358,603 properties available

Located in Geyserville, California, United States. Luxurious Wine Country Estate Fully renovated Victorian resort built in 1870. Situated on a level acre, short walk to some of the finest dining and wine tasting. The estate has a resort size pool/spa area, a small vineyard, and “The Barn” for exercise or recreational activities. The perfect resort property for your next wine country vacation, suitable for family vacations, corporate retreats, wedding parties, yoga retreats or family reunions! Your own private resort.

Located in Geyserville, California, United States. Updated 5 BR house w/ hot tub - 5 min walk to downtown! Enjoy the wine country with this newly remodeled 5 bedroom home located within walking distance to downtown Geyserville. Relax in the backyard which features a hot tub, outdoor fire pit, BBQ, and a dining table. Or take a short walk to some of Sonoma County's best restaurants and wine tasting rooms.The inside boasts 5 bedrooms including a master bedroom with a king bed, 3 bedrooms with queen beds, and a bedroom with a pair of twin beds.Spend time in the spacious front entry room which includes a game table and games for the whole family. Or relax on the couch in the living room and flip on the TV.The house has high-speed internet. The Smart TV has our premium Hulu account linked which includes live TV channels. The house also has central AC which is perfect for the summer!Feel free to message me if you have any questions about the house.* No parties! This is a quiet neighborhood *TOT#: 4226N

Located in Geyserville, California, United States. Cozy Historical Guesthouse in Anderson Valley Vineyards Experience the true essence of wine country living and enjoy a rustic weekend retreat in our beautiful 100 year old guest home. This 1 Bedroom, 1 bathroom quintessential country-style guest suite with wraparound porch is located along a popular wine country road between Healdsburg and Geyserville, in the heart of Alexander Valley.This is the perfect getaway & just minutes to wine country amenities and the Healdsburg Plaza.

Located in Geyserville, California, United States. Rustic Cottage Charm Make some memories at this unique and family-friendly place. Located along a popular wine country road between Healdsburg and Geyserville, in the heart of Alexander Valley.Experience the true essence of wine country living and enjoy a rustic retreat in our Two Bedroom, one bathroom quintessential country-style cottage with porch.This is the perfect getaway & just minutes to wine country amenities and the Healdsburg Plaza.

Located in Healdsburg, California, United States. Chalk Hill Cottage Close to Wineries This charming 1 bedroom cottage is perfect for couples looking to explore the famous wine country of Sonoma's Chalk Hill Appellation. Surrounded by lush vineyards, you will enjoy all the amenities of home with top-of-the-line appliances, a queen bed in the bedroom and a full-sized sleeper sofa in the living room, full bathroom with bidet and stand-up shower. The kitchen is stocked with everything you need to prepare meals, and even an outdoor area that includes a gas fire pit under a cedar pergola and private driveway gate. The best part: it's only minutes from Healdsburg, Santa Rosa, Dry Creek and Alexander Valleys, and other popular destinations. Book now and enjoy a serene and memorable wine country experience!TOT# 1361NSonoma County Quiet Hours 9pm-7amNo amplified music, parties or events allowedSmall well trained dogs allowedPlease note that the cottage does not have a washer and dryer

Located in Healdsburg, California, United States. Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown! Coop Cottage is perfect for six guests who want to stay on a sweet 15-acre vineyard in a prime location near wineries and restaurants. Coop is just 1.5 miles from Healdsburg Plaza...3-minutes in the car or walk it in 20-minutes. Incredible location, great value and gated privacy in a fresh farmhouse overlooking estate vineyards. The view from the hot tub is perfect. Ru's Farm is a wedding site and we typically host weddings on weekends from 3pm-9pm May through November. The Coop Cottage has 2 king bedrooms with organic Coyochi bedding, each with their own beautifully designed bathrooms with rain head showers. There is also a cozy (tiny) third bedroom with a queen bed and half bath. Fully-equipped kitchen & gas grill so you can dine in. Enjoy meals on the deck and watch the sunset on the vineyards or linger in a relaxing hot tub and soak under a blanket of stars. Interested in bringing a chef in? Ask LeleHealdsb

Located in Healdsburg, California, United States. Wooded Restful Retreat, with broad scenic views, outdoor dining This is a perfect spot for up to four adults who seek a restorative, restful experience of being pampered by nature, night skies, and a chance to be away in a wonderful small town known for wine, food, art, and outdoor life. Our home is designed for low-environmental impact. It is solar-supported, with new double-pane windows, energy-efficient air conditioning, heat, and appliances, screened windows allow in cooling evening breezes. No matter the season, our home is easy to be outside or in. Two decks, one facing the woods across the narrow lane and shaded by a large oak, and the other on the two-story-high southeast side looking to the hills and high meadows across the Russian river. Osprey, egrets, herons and other fishing birds can be seen on their patrols up and down the river. We are a 5-minute drive or 10-minute bike ride (BYOB), or take a leisurely 20-30 minute walk through the neighborhoods to the Healdsburg P

Located in Healdsburg, California, United States. Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS Enjoy extraordinary views and re-connect with what matters in this secluded, completely remodeled cabin with custom craftsmanship and creatively repurposed materials in every room. The setting is private with nearly 200 acres of unspoiled woods out the back door - yet we're just seven minutes from Healdsburg square with great shopping, a wealth of tasting rooms and restaurants to please every palate. Wine tasting along Russian River's still-small and beautiful wine road is close and convenient. Climb the steps to a tranquil getaway with exquisite views, and you'll not want to leave. Our most consistent feedback is that this 'tree house' feels like a world away from it all with its own little peaceful gravity well.This is not a house for partying or for folks who cannot handle stairs.From April through August, enjoy walkable Russian River access down the street for kayaking, tubing, or lounging on the beac

Located in Cloverdale, Ohio, United States. Quaint 2 Bedroom Flat Downtown Keep it simple and peaceful in this centerally located home.This 100+ year old vacation rental has been newly renovated with modern touches to make any traveler feel right at home. This downstairs unit features 2 bedrooms and 1 bathroom, living room, fully stocked kitchen, and a laundry room/dinning area. With just a short 1/2 block walk to downtown Cloverdale, you will find restaurants, bars, shopping and live music in the summer. This 2 unit apartment complex is located in the heart of wine country, surrounded by world class dining and wineries. It’s the perfect place for a get away with friends or family!

Located in Healdsburg, California, United States. Luxury Dry Creek Creek Vly Vineyard Estate - Guest House, 8 Min. To Downtn Hburg Conveniently located in the beautiful Dry Creek Valley Appellation, Pony Ranch Vineyards is a 12 acre gated private estate, home to the Award Winning Mazzocco Pony Zinfandel and Petite Syrah. Minutes from Healdsburg, Santa Rosa, Alexander and Napa Valleys, this recently renovated guest house sleeps two and boasts top-of-the-line furnishings and accoutrements. There is a 40 in. HDTV with Satellite and free movie channels, free wireless internet, Keurig Coffee maker, refrigerator and microwave, separate shower and bathroom facility and gas fireplace. Separate entrance with decks, pool (spa not included) and beautiful views.Downtown Healdsburg is only 8 minutes away where there are award- winning restaurants, wineries, art galleries, shopping, cafes, theatre, Russian River, River rock casino, hiking, and biking. San Francisco and Sausalito are just over an hour away.Agricultural Education Programs available.S

Located in Healdsburg, California, United States. The Roost - Garden Studio About this spaceThe Garden Room is a licensed, centrally-located, and peaceful studio. Full of hand-crafted, vintage, and one-of a kind decoration and details, this space was designed with love by all members of our family. We look forward to hosting you in our beloved home town. The Garden Room sits in the ideal location to enjoy all that Healdsburg has to offer. Just a block from the central plaza, fine-dining, wine tasting rooms and so much more.Most-welcomed guests,Please know that 16% of the cost of your stay (already included in the price) goes to the City of Healdsburg in the form of TOT tax (occupancy tax). As locals who love our hometown, we appreciate that this money goes to development projects for the enjoyment of us all! We hope that you, as visitors to this wonderful place, feel good in turn about your contribution to our community.Happy stay!Ann and Colin

Located in Geyserville, California, United States. Sanctuary on Lytton -- a true Sanctuary in the heart of wine country! An Extraordinary Oasis for your Group, 3 units, pool/hot tub and bird sanctuary!This exclusive 11.67 acre estate venue is located in Alexander Valley, the heart of wine country, just 7min from the Healdsburg Plaza. Convenient location is ideal, yet the space holds an intimate sense of privacy essential for your friends/family retreat or corporate event.A hidden gem with a beautiful pond and open views of Alexander valley and Mt St Helena. It begins with a 2989 sf 3 bedroom/3 bath main residence, with fabulous open floorplan spills out to the heated in-ground pool area through a 22' disappearing sliding glass door. Share memories, enjoy laughs, brainstorm ideas while surrounded by the open valley, mesmerizing mountain views and bird habitat pond. The outdoor grill, hot tub, bocce court and fire pit area all round out the backyard space while still allowing for easy access to the chef's kitchen and large indoor dining

Located in Healdsburg, California, United States. Modern Wine Country Cottage in Historic Healdsburg, Premiere Location *FLEXIBLE Cancellation Policy, Exemplary Cleaning Protocols and Contactless Check-in*Location! Location Location!!! Our property is smack dab in the middle of one of the most prestigious wine growing regions in Sonoma County - Dry Creek Valley. The First Crush Cottage is just five miles out of the historic, quaint town of Healdsburg. This renovated, charming, modern cottage provides it all. Spectacular vineyards surround the meticulously landscaped grounds. It offers terrific location and access to some of the best wineries and restaurants in the world.The cottage is walking distance to wineries and the historic Dry Creek General Store and just six minutes by car to downtown Healdsburg.Every stay at the First Crush Cottage also includes a complimentary tasting at world renowned winery - Lambert Bridge. This seated tasting will include a flight of Bordeaux wines expertly paired with local cheeses. This experience

Located in Healdsburg, California, United States. Beautiful Studio Getaway in the Heart of Wine Country Quiet country charm, yet less than ten minutes to the historic Healdsburg square, where world class restaurants await you as well as upscale shops and tasting rooms.Enjoy our custom suite with a comfy queen bed, vaulted ceiling, kitchenette with supplies, full bath, and a long window seat next to a sunny sitting area with loveseats, TV, books, and tea cart, all cozy and waiting for you. Move in and rest awhile before heading out to meander through Healdsburg's beautiful vineyards and to taste award-winning wines. Hosts Bill and Linda are happy to help you in making plans.

Located in Healdsburg, California, United States. Modern, secluded retreat - Walk to the plaza and to wineries! Brand new beautiful, modern getaway right on Dry Creek! This secluded, peaceful property has a full kitchen, huge deck, two king bedrooms with in-suite bathrooms and a king Murphy bed and full bath in the living space. The popular Healdsburg town square, with all its shops and restaurants, is just a 15-minute walk away.

Located in Healdsburg, California, United States. Secluded Valley Retreat This lovely house has clean finishes and modern furnishings. The kitchen is up to date and fully equipped for those who want to cook and entertain at home.The first floor has an open plan dining, living room and kitchen along with a den, two baths, and a TV room. The second floor has bedrooms, a bathroom and a play room. Situated on twenty acres, the home and its veranda, outdoor dining deck, patio and pool with a spa all overlook a sunny glen, with complete privacy for your family or group. Located minutes off a country road from the vineyards of the Dry Creek Valley, and just a 18 minute drive to the shops and restaurants around the Healdsburg town square, this property is perfect for your wine-country getaway. Home disclosures:Our internet is a Starlink satellite with a typical download speed of +/- 100/mbps. Cell phone service may be spotty in parts of the house for some carriers; we do have a landline phone and it is a 3 minute drive to our gate pu

Located in Santa Rosa, Arizona, United States. Updated & Sunny Sonoma 1950s Ranch Near Santa Rosa & Wineries Jewell DreamsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Sonoma's wine country is yours to discover from the comfort of this renovated 2BR/2BA Santa Rosa ranch. Every room is modern, bright, and beautiful, with floor-to-ceiling windows letting the California light brighten your visit. You'll especially adore the charming kitchen with a breakfast area and backyard patio, where you can grill, sip wine, and kick back in privacy and comfort. INSIDE THE HOUSE This renovated 1950s ranch house is located on a corner lot in a quiet residential spot, where you'll feel absolutely at home. Here, modern amenities meet precious original details (hardwood floors, built-in storage) that will charm you quickly, and the beautiful big windows keep the feeling bright and happy. When you enter through the small front porch, down the hall to the left y

Located in Healdsburg, California, United States. Ultimate staycation on the vineyard, Pool, hot tub with 5 ensuite bed/ 6 bath ** Complimentary wine tasting for your group at the Viszlay Vineyards winery next door**Plan your perfect Wine Country getaway. Bring your family or close group of friends to hang by the private pool next to the vineyard! Featuring 5 bedrooms, each with their own bathroom; a gourmet kitchen with wood fired oven and Wolf range. Wrap around deck with stunning views! Come unwind and enjoy your own private slice of wine country living.Viszlay Vineyards WineClub members receive nightly discount.The spaceSituated in the foothills of the Mayacama mountain range, just 3 miles from downtown Healdsburg, this location offers privacy while being close to all the action.Interaction with guestsPlease feel free to join us at the winery next door for wine tasting and socializing with the owner and winemaker John Viszlay and his daughter Abby of Viszlay Vineyards.Other things to noteOur farmhouse on Limerick Lane offers thre

Located in Santa Rosa, Arizona, United States. Home near montgomery village w/ heated pool This luxury home is located in walking distance to Montgomery Village for all your shopping and restaurants needs. It is also only 3 miles to downtown Santa Rosa. It features 3 bedrooms, 2 full bathrooms and a gorgeous kitchen for cooking at home. It sits on a large property with a pool, hot tub and fire pit for you to enjoy California weather.In-house driver available. Luxury SUV offers seating for up to 6 guests.Please inquire on message board once booked.Max number of overnight guests: 6Max number of additional daytime guests: 3Parking:1 driveway space1 garage space1 street spaceQuiet Hours must be observed between 9pm-8am dailyNo amplified outdoor sound is allowedPermit # SVR21-085

Located in Healdsburg, California, United States. Beautiful Mountain Top Retreat (MTR) less than 10 mins from downtown Healdsburg! MTR is a perfect starting point to Alexander Valley and Dry Creek wineries and a short walk to the banks of Russian River where you can float, kayak, paddle board or just lay in the sun. Nested on Fitch Mountain, MTR is in the heart of nature. You are close enough to downtown Healdsburg (less than 10 mins by car) yet far away to enjoy some peace and quiet.Enjoy a glass of wine while taking in the exquisite views from the backyard in a very quiet and relaxing environment.Our elegant 3 story-home is limited to 6 overnight guests. There is a total of 3 bedrooms, 2 with queen size beds, and one bedroom with 2 twin beds (each room is on a separate floor which provides more privacy)Our gourmet contemporary kitchen is fully equipped for the chefs among you. Our 3 ovens make cooking multiple dishes a much easier task. Off the kitchen is a cute breakfast nook area for 4. The open living / dining area at the top le

Located in Cloverdale, Ohio, United States. Sonoma County Wine Country Ranch House--a Peaceful Getaway with Amazing Views The Ranch house is located in the heart of California's North Coast wine country. There are options for wine tasting in all directions; head south and you are in the heart of Sonoma County, head north and you get to experience Mendocino County wine country, to the east is Napa Valley and to the West is amazing coastal wineries. Just down the road there is the opportunity for a once in a lifetime experience of skydiving and many other outdoor activities; hiking, biking, boating at Lake Sonoma and so much more! Our Ranch House is completely remodeled from its former 1970's status. This home boasts an open floor plan. No more being stuck in the kitchen by yourself! Now, everyone can be together enjoying conversation, cooking, and the incredible view. In addition, the house has new bamboo floors, quartz countertops and custom-made cabinets in kitchen and bath. This home has three bedrooms. The master be

Located in Healdsburg, California, United States. Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza OK, we did go a little overboard with the outdoor kitchen. But running back and forth to the house while you are BBQing is such a drag. So, we put in a double BBQ (regular and searing), a griddle, two refrigerators, freezer drawers, icemaker, 2 sinks, 3 burners, warming drawer, gas pizza oven, large island, even a dishwasher. And while it is quite large, it is still an intimate place for people to hang out.But we didn’t stop there. Had to do the large freeform pool with large hot tub, huge gas firepit, waterfall features, double-sized mosaic tile outdoor dining table with café lights, multiple tiered seating areas, expansive kid’s play structure and a hillside vineyard producing chardonnay and cabernet (which you get to try). Also, outdoor foosball, ping pong, Connect4 and cornhole too. The one thing we don’t have is neighbors.We couldn’t help ourselves. We fell in love with this 1910 Craftsman farmhouse wi

Located in Healdsburg, California, United States. Choice Getaway w/ Private Hot Tub - Near Wineries, Dining, Outdoor Activities Dry Creek HavenOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting a prime locale near a host of wineries, farm-to-table restaurants, and outdoor activities, a choice 2BR getaway awaits at this Healdsburg home. Highlights include dual living areas, a gourmet kitchen, and a private hot tub perched on a serene deck. Spend fun-filled days exploring nearby wineries, playing golf, cycling through the hills, or kayaking along the Russian River. Then return home to enjoy a delightful alfresco meal. LIVING AREA Unwind into vacation mode on a sofa and two armchairs in the well-appointed living area. In the evening, kick back on the sleeper sofa and armchair in the media room and watch favorite shows on the 40in flat-screen TV with cable. KITCHEN & DINING Prepare delicious meals in the sleek kitchen, equipped with granite

Located in Cloverdale, Ohio, United States. 19-Acre Russian River Wine Country Retreat, Private Beaches, beautiful house Beautiful 19-acre one-of-a-kind riverfront retreat at the confluence of the Russian River and Big Creek in the Sonoma Wine Country’s Alexander Valley of northern California. Several private beaches offer fantastic world-class river swimming in clear, relatively warm comfortable water (about 9-degrees warmer than most California rivers) with a reasonably mild current, all in a wonderful natural setting teeming with wild life - - the trout fingerlings will nibble at your toes! Downstream towns like Rio Vista and Guerneville, while charming, offer less ideal river swimming conditions because they are often located in cooler redwood forests and the water isn’t as clear. The comfortable, clean 3-bedroom (all with walk-in closets) 2 ½ bath house (sleeps 6 + 2 sleeper couch = 8) includes a 7-person hot tub/spa, TV (all cable channels), DVR, Wi-Fi, propane BBQ, decks, fire pit, fruit tree orchard and separate Ho