Vacation Home Rentals By Owner In Healdsburg, CA

Located in the heart of Alexander Valley, adjacent to Jordan Winery, thisbrbrlocation is perfect for exploring all that the Sonoma County Wine Country hasbrbrto offer. brbrbrbrCustom touches abound in this 2 bedroom/2 bath, handcrafted Healdsburg home.brbrMake yourself at home with a full kitchen, Weber gas BBQ on the patio, goodbrbrWi-Fi, comfortable living room, updated & modern kitchen (electric range), sunbrbrporch, Roku TV, Bose speakers for iPhone and magnificent vineyard views.brbrbrbrSo much outdoor space! Sit on the front porch and look at vineyards. Sit onbrbrthe side porch and look at the open space undeveloped public lands. Maybe thebrbrback enclosed porch or outdoor patio, where you can feast your eyes on thebrbr200-year old magnificent oak tree! Indoors is just as comfy with two livingbrbrareas, an enclosed porch for card playing, puzzle-doing, or wine sipping asbrbrwell. Modern galley kitchen makes cooking a joy, and the large dining tablebrbrmakes seating a breeze! We love it, and hope you will as well.brbrbrbrParking for two to three vehicles, back porch offers no-steps on entry, frontbrbrporch has steps up to the deck.brbrbrbrJust 8 minutes to Healdsburg City limits, you get the best of both worlds withbrbrthis country property!brbrbrbrBermudes Vineyard View TOT#3954NbrbrbrbrTOT certificate number - 3954Nbrbrbrbr brbr brbrbrbrHosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served brbr brbrWelcome to RedAwning, a whole new way to travel. We make staying in a uniquebrbrhome or apartment easier than staying at a hotel. By partnering with localbrbrhosts throughout North America, we provide you with the broadest collection ofbrbrhomes in the most destinations. Every stay includes our experienced 24/7brbrcustomer assistance, our free mobile app, and accidental damage protection forbrbryour trip with no security deposits. Wherever you want to go, RedAwning isbrbrhere to make your journey easier! brbr brbrWant your own property to be included here and in the RedAwning Collection brbrJoin Us and we will instantly promote your property everywhere guests shop forbrbrtravel.brbrbrbr

Healdsburg Home with Magnificent Vineyard View by RedAwning

Healdsburg, California, United States

Bed

Bath

Sleeps

$364.17

Stay comfortably in Healdsburg at this 2-bedroom faithfully restored 1864 house. The space features one full bed and two twin beds. Perfect for four guests. The home has two bathrooms, getting ready is easy and convenient. The home is furnished in period style and elegance. Guests enjoy a serene atmosphere that invites relaxation after a day of exploring. Just one block off the Historic plaza and easy access to five-star restaurants. Beautifully landscaped and ample off-street parking with large back yard and Bar-B-Q during Summer Months. The house offers heating and AC to keep the temperature just right. Whether you’re unwinding indoors or planning your next adventure, this phenomenal home provides an enjoyable retreat. Our place will help you feel at home while you're traveling in Healdsburg.

Healdsburg 3-bedroom 1864 Historic House. Just one block to Downtown Plaza.

Healdsburg, California, United States

Bed

Bath

Sleeps

$1063.08

Summary:brbrWalk to the Plaza from this Modern farmhouse in Healdsburg | 2 king en-suites, chef’s kitchen, wraparound porch, and vineyard vistas. Enjoy complimentary wine tastings!brbrbrbrThe Space:brbrTHE SPACEbrbrbrbrWalk to the historic Healdsburg Plaza from this modern single-level farmhouse. Vineyard Vue features 2 king en-suites, a chef’s kitchen, a wraparound porch, and vineyard vistas. Enjoy complimentary wine tastings.brbrbrbrYour Wine Country RetreatbrbrWhere urban sophistication meets wine country charm, Vineyard Vue is a beautifully remodeled farmhouse just blocks from downtown Healdsburg. Blending character, comfort, and breathtaking vineyard views, it’s ideal for romantic getaways, family vacations, or friends’ retreats. Free on-site parking and a single-level layout ensure accessibility and convenience.brbrbrbrHighlights & Featuresbrbrbrbr2 king bedrooms with en-suite bathrooms + fold-out sofa in office (sleeps 2)brbrbrbrOpen-concept living area with 10-foot ceilings, premium millwork, and floor-to-ceiling French doorsbrbrbrbrChef’s kitchen: stainless steel appliances, gas range, polished countertops, full cookwarebrbrbrbrOffice/reading room with desk and sleeper sofabrbrbrbrCentral heat & air, gas fireplace, and ceiling fans throughoutbrbrbrbrWraparound porch & patio overlooking Sauvignon Blanc vineyardbrbrbrbrGas grill and outdoor diningbrbrbrbrHigh-speed Wi-Fi, Smart TVs with Xfinity & NetflixbrbrbrbrOn-site laundry with towels, linens, cleaning supplies, first aid, and sewing kitbrbrbrbrBedrooms & BathsbrbrbrbrPrimary Suite: King bed, walk-in shower, double vanitybrbrbrbrGuest Suite: King bed, glass-enclosed shower, dual vanitybrbrbrbrAdditional Bathrooms: Full bath near office + half bathbrbrbrbrSleeps up to 6 guests comfortablybrbrbrbrGuest AmenitiesbrbrbrbrBathrobes, shampoo, conditioner, soaps, and essentialsbrbrbrbrCoffee options: drip maker, French press, bean grinder (coffee not provided)brbrbrbrFamily amenities: pack ‘n play and portable high chairbrbrbrbrSingle-level layout, no stairsbrbrbrbrGuest AccessbrbrbrbrGuests have exclusive access to the entire home, porch, patio, and grounds. Check-in is seamless and contactless. Our team is always available to answer questions, provide local recommendations, and ensure a smooth stay.brbrbrbrLocation & Attractionsbrbrbrbr10-minute walk to Healdsburg Plaza for shopping, dining, and festivals. 5 minute walk to Orsi Winery.brbrbrbr1.5 miles to Seghesio Family Vineyardsbrbrbrbr3.4 miles to Healdsburg Ridge Open Space Preserve for hiking and picnicsbrbrbrbrMinutes from acclaimed restaurants, wineries, and tasting roomsbrbrbrbrLocal Winery Partnerships | Elevate Your StaybrbrbrbrComplimentary tastings at several small, locally owned wineries (guest of record must be present).brbrbrbrMerriam Vineyards: Family-owned Bordeaux-style wines ($35 value per guest, up to 6 guests)brbrbrbrOrsi Family Vineyards: Small-lot Italian varietals like Sangiovese & Schioppettino ($35 value per guest, up to 6 guests)brbrbrbrStonemason Cellars – Small lot wines all sourced locally from Sonoma County grapes. Enjoy their Nibbles & Wine tasting experience ($35 value per person up to 6 guests)brbrbrbrAn unforgettable way to toast your Wine Country getaway.brbrbrbrPerfect for GroupsbrbrbrbrVineyard Vue is two doors down from Private Vineyard Haven. Rent both properties together for multi-family getaways or wine country retreats, offering extra space and privacy.brbrbrbrOther DetailsbrbrbrbrAccessibility: Single-level layout suitable for all ages and mobility levelsbrbrbrbrBooking & Licensing: Subject to rental agreement (excludes Airbnb)brbrbrbrTOT#: 4134N | PERMIT#: TVR21-0104 | LIC#: LIC23-0103brbrbrbrThe Neighborhood:brbrLocated in a quiet residential neighborhood, though it’s close to 101 and some guests note occasional freeway noise.brbrbrbrGetting Around:brbrUber and Lyft are available, though wait times can vary. The square is walkable, but part of the route goes under an overpass without a sidewalk.brbrbrbrOther Things to Note:brbrYou may also see this home listed as “Walk to Plaza - Vineyard views, Tastings Included” on some booking sites.

Vineyard Vue - Wine Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$671.2

UPDATE !! COVID safe retreat. Casa Colibri meets or exceeds the Sonoma County guidelines for short and long-term stays. Starting in June 2020, Casa Colibri , will be offering a 30 day rental package along with the shorter-term rental option. This is to help you easily cope with sheltering in place with your family or close friends and have a great time doing it. If you like to ride bicycles, enjoy bird watching, drink premium wines and enjoy a rural wine-country setting this a fully fenced single-story 3+ bedroom, 2-bath home is situated in the heart of Alexander Valley is for you! It is ideal for families and small groups who love wine, food, birds, bicycling, and the ambiance of wine country and are perhaps looking for a clean, private retreat but within minutes to downtown Healdsburg, Geyserville and Calistoga. It's an easy one-hour drive to San Francisco. There is parking for four cars including one covered spot. The private backyard looks out onto grapes, mountains and the Russian River riparian corridor. Bocce and Pétanque courts are regulation size for you serious players. If you are ping-pong players, an all-weather aluminum-top table is set up in the backyard. In addition, there is a dartboard, corn hole, frisbee and hula hoops. brThere is an outdoor spa and shower. A solar panel array generates enough power to totally offset electrical usage. It also has an electric vehicle charging station which makes this a carbon-free getaway. brbrPLEASE NOTE: While private and offers vineyard views from every window, THIS IS NOT A PARTY HOUSE. GOOD RELATIONS WITH MY RURAL NEIGHBORHOOD IS MORE IMPORTANT TO ME THAN A BOOKING. OCCUPANTS AND VEHICLES ARE LIMITED TO THE NUMBER SPECIFIED IN THE AGREEMENT. brbrOK, now that you've read the BOLD but sadly necessary pre-emptive admonition, here are some combinations of family and small groups of friends who are perfect for this property:br-2 couplesbr-3 couplesbr-3 couples, with total of 2 children (1-12 years old)br-2 couples with 2 children and grandparent or Au Pairbr-1 couple with up to 4 childrenbr-6-7 really good adult friendsbr-5 really good adult friends and up to two more you're not sure of yet, but know.br-You get the idea. brThe number and type of beds in each room are detailed below. brPlease contact me with the exact configuration of your group and it may work out. As stated dramatically above, this a sweet retreat for the right people. It is amazingly situated and well-appointed. If you are the right group, you will have fun here. brbrYou can literally walk to 3 wineries. Dozens of other fine wineries are located within minutes by car or bike. It's an easy walk to the Russian River. brNOTE: The always excellent bicycling.brCyclists come from all over the world to ride and train here as there are miles of scenic and safe roads for all abilities. This is the year of the bike!!brbrThe charming towns of Healdsburg and Geyserville are within a 10 minute drive and offer a wide range of and dining. Calistoga and Santa Rosa are both within a 20 mile scenic drive.brbrThis home is right next to a Community Church which has service on Sunday's at 10 AM. The .68 acres is very private and serene and suitable for BBQ's with all amenities provided. brbrIf you or someone in your party likes to gamble, River Rock Casino is a ten-minute drive away and offers a full range of Las Vegas style gaming and dining. brThe home has been recently remodeled with a gourmet kitchen with vineyard views in every direction. One bedroom with a Cal King bed has a separate single bed room attached. The second bedroom has an Eastern King and a single bed. The third bedroom is the 'bunk room' with a single bed over a Queen bed and a single trundle underneath. brThe combination of these 3+ bedrooms offer a variety of accommodations. brThe large family room has a flat screen HD SmartTV with DVD, CD, and VCR. Classic board games like Scrabble, Trivial Pursuits and others are supplied. The Cal King bedroom with the single bed annex also has a flat-screen HDTV.brCasa Colibri lives up to its name as hummingbirds visit the kitchen window every day. Raptors, and a full range of year-round and migratory birds abound. The British Starlings flock and put on incredible aerial shows in the fall between feasts of grapes left on the vines. For those who have not witnessed them, their synchronized acrobatics or 'murmurations' are mysterious and remarkable. brThe Russian River is also within walking distance and offers year-round flow and activities from Steelhead and Bass fishing to kayaking to plain old swimming. Canoe outfitters provide equipment and shuttle service. brbrThe walkable Medlock-Ames Tasting Room, Stonestreet Winery and Hawkes Tasting Room provides fine wines, picnic areas, gardens and bocce courts. They also have regular food-trucks and live music on the weekends. brThe Jimtown Store and Then Sum is a minute walk away and serves breakfast and lunch featuring delicious Dim Sum.brbrThis home has everything you need to enjoy your wine-country getaway. We are in our 14th full year of operation and have improved our facilities to maximize the value of your experience. Please check out our reviews. We are resource conscious and the solar array matches the energy use. You can use the spa guilt-free at Casa Colibri! A vehicle charging station is available and free to guests who own a plug-in EV. The house also features an outside shower. br Concierge service for almost any interest or activity is available. Let us know what you want to do and we will help you make yours a memorable stay. brbrKeywords: In the heart of Alexander Valley, Casa Colibri is surrounded by vineyards and amazing bird life. You can easily walk to the unique and delightful Jimtown Store and several tasting rooms. The epi-center of World-class biking, birding and wines. Great restaurants nearby.

Safe Retreat: Birders, Cyclists, Wine Lovers, River Revelers Welcome!

Healdsburg, California, United States

Bed

Bath

Sleeps

$160.17

Come home to a gated, fenced, one acre country setting, 1.5 miles from Healdsburg's charming wine country plaza. Step through the large living room French doors onto a deck that wraps around this private house with it's level fenced lawn with views across the Russian River and a sunset vista to the western hills, shaded by large Redwoods. Relax on the covered porch with peaceful fountains, large fenced private deck with Jacuzzi Spa, infrared spa, Weber barbecue, outdoor dining table with umbrella.brWi Fi in house and deck area.brEnjoy the fully equipped kitchen. Two queen bedrooms, two bathrooms, (one in the bedroom,) the other next to the second bedroom in the hallway). Extensive gardens, orchard, hammock & outdoor comfortable seating. brAircondisioning throughout house.brEnjoy the birds, flowers, and Healdsburg experience. brbrKeywords: Healdsburg, Private House, Convenient Access to Wine Country, AC, Wi Fi, Fenced Yard, Large Deck, Weber BBQ & Spa, Lovely Gardens & Views

Private Healdsburg Retreat, 1.5 walk to town Plaza, nearby bus shuttle

Healdsburg, California, United States

Bed

Bath

Sleeps

$4,200

Overlooking the heart of Dry Creek Valley, only 8 minutes from the town square – as you climb up a pristine paved drive to this stunning view estate where the best of Healdsburg luxury awaits! “The Eagles Nest” is a serene aerie w/ spectacularly beautiful panoramic views complete with everything you’d want in a 5 star retreat. This recently built (2012) 4 bd/6ba hill top home will transport you with features of clean graceful lines of contemporary styling w/ a nod to Mediterranean architecture. Broad industrial-Persian style windows, vaulted wood beamed 23' ceilings, spacious open floor plan w/ Great Room, chef-inspired kitchen, fast internet and a serene Master Suite, outdoor shower, with a full Petanque court (the original Bocce ball) & outdoor (gas) fire pit are some of the special features of this timeless Northern California classic. The home balances open design w/ well-defined spaces and provides a beautiful link to the magnificent outdoors from every room. The amenities of this 26 acre terraced estate are thoughtfully situated for grand entertaining or family pool days. (and yes it’s nice new heated the pool!) Careful attention to blending architectural integrity and artisanal craftsmanship make this home exceptional. brExtra bed is available upon requestbr

Stunning Dry Creek Road Estate

Healdsburg, California, United States

Bed

Bath

Sleeps

$2614.98

brWelcome to Riverstone, a private Wine Country estate designed as a family compound just minutes from Healdsburg Plaza. Perfect for extended families, wedding groups, cycling enthusiasts, and wine-tasting getaways, this gated estate offers unmatched privacy, abundant amenities, and resort-style comfort—exclusively for your group.brbrATTENTION FIFA World Cup–Ready Luxury Estate Near HealdsburgbrWelcome to Riverstone, your private Wine Country resort—perfect for groups traveling to Northern California for the FIFA World Cup. Whether you're here to cheer for your team, host watch parties, or unwind between matches, this exclusive gated estate offers the space, comfort, and amenities World Cup fans crave.brJust minutes from Healdsburg Plaza and within easy reach of Bay Area stadium venues, Riverstone delivers an unforgettable blend of celebration energy and wine country relaxation.brbrbrEstate OverviewbrbrRiverstone features a collection of three beautifully appointed homes spread across more than 5,300 sq. ft., providing generous indoor and outdoor living spaces. The property accommodates up to 12 guests and includes 8 bedrooms and 9.5 bathrooms, with the flexibility to select any combination of five bedrooms—each with its own private bath—to suit your group’s needs.brbrRelax in a serene setting overlooking the Russian River (views only, no water access), surrounded by fountains, gardens, and inviting outdoor areas.brbrResort-Style AmenitiesbrbrEnjoy your own private retreat with amenities typically found at a luxury resort—yet shared only with family and friends:brbrSolar-heated in-ground pool (seasonal, May–October)brbrHot tubbrbrFire pitbrbrBocce ball court & horseshoe pitbrbrBasketball hoopbrbrBadminton/volleyball lawn (seasonal)brbrPing pong & frisbee golfbrbrFully equipped exercise roombrbrHigh-speed WiFibrbrExpansive brick patio with outdoor seating and gas grillbrbrThe estate’s spacious grounds and thoughtfully designed outdoor areas make it easy for guests to gather, relax, and create lasting memories.brbrThe HomesbrQueen Anne House — 3BR/4BAbrbrThis elegant main home features:brbrA gourmet kitchen with island, granite counters, and dining for eightbrbrFormal dining and living rooms with hardwood floorsbrbrA generous primary suitebrbrA large patio with al fresco dining, gas grill, and fire pitbrbrPerfect for cooking, entertaining, and gathering as a group.brbrThe Coop — 2BR/2BAbrbrA charming guest cottage offering:brbrTwo bedrooms with queen bedsbrbrTwo full bathsbrbrA kitchenette and cozy living areabrbrIdeal for couples or guests who enjoy a little more privacy.brbrOak Tree House — 3BR/3BAbrbrThis spacious home includes:brbrA full kitchen, living room, and dining areabrbrDeck seating off the kitchenbrbrA small private terracebrbrAn ADA-accessible primary suite with ramp entry and ADA bathroombrbrA comfortable option for multi-generational groups.brbrBedroom & Bathroom Summarybrbr5 Bedrooms (configurable from any of the estate’s 8 bedrooms)brbr6.5 Bathrooms across the propertiesbrbrBedding includes 2 king beds and 3 queen bedsbrbrEvery selected bedroom comes with a private bathroombrbrRiverstone is located just 1.83 miles (5 minutes) from Healdsburg Plaza—close to world-class wineries, tasting rooms, restaurants, bike routes, and Russian River recreation. Guests return year after year for the unbeatable combination of space, privacy, and convenience.brbrMinimum age to reserve: 33brPermit: ZPE12-0027

Luxurious Enchanting Healdsburg estate style retreat, sleeps 12, pool, firepit

Healdsburg, California, United States

Bed

Bath

Sleeps

$1405.6

Location, Location, Location! Only 1.4 miles from Downtown Healdsburg and the famed Healdsburg Plaza Square. You'll be staying as close to the center of culinary delights yet wakeup in the country! There is a main house with 3 bedrooms, 2 baths adjacent to your very own tasting room as well as a pool & hot tub all overlooking hundreds of gourgeous acres of Zinfandel, yet only minutes into town. We have a delightful pool designed to sit & sip at all four corners. Take a relaxing dip in the luxurious hot tub or cozy up to the bar overlooking it all.... enjoy all the wine country has to offer on your very own private wine country Ranch, right off the world renown wine trail which is Dry Creek Road!

Dry Creek Ranch ~ Pool, HotTub, & Game Barn!

Healdsburg, California, United States

Bed

Bath

6

Sleeps

$681.3

Summary:brbrOnly 8 miles from the Plaza in the heart of Dry Creek Valley | Luxurious farmhouse with 2 en-suite bedrooms, hot tub, wraparound porch with vineyard views, firepit, & complimentary tastings!brbrbrbrThe Space:brbrEscape to Santini, an exclusive farmhouse estate in the heart of Dry Creek Valley, just 8 miles from Healdsburg Plaza. Surrounded by world-class vineyards, this newly built home combines seclusion, comfort, and modern luxury, making it perfect for families, couples, or groups of friends seeking a Wine Country retreat.brbrbrbrThis home offers a perfect blend of comfort and care. Guests enjoy all the amenities while experiencing hospitality that makes them feel warmly welcomed and fully supported throughout their visit.brbrbrbrLocal Winery Partnerships | Elevate Your Stay with Complimentary TastingsbrbrbrbrAs our guest, you’re invited to elevate your Wine Country stay with complimentary tastings at several small, locally owned wineries — Merriam Vineyards, and Orsi Family Vineyards. (Guest of record must be present for all tastings)brbrbrbr• Merriam Vineyards – a family-owned estate crafting elegant, Old World–inspired Bordeaux-style wines; a $35 value per guest, complimentary for up to six guests.brbr• Orsi Family Vineyards – a locally loved winery specializing in expressive, small-lot Italian varietals like Sangiovese and Schioppettino; a $35 value per guest, complimentary for up to six guests.brbr• Stonemason Cellars – Small lot wines all sourced locally from Sonoma County grapes. Enjoy their Nibbles & Wine tasting experience; a $35 value per guest, complimentary for up to six guests.brbrbrbrA unforgettable way to toast your Wine Country getaway — cheers to delicious moments ahead!brbrbrbrMain Residence: 2 bedrooms, 2.5 bathsbrbr• Primary Bedroom: King with en-suite bathroombrbr• Guest Bedroom: Queen with en-suite bathroombrbr• Living Room: Pull-out sofa for additional guestsbrbrbrbrIndoor & Outdoor Features:brbr• Wraparound porch with vineyard views, Adirondack & rocking chairsbrbr• Hot tub and fire pit for relaxing eveningsbrbr• Fully equipped kitchen with cookwarebrbr• Central heat & air conditioningbrbr• Smart TVs and high-speed Wi-Fibrbr• Washer/dryer and ample private parkingbrbr• Pack and Play and High Chair available upon advance request.brbrbrbrOptional Services: Private chef, wine tour bus, massage, and yoga instruction available for additional feesbrbrbrbrLocation & Experiencesbrbr• Just west of the new 5-star Montage resortbrbr• Minutes from world-renowned wineries and tasting rooms along Dry Creek Roadbrbr• Outdoor adventure: Cycling, Lake Sonoma boating, and hiking nearbybrbrbrbrConstruction Alert (Aug 2025): Neighboring parcel may have construction M-F 7:30–5. Often paused, but may be active during your stay.brbrbrbrSantini offers a blend of modern comfort, Wine Country charm, and privacy, providing a memorable retreat for those looking to relax, recharge, and savor the best of Sonoma.brbrbrbrTOT#4076N | PERMIT#TVR23-0074 | LIC#LIC23-0178brbrbrbrThe Neighborhood:brbrLocated on Dry Creek Road—occasional road noise may be heard from passing traffic.brbrbrbrGetting Around:brbrLyfts/Ubers are available although wait times can vary

Santini Farmhouse - Wine Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$1402.24

Our recently renovated family’s estate overlooks the beautiful Mill Creek Valley and features a spectacular vista of vineyards, pasture, and forest. Positioned on two acres, this private retreat is filled with enough activities - a pool, whirlpool, putting green, bocce court, sauna, home theatre, and gourmet kitchen - to keep friends or family occupied. While the private location feels a world apart, Healdsburg Plaza is less than three miles away. brbrThe house is organized around a open floor plan living room, kitchen, and dining area, which enables easy entertaining. The window-lined space affords views of a waterfall in the back house, or a loggia and the pool and vineyards beyond. A gourmet kitchen is well-equipped for wine country entertaining, and a heated outdoor dining area allows for al fresco meals any time of day or night. The main house has 3 bedrooms and bathrooms, and a guest cottage has a home theater, a bathroom, and an additional sleeping area. The 40-foot pool provides a cool break in hot Sonoma days, and a vine-wrapped trellis offers shade. And the pool can be heated, if you'd like to pay for the propane.brbrProfessional landscaping provide a beautiful backdrop. Rosemary and roses cover the grounds, and an orchard includes a fruiting orange tree and an olive grove. A stand of live oaks provides shade and ample opportunity to explore.brbrTOT# #2670N

Private 3 Bed + Cottage Wine Country Estate With Pool And More

Healdsburg, California, United States

Bed

4

Bath

8

Sleeps

$777.51

Chateau Chemise -Pool, Hot Tub, Wine Tastings

Healdsburg, California, United States

Bed

Bath

Sleeps

$2150.4

This four-bedroom, three-bath luxury villa is tucked away in the pristine beauty of Dry Creek Valley, just ten minutes from downtown Healdsburg. Here, you get all the charm of country living: stars, serenity, sweeping views, farm animals, and fresh air, while still being only minutes from the restaurants, shops, and world-class wineries of Healdsburg and the surrounding wine country.brbrSet on a magical 55-acre estate with a small winery and working farm, your stay includes a true agricultural farm stay experience. Guests enjoy a complimentary wine tasting in our tasting room for up to 8 guests, paired with a farm-to-table bite. If you’re feeling adventurous, we’re also happy to let you feed our furry animal residents—always a guest favorite.brbrThe property is shared with a winery/tasting room, barn, cottage, and the villa. Tastings are by appointment only, and the property is lovingly managed by the owners.brbrThe journey here is part of the magic. The drive is a half mile off Dry Creek Road (one mile past the renowned Dry Creek General Store), winding through old oak trees draped in Spanish moss and rolling vineyards. Once you pass through the privacy gate, you’ll find yourself surrounded by lush gardens, animals, and hidden nooks perfect for relaxing. The entire property is off-grid and runs on solar energy. We make every effort to respect the land and live in harmony with the environment that makes this place so special.brbrThe villa itself offers the perfect blend of luxury and comfort. Inside, you’ll find four king bedrooms, three full bathrooms with showers, smart TVs, high-speed WiFi, SONOS, three gas fireplaces, a wine cellar (just like a hotel bar), media room, washer and dryer, and a fully equipped kitchen with prep area. All beds feature professionally cleaned and pressed linens, and furnishings throughout are new and thoughtfully curated.brbrOutside is where the villa truly shines. Enjoy the pool and hot tub, a covered patio with a wood-burning fireplace, and a full outdoor kitchen—all overlooking one of the most breathtaking views in Sonoma County, spanning the entire Dry Creek Valley floor. brbrPlease note: Band of Reeve Wines members are encouraged to reach out directly at stay@reevewines.com or through VRBO for special considerations.brbrWe look forward to welcoming you and are always happy to answer any questions. We’re truly excited to share this special place with you and help create an unforgettable stay.brbr(TOT# 2930N)brbrBest wishes,brKelly and Noah

Farm Stay Villa on 55 Acres // Pool, Hot Tub & Complimentary Wine Tasting

Healdsburg, California, United States

Bed

Bath

Sleeps

$616.0

Amazing private estate. 14 acres of redwoods and sunny saline 60’x25’ pool and 2 ponds. Pool house with Murphy bed, steam room and sauna room, outdoor shower, locker room. Full outdoor bbq kitchen. Main house with four bedrooms and three full baths. Fireplace, game room, views over ponds and fruit orchard. Side yard with waterfall. Rustic country with all the comforts of a amazing resort. Sleeps 12. 4 full baths.brPool maintenance, Gardner included. Extra maid and chef available at their cost. 10 minute drive into world famous Healdsburg town square. World class wineries and restaurants abound.

Wine country retreat

Healdsburg, California, United States

Bed

Bath

Sleeps

$731.41

Welcome to your vintage escape nestled in the heart of California`s wine country. This delightful 3 bedroom + den, 3 bath home captures the essence of the era with its unique architecture and large open great room.brbrbrbrPerfectly situated in Healdsburg wine country, this home offers convenient access to renowned wineries, artisanal eateries, and vibrant downtown attractions. Explore Sonoma County`s finest vineyards just moments away.brbrbrbrStep into the inviting living area adorned with a sunlit ambiance and comfortable furnishings. Relax on the plush sofas, gather around the fireplace, or enjoy a movie night on the flat-screen TV. The adjacent dining area provides a perfect setting for family meals or intimate gatherings. Prepare delectable meals in the fully equipped kitchen boasting vintage charm. brbrbrbrUnwind in the expansive backyard featuring a patio area with a expansive outdoor dining table, outdoor seating, and lush greenery. Sip local wines as you bask in the serene ambiance or host a delightful alfresco dinner.brbrbrbrThree well-appointed bedrooms offer comfortable sleeping arrangements for up to eight guests. Each room is tastefully decorated, providing a relaxing retreat after a day of exploration.brbrbrbrThe wine themed den can be used as an additional bedroom, wine tasting room or second living room.brbrbrbrEnjoy the convenience of modern amenities, including high-speed Wi-Fi, central heating, laundry facilities, and ample parking on the property.brbrbrbrNearby Attractions:brbrbrbrJ Vineyards – 2.5 milesbrbrAperture Cellars – 1.8 milesbrbrMerriam Vineyards - .6 milesbrbrHealdsburg Plaza – 3.5 milesbrbrWindsor Town Green – 3.2 milesbrbrbrbrThings to know:brbrYou must be 25 years of age to rent this homebrbrbrbrLIC23-0043brbrTOT# 4730brbrbrbrSonoma County Regulations:brbrbrbrQuiet Hours 9pm-7ambrbrNo amplified sound or eventsbrbrMax Occupancy – 8 guestsbrbrUp to 3 vehicles may park on-site

Charming Retreat near Healdsburg – 3 BD + Den, Outdoor Dining

Healdsburg, California, United States

Bed

Bath

8

Sleeps

$203.06

Enjoy this unique and tranquil getaway. Located two short miles from Healdsburg Plaza (that you can access by foot via backroads) and a half mile walk down the hill to Camp Rose Beach. You get the best of both worlds - convenience to town and natural beauty. The home is nestled among the trees at the end of a side road and has incredible views from all windows of the undeveloped hills across the Russian River. It has been completely refurnished with new furniture, bedding, mini splits, and fresh paint. We made a concerted effort to reflect Healdsburg in the color choices and feel of the home. The house is 1425 square feet, and there is an additional 1000 square feet of decking (one large porch off the first floor and one deck off the upstairs living room). It is a special space to enjoy all that the wonderful town of Healdsburg has to offer.

Fabulous Views from Healdsburg Home

Healdsburg, California, United States

Bed

Bath

4

Sleeps

$442.4

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.br 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. br 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 Plaza, perfect for wine tasting and enjoying world-class restaurants. In summer we have two Farmers Markets for local produce and products--Saturday 9-noon and Tuesday in the Plaza, 9-noon. There are local bookstores, bakeries, coffee houses, art galleries and retail shops for jewelry, fine clothing and kitchen wares. br Bright and clean open-plan, single-story home with all new furnishings: two queen bedrooms, (east and west) each with a tv. East bedroom has a slider to the deck. Two full baths each with walk-in showers. Washer/Dryer is off the kitchen. br Relax in the living room and watch a movie or curl up with a book, sit on the stools at the counter and talk to the cook in the fully-equipped kitchen. Dining table seats 4 and has much of the 180-degree view! Living room has wall of windows with wide slider to the deck, a small gas grill, and places to sit, or stand and watch the fabulous scenery. High chairs for dining at the plank table with a string of festive lights overhead. br It's a very quiet neighborhood, excellent for resting and relaxing. People are friendly, but privacy is respected and the deep nature, the dark nights, and the serenity are the draws of staying on the mountain. We are among the houses along a narrow windy lane (far less grand than Avenue might suggest!); each home set a bit differently--most have been treasured for generations by families who came to Fitch Mountain for respites from city life. Step out the door along the lane and set off for beautiful walks, go explore the little trails and lanes that surround you in redwoods, century-old vacation cottages, wild flowers, mother and baby fawns and California oaks, bay, madrone, buckeye, and redwood. Birdlife abounds.

Wooded Restful Retreat, with broad scenic views, outdoor dining

Healdsburg, California, United States

Bed

Bath

4

Sleeps

$2166.33

KC Estate at KCE Winery is a luxurious wine country retreat on a private vineyard just 10 mins from Healdsburg. The property includes two stylish guest houses and two spacious suites, perfect for families or groups. Enjoy a pool, hot tub, vineyard views, and strolls through the scenic grounds. Guests can taste estate wines at our onsite tasting room. A peaceful escape for wine lovers, cyclists, and anyone seeking the charm of Sonoma County.brThe property does share space with our winery tasting room, so the property may have guests during the day.

6-bedroom Winery Estate in amazing Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

$358.4

Spacious and private luxury suite at a beautifully restored award wining Victorian located in the heart of the Alexander Valley at Jimtown. Sumptuous living area with fireplace and a marbled bath with courtyard out French doors. Enjoy a dreamy night sleep in a new Kluft bed with hotel linens and large smart TV with premium apps and DVD's, refrigerator with snacks and refreshments, and Nespresso coffee! Nestled in the center of the scenic Jimtown enclave, you can stroll across the street to the Medlock Ames tasting room, Jimtown Store or the Hawkes Winery. Surrounded by world class wineries, and just minutes to the Healdsburg Plaza and dining!

luxuriously appointed private large guest suite in a landmark Victorian

Healdsburg, California, United States

Bed

Bath

Sleeps

$552.29

Fully equipped 3 bedrooms & 2.5 bathrooms. Expansive indoor & outdoor downstairs living & dining areas. The pool, outdoor kitchen and outdoor patios are separated from the indoor living areas by sliding 13' glass panels. An office overlooks the private outdoor area. This home features Wolf & Sub-Zero appliances, built-in Sonos speakers, & a remote-controlled fireplace. 2 blocks from Healdsburg's central plaza. Construction completed January 2022.

Downtown Healdsburg Contemporary Home with Pool

Healdsburg, California, United States

Bed