Vacation Rentals By Owner In Healdsburg, CA

Decanter is a premium vacation rental that’s eight minutes away from downtown Healdsburg and set in four acres of lush greenery with sweeping views of the wine country. Renowned wineries like Mauritson, Lambert Bridge, Ridge, Amista, and Dry Creek Vineyards, to name a few, are a short drive from Decanter.brbrDecanter has well-appointed living spaces that include three luxurious bedrooms, a family room, a dining area that serves as a focal point of the space, and a game room. brbrA gourmet kitchen allows guests to prepare meals, and is stocked with a wide variety of pantry essentials, and premium kitchen tools and appliances. Prepare your meals while enjoying panoramic vineyard views.brbrThe poolside dining area offers some of the best views of the wine country, and the pool is always within reach for an afternoon splash. brbrThree bedrooms, with flexible accommodations in the large game room, make the Decanter a prime location for couples and family groups, alike.brbrDecanter is equipped with hi-speed internet, which makes working from home a breeze or streaming your favorite shows on one of our four Smart TVs.brbrDecanter also includes a Tesla charging station, a mini-gym with a Peloton.brbrComplimentary wine tastings can be arranged at three nearby wineries. Please inquire when booking.brbrNote: Outward facing security cameras (driveway, garden and pool), as well as a decibel monitoring sensor (inside/outside), are installed to ensure compliance with quiet hours (9pm - 7am).

Luxury Home in Healdsburg with a Private Pool plus complimentary wine tastings.

Healdsburg, California, United States

Bed

Bath

Sleeps

$1859.2

Tanda Tula means ‘place of peace’ in the Zulu language, and you will find the gated home and its grounds the perfect place to relax. On 1.25 flat, landscaped acres, and surrounded by vineyards, the property consists of a main house opening onto a pool, hot tub and gardens, as well as a private cottage, a barn and a studio.brbrMain HousebrThe house consists of three stylishly appointed bedrooms, with one large tub for two, and showers in the two bathrooms. The beds all have Duxiana, Simmons Beautyrest or similar hotel quality mattresses with high thread count Egyptian cotton linens, and down duvets and pillows. There is a California king in two of the rooms, and a queen in the third.brbrThe living and dining room are furnished with modern country pieces and wine country artwork on the walls. A wood burning stove and 42 inch flat panel Smart TV provide comfortable areas to relax around a game or to watch a movie. A high quality Sonos music system and ceiling mounted speakers throughout the house provide rich music for your stay, controllable from your phone, and wireless internet and a computer are available if you wish to stay connected.brbrA modern kitchen with Subzero refrigerator and 5 burner chefs stove with warming tray provides everything needed for the most delicious meals. Coffee maker, French press, toasting oven, mixer, waffle maker and Wusthof chef knives are among the many appliances and accessories to this well equipped kitchen.brbrThe home is equipped with both heating and air conditioning for all seasons, as well as washer and dryer. Large folding doors bring the outdoors and views of the vineyards inside from every direction.brbrA mains connected Weber barbeque is available on the deck for outdoor cooking.brbrThe patio offers a modern concrete firepit and comfortable lounge sofas for enjoying a cheese plate and a glass of wine, while a large rustic outdoor table seats 10 comfortably under the filtered shade of the arbor. French style café tables and chairs offer additional seating under the redwood or walnut trees, and adirondacks by the pool or on the lawn are another lovely choice for relaxing.brbrCottagebrThe cottage is private, with open beams and a sliding barn door, sleeping two on a queen bed, and another two on a futon. Ceiling fan, heating and air conditioning help offer a good nights sleep. Well appointed shower and flat panel TV are further amenities.brbrGardens and PoolbrThe gardens offer a large lawn for throwing a ball, or a game of croquet, surrounded by palette of wine country grasses, olive trees, and a little vineyard with 8 different varietals of table grapes. Fruit trees include persimmons, plums, apples, figs, pears, nectarines, pomegranates and cherries, while a seasonal herb and tomato garden are yours to enjoy.brbrThe regulation size bocce court offers another great way to enjoy an afternoon.brbrThe hot tub warms up quickly to 104 degrees and the pool is solar heated to extend the season for its enjoyment. Several modern chaise lounges and large adjustable umbrellas set the scene for a perfect day by the pool.brbrStudiobrThe Studio is a classic, small and private wine country cabin, next to the main house, recently remodeled, and consisting of a well-appointed room with queen bed and beautiful French doors opening onto a private patio with French café table and chairs, in the shade of a mature redwood tree, and with commanding views of the pool and garden. The studio is detached from the main house and does not have its own bathroom, so may be more suitable for day use, depending on your needs.brbrBarnbrThe barn is the perfect place to enjoy a game of pool or table tennis, or for the kids to hang out and listen to music or play on the back deck.brbrThe AreabrDry Creek Valley, a premium winegrowing region, is located in Northern Sonoma County, California, only an hour north of the Golden Gate Bridge/San Francisco. Renowned for its idyllic undisturbed beauty, Dry Creek Valley is home to over 9,000 acres of vineyards that carpet the intimate 16-mile long x 2-mile wide valley, floor to hillside. Visitors to Dry Creek Valley can find a complementary mix of wine country history and modern luxury in nearby Healdsburg. Only moments away from the wineries and vineyards, the quaint charm of this town has made it a popular destination for locals and tourists alike. Activities in the Healdsburg and the Dry Creek Valley include wine tasting, cycling, kayaking, hiking, spas, boating, dining, exercising, and yoga. You also have the option of hiring a personal chef.brbrDue to neighborhood noise and parking sensitivities, Tanda Tula is not available for loud events or parties, or for day use by more than 15 people. It is a condition of the rental agreement that any security deposit will be forfeit in the event of a neighbor noise or parking complaint. Tanda Tula is available for a maximum of 10 overnight guests. A surcharge of $200 per guest per night over 10 will be charged. TOT# 1248N

TandaTula, Wine Country Sanctuary with Pool, Hot Tub, Bocce, Fire Pits and More!

Healdsburg, California, United States

Bed

Bath

Sleeps

$915.04

Located in Dry Creek Valley just minutes from Healdsburg Plaza, this modern wine country retreat is ideal for guests who enjoy indoor–outdoor living, shared meals, and relaxed evenings. The home sits on a half-acre with vineyard and rolling hill views and features a hot tub, bocce court, large deck, and chef-style kitchen with an oversized island seating six.brbr• 5 minutes to Healdsburg Plaza restaurants, tasting rooms, and shoppingbr• 10 minutes to dozens of Dry Creek and Alexander Valley wineriesbrbrThis home is best suited for guests who value thoughtful design, outdoor space, and gathering around food and wine.brbrHOME HIGHLIGHTSbrbr• Expansive outdoor space with hot tub, bocce court, redwood deck with string lights, outdoor dining in the yard, and Weber grillbr• Modern kitchen designed for wine-country dining with double oven, wine fridge, and Moccamaster coffee barbr• Oversized kitchen island seating six, designed for cooking and gatheringbr• Three bedrooms with king beds, Casper mattresses, and premium linensbr• Primary suite with spa-style bathroom, waterfall shower, double vanities, and direct deck accessbr• Fully fenced, dog-friendly yardbr• Vineyard and rolling hill views throughout the propertybr• Smart TVs in all bedrooms and living room with streaming servicesbr• Peloton bike and free weightsbr• Fast fiber Wi-Fi and dedicated workspace with extra monitorbr• Level 2 EV chargerbr• Easy access to Dry Creek Valley, Alexander Valley, downtown Healdsburg, the Russian River, and the coastbrbrWHAT GUESTS LOVEbrbrGuests often mention how welcoming the home feels and how easy it is to settle in:brbr“We have been staying in the Healdsburg area via VRBO for years and this is our favorite house yet. Minutes from town, clean, well equipped, and comfortable with king beds in every room. The backyard was incredible and our dog loved it.”br— Oscarbrbr“I cannot fully express how much we loved our stay. The location is amazing, close to everything. The house is beautiful and comfortable, but the backyard and views were the highlight.”br— KeeleebrbrBEDROOMS & BATHROOMSbrbrThe primary bedroom offers vineyard and rolling hill views, a king bed, and direct access to the deck—perfect for morning coffee as the fog lifts. The ensuite bathroom features Zellige tile, dual vanities, and a waterfall shower.brbrThe additional bedrooms also feature king beds, modern furnishings, and smart TVs. The second bathroom includes a shower/tub combo, and on-demand hot water ensures comfortable showers. Hair dryers, toiletries, and makeup wipes are provided.brbrKITCHEN & LIVINGbrbrThe open living and kitchen area is designed for connection. Relax on the sectional with a cozy blanket and a movie, unwind with a glass of wine, enjoy the record player, or browse the travel books.brbrThe kitchen is thoughtfully equipped for charcuterie, shared meals, and relaxed dinners after tastings. The oversized island seats six and serves as the heart of the home, allowing the cook to stay engaged with the group while preparing meals. A wine fridge, quality glassware, decanter, mixing tools, and additional ice maker are provided.brbrIn warmer months, meals easily extend outdoors to the dining table in the yard.brbrOUTDOOR SPACEbrbrOutdoor living is a highlight of the property. Lounge on the redwood deck under string lights, enjoy a meal outdoors in the yard, challenge your group to bocce, or relax in the hot tub under the stars.brbrThe fully fenced yard includes seasonal fruit trees, lounge seating, and space for dogs to enjoy (pet fee applies). A restored 1930s bar adds character and a unique gathering spot.brbrADDITIONAL DETAILSbrbr• Mini-split system in the primary suite and Nest climate controlbr• Industrial washer and dryerbr• Peloton and free weights located in the primary suitebrbrPlease note: the home is located on a well-traveled road, and some road noise may be audible indoors.brbrLOCATIONbrbrThe home is located directly in Dry Creek Valley, offering easy access to wineries, dining, breweries, cycling routes, river activities, hiking, and the Sonoma Coast. We’re always happy to share local favorites and recommendations.brbrTOT Certificate #1548NbrQuiet hours: 10 PM – 7 AMbrMaximum occupancy: 6 guestsbrMaximum vehicles: 2

Healdsburg Wine Country Retreat | Hot Tub, Bocce, Vineyard Views

Healdsburg, California, United States

Bed

Bath

Sleeps

$839.28

Summary:brbrRiverside retreat on the Russian River with private beach, spa, and kayaks. Just minutes from downtown Healdsburg, plus complimentary wine tastings!brbrbrbrThe Space:brbrRetreat to the exquisite Heron House, a riverside haven where the towering Redwoods meet the flowing beauty of the Russian River. This special riverfront home offers direct access to a private beach and is located just minutes from downtown Healdsburg. Tucked away on North Fitch Mountain’s wooded knoll, the setting feels wonderfully secluded—yet never far from Wine Country’s vibrant dining and wine scene.brbrbrbrThere’s a rare calm here: morning mist rising off the river, redwoods whispering overhead, and the feeling of being completely immersed in nature while enjoying modern comforts.brbrbrbrThe Space:brbrThis thoughtfully designed 3-bedroom, 2-bathroom home comfortably accommodates up to 8 guests and blends natural beauty with relaxed luxury.brbrbrbr• Living room with hardwood oak floors and a Tempur-Pedic® sleeper sofabrbr• Wall-mounted flat-screen TV with cable and high-speed Wi-Fibrbr• Dedicated workspace, ideal for remote work or planning wine country adventuresbrbr• Fully equipped kitchen and dining area, filled with natural light from skylights and large windowsbrbr• Slider opening to the patio with stainless steel BBQ and river deckbrbr• Indoor laundry facilitiesbrbrbrbrOutdoor Living & River ExperiencebrbrbrbrStep outside and fully embrace the magic of river life:brbr• Saltwater Sundance Hydrotherapy spa on a redwood deck overlooking the riverbrbr• Private rock stairway leading down to your secluded riverfront beachbrbr• Shaded sitting and play areas beneath mature redwoodsbrbr• Two kayaks available for guest usebrbr• Redwood-fenced parking area with ample spacebrbrbrbrSleeping Arrangements:brbr• Primary bedroom with queen bedbrbr• Second bedroom with queen bedbrbr• Third bedroom with queen bedbrbr• Tempur-Pedic® sleeper sofa in the living roombrbrbrbrFamily- & Pet-Friendly Amenities:brbr• Pets welcome (fees apply)brbr• Pack ’n Play / travel crib availablebrbr• Selection of board games for family funbrbrbrbrAdded Conveniences:brbr• EV chargerbrbr• Private entrancebrbr• Ample parking within a gated, redwood-fenced areabrbrbrbrHospitality You Can Count On:brbrIn addition to our beautifully maintained home and prime riverfront setting, we pride ourselves on genuine hospitality. From thoughtful touches to responsive support, we ensure every stay feels seamless, warm, and welcoming.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 (Guest of record must be present for all tastings.):brbr• Merriam Vineyards – Family-owned estate crafting elegant, Old World–inspired Bordeaux-style wines; $35 value per guest, complimentary for up to six guestsbrbr• Orsi Family Vineyards – Locally loved for expressive Italian varietals like Sangiovese and Schioppettino; $35 value per guest, complimentary for up to six guestsbrbr• Stonemason Cellars – Small lot wines all sourced locally from Sonoma County grapes. Enjoy their Nibbles & Wine tasting experience ($35 value per person)brbrbrbrAn unforgettable way to toast your Wine Country getaway—cheers to delicious moments ahead!brbrbrbrPerfect for Groups:brbrRedwood River Lodge, River View Lodge, Riverbend Retreat, and Heron House are all located on the same quiet street. Rent multiple homes for extra space, privacy, and shared riverside memories.brbrbrbrGood to Know:brbr• The access road may be slightly bumpy after heavy rains—well worth it for the tranquility and exceptional river accessbrbr• Carport height clearance: 8’brbr• Carport length clearance:brbr– Gate closed: 25’brbr– Gate open: 32’brbrbrbrEnjoy exploring Sonoma Magazine’s online recommendations for local dining and activities.brbrbrbrTOT#1681N | PERMIT#ZPE11-0168 | LIC#LIC23-0121brbrbrbrThe Neighborhood:brbrLocated in a quiet Residential Neighborhood on the same street as our River View Lodge, Redwood River House, & Riverbend RetreatbrbrbrbrGetting Around:brbrLyfts/Ubers are available although wait times can vary.

Heron House - Hot Tub and Wine Tastings Included

Healdsburg, California, United States

Bed

Bath

8

Sleeps

$2111.2

New luxury rental for short or longer term rentals in an ideal private setting with a spectacular view, just minutes to Healdsburg square. This large view estate in Healdsburg has a newly renovated kitchen, all new RH furniture including luxury mattresses, sheets, towels and more. Sleeps 12 with 5 bedrooms and 4 full baths. Pool and hot tub. Expansive deck with all new Arhaus outdoor lounge furniture, overhead heat lamps and fire table. Note that this property is only suitable for mature guests wanting to take in what wine country has to offer, spending time with family and friends and/or work offsites. There are absolutely no events allowed, and noise restrictions are strictly enforced as this home is in a quiet residential and tight-knit neighborhood. External security cameras are in place, and noise monitors. This is a legally permitted Sonoma county vacation rental TVR24-0009, TOT # 1294/1449N and all rules are complied with. See rules and license information further in this ad.

Vista Breathtaking View Estate, 5 min to Healdsburg Square, Sleeps 12, Pool, Spa

Healdsburg, California, United States

Bed

Bath

Sleeps

$831.67

2 story 1930's ivy covered European. Charmer - in the town center. Relax in the front rose lined patio or picnic in the back court yard under the majestic Camphora tree. Just steps from everything . This is a local historic GEM, in my family since 1989. Enjoy the McIntosh tube amplifier and vinyl. While sipping your favorite wine. The photos tell it all. Very private for being so central. We are happy to finally share this with you. br❎One parking spot included just behind ivy house- ✳️16% city tax is included.

Ivy House Downtown Healdsburg Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

$235.01

Spa Like Serenity & Panoramic Views of Lush Vineyards & Vast Blue Skies! Experience Authentic Wine Country Living. Home is on an active Vineyard in a Park like setting, surrounded by majestic Redwoods, Oaks & Willows. Minutes to Healdsburg Downtown Plaza with boutique shopping, farm to table fare, tasting rooms; internationally acclaimed wineries, Michelin Star Dining, Luxury Resorts: Montage and Appalachian. Outdoor Excursions: Russian River, Sonoma Lake, Trails. Please inquire about monthly discounts. brbrRecently Renovated Spacious Fully Equipped Open Concept Chefs Kitchen brbrDrenched in Natural Lighting, Living area french doors open onto Sunny Deck and Tuscan scenery with rolling hills of vines, oaks & willows. brbrPlush Patio has a Spa, Luxe loungers, outdoor dining table for six, BBQ Grill & 9' Sunbrella ~ Perfect for seasonal sunset gatherings w/ family & friends or spa soaking and star gazing. Inside, Comfy Sofas, Modern Dining & Decor. Hardwood Floors, Dimmable Lighting & Stylish Furnishings Throughout brbrLight filled Primary Bedroom w/ Queen Bed & ensuite bath. brbrTwo bright queen guest bedrooms share a newly tiled bathbrbrKindly note: this well appointed home is in a quiet residential area with another property onsite. Includes landscaping & spa service for your own private tub. Pet fee is $250. We kindly request guests pick up after their pups and monthly cleanings for long term stays to preserve the home. Thank you for your consideration. PG&E cap of $350 to encourage energy conservation.

Enchanting Wine Country Retreat ~ Hot Tub & Vineyard Views 3BD/2BA

Healdsburg, California, United States

Bed

Bath

Sleeps

$120.87

Your cozy getaway awaits in Healdsburg at this fabulous studio. With amenities like an iron, heating, AC, and a hair dryer, guests can relax and unwind in this gorgeous space. The quaint bathroom provides all the essentials needed for a comfortable stay. Fall in love with Healdsburg and enjoy the magic it has to offer.

Apartment

Delightful studio with AC in charming Healdsburg

Healdsburg, California, United States

Bath

Sleeps

Exceptional(17)

$486.08

Stay upstairs in our winery. Down a long private drive and surrounded by vines and fruit trees. Beautiful views and lovely grounds. When you stay in our winery, you will have the facility all to yourself. Amenities include; large indoor gathering area with couch, farm table, coffee maker, refridgerator, microwave and stereo and internet access. Outside area has picnic tables and lounge chairs. Each bedroom has a TV.

Wine country getaway; stay in a winery

Healdsburg, California, United States

Bed

Bath

Sleeps

$667.89

Wake up to sweeping vineyard vistas and the tranquility of California wine country. This private retreat offers the perfect blend of serenity and convenience — just a short drive to Healdsburg Plaza, where world-class tasting rooms, farm-to-table dining, and boutique shops await.brbrThis is the Bliss House – Your Healdsburg Wine Country Escape Perched high above the stunning Dry Creek Valley, Bliss House is a peaceful, beautifully remodeled retreat just 1.5 miles from downtown Healdsburg. Surrounded by 80 acres of vineyards, this 3-bedroom, 2.5-bath home offers panoramic 180° views, a gourmet kitchen, and a 100-foot deck perfect for sipping wine while watching the sunset.brbrSome of the highlights: brbrPanoramic Views: Expansive windows and a private deck showcase rolling vineyards and breathtaking sunsets.brbrSpacious Comfort: Open-concept living with vaulted ceilings, abundant natural light, and cozy furnishings.brbrChef’s Kitchen: Fully equipped for preparing wine-paired meals, with modern appliances and ample counter space.brbrOutdoor Living: Dine al fresco on the patio or sip morning coffee surrounded by nature.brbrConvenience: Washer/dryer, Wi-Fi, and easy parking make longer stays effortless.brbr Remodeled for Comfort & Style In 2021, we gave Bliss House a full makeover:br– Gourmet kitchen with island seating and modern appliancesbr– Spacious dining and family rooms with open-concept flowbr– All bathrooms upgraded with new vanities and walk-in showersbr– Widened sliding doors in the kitchen, dining, family room, and master bath to maximize the breathtaking viewsbrbrbrDine In, Grill Out, or Grab & Gobr– Cook like a chef in the fully stocked kitchen with a 4-burner gas range, Both Keurig & drip coffee makers, and all the cookware you needbr– Prefer to grill Fire up the BBQ on the deck while enjoying the viewbr– Not in the mood to cook Downtown Healdsburg is just 1.5 miles away—perfect for takeout or a quick bitebrbrbrUnmatched Views & Outdoor Living br The 100-foot deck is the heart of the home:br– Dine al fresco at the outdoor table for 6br– Watch hot air balloons rise in the morning or steam plumes from The Geysers in the distancebr– Spot birds with binoculars or simply relax with a book and a glass of winebrbrbrComfortable Bedroomsbr– Master Suite: King bed, deck access, and ensuite bath with soaker tub and viewsbr– Bedroom 2 & 3: Queen beds, located on the quiet back side of the housebrEasy Access & Parkingbr– Located up a well-maintained, gated ¼-mile paved drivebr– Plenty of parking for up to 4 carsbrbrbrWhat to Expect from the Weatherbr– April–August: Warm, breezy afternoons and cool mornings/eveningsbr– September–October: Warm and dry with fewer foggy morningsbr– Winter: Rain brings lush beauty, but expect sunny breaks toobr– Tip: Bring layers—temperatures can swing 30–40°F in a daybrbrWhat Guests Are Sayingbr– “Peaceful, private, and the views are unforgettable.”br– “We enjoyed sitting on the deck each morning and evening—so much so that we canceled our dinner plans the last night just to stay in. Book this place if you can!”br– “The kitchen had all the needed equipment for gourmet meal prep, which we did nightly, to take advantage of the wonderful atmosphere of the house.”br– “The owners provide everything you need for a great stay and have a pretty well-stocked kitchen—lots of cooking supplies, dishes, etc.”br– “As a first-time VRBO user, I was nervous about our accommodations; that is, until we walked in—absolutely stunning views, spacious and immaculate home with views from every side and window.”brbrOther Notesbr– WiFi: ~12 Mbps—great for Zoom, but not ideal for multiple simultaneous streamersbr– Security: Outdoor cameras only, for safety and maintenance (e.g., water leak alerts)brbrbrPermit Infobr– Sonoma County Vacation Rental Permit #ZPE11-0071br– License No. LIC23-0254br- TOT Certificate 739Nbr– Quiet hours: 9:00 p.m. – 7:00 a.m.br– No outdoor amplified soundbr– Max occupancy: 8 overnight, 12 daytimebr– Max cars: 4brbr– Healdsburg vacation rentalbr– Wine country retreatbr– Sonoma County getawaybr– Vineyard viewsbr– Private deck with viewsbr– Near Healdsburg Plazabr– Russian River wine tastingbr– Luxury rental in Dry Creek Valley

Wine Country Retreat with Panoramic Views-5 min from downtown Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

$403.08

Welcome to your charming downtown Healdsburg retreat. A stylish and comfortable getaway just one block from world-class wine tasting rooms and three blocks from the historic Town Plaza. This modern 2-bedroom, 2-bath home offers over 1,500 square feet of thoughtfully designed living space, perfectly blending comfort, convenience, and Sonoma wine country elegance. This home is perfect for your 30+ day getaway (possible discounts for stays outside of 30 days).brbrInside, an open-concept living area invites you to unwind with a plush sectional, a cozy gas fireplace, and a 60-inch Smart HDTV with premium sound. The fully equipped kitchen features granite countertops, stainless steel appliances, and all the essentials for cooking and entertaining. A writing desk and pub table provide space for casual dining or remote work between wine country adventures.brbrUpstairs, vaulted ceilings and natural light create an airy feel in the two spacious bedrooms, each with a queen bed and high-quality linens. The elegant master bath includes a soaking tub for ultimate relaxation after a day exploring Healdsburg’s tasting rooms and boutiques.brbrStep outside to enjoy two private decks; ideal for morning coffee or an evening glass of wine and take advantage of the gas BBQ for home grilled meals. The community offers access to a serene saltwater pool, gas BBQ area, and bocce court, perfect for laid back afternoons in the sun.brbrWhether you’re here for the Tuesday and Saturday Farmers Markets, summer concerts on the plaza, or simply to unwind in one of California’s most celebrated wine regions, this downtown Healdsburg home places you right in the heart of it all.brbrSleeping Arrangements:brBedroom 1: Queen BedbrBedroom 2: Queen Bed

Wine & Dine Downtown Healdsburg | Walk Everywhere

Healdsburg, California, United States

Bed

Bath

Sleeps

$632.8

Nestled in the heart of Healdsburg's renowned Dry Creek Valley. This beautifully remodeled and fully furnished three-bedroom wine country home seamlessly blends modern luxury with the rural beauty of a wine country appellation celebrated for expansive vineyards and enviable lifestyle. Set on a coveted acre, the professionally designed landscape delivers a tranquil retreat surrounded by sophisticated gardens, meandering pathways and lush lawn, complemented by a range of amenities. brbrThe tasteful renovation boasts meticulously updated interiors with sophisticated finishes throughout, including select aged French Oak engineered hardwood flooring, premium fixtures and appliances, all enhanced by sophisticated lighting and modern conveniences. The luxurious primary ensuite features a walk-in closet and elegant bathroom. Every detail has been thoughtfully curated to create a stylish yet comfortable retreat. brbrWine country living is all about outdoor experiences with the multiple entertaining venues and amenities, this property delivers. A detached, renovated 380 sf. guest casita with full bath and kitchenette offers a versatile space for guests or home office. A vintage Airstream RV, and fully equipped outdoor kitchen featuring a built-in BBQ, refrigerator, sink, Big Green Egg and 2-side burners are among some of the numerous amenities. Sheltered bluestone patios, raised garden beds, and numerous fruit trees. This is a true gem for the discerning seeking a simple, yet sophisticated slice of wine country paradise.

Healdsburg 3-Bedroom Home Surrounded by Manicured Gardens and Stunning Vineyards

Healdsburg, California, United States

Bed

Bath

8

Sleeps

$1201.53

Welcome to our stunning Barrel House nestled in the dry creek valley, the very heart of tranquility! This extraordinary getaway offers the perfect blend of relaxation and luxury, with a range of incredible amenities designed to make your stay truly unforgettable.brbrSituated on 2 acres, step into the enchanting Barrel House gardens where you will be greeted by the sight of lush greenery, vibrant flowers, and charming arbors clothed in wisteria and roses. Spend your mornings basking in the sunshine as you sip your coffee surrounded by nature's beauty. Take leisurely strolls through the well-manicured pathways, or find a cozy spot to unwind with a good book.brbrAs you venture further, you'll discover the centerpiece of our oasis—a magnificent pool where you can cool off, swim laps, or simply float aimlessly while soaking up the warm rays of the wine country sunshine. Slide into the crystal-clear waters and let the cares of the world drift away. For the ultimate relaxation, immerse yourself in the soothing bubbles of the hot tub, where your worries will melt away under the starlit sky.brbrStep inside the charming Barrel House and prepare to be captivated by the grandeur of the huge stone fireplace that takes center stage in the living area. Whether you're gathering around for a cozy evening with loved ones or simply enjoying its mesmerizing glow, this fireplace provides a touch of warmth and charm that's second to none.brbrThe interior of our Barrel House exudes comfort and style with tasteful wine country décor and thoughtful touches throughout. The spacious bedrooms offer serene retreats, where you can rejuvenate after a day of exploration or relaxation. The fully equipped chef's kitchen beckons to the culinary enthusiast, encouraging the creation of delicious meals to be savored in the inviting dining area.brbrIn addition to the breathtaking amenities, our location is an ideal hub for adventure. Explore nearby hiking trails, discover charming local shops, or indulge in culinary delights at the finest restaurants in town. Whether you seek outdoor excursions or prefer the comforts of your private paradise, this Barrel House caters to your every desire.brbrExperience a stay like no other at our extraordinary Barrel House. Book now and let the pool, hot tub, garden, arbors, and magnificent stone fireplace weave together an unforgettable tapestry of memories for you and your loved ones.brbrBarrel House has TWO internet networks! Carriers are AT&T and Starlink.brbrOther info to note:brGuests are welcome to use the Tesla Charger located in the driveway.brWhole house generator will automatically turn on during a power outage.brFireplace is gas, no wood necessary.br12 cup Drip coffee maker, bean grinder and electric tea kettle available for guest use (coffee not supplied)brPool is heated via solar during summer months. Winter heating is possible, additional fees apply.brbrProperty has a small gym above the garage equipped with weights, rower, treadmill, stationary bike plus a Queen Murphy bed, Toilet, sink, Shower and small kitchenette.

Dry Creek Valley Home and Vineyard

Healdsburg, California, United States

Bed

Bath

Sleeps

$195.06

Located in central Healdsburg, this house is a dream. Just a very short walk to world class restaurants, wine tasting rooms, art galleries and the farmer's market. Only a 15 minute drive to over a hundred vineyards and wineries and 50 minutes to the picturesque Sonoma Coast. Santa Rosa Airport is less than 15 minutes away. With 2 bedrooms, including 1 king bed and 1 queen bed, our property offers the perfect space for guests to unwind and relax. Large and comfortable sectional in living room for reading and entertainment. Dining room has large table with seating for 6-8 persons. brBoth bathrooms have a shower and tub. Other features include a large 2 car garage, community swimming pool and bocce court, A/C, heating, fireplace, new range and washer/dryer and a small wine fridge. This can be your Wine Country escape!brSmall dogs (less than 20 pounds) can be considered on a case by case basis.

Downtown Healdsburg home very near the Plaza! 30 Day Minimum per law.

Healdsburg, California, United States

Bed

Bath

Sleeps

$500.06

Summary:brbrNestled among redwoods and vineyards, our Paradise is a serene Healdsburg escape. Relax in orchard seating, soak in vineyard views, enjoy modern comforts, & savor complimentary wine tastings!brbrbrbrThe Space:brbrNestled between towering redwoods and rolling vineyards, Puccioni Paradise offers an intimate Wine Country escape for couples or solo travelers seeking tranquility and romance. Just 15 minutes from Healdsburg Plaza's renowned restaurants and tasting rooms, this peaceful sanctuary combines modern comfort with natural beauty—perfect for romantic getaways, remote work retreats, or wine lovers seeking privacy.brbrSleeps 2-3 guests: Ideal for couples, with optional third guest accommodations available for an additional fee.brbrbrbrThe SpacebrbrMain House (825 sq ft)brbrbrbrKing Bedroom – Spacious retreat with serene vineyard viewsbrbrLiving Room – Queen sleeper sofa, modern furnishings, and Smart TV for streamingbrbrFull Bathroom – Double vanity and walk-in showerbrbrChef's Kitchen – Fully equipped with modern appliances, cookware, fresh garden herbs, and ample counter space for preparing gourmet mealsbrbrFrench Doors – Open to an expansive patio with outdoor dining and vineyard vistasbrbrbrbrDetached Studio (250 sq ft)brbrbrbrQueen Bed – Private retreat perfect for a third guest or solo travelersbrbrDedicated Workspace – Quiet office space with high-speed WiFi, ideal for remote workbrbrPrivate Entrance – Complete separation from main housebrbrbrbrbrbrAmenities & ComfortsbrbrIndoor:brbrbrbrHigh-speed WiFi throughout both spacesbrbrSmart TV with streaming servicesbrbrCentral air conditioning and heatingbrbrKeurig K-Duo Plus coffee makerbrbrFull washer and dryerbrbrHair dryer, clothes steamer, iron and ironing boardbrbrFully stocked kitchen with modern appliancesbrbrbrbrOutdoor:brbrbrbrExpansive patio with dining areabrbrBBQ grill for al fresco cookingbrbrAdirondack chairs nestled in the orchardbrbrWildlife watching and stunning vineyard viewsbrbrSurrounded by redwoods and natural beautybrbrbrbrbrbrExclusive Wine Country PerksbrbrbrbrAs our guest, enjoy free tastings for up to 6 guests at several exceptional local wineries:brbrMerriam Vineyards – Family-owned estate crafting elegant, Old World-inspired Bordeaux-style wines ($35 value per person)brbrOrsi Family Vineyards – Locally loved winery specializing in expressive, small-lot Italian varietals like Sangiovese and Schioppettino ($35 value per person)brbrStonemason Cellars – Small lot wines all sourced locally from Sonoma County grapes. Enjoy their Nibbles & Wine tasting experiencebrbrbrbrGuest of record must be present for all tastings. An unforgettable way to toast your Wine Country getaway.brbrbrbrPrime Sonoma LocationbrbrClose to Everything, Far from the Crowds:brbrbrbr15 minutes to Healdsburg Plaza's restaurants, boutiques, and tasting roomsbrbrSurrounded by renowned wineries in Russian River and Dry Creek valleysbrbrNearby hiking trails through ancient redwood grovesbrbrEasy access to Sonoma Coast beaches and outdoor adventuresbrbrbrbrbrbrGuest Experience & HospitalitybrbrThis home offers more than beautiful interiors and breathtaking surroundings—our hospitality elevates the experience. Expect seamless check-in, thoughtful local recommendations, and genuine care throughout your stay. From your first inquiry to final checkout, we're committed to making your Sonoma escape unforgettable.brbrbrbrPerfect ForbrbrbrbrRomantic Wine Country getawaysbrbrRemote work retreats with inspiring surroundingsbrbrCouples seeking privacy and tranquilitybrbrSolo travelers wanting peaceful escapebrbrWine enthusiasts exploring Sonoma CountybrbrAnniversary celebrations and special occasionsbrbrbrbrbrbrImportant InformationbrbrGuest Access:brbrbrbrPrivate access to main house, detached studio, and all outdoor spacesbrbrProperty suited for 2 guests; third guest allowed for additional feebrbrbrbrPlease Note:brbrbrbrNot suitable for children under 12 due to rural terrain, seasonal streams, and wildlifebrbrRemote location requires guests to dispose of trash/recycling at designated bins on Puccioni Rd & Mill Creek RdbrbrRemote workers welcome—studio provides quiet, dedicated workspacebrbrbrbrProperty Details:brbrbrbrTOT #4728brbrPERMIT #TVR23-0134brbrLIC #: LIC23-0045brbrbrbrBook Your Sonoma SanctuarybrbrExperience the perfect blend of romance, comfort, and natural beauty at Puccioni Paradise—where redwoods meet vineyards, and exceptional hospitality meets Wine Country charm.brbrYour tranquil escape awaits.brbrbrbrThe Neighborhood:brbrLocated in a rural, quiet neighborhood.brbrbrbrGetting Around:brbrUber/Lyfts are available although wait times can vary.brbrbrbrOther Things to Note:brbrYou may also see this home listed as Secluded Home, Wine Tastings Included” on some booking sites.

Puccioni Paradise - Wine Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$1398.43

Escape to the heart of wine country at this luxurious 3-bedroom home in Healdsburg. Perfectly located for exploring the region`s acclaimed wineries, gourmet dining, and breathtaking scenery, this spacious abode offers an unforgettable getaway for families and groups alike. Brand new construction completed in 2024, this refreshing spacious abode offers an unforgettable, peaceful getaway for families and groups alike.brbrbrbrComplimentary wine tasting for 6 guests included with your stay!brbrbrbrDiscover nearby attractions such as Healdsburg Plaza, the Russian River, and hiking trails in the surrounding countryside, all within easy reach. Several wineries are even within walking distance.brbrbrbrStylish Interiors: Experience refined comfort in our beautifully appointed living spaces, featuring stylish decor, premium furnishings, and ample natural light.brbrbrbrSleek Amenities: Enjoy modern conveniences including a fully equipped kitchen, high-speed Wi-Fi, flat-screen TVs, heated toilet and plush bedding for a restful night`s sleep.brbrbrbrOutdoor Oasis: Step outside to the covered patio, ideal for morning coffee. Meander down to the large 20` x 40` saltwater pool, hot tub, and pool house where there is outdoor dining for 8, TV and BBQ. In the pool house is a sofa bed and full bathroom.brbrbrbrSpacious Layout: With three well-appointed bedrooms there is ample space to relax. Open the doors from the living room and kitchen to the patio to enjoy a true indoor/outdoor feel.brbrbrbrUniversal electric vehicle charger available for your use - charging from 12am-5am complimentary. brbrbrbrBed Types:brbrMaster Bedroom - King BedbrbrBedroom 2 - Restoration Hardware Queen Sofa BedbrbrBedroom 3 - XL Twin/Queen Bunk Bed, Twin TrundlebrbrPool House - Queen Sofa Bed (not for overnight use)brbrbrbrNearby Attractions:brbrLimerick Lane Cellars - .2 mi (walking distance)brbrChristopher Creek Winery - .8 mi (walking distance)brbrViszlay Winery - .4 mi (walking distance)brbrDue Ruscelli Winery - .3 mi (walking distance)brbrFoppiano Vineyards – 1.4 mibrbrMerriam Vineyards – 1.6 mibrbrAperture Cellars – 1.7 mibrbrHealdsburg Plaza – 3.4 mi (7 minutes by car)brbrbrbrTHINGS TO KNOW:brbrMust be 25 years of age to rent this propertybrbrLIC24-0115brbrQuiet Hours – 9pm-7ambrbrPrivate Road - please drive slowlybrbrPlease note that events such as loud parties are not permitted at this house. The setting is peaceful and bucolic and we require that guests respect the serenity of the area and our neighbors` expectation of peace and quiet. To assist there are indoor and outdoor decibel monitors.brbrCommercial photography and filming are not permitted brbrSmoking is not permitted anywhere on the propertybrbrMaximum occupancy of 6 guests, not including children under 3brbrPool is warm May-October but can be heated for $150 per day, 48 hours notice is required to heat the pool in timebrbrHot tub is always heated

Stella Campagna - Brand NEW 3 BD, Pool, Spa

Healdsburg, California, United States

Bed

Bath

Sleeps

$442.63

Summary:brbrEscape to our charming Russian River bungalow just 6 min from Healdsburg Plaza. Enjoy river access, private hot tub, decks, rustic-modern comfort, and complimentary wine tastings!brbrbrbrThe Space:brbrRelax and recharge at Riverbend Retreat, a warm and inviting 3-bedroom, 1.5-bath bungalow nestled in a peaceful neighborhood just 5 minutes from Healdsburg Plaza. Perfect for couples, families, or a group of friends, this home blends rustic charm with modern comfort, offering an ideal base for exploring Sonoma wine country or simply unwinding by the river.brbrbrbrGuests love the comfort and charm of our home, but it’s the thoughtful hospitality that keeps them coming back. We’re here to make your Wine Country getaway effortless, relaxing, and full of care.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 — (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!brbrbrbrThe Spacebrbr• Rustic charm + modern comforts: hardwood floors, open beam ceilings, crown molding, clawfoot tub, updated kitchen, smart techbrbr• Cozy sleeping for up to 6: 2 queen bedrooms + full-size bed in upstairs loftbrbr• 1.5 bathrooms, fully stockedbrbr• Fully equipped kitchen: French press, drip coffee maker, bean grinder, tea kettle, dishwasherbrbr• Front & back decks for lounging, gas BBQ, private hot tub under the starsbrbr• High Chair and Portable Crib available for guest usebrbrbrbrRemote Work & Year-Round Comfortbrbr• High-speed internet, Smart TV, cable, and peaceful surroundingsbrbr• Central heat, portable AC, washer/dryer includedbrbrbrbrOutdoor & Local Attractionsbrbr• Walk across the street to sandy river access for kayaking, swimming, or riverside picnicsbrbr• Just minutes from Healdsburg restaurants, tasting rooms, antique shops, hiking trails, and scenic drivesbrbrbrbrPerfect for GroupsbrbrRiverbend Retreat is on the same quiet street as Redwood River Lodge, Heron House, and River View Lodge. Rent multiple homes together for extra space, privacy, and shared riverside memories—ideal for family reunions, friends’ getaways, or wedding weekends.brbrbrbrExtras & Notesbrbr• Beach chairs availablebrbr• Max 3 vehicles, quiet hours 9PM–7AM, no parties/amplified musicbrbrbrbrExperience a peaceful Wine Country escape at Riverbend Retreat — with river access, modern amenities, and genuine hospitality for an unforgettable Sonoma getaway.brbrbrbrTOT#2284N | PERMIT#ZPE13-0262 | LIC#: LIC24-0890brbrbrbrThe Neighborhood:brbrLocated in a quiet Residential Neighborhood on the same street as our River View Lodge, Redwood River House, & Heron HousebrbrbrbrGetting Around:brbrLyfts/Ubers are available although wait times can vary.brbrbrbrOther Things to Note:brbrYou may also see this home listed as “River Retreat - Hot Tub and Tastings Included” on some booking sites.

Riverbend Retreat - Hot Tub and Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$1,878

The property is situated on 4 acres of land, placed in the middle of the famous Alexander Valley. The listing available includes two conjoined homes: the main house and water tower. The water tower has access to all amenities the main house does, as well as similar features. The interior of the house is rustic chic with the comforts of a lux listing. The entire house can hold 4 adults, discounts are available if only two people rent just bottom floor.

Country chic cottage and connected water tower next to Jordan winery

Healdsburg, California, United States

Bed

Bath

Sleeps

$2223.5

Step outside and immerse yourself in a haven of outdoor delights. The centerpiece is a magnificent 40'×15' inground pool, complete with an inset spa, cover, and the ability to heat the water for your comfort. Relax on the surrounding patio, adorned with six poolside lounges and two spacious outdoor sofas, providing ample seating for ultimate relaxation.brbrFor al fresco dining, a charming outdoor dining table and chairs await on the new back Trex deck, just steps away from the pool area. Adjacent to it, a grand covered outdoor kitchen beckons with a six-burner cooktop, warming oven, two refrigerators, and an ice maker. As you explore further, you'll discover a second freestanding spa, a bocce ball court for friendly competitions, and a tiered entertainment area with a gas fire pit and comfortable seating. Sports enthusiasts will appreciate the half basketball court in the front area, perfect for a game of hoops.brbrGame Room with Separate sleeping area:brBut wait, there's more! The oversized detached 2-car garage, conveniently located near the pool, has been transformed into a game room. Challenge your friends to a lively game of ping pong or a round of pool on the 7-foot table. Relax in the large sectional seating area, featuring a brand-new 75 QLED 4K Smart TV, and enjoy the convenience of a powder room within arm's reach. Youngsters and vintage gamers alike will delight in the addition of a vintage Pac-man table with 30 games and an Xbox video game system. Above the game room, a private sleeping room awaits, adorned with a new king bed, a 75 QLED 4K TV, and an ensuite full bath.brbrMain house:brNow, prepare to be enchanted by the Heavenly Haven. To the right, a spacious entertainment area welcomes you, complete with a 75 QLED 4K Smart TV with SONOS sound system and a generously sized sectional for ample seating. The delightful, well-appointed kitchen is a chef's dream, featuring a stooled island, a Wolf six-burner gas cooktop with a griddle, KitchenAid double ovens, two KitchenAid dishwashers, and a large built-in Sub Zero pantry-style refrigerator. Adjacent to the kitchen, the private dining room offers a charming space with doors opening to the back patio and pool areas.brbrThe main level of the home boasts the exquisite Master Suite, featuring an ensuite bath, a walk-in closet, a new king bed, and glass doors leading to a small private patio. Another spacious bedroom on the main level awaits, with a king bed, a large new 75 QLED 4K smart TV, and a beautiful shared full bath just across the hall. Additionally, you'll find a well-appointed laundry room for your convenience. The second floor of the home features a shared bath, two large bedrooms, one with a balcony overlooking the pool, and an additional sleeping room, all furnished with king beds.brbrIt's time to book your stay and start planning your extraordinary Wine Country getaway. In addition to indulging in wine tastings and delightful food pairings at our world-class wineries, there's an abundance of adventures awaiting you. Explore the enchanting Armstrong State Park redwoods, discover the nearby Russian River, or take a short drive to the breathtaking ocean. Healdsburg also showcases the arts, with its array of beautiful galleries and incredible works to admire. Immerse yourself!brbrExplore the vibrant arts scene of Healdsburg, where creativity flourishes. Discover a plethora of beautiful galleries showcasing awe-inspiring works of art that will captivate your senses. For music enthusiasts, we have outstanding venues such as Weil Hall and the Green Center, renowned for their world-class performances. Don't miss the unforgettable experiences at the Luther Burbank Center for the Arts.brbrIn addition to these esteemed establishments, our town boasts numerous smaller clubs and venues that come alive with live music performances. Experience the rhythm and melodies that fill the air during the summer season, fall, and holiday festivities. From the Plaza to local wineries, there's always something enchanting happening in the form of music events.brbrWELCOME!

Spectacular Healdsburg Manor-4BR/4.5BA, POOL+2 SPA!

Healdsburg, California, United States

Bed