosed pets are brought into the home without AvantStay’s approval, there is a fine of $500 per pet. - Please note: The gate must be left open because of the small clearance, given the layout of the driveway. - 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. Parking Details: - Parking is available in the driveway for 3 cars. - No parking in the garage. --- The room configuration is as follows: Primary Bedroom / King bed Bedroom 2 / King bed Bedroom 3 / King bed, sleeper sofa Office / Sleeper sofa --- 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 AvantStay 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: LIC25-0539

Casa Sonoma | Private Pool + Hot Tub + Theater | Minutes to Sonoma Plaza + Top Wineries

Boyes Hot Springs, CA, US
3 Bedrooms 7 Guests
Aug 23 - 25
$534 night

Welcome to Casa Sonoma, a modern wine country escape designed for effortless comfort and elevated living in the heart of Sonoma. Ideally situated just minutes from the historic Sonoma Plaza, this beautifully designed home offers easy access to the region’s renowned wineries, celebrated restaurants, charming tasting rooms, and boutique shopping. Spend your days exploring vineyard estates, cycling through rolling countryside roads, or lingering over long lunches at local favorites—then return to a space that feels distinctly your own. The backyard sets the tone for relaxed California living. A private pool and hot tub invite you to cool off beneath sunny skies or unwind under the stars. The spacious outdoor dining area is made for lingering dinners, while the firepit creates a warm gathering space in the evenings. An expansive lawn and charming swing add a playful touch, and the high-end grilling, smoking, and prep station makes it easy to transform fresh, local ingredients into unforgettable meals. Inside, contemporary architecture and thoughtful design create a space that feels polished yet welcoming. The living room features plush seating arranged around a sleek fireplace and television—perfect for movie nights, afternoon lounging, or a glass of Sonoma red after a day out. The large dining area flows seamlessly into a fully equipped kitchen stocked with all the essentials, whether you’re preparing a casual brunch or hosting a multi-course dinner. For entertainment, the private theater room offers a cinematic experience with a massive screen and oversized sofa that makes staying in just as appealing as heading out. A dedicated desk space provides a comfortable setup for remote work or study, blending productivity with leisure. Each of the three bedrooms offers privacy and comfort, complemented by 3.5 beautifully appointed bathrooms. The primary suite feels especially indulgent, featuring an ensuite with a stunning standalone soaking tub perfect for slow, restorative evenings. The additional bathrooms are equally refined, offering a sleek walk-in shower and a shower/tub combination for added flexibility. With convenient in-home laundry and easy parking, every detail has been thoughtfully considered for a seamless stay. At Casa Sonoma, you’re perfectly positioned to experience the best of wine country—modern design, memorable meals, and the unmistakable rhythm of Sonoma living. AvantStay 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 AvantStay’s approval, there is a fine of $500 per pet. Parking Details: - Parking is available for 2 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 AvantStay 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: LIC25-0671

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

Kenwood, CA, US
5 Bedrooms 8 Guests
Sep 8 - 11
$1,209 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

Ripple | Private Pool + Pickleball Court + Firepit • Exclusive Sonoma Valley Retreat

Sonoma, CA, US
3 Bedrooms 8 Guests
Aug 23 - 25
$399 night

Set in the heart of Sonoma Valley, Ripple is a peaceful wine country retreat where privacy, space, and classic California charm come together. Surrounded by mature trees and open grounds, this inviting home is designed for slow mornings, sun-filled afternoons, and relaxed evenings shared with your favorite people. The outdoor space is a true highlight. Spend warm days lounging by the black-bottom pool with a sunning ledge, perfect for cooling off while soaking up the California sunshine. Unwind in rocking chairs beneath the trees or gather around the firepit as the sun sets over the valley. For guests who enjoy staying active, the private pickleball court adds a rare and memorable touch—ideal for friendly matches before returning poolside. Inside, the home feels warm, spacious, and made for connection. The large living room centers around a cozy fireplace, creating an inviting place to relax after a day of vineyard hopping. The chef’s kitchen is fully equipped with everything you need to prepare meals at home, while the dining table for eight sets the scene for long, leisurely dinners paired with local Sonoma wines. Ripple comfortably sleeps six across three bedrooms. The primary suite features a king bed and a private ensuite bathroom with a walk-in shower, offering a quiet retreat at day’s end. One additional bedroom includes a queen bed, while the third bedroom offers two twin beds that can be converted into a king upon request. These rooms share a full bathroom with a shower/tub combo. A washer and dryer add everyday convenience for longer stays. Perfectly positioned along scenic wine country routes, Ripple places you close to Sonoma Plaza, renowned tasting rooms, and celebrated farm-to-table dining. Nearby Glen Ellen offers hiking, local markets, and charming small-town energy, while the surrounding valley invites leisurely drives through rolling vineyards. Whether you’re here to explore, unwind, or reconnect, Ripple delivers an effortless Sonoma escape that feels both secluded and close to it all. AvantStay 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 AvantStay’s approval there is a fine of $500 per pet. - The spa/jacuzzi is not available for guest use. - Pool Heating: Pool heating is included from Memorial Day weekend through Labor Day. Outside this period, pool heating is available for $200 per night. Please note that the pool heater relies on ambient temperatures and may take several days to fully heat or cool. - Quiet hours are observed from 9:00 PM to 7:00 AM, and outdoor sound is not permitted at any time. Parking Details: - There’s parking for 2 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 AvantStay 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 number: LIC24-0714 TOT Cert #: 2266N Licence number: LIC24-0714

Sonoma Vista Estate - 7 BD, Pool, Spa, Near Plaza

Sonoma, CA, US
7 Bedrooms 12 Guests
Aug 30 - Sep 2
$3,153 night

Welcome to the Sonoma Vista Estate, a stunning 7-bedroom retreat nestled in the heart of Sonoma, CA. Perfect for family getaways or group vacations, this elegant property combines luxury and comfort with exceptional amenities. Property Highlights: Spacious 7 Bedrooms: Enjoy ample room with six beautifully appointed bedrooms, each designed for relaxation and tranquility. Gourmet Outdoor Kitchen & Pizza Oven: Elevate your dining experience with a fully-equipped outdoor kitchen. Whether you’re grilling up a feast or enjoying a casual meal, this space is perfect for al fresco dining and entertaining. Chef required for use of pizza oven. Inviting Pool & Spa: Dive into your private swimming pool or unwind in the spa. Surrounded by lush landscaping, the pool area offers a serene escape for relaxation and fun. Fun-Filled Playground: The kids will love the on-site playground, designed to entertain and engage young guests while adults enjoy some downtime. Beautiful Grounds: The Sonoma Vista Estate is set on meticulously maintained grounds, offering plenty of outdoor space for games, lounging, and enjoying the stunning Sonoma weather. Prime Sonoma Location: Explore the nearby wineries, restaurants, and local attractions that make Sonoma a top destination. The estate’s central location makes it easy to experience the best of wine country. BEDDING ARRANGEMENTS Primary - King Bed (2nd level) Bedroom 2 - Queen Bed (2nd level) Bedroom 3 - Queen Bed (entry level) Bedroom 4 - King Bed (2nd level) Bedroom 5 - 2 Bunk Beds (Twin over Full) - 4 beds total (2nd level) Bedroom 6 - 2 Bunk Beds (Twin over Full) - 4 beds total (2nd level) Bedroom 7/Office - Queen Bed - attached to primary bedroom but separated by shared bathroom/closet Why Choose Sonoma Vista Estate? Luxury & Comfort: Every detail of the Sonoma Vista Estate has been thoughtfully designed to provide a luxurious and comfortable stay. Perfect for Groups: With six bedrooms and expansive outdoor areas, it’s ideal for family reunions and group gatherings. Exceptional Amenities: From the sparkling pool to the gourmet outdoor kitchen, every amenity is at your disposal for a memorable stay. Experience the best of Sonoma at Sonoma Vista Estate, where elegance meets relaxation in a perfect blend of luxury and convenience. Book your stay today and create unforgettable memories in this exquisite retreat. Things to know: - Rental agreement will be sent immediately after booking. - No amplified music, commercial photography/video, or events. - Must be 25 years of age to book this property. - Quiet Hours - 9pm-7am. - Pool heat is available for $500 heating fee and then $100 per day to maintain the heat, please notify us at least 48 hours prior to arrival if you would like to purchase pool heat. - Caretaker lives on-site in separate residence LIC24-0073 TOT # 458N

Luxurious 3 Bedroom with Hot Tub in Serene Sonoma Oasis

Sonoma County, CA, US
3 Bedrooms 6 Guests
Aug 19 - 21
$600 night

Escape to the heart of wine country with a stay at our exquisite 3-bedroom home on a quiet street in Sonoma. Nestled in a peaceful neighborhood, this charming home offers a serene retreat for families and friends seeking relaxation and luxury. Unwind in the private hot tub, explore nearby wineries, and savor the beauty of Sonoma during your dream vacation. Step into a beautifully designed interior with a spacious living area, high ceilings, and tasteful furnishings, creating an inviting atmosphere for your vacation. The fully-equipped kitchen features stainless steel appliances and granite countertops. Opening up to the family room and breakfast table it is an ideal space to prepare delicious meals and savor them with friends and family. The highlight of this vacation rental is the private hot tub in the backyard. Soak beneath the stars, unwind after a day of wine tasting, and rejuvenate your senses. The backyard offers a tranquil setting with a furnished patio, barbecue grill, and lush landscaping—a perfect spot for al fresco dining and relaxation. Keep the kids busy with the slide and small playhouse. Three beautifully appointed bedrooms with comfortable beds ensure a restful night’s sleep for all guests. The master bedroom boasts a king-sized bed and an en-suite bathroom. Across the way is a guestroom with a queen bed and just down the hall is the "kids" room with two twin beds. Enjoy movie nights or stream your favorite shows on the large Smart TV in the living room. Stay comfortable year-round with central heating and air conditioning. Set in a peaceful neighborhood, this home is just a short drive to Sonoma Plaza, wineries, local restaurants, shops, and all the attractions that Sonoma has to offer. WHAT’S NEARBY Attraction Distance From Home Abbot’s Passage Winery 2.2 Miles B.R. Cohn Winery & Olive Oil 2.2 Miles Sonoma Plaza 3.6 Miles Sonoma Traintown 4.6 Miles Glen Ellen 4.6 Miles Jack London State Park 5.7 Miles Buena Vista Winery 5.9 Miles Gundlach Bundschu Winery 7.0 Miles Sonoma Raceway 14.5 Miles Cakebread Cellars 16.3 Miles Napa Valley 18.7 Miles THINGS TO KNOW The neighborhood is very sensitive to noise, this is not a party house. Parking is only in the driveway, there is no street parking. Shuttle buses for wine tours are not allowed on this street so an alternate location can be suggested if you are doing a wine tour. Sonoma County Regulations: Maximum occupancy 8 Maximum parking 3 No amplified outdoor music anytime Quiet hours 9pm - 7am TOT number 4002N

Vacation Rentals in Glen Ellen by Amenities & Features

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Vacation Rentals Near Glen Ellen

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