Home Vacation Home Rentals By Owner In Healdsburg, CA

Showing 20 Of 137 Vacation Rentals
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Exceptional(2)

$1096.73

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Private Vacation Home

Healdsburg Gorgeous Farmhouse for 10, Pool,Spa,BBQ

Healdsburg, California, United States

Experience classic Wine Country living at this gorgeous farmhouse and vineyard retreat, just 9.2 miles from downtown Healdsburg and minutes from Forestville, the Russian River communities, and dozens of world-class wineries. Set along a popular cycling route, this spacious two-story home comfortably sleeps 10 guests and is perfect for families, couples, and groups seeking a relaxing Sonoma getaway.brbrInside, the farmhouse features three bedrooms (King, Queen, Queen) plus a loft with four twin beds, ideal for kids or extra guests. Settle into the cozy living room, complete with a traditional fireplace—perfect for gathering, sharing stories, and unwinding after a day of wine tasting or outdoor adventure. The formal dining room for 10 sets the stage for memorable meals, while a second living/recreation room with sectional seating provides a great hangout space for teens or children.brbrThe bright white kitchen offers gas cooking, generous counter space, and a welcoming breakfast nook. Just steps outside, enjoy easy access to the solar-heated pool (May–Sept) and private hot tub. Spend sunny afternoons lounging poolside, resting in the hammock, grilling on the propane BBQ, or wandering the gardens filled with vegetables, flowers, and seasonal sunflowers. Guests are welcome to pick fresh produce—just enough for your stay—so future visitors can enjoy the garden too.brbrThis peaceful Wine Country property blends comfort, charm, and convenience—making it an excellent home base for exploring Healdsburg, Santa Rosa, Sebastopol, and the surrounding Sonoma County wine regions.brbrPermit: ZPE12-0018brPlease note: After booking, an additional rental contract will be sent and must be signed to confirm your stay.brbrAt a Glancebrbr9.2 miles to downtown Healdsburgbr5 minutes to Forestvillebr15 minutes to Santa Rosa & Sebastopolbr10 minutes to Sonoma County Airportbr4 bedroomsbr3 bathroomsbrbrWiFi - due to location reception can be spottybrbrSatellite TVbrPropane BBQbrSolar-heated in-ground pool (May - Sept)brPrivate hot tub
Bed 4

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Bath 3

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Sleep 10

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Exceptional(54)

$1119.63

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Private Vacation Home

Stunning, contemporary, eco-friendly home on 2.5 acres | Heated Pool & Spa

Healdsburg, California, United States

Location, location location! Perfectly situated only 3 miles (a 5-7 minute drive) from the charming and historic Healdsburg Plaza, this fabulous, custom three-bedroom home abounds with special eco-friendly features. You will be wowed by this modern home’s beautiful open-beamed cathedral ceiling, wall-to-wall windows and multiple full-glass, oversized French doors that let the beauty of Mother Nature inside. With vineyards all around, a short drive down a tree-lined, country lane, delivers you to this tranquil wine country home. A/C is provided in the bedrooms during those extra hot days.brbrThe beautiful new, in-ground salt water pool/spa with electric, lockable cover is solar heated, and the spa is gas heated. The partially covered front porch is a tranquil gathering place that looks out over the pool and new bocce ball court on the side. Furnished with a large teak dining table and chairs for six, four beautiful chaise lounges for the ‘sun worshipers’ and a comfy new full-sized outdoor sofa with two chairs, coffee table, and end table, this entertainment space is especially serene. brbrCompleting the outdoor amenities are a new Weber natural gas grill plus a briquette kettle grill for the grilling “purists.” brbrPlease note that this is not a “party house.” The setting is peaceful and bucolic, and we require that all guests respect the serenity of the area and our neighbors’ expectation of peace and quiet. We strictly enforce not just the Sonoma County Vacation Ordinance rules, also the special, including limiting the number of guests and cars that may be on the property at any time. brbr**Sonoma County Ordinances requirements are as follows:brbr• Maximum occupancy, not including children under 3, is 6br• Maximum number of vehicles allowed is 2br• Quiet hours must be observed between 10:00 p.m. and 7:00 a.m.br• Outdoor amplified sound is not allowedbr• The Transient Occupancy Tax Certificate number is 1676Nbr• No RV ParkingbrbrThis Wine Country ‘chateau’ is a heavenly home away from home with vineyards all around. Just south of the Healdsburg square, this property offers a tranquil and serene ‘home base’ for soaking up the beauty of Mother Nature, enjoying a dip in the salt water pool and/or spa, playing a little bocce ball, or making yourself a fine feast. When you leave the property, please explore and enjoy the diversity of Sonoma County Wine Country, with more than 100 wineries, outstanding restaurants, Russian River, Sonoma Coast, and many more attractions and adventures in the ‘Tuscany’ of northern California; you will likely need at least a week to relax and feel the joy!brbrPlease keep in mind that this is a Pet Free home.br*Heated pool may be available from Nov. 1st to May 1st at an extra energy expenditure cost for entire stay, please remember to ask us!
Bed 3

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Bath 2

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Sleep 6

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Exceptional(39)

$1377.6

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Private Vacation Home

Walk to Downtown Healdsburg--Luxury Healdsburg Vacation Rental

Healdsburg, California, United States

//Just bring your toothbrush//brbrA 1/2 acre property in the Dry Creek Valley but on the edge of town.brThis incredible home has it all and is continuing to evolve.brbr3 bed/2 bath w large, gourmet kitchen & living room.brbrEvery amenity you can wish for:br-40’ heated pool w jetted spa & Baja shelfbr-Tesla highspeed chargerbr-6 bikes & helmets for cruising into town or around the valleybr-Detached gym equipped w Peloton, weights, smart TV and yoga eqptbr-Detached party barn complete w pool table, 412 arcade game-console, indoor basketball arcade game, cornholebr-BBQbr-Pizza Oven br-Large TVbr-High speed internetbr-Fully stocked wine fridge w premium wine from The Harris Gallery Art & Wine Collection...consume what you want, we'll charge your card when you leavebr-Complimentary wine tasting for all registered guests @ The Harris Gallery, a Father/Son art gallery and boutique tasting lounge on the plaza in downtown Healdsburgbr-Complimentary, local coffee br-2 robes for each roombr-Crib/high chair/rocking chair for taking care of little ones br-Great for groups, families & new parentsbrbrSpecial requests Just ask.brbrThe Safeway shopping center is a block away.brDowntown Healdsburg is 2 blocks away. Walk or bike to town.brbrEach room has a king-size bed & black out shades.brThe master bedroom has a walk-in closet that will perfectly house a pack & play for napping littles.brbrAnything missing during your stay Let us know so we can add it. brWe want this to be your home away from home. brEvery detail was intentionally and thoughtfully planned for you.brbrWant a private chef brWant someone to stock your bar or kitchen brNeed someone to plan your itinerary brWe can connect you to it all...
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Bath 2

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Sleep 8

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Exceptional(1)

$2379.67

/ Nightly
Private Vacation Home

The Barn Villa

Healdsburg, California, United States

Summary:brbrWe built your dream! brbrbrbrEscape to nature and experience the perfect balance of convenience and comfort at NewTree Ranch. Perfect for intimate weddings, celebrations, corporate retreats, board meetings, & many more!brbrbrbrThe Barn epitomizes sustainable farm stay living. Located above a one-acre private garden amid towering Pacific Redwoods and just 10 minutes from downtown Healdsburg, Sonoma.brbrbrbrPossible to add on another villa with 4 more bedrooms for a total of 12 overnight guests.brbrbrbrThe Space:brbrWith The Barn Villa’s off-grid cutting-edge technology, innovative architecture, designer amenities and comfortable furnishings, you'll enjoy being closer to nature in the most convenient way. brbrbrbrThe Barn offers two lavishly appointed bedrooms with organic Avocado Green mattresses, Frette luxury linens and pillow sachets filled with fragrant garden flowers. The two baths are overlooking the redwood trees and the lush forest. The Barn's chef’s kitchen boasts with state-of-the-art appliances and tools to help you enjoy preparing your meals with your fully-stocked pantry, coffee essentials and a freshly brewed tea steeping perfectly on your arrival. Practice in your private 1200-sq. ft indoor fitness center filled with gym and yoga equipments. You can also enjoy the heated outdoor porch overlooking the beautiful garden that you can enjoy all year round. brbrbrbrSpending time on your outdoor spa bath, Japanese Tea garden, and elevated fire pit while watching the enchantingly peaceful landscape is all part of The Barn experience. brbrbrbrIn addition to its meticulous details, The Barn house is a magical getaway located on a 120-acre ranch that is all yours to freely roam around during your leisure time! Enjoy the indoor and outdoor facilities, including the tranquil beauty of our garden, private lake and hiking trails. brbrbrbrPlus, you don't have to travel far—all the wonderful restaurants, wineries and shops in downtown Healdsburg are only 10 minutes away; Healdsburg, California is a premier destination in Sonoma County’s wine country (and named one of the best places to visit in 2021 by Condé Nast Traveler). brbrbrbr
You can also make the most of your retreat by joining the farming activities, where you can learn bio-dynamic farming practices and have hands-on experience harvesting and planting. Get to know different medicinal herbs such as thyme, rosemary and lemon balm to name a few, and have fun making your own tea blends! brbrbrbrThe Garden offers a wide variety of activities for you and your family. Start your day by picking fruits and edible flowers in the garden. You’ll be treated with the sweetest plums, golden berries, raspberries, apples, figs and many more during harvest season! brbrbrbrIndulge in a seed-to-table culinary adventure - handpick your organic produce from seasonal crops in The Garden, enjoy eating it in your patio while watching the panoramic vistas of rolling green hills as your backdrop! As the day ends, freely watch the birds dancing above redwood trees while listening to the echoes of the wind. brbrbrbrNew Tree Ranch is dedicated to sustainability of agricultural and forest lands. Here at the ranch, you can have a deeper understanding of biodynamic-farming, permaculture, vital water cycles, reducing carbon foot print and sustainability. Some of the regenerative and sustainable experiences include , tea making, bee rewilding, compost making, building living soils, sowing microgreens, tree planting & reforestation, and many more! Everything done on the property is in the spirit of learning to live a life that is in harmony with nature, adding to the beauty of this beautiful land. brbrbrbrThere are a lot of fun activities to do at the ranch but the most invigorating is practicing the art of doing nothing. Bathe in the scents of the forest, wander around the garden, smell the sweet aroma of the flowers and encounter the shy hummingbirds trying to catch your attention, thanking you for your presence as you visit and expose yourself to the beauty of this sanctuary— the nature we call home at NewTree. brbrbrbrOh, the joy of living in The Barn! Experience this unique farm stay lifestyle and treat yourself and your family to a one-of a-kind getaway. Have a rejuvenating stay with us, where luxury meets peace in perfect harmony! brbrbrbrAs seen on.. brbr• Travel + Leisure, 10 Family-friendly U.S. Ranches to Experience the Great Outdoors brbr• Forbes Magazine, Northern California's NewTree Ranch is Redefining luxury. brbr• Haute Living, NewTree Ranch: A Place for Revival, Restoration, and Renewal brbr• Travel + Leisure, 50 Best Places to Stay in 2021. brbr• Departures, 10 Luxury Experiences for Eliminating Negativity. brbr• 7 X 7 Magazine, NewTree Ranch: Totally Private Digs Near Healdsburg.brbrbrbrGuest Access:brbrEnjoy the indoor and outdoor facilities of NewTree Ranch:brbrbrbr- The Garden brbr- Outdoor Kitchen & Dining Areabrbr- Balinese Outdoor Bathing Tubbrbr- Japanese Tea Gardenbrbr- Private Lake Andreasbrbr- Hiking & Biking Trailsbrbr- Indoor Gymbrbr- FarmbrbrbrbrThe Neighborhood:brbrAmid the magnificence of California’s towering Redwoods, across 120 acres of rolling green hills and verdant farmland, sits NewTree Ranch. You don't have to travel far—all the wonderful restaurants, wineries & shops in downtown Healdsburg are only 10 minutes away; Healdsburg, California, a premier destination in Sonoma County’s wine country (and named one of the best places to visit in 2021 by Condé Nast Traveler). Come stay with us where luxury meets peace in perfect harmony!brbrbrbrGetting Around:brbrYou will be provided with a ranch map with all of the outdoor facilities upon booking confirmation.brbrbrbrOther Things to Note:brbrGuests can also book optional regenerative experiences at an extra cost such as private chef, massage, wine tours and more! Confirmed bookings will receive the experience menu with the list of our preferred guides and their rates. The list also includes the self-guided experiences and outdoor facilities that the guests can enjoy at NewTree Ranch without extra cost.brbrbrbrAccessibilitybrbrbrbrThe Barn Villa has two flights of stairs and is not suitable for guests with limited mobility.brbrbrbrInteraction with Guests:brbrI live on and adjacent property about .5 miles away. You have you’re privacy but I am always around if you need anything.
Bed 2

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Bath 2

Bath

Sleep 4

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Exceptional(196)

$2263.0

/ Nightly
Private Vacation Home

5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE

Healdsburg, California, United States

STUNNING RETREAT HOME IS LOCATED ON 3 1/2 ACRES AT THE END OF A PRIVATE ROAD JUST MINUTES TO HEALDSBURG SQUARE, THE HOME SLEEPS 12 WITH 5 BEDROOMS and 6 1/2 BATHS. ABSOLUTELY NO EVENTS ARE ALLOWED. brLegal permit ZPE15-0793brTHE BACKYARD OFFERS A UNIQUE OPPORTUNITY TO BE NESTLED AMONG A BEAUTIFUL PRIVATE FOREST, SIT OUT BY THE POOL, ENJOY THE HOT-TUB, EXPERIENCE THE SAUNA OR CLIMB UP AND SEE THE VIEW FROM THE CHARMING TREE HOUSE, WHICH IS ENCLOSED AND HAS ELECTRICITY . THE PROPERTY ALSO HAS A SMALL VINEYARD OF CABERNET GRAPES, A QUAINT BARN, A 2 HORSE STABLE , LEMON, PEAR AND APPLE TREES.brbrDO NOT MAIL ANYTHING TO THE HOUSE -WE CAN NOT RECEIVE PACKAGESbrbrTHE FRONT YARD HAS A LARGE GAZEBO WITH DINING TABLE, SOFAS, T.V., HEAT LAMP AND IS GREAT FOR TAKING IN THE FRONT YARD SCENERY.brbrALL ROOMS HAVE LUXURY KING MATTRESSES, HIGH END SHEETS AND DOWN COMFORTERS AND PILLOWS. ALL BEDROOMS HAVE EN SUITE BATHROOMS.brbrLARGE 900 SQUARE FOOT MASTER BEDROOM WITH KING SIZE BED, SEPARATE SITTING ROOM AND LARGE BATHROOM FEATURING A JACUZZI TUB, SHOWER WITH STEAM AND TWO SEPARATE SINK AND COUNTER AREAS. brbrBEDROOM 2 HAS A KING BED AND EN SUITE FULL BATHROOMbrbrBEDROOMS 3 AND 4 ALSO HAVE KING BEDS AND HAVE THEIR OWN IN SUITE FULL BATHROOMSbrbrTHERE IS ALSO A PRIVATE Guest house WITH ITS OWN PRIVATE ENTRANCE. IT HAS THE 5th BEDROOM there plus a LARGE SITTING AREA WITH A SECTIONAL SOFA, a MURPHY bed that CAN SLEEP TWO GUESTS AND HAS A LARGE T.V. THE GUEST HOUSE HAS TWO FULL BATHROOMS, ONE OF WHICH OPENS TO THE BACKYARD TO BE USED AS A POOL BATH WHICH CONNECTS TO A CHANGING AREA.brbrALL BEDS HAVE TOP OF THE LINE LUXURY MATTRESSES AND SHEETS. brbrTHE MAIN HOUSE HAS A GREAT LAYOUT WITH A LARGE LIVING ROOM, DINING ROOM, DEN WITH SAMSUNG CURVED 50 T.V. , KITCHEN WITH DINETTE AND A HALF BATH. THE HOUSE HAS ALL NEW FURNISHINGS. brbrLegal permit ZPE15-0793. TOT 2445/2536N Please note that we have external security cameras to safe guard our home. Our home is inside an entrance gate and the code will be given to you before arrival.
Bed 5

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Bath 6

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Sleep 12

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Exceptional(180)

$613.78

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Private Vacation Home

Fitch Mtn Lookout- Gorg & Comfy!Pets-Walkable Russian River-Spa under the stars!

Healdsburg, California, United States

Gorgeous Forested Russian River Valley Views atop Fitch Mountain w/Lux Spa under the Milky Way/Stars & walkable Neighborhood Only Beachbr--------brRATESbr• Base *Guest Rate per night is for up to FOUR guests as listed on VRBO for your specific dates.br• Additional guest fee (for each of guests 5, 6, 7, 8, 9... ) $50 per night for the total number of nights in the booking.br• Guests of any age count toward the Guest Rates/Fees.br• *Maximum Occupancy is 10 people over the age of 3yrs old.br----------brFEESbr• Cleaning fee as listed on VRBO per stay.br• Pet fee for the 1st pet is $75 per night for the total number of nights in the booking.br• Pet fee for a 2nd pet is $50 per night for the total number of nights in the booking. Download our Pet Play & Stay Experience Info to see all the items we provide!brSECURITY DEPOSITbr• Refundable security/damage/rules deposit as listed on VRBO per stay.br----------brTAXESbr• S.C. T.O.T. as listed on VRBO per stay.br__________brOVERVIEWbr__________brCan sleep up to 10* & Super Pet Friendly! Luxury spa, beautiful retro-inspired Vermont Castings gas fireplace, A/C (seasonally), stunning state of the art remote-controlled ceiling fans throughout the home. Three amazing decks, spectacular views, walking distance from semi-private beach access and Del Rio Woods Beach. A nature oasis in the heart of wine country. High-speed wireless internet (500mbps), Smart TV with surround sound bluetooth speakers, luxury towels & linens...read on to discover more!brbrFitch Mountain Lookout (FML) is perched on the south (sunny!) side of Fitch Mountain in Healdsburg. Its stunning views of the forested river valley below often showcase Osprey & Egrets flying along the water's edge, while Otters and Herons hang around the banks. Deer and their fawn (Quails and their little chicks) trot by the bedroom windows daily, and the provided Hummingbird Happy Hour kit entices our furious fliers to provide daily entertainment on all the decks while Chickadees, Titmice, Stellar & Scrub Jays, Grosbeaks, Pine Siskins, Gold Finches, and even Orioles hop in for wild seed, a sip of nectar, or bird bath. It is a fantastic 2000 square foot multi-level 3 bedroom, 2 full bathroom reverse-flow floor plan home. The main level of the home showcases an amazing 12ft picture window with a large open flow family room to living room concept. This area features a picturesque retro Vermont Castings fireplace, ample cozy seating, & is perfect for sipping wine, playing board games, or catching up on your favorite show. brbrYes, FML is nestled in the woods, on a little mountain, & feels delectably removed from the busy world, but tech lovers' have nothing to fear! The family room is equipped with a 58' flat-screen smart TV to make using your streaming services and apps easy! No Roku or Amazon stick needed! And you can cast from your cell phones & laptops. Additionally, we offer bluetooth surround sound bar & speakers for an enhanced tv sound experience--which can also be used to stream your favorite playlists. The entire house boasts up to 500mbps Wifi for over 11 devices, so any “unplugging” or “disconnecting” you do, will be completely at your discretion!brbrThe formal dining room seats 8 with stellar forest views, connected to a well-equipped kitchen with spacious counters (& 2 barstool seats) that make it great for cooking. It also has a Caffeine Corner full of extras that will delight the coffee & tea lover in your group. The kitchen ends with french doors that flow out to the massive BBQ deck that also has dining for 8 under adorable bistro lights. Break off from the group & take the back stairs down to the Coffee & Cuddles Deck (with Moonrise Meadow views) for a more intimate chat or play some jumbo Connect 4! Relax your muscles & mind in the luxury spa, complete with waterfall & led light features (or my favorite, leave it dark & simply enjoy the star-infused sky) on the forest facing deck.brbrAll of the bedrooms have spectacular views over the Russian River Valley. Truly, there are no bad views! Each room has luxury linens (genuine 600-thread count organic cotton) paired with down-alternative duvets, featuring such cuddly-worthy duvet covers, they might tempt you to stay snuggled past your alarm. The Van Gogh (Spa Level with forested valley views) & Duncanson (Penthouse Level with river views) bedrooms are generously sized, both with chat corners, & still roomy enough to set up our Graco Pack´n Play to keep any little ones within earshot & eyesight (the home is not child-proof, children should be closely monitored at ALL times).brbrWith multiple outdoor decks for humans & fur-babies alike to enjoy festive BBQ feasts, amazing wildlife, refreshing forest ambiance, star-riddled nights, or the luxury 37 jet hot tub, we think we might just redefine what “FML” means to you! br______brFLOORPLANbr_____br*MAIN LEVEL (front door level)br-------br•FAMILY_LIVING----open flow concept, magnificent 12ft. picture window to forestbr•DINING ROOM----Seating for 8, bartop for 2br•KITCHEN----Fully equippedbr•BBQ Deck----Front Facing quiet country road with bistro lit seating for 8brbrPENTHOUSE (above the main level)br------br•DUNCANSON---- with work/vanity station, conversation parlor, walk-in closet, bay windowbrbrSPA LEVEL (below main level)br-----br•2 FULL BATHROOMS----we like to say, the views will make you lazy, but the layout will keep you fit. LOLbr•MONET----direct Spa Deck access, bedside forest & hummingbird views br•VAN GOGH----direct Spa Deck access, loft bed, conversation parlorbr•OFFICE----large L desk allows multiple screen set-up, A/C (seasonal), direct Coffee & Cuddles Deck access, forest viewsbr•COFFEE & CUDDLES DECK----bistro table, seating for two, mountain & forest views (can be pet secured with provided gate).br•SPA DECK---lux 37 jet hot tub, bistro table, seating for 6, Hummingbirds Happy Hour & Wild Bird Feedersbr__________brFOR THE DETAIL OBSESSEDbr__________brTHERE'S PLENTY OF SPACE FOR EVERYONE br(but you may want to call dibs on your room now!)brbrAll rooms have: California Design-Den luxury 600-thread count organic cotton linens paired with down-alternative duvets and lovely duvet covers (washed and sanitized between each guest) on Pillow-top Mattresses; IHome Media Bluetooth Speaker & Alarm clocks with dual USB charging ports, Media Hub Outlet Station with 4 outlets with 3 USB charging ports; Ceiling Fans, Adorable Fireplace Simulating Space Heaters, Cooling Tower Fans; Dual-Sided Magnifying Make-up Mirrors; Privacy Black-out Curtains and locking door handles.br----------brDUNCANSONbrThe large, bright main bedroom rests high above the family-living room space & up a slightly steep banister stairway that ends in a Juliette balcony. Through a tall pocket door, this room boasts a massive walk-in closet (with a larger dresser) that allows any fashionista to hang all their lovelies and coordinate their daily outfits. The pillow-top queen bed invites even the earliest of risers to stay tucked in for just another minute, while two extremely cushioned chairs lure any reader to curl up with their favorite book (or one from the lending library) or the chatty conversationalist to host court. A large desk and chair serve double duty as a work desk or vanity station to finish that last task, or glam up for a night out, all while keeping cool with its own air conditioning system (seasonal). This massive room has options for everyone. The charming wood cathedral ceilings create an airiness while the lovely bay window beckons you to take a seat and absorb the river and forest views (& seasonal sunrise fog). These views are so gorgeous, they truly rival the room's namesake's (the great master painter Duncanson) glorious landscapes, and might make it difficult for you to leave for your day's adventures! br• Work Station/Makeup Vanity deskbr• Conversation Nook (2 deeply cushioned parlor chairs)br• Bay Window with River & Forest Viewsbr----------brMONET brThis adorable room calls on Monet's “Venice Sunrise” for its cheerful color scheme. It sports a double bed with a pillow-top mattress, graphic overhead shelves, 2 tall-boy dressers, a retro yellow fan & quietly powerful sleek remote-controlled ceiling fan! Wake up to the valley view from your bed, step through the patio doors onto the Spa deck and enjoy your breakfast with the hummingbirds.br• HummingBird & Forest Viewbr• Direct Spa Deck accessbr----------brVAN GOGHbrThis inviting suite channels Van Gogh with its newly update blue hues with pops of sunflower gold. It features an architecturally striking platform queen bed with the most delicious memory foam mattress, easily accessed by an adorable white wooden step stool. Careful, you may never want to leave this bed! Thoughtful floating wall shelves provide the second sleeper with storage for reading glasses and phones, in addition to the deep drawer nightstand and dresser. The new remote controlled overhead ceiling fan is as much of an art piece, as it is the breeziest wind you never heard. Relax with a book on the plush velveteen sofa-futon under the new fascinating chandelier light (another Star Wars nod), catch a sighting of the does (and fawns during spring & summer) as they trot by the large window on their way down to graze in our lower meadow, or watch the evening moon-rise through the sliding doors over Moon-rise Meadow on the Eastern-Southern horizon. Ready for the spa You have your own private sliding glass door that leads directly to our rug-covered deck.br• Conversation Area (Full size sofa-futon, coffee table)br• Forest Viewsbr• Dosey Doe Deer Promenade window viewbr__________br•HOUSE RULES, HOT TUB RULES, PET RULES:brNOT A PARTY HOUSE. brNO-Smoking (any type).brONLY Reservation Members Permitted on Property at ANY TIME. brSee rental agreement for all rules.brSecurity & Safety: Security cameras (audio&video) at house/garage entrances and perimeters.brbrLicense No.: LIC24-0409brPermit No.: ZPE11-0207brTOT Certificate No.: 551Nbrbr__________brMaximum booking is 28 nights.br
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Bath 2

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Exceptional(160)

$1,745

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Private Vacation Home

Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

Healdsburg, California, United States

Discover Mona, a hidden gem named when our daughter innocently mispronunciationed 'Sonoma'. This four-bedroom retreat is, accompanied by a charming one-bedroom guest house and lies in the heart of Healdsburg's iconic Dry Creek Valley.brPicture this: A serene acre of pure escapism, enveloped by the poetic tapestry of Dry Creek vineyards. Not just a spectator to this breathtaking panorama, Mona boasts its very own private vineyard, adding to its exclusive allure. Imagine waking up to endless vistas of lavender blooms, majestic mountains, and acres of vines dancing with the breeze.brbrUpon arrival, be welcomed by a sprawling front porch, where four timeless rocking chairs invite you to bask in the mesmerizing sunsets. Retreat to the tranquil backyard, complete with a shaded patio to escape the heat, a grill for culinary adventures, and a luxurious hot tub. Dive into our solar-heated pool, thoughtfully designed with dual shallow ends with stadium-style stairs allowing for extended in-pool seating. Lounge under the walnut tree or find respite under the covered poolside porch, equipped with extra loungers.brbrInside the house, sunlight streams through the row of French doors illuminating the expanse from the gourmet kitchen to the cozy living area and the master suite. Slumber in luxury with high-end linens gracing every bed, from the regal queen in the primary (with its romantic gas fireplace) to the uniquely designed second bedroom with twin built-in bunk beds, a queen bed, and a trundle, and a supremely comfortable Murphy bed in the third bedroom. Each bedroom has its own full bath.brbrThe guest house, a haven in itself, flaunts a spacious queen bedroom and a private bath. French doors open to a shaded porch with more rocking chairs — a perfect nook for morning coffee or twilight musings. brbrStay connected and entertained with state-of-the-art Smart TV, lightning-fast internet, and a Sonos system ready for your playlist. On chillier evenings, bask in the warmth of our grand wood-burning fireplace, fully stocked to keep the cold at bay. For those with a culinary flair, our kitchen is your canvas. Outfitted with a 6-burner stove, double oven, and an assortment of top-notch utensils, showcase your gastronomic masterpieces on a dining table that accommodates 8-10 guests.brbrMona is not just a house; it's an experience. Besides the vines, you'll find fragrant roses, fruitful apple and peach trees, and ageless walnuts and olives, making every moment here seem like a page from a fairy tale.brbrLicense #: 472N
Bed 4

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Bath 4

Bath

Sleep 10

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Exceptional(166)

$338.55

/ Nightly
Private Vacation Home

Healdsburg Hilltop Retreat :: Craftsman detail, modern comforts & stunning VIEWS

Healdsburg, California, United States

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. brbrClimb 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.brbrThis is not a house for partying or for folks who cannot handle stairs.brbrFrom April through August, enjoy walkable Russian River access down the street for kayaking, tubing, or lounging on the beach. Year-round, there are hiking trails to choose from just outside the front or back door, as well as biking and paddle-boarding on the river. Within a short drive are some of the area's most beautiful trails and rides.brbrWe have hand-crafted hardwood floors and tile throughout with well-placed windows for a very open feel, that never-the-less maintains total privacy. Enjoy the outdoor patio while taking in the views, napping, reading or sipping wine. Or venture out back to take in 180 degree views from above the trees, BBQ under the open sky, recount the days' events, or just play horseshoes.brbrFor all the charm & craft, you'll find that the layout makes sense. In the master suite is a Cal king bed, 'en suite' full bath and private patio. Upstairs in the guest bedroom are two extra long twins looking out into the forest, with a separate full bathroom on this main level. We also have two more regular twins available on the covered porch, as well as a convertible twin/full sofabed in the entry den. The kitchen opens onto the porch, looks out beyond the trees and is connected with the main living room. brbrWe strive to keep the house tastefully appointed and amply stocked with all that you'll need for a comfortable & relaxing stay - from toiletries & hair dryers to a cook's kitchen, 'smart' TV & WiFi, and plenty of games for the playing. brbrSee our Flickr stream for more photos: flickr.com/photos/96378452@N08/brOur Transfer Occupancy Tax (TOT) number is 782NbrSonoma County quiet hours: 9pm - 7ambrbrPLEASE NOTE ::br~ YOU WILL SAVE $ PAYING BY CHECK, and are welcome to do so. br~ We have a 3-NIGHT MIN. on WEEKENDS, during the high season, and 4 - 5-NIGHT MIN. on holidays + winery events (e.g. Passport, Barrel tasting). If a weekend remains open, we will release it for a shorter booking the Wednesday before. br~ There are three flights of stairs up to the house. brbrbrbrbrbrKeywords: House; Healdsburg; views; mountains; river; retreat; wine country; romantic.
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$698.51

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Private Vacation Home

Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!

Healdsburg, California, United States

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. brbrRu's Farm is a wedding site and we typically host weddings on weekends from 3pm-9pm May through November. brbrThe 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. brbrFully-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 LelebrbrHealdsburg is a friendly small town. There are many local wineries just .5 miles away, as is the Russian River and canoe rentals to add to your adventures. Truly the wine country experience. We always remind guests to make reservations for wineries and eateries ahead of time. brTreat yourself!brbrPlease note quiet hours are 10 pm to 7 am. Parking available for up to 3 vehicles.brWe are a working farm with trucks and tractors in our vineyards throughout the year.brWe have landscape maintenance on Wednesdays and Fridays 9am - 3pm.brbrCheck the availability calendar -- we update it daily! brbrIf you are interested in a special tasting at our sister winery, Bella vineyards and wine caves or booking a private wine tasting at your cottage, please contact info@bellawinery.com brbrPrime location close to Plaza, lovely remodeled farmhouse, affordable, private. Nap in the hammock, soak in the hot tub. TOT #368brbr
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Exceptional(5)

$409.19

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Private Vacation Home

❤The Elegant: A Chic Healdsburg Winery Cottage! Hot Tub, Views! !❤

Healdsburg, California, United States

❤New! Welcome to the The Elegant Barn, our newly built stylish Barn Cottage in the HEART of wine country! Our *INSTAWORTHY* barn cottage boasts a HOT TUB, panoramic vineyard VIEWS, comfy furnishings & convertible glass indoor/outdoor doors to bring the outdoors inside! LOCATION, LOCATION, LOCATION! Set on a historic vineyard property on Dry Creek Road, the location of Healdsburg's most famous wineries, and an easy walk, bike ride or drive to many of the best wineries in the area! PETS OK!❤brbrWhen you enter our Elegant Barn you will know that you have chosen the perfect space for your Sonoma County wine vacation! The lovely 2-story barn cottage is newly built with both comfort and style in mind. The location is perfect for a wine country vacation. Located on a 3 acre vineyard property surrounded by wineries and open sheep and goat pastures and easy walking, bike riding and driving to many of Healdsburg's best wineries. But still around only a mile away from downtown with it's many tasting rooms and famous restaurants! The space is sunny and light-drenched with windows that boast views of surrounding vineyards and sheep farms. Hardwood floors, wooden beams, tiled-in showers are some of features of this custom-built cottage. Upstairs has one bedroom with walk-in closet, a pull out sofa bed in the living room, large bathroom with walk-in shower and a living room floor-to-ceiling convertible glass doors that open onto the large deck are some of it's many appealing features. Downstairs has a separate detached room with comfy queen bed and an attached full bathroom and sitting area, and coffee station and mini-fridge. The upstairs deck is a luxury on it's own account. The large wrap-around deck is where you are bound to spend much of your time! It has comfy outdoor couches, an outdoor dining table, lounge chairs and even a private HOT TUB! All with views of the surrounding vineyards and sheep pastures. We are even pet friendly and provide guests with a small fenced yard for Fido to relax in (pets must be supervised at all times while in the yard). We care about the environment! Our entire property is solar powered and we even provide guests with a Tesla charging station for their stay. There is a 2-car garage for parking and ample driveway parking as well. We look forward to welcoming you to our beautiful Elegant Barn in beautiful Sonoma County wine! Please note that the upstairs living and bedroom area is located on the second story of the home and is not wheelchair accessible.brbrThings to note before booking:brWe allow pets for a non-refundable $75 fee per pet.brThere is a flight of stairs going to the main upstairs living area.brThe downstairs bedroom has a separate entrance from the main upstairs living area and an attached bathroom.brThe kitchenette does not have an oven but does have a convection oven/microwave.
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Exceptional(41)

$1442.0

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Private Vacation Home

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

Healdsburg, California, United States

Experience life at our winery home in charming Healdsburg, CA. Let us share the vineyards, the gardens, the fruit trees, and the winemaking process with you during your stay. The house has a spacious open floor plan great room with a large island kitchen, dining table for 12, sofas, fireplace, Sonos music system, mounted large screen tv. Two sliding glass doors open onto an outdoor entertaining area in the vineyard with a dining table and chairs to seat 10 people. A separate sitting/office area with windows onto the vineyard has a daybed that we can convert to a king bed upon request.brWe're sure you've never been in a wine bottle shaped pool so this is your chance! Expansive outdoor area surrounds the pool and house with Sonos speakers to provide outdoor music. The house is adjacent to the actual winery for Limerick Lane Cellars, renowned for our elegant Zinfandels and Rhone blends. Our team will guide you through the winemaking experience and we offer complimentary tastings in our tasting room for adult guests staying in the home. Just 2.5 miles from downtown Healdsburg, we enjoy being close to world class restaurants, art galleries, eclectic shops and lively nightlife. We welcome the opportunity to share our special place on Limerick Lane with you and your guests. Our concierge can help organize private chef, massage, yoga, olive oil tastings, and special celebrations. We also have a sister property just up the Lane if you need more bedrooms for a large group. (TOT # 4368)brbrWe can also help you plan and host private events at the house as well as at Limerick Lane Cellars winery. Send your inquiry to www.limericklanewines.com/eventsbrWe love helping you create special memories for your special occasions like birthdays, rehearsal dinners, and anniversaries. We are also able to accomodate corporate offsites and group experiences. Just let us know what you have in mind.
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$1242.59

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Private Vacation Home

6Beds 3Bath - Pool, Hot Tub, Pets Welcome, Fire Pit- 1mi to Downtown

Healdsburg, California, United States

Beautifully renovated 5bd, 3bth + bonus room home - 1mi from Downtown Healdsburg / 3min from 20+ wineries. Our spacious & thoughtfully designed home is perfect for families & friends. The home comfortably sleeps 8, incl. a pull-out couch in a fully private bonus room. Everything is brand new! The quiet property is nestled on 3/4 acres w/20+ orchard fruit trees, pool, hot tub, fire pit, BBQ, strong WiFi, 6 bikes w/locks, kids items, board & outdoor games, smart TV's w/Netflix/Disney+, Pets Welcome! brbrThe back patio lounge offers ample seating for watching sports or movies on the 60 inch outdoor TV. You can also relax in the hot tub, swing in the hanging egg chairs, swim in the pool, grill on the BBQ, dine alfresco or play one of the many outdoor games we have available - croquet, badminton, bean bag toss, ladder ball, Giant Jenga & Giant Connect Four. brbrThere is a large living room with a 50 inch TV upon entering the home. The smart TV has complimentary access to Netflix, Disney+ and Amazon Prime Video, along with access to all of your favorite apps. brbrThe primary bedroom has a King size memory foam bed, a desk for working remotely and an en-suite bath with a shower/tub. brbrThe four additional bedrooms each have brand new Queen memory foam mattresses. Cozy, allergen-free linens are offered throughout the house. brbrThe bathrooms are stocked with body wash, shampoo, conditioner, hair dryers, lotion and soap. brbrThe bonus room, which can be fully closed for privacy, offers a custom bar, wine fridge, shuffle board table, games and toys for kids, pac n'play and high chair for little ones, and a pull out couch with additional foam topper and linens for extra guests. brbrThe kitchen is fully stocked for all of your cooking, baking and hosting needs. Complimentary ground coffee and press, coffee pods, tea and mixers are provided. A welcome snack and oatmeal packets are also offered. brbrThe laundry room has a Washer and Dryer for use, as well as iron, steamer and ironing board.
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Exceptional(14)

$1177.06

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Private Vacation Home

Wine Country Estate: Pool, Spa & Vineyard Views

Healdsburg, California, United States

Luxury wine country estate on 9 private acres with stunning vineyard views, just 8 minutes to downtown Healdsburg Plaza. Olympic-size pool & spa. Large 3-bedroom main residence plus a separate and private 680sf guest cottage. Gourmet kitchen for group gatherings. Grand living room and fireplace. Multiple outdoor entertaining areas. World-class wineries and 140+ tasting rooms, Michelin-starred restaurants, Russian River & gorgeous hikes are minutes away. Your complete wine country escape.brbrMessage us on Social Media at Inspired in Sonoma for Inspiration and Tips.brbrWelcome to your wine country sanctuary—a luxury Healdsburg retreat where rolling vineyard views meet resort-style living on nine private acres. This is where your story begins: sunrise coffee overlooking endless grapevines, afternoons by the Olympic-size pool or in the game room, evenings gathered around the fireplace sharing the day`s wine-tasting adventures, and nights watching films in the movie room or lounging under star-filled Sonoma skies.brbrYour estate features a beautifully appointed main home plus an 680 square-foot private guest cottage with private deck and kitchenette, offering the perfect balance of togetherness and retreat for groups of friends, multi-generational families, couples traveling together, or anyone seeking the ultimate wine country experience.brbrYOUR WINE COUNTRY HOMEbrStep into the heart of the home—a stunning gourmet kitchen designed for culinary adventures and lazy morning gatherings. With expansive countertops, professional-grade appliances, and space for everyone to contribute to meal prep while sharing stories, this is where memories are made. The open flow connects seamlessly to the inviting living room, where a grand fireplace anchors the space and floor-to-ceiling windows frame captivating vineyard panoramas.brbrThe main residence offers thoughtfully designed bedrooms, each a peaceful sanctuary with views that remind you exactly where you are: the heart of California`s most celebrated wine region. Each master suite includes en suite bathroom + Jacuzzi tub. brbrYOUR PRIVATE WINE COUNTRY RESORTbrStep outside and discover your personal playground. The Olympic-size swimming pool sparkles in the Sonoma sunshine, perfect for morning laps or afternoon lounging, while the spa invites evening soaks while vineyard sunsets paint the sky gold and rose. Multiple outdoor living areas, from intimate conversation nooks to expansive entertaining spaces, ensure everyone finds their perfect spot.brbrNine acres of countryside provide the peace and privacy you seek. Yet you`re just eight minutes from downtown Healdsburg`s renowned Plaza, where Michelin-starred restaurants, boutique tasting rooms, artisan shops, and the vibrant farmers market await.brbrYOUR HEALDSBURG ADVENTUREbrThis isn`t just about where you stay—it`s about experiencing everything that makes Healdsburg extraordinary. Begin your mornings cycling through Alexander Valley`s vineyard-dotted roads or hiking Armstrong Preserve Redwood Forest. Spend afternoons exploring over 140 nearby wineries, from legendary estates to intimate family operations where winemakers pour their own creations. As evening approaches, secure reservations at celebrated restaurants like SingleThread or Valette, where farm-to-table cuisine perfectly complements the region`s exceptional wines. Healdsburg`s celebrated events unfold throughout the year: the legendary Wine & Food Experience in May, harvest crush festivities in fall, intimate winter jazz performances, the vibrant Farmers Market year-round. Whatever brings you to wine country, this estate serves as your luxurious home base for every adventure.brbrYOUR PERFECT GROUP GETAWAYbrThis is more than a vacation rental—it`s your gateway to the wine country lifestyle, where every detail has been considered and every moment invites you to slow down, savor, and celebrate. The vineyard views are calling. The private resort is ready. The adventure begins now.brbrBook your escape to wine country`s most coveted destination retreat with breathtaking vineyard views! brbr***Please note***brSwimming pool can be heated up to 83 degrees for a fee of $150 per day with a 3 day minimum.brIf you would like to have the pool heated, please contact Kharis at least two weeks in advance of your stay to ensure this can be accommodated brPool is 60x14.5 feet brbrWi-FibrWi-Fi at this property is radio wave Wi-Fi and has speeds between 35 mbps and 80mbps.brbrFull access to all areas with the exception of locked room in garage.brbrAvailable by Airbnb app or by personal phone as needed.brbrPrivate Country Property in the hills with Vineyard ViewsbrbrYou will need to drive your car here and wherever else you need to go. Uber and Lyft are available but can be unreliable.brbrThe views from the deck are amazing. Wine Country at its finest.
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$1856.3

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Private Vacation Home

Private Oasis in Healdsburg: Pool, Spa & Views

Healdsburg, California, United States

You'll never want to leave this serene retreat with everything you need to relish in indoor/outdoor living. brbrJust 5-10 minutes from award winning wineries and only 15 mins from downtown Healdsburg.brbrThis spectacular two-story home is nestled on 25+ acres and offers privacy, relaxation, and beautiful views of the sprawling redwood forest. Sleeps 12 across three bedrooms and 3 bonus rooms with beds included. brbr1. Primary Suite (1st floor): King bed with en suite bathroom br2. Bonus Room (1st floor): Queen bed br3. Bedroom (2nd floor): Queen bed br4. Bedroom (2nd floor): Queen bed br5. Bonus Room (2nd floor): Queen bed with huge closet br6. Bonus Room (2nd floor): Twin beds brbrThe glass-doored entry leads directly into the living room open to the kitchen and dining area with a large island. To the right of the entry you'll find a bonus room with a queen bed, followed by the large primary suite with en suite bath, walk-in closet and huge windows to take in the beautiful views. Also on the main floor is a cozy TV room, full bath, half bath and laundry room.brbrThe kitchen was designed using premium appliances for the ultimate cooking and entertaining experience. You’ll enjoy a stocked pantry with all basic cooking equipment and pantry essentials. Guests can enjoy complimentary coffee from both espresso and coffee machines. brbrUp the open staircase and landing that overlooks the living room, you'll find two more bedrooms with queen beds and 2 additional bonus rooms - 1 with a queen bed and 1 with twin beds. There's also another full bath.brbrA Private and Peaceful Outdoor Experience: Step outside into your own 25+ acre private wine country paradise, designed for effortless indoor-outdoor living to create unforgettable moments:brbr- The expansive front porch overlooks the pool and hot tub, outdoor dining area and inviting gathering spaces. Soak in views of the sprawling redwood forest - this is the ideal spot to cool off by day or soak under the stars at night. br- The pool has a retractable cover for safety when not in use or when children are present. br- The back deck wraps around the house and also comes with a ping pong table.br- The side grass lawn is the perfect place for kids to play - with a large deck for adults to hang nearby.br- Playfully explore miles of private hiking trails, walking creekside, enjoying hidden nooks and quiet nature.brbrThis is the perfect place for family and friends to gather in a relaxing atmosphere of comfort, luxury and serenity. The home is just minutes from a number of the area’s award winning wineries such as Lambert Bridge, Dry Creek Vineyard, Passalacqua Winery, Quivira Vineyards and Aesthete Winery & Farm. Just a short drive (7 miles or 15 min) to the Healdsburg Plaza. Your stay won’t just be a vacation, it will be an unforgettable experience.
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