Vacation Home Rentals By Owner In Healdsburg, CA

Modern sophistication meets wine country charm in this Healdsburg townhome, nestled among beautiful redwoods. This light-filled home features floor-to-ceiling windows, bamboo hardwood floors, Viking appliances, and both indoor and outdoor fireplaces. A private deck offers the perfect spot to unwind or entertain.brbrThe loft-level second bedroom includes a new Thuma queen bed, full bathroom with shower and tub, closet, and linen storage. Note: this bedroom is located in the open loft area and is not fully private. Between the loft and the primary suite, you'll find a new Bosch washer and dryer. Upstairs carpeting is brand new and high-quality.brbrCommunity amenities include a pool, jacuzzi, pool house, and Viking BBQ. brbrJust a 10-minute walk to Healdsburg Plaza, residents enjoy easy access to local favorites like Little Saints, The Matheson, and Dry Creek Kitchen, as well as boutique shopping, wineries, and the lively summer music scene.brbrAvailable for a 1-month stay or longer-term lease (6 12 months). Rent includes HOA fees, Wi-Fi, Apple TV, PG&E, water, and garbage. No pets or smoking permitted. Convenient parking is available directly in front of the townhome.

Modern Townhome - Walking Distance to Healdsburg Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

$1082.82

This stunning gated modern ranch house is nestled on one acre among the vineyards, and very well located at the north end of Healdsburg on Alexander Valley Road. Just remodeled, professionally decorated and furnished, this single story, 2000 sq. ft., 3 bedroom, 2.5 bath home sits under the shade of an impressive California Oak. This lovely home features abundant new decking with a large outdoor table for 10 and a beautiful new in-ground pool, 8-person Hot Springs spa and outdoor shower. Enjoy the attractive and comfortable outdoor furniture, bocce and basketball courts. A large covered outdoor entertainment area with grill and plenty of seating provides a wonderful entertaining space overlooking the pool and combines perfectly with the spacious entertainment room, especially when the two window walls are open, inviting the outside in!brbrThe hardwood-floored great room and professional-grade gourmet kitchen with Thermador 6 burner gas range, convection oven, natural stone countertops and large island with six stools for the backseat chefs. Adjacent to the kitchen is the dining area with a beautiful wood and metal dining table seating up to 8. brbrThe great room also includes the family room with a large sleeper sofa, enabling up to 8 overnight guests. A slate rock wall with a two-sided gas fireplace separates this area from the media /entertainment multi-purpose room with two window walls which open to the back covered porch. Amenities here include a large 70-inch flat screen Vizio TV with Soundbar, a large area rug and a large sectional sofa. brbrOff the living room is a dry bar with a wine fridge, convenient half bath and stacked Samsung washer/dryer set. To the right of the main entry and down the hallway are a queen bedroom with double closet, shared bath, king bedroom and master suite. brbrThe master bedroom has double mirror doored closets, a beautiful ceiling fan, queen platform bed, large window, and hardwood flooring with rugs. The Master's ensuite bath has a free-standing shower and single-sinked vanity.br*Heated pool may be available at an extra energy expenditure cost for entire stay, please remember to ask us (depend on availability).brbrCOME AND ENJOY RENDEZVOUS UNDER THE OAKS FOR A MEMORABLE ENCHANTING RETREAT IN ALEXANDER VALLEY, ONLY MINUTES FROM DOWNTOWN HEALDSBURG!

Rendezvous Under the Oaks-Pool & hot Spa

Healdsburg, California, United States

Bed

Bath

Sleeps

$130.0

Heartwood Guest House was born in 1880 and reimagined in 2020. As one of the original platted homes of Healdsburg, Heartwood House (and Guest House) are among the oldest buildings in the city—and you can experience a part of this heritage during a long-term stay (30+ days) in wine country!brbrHeartwood Guest House enjoys status as the closest guesthouse to the historic town plaza! This is in-town living at its finest and you will get to experience all that downtown living has to offer: the walkability, the restaurants, the tasting rooms, the shopping, the people, and more. brbrThis space is fully furnished and was refurbished in 2021. Throughout the space you'll notice original 11-ft high ceilings, vintage hardware, and curated artwork that add charm and honor the history of the house. brbrSpecial features of the space include:br- Private entrance through a gated patio space.br- One off-street parking space with additional on-street parking.br- Full-size kitchen in multipurpose room containing a 5-burner gas range + oven, compact refrigerator, microwave, and all cooking/serving utensils. br- Sitting area in multipurpose room with full-size sofa, desk, and Smart television with Hulu LiveTV. br- Bedroom containing a king size bed with Tuft & Needle mattress, electric fireplace, and large storage area.br- Bathroom with restored clawfoot soaking tub and shower enclosure, pedestal sink, and toto washlet toilet. br- In-unit laundry, Mitsubishi mini-split heating/air conditioning, high speed internet, tankless hot water heater. br- Dogs are welcome. brbrbr

Historic Guest House on Plaza Street

Healdsburg, California, United States

Bed

Bath

Sleeps

$422.61

Sunny, fun riverfront home in Healdsburg with direct access to Russian River and multiple indoor and outdoor areas to relax and enjoy your time. Great wine country location, less than 10 minutes to Healdsburg's Town Square, and less than 5 minutes to Ru's Farm, or Front Porch Farms. We have multiple decks, a screened porch, a private patio overlooking the river, and everything you need to enjoy them. TOT#3255NbrbrOur calendar is up to date and instant-booking is on.brbrThe spacebrbrMorning Dew is a quaint, 1920s home set under a beautiful old oak tree. In the main house, you'll find a well equipped eat-in kitchen and two separate living spaces where you can curl up by the wood stove with a good book, play cards, watch cable TV or use the WiFi. We have a well stocked kitchen, and provide coffee and tea.brbrThere are several options for sleeping, with a queen bed and a single bed in main house, and a second queen bed in the Love Shack (a rustic studio accessed by a separate entry below the main home). There is a full bath in the main house and a small bath with shower in the Love Shack. brbrThere are many outdoor spaces for relaxing and enjoying the sounds and views of the river. You'll find a shaded deck off the kitchen with a large table for outdoor dining, a small lounge area besides Love Shack, a screened porch part way down to the river, and a shaded platform that sits above the rocky beach.brbrWe have everything you need for a memorable river and wine weekend. Folding chairs, beach towels, and a cooler are available for lounging at the river. Winery maps and recommendations and a picnic basket help you make the most of your winery tour. You'll also find great hiking and road biking in the area, or can arrange a kayaking or canoe trip ending at nearby Memorial Beach.brbrGuest accessbrbrYou will have access to the entire property. We share the path down to the river with our neighbors, but the platform above the river is exclusively ours and there is plenty of room on the rocky beach for everyone to find their own space.brbrInteraction with guestsbrbrWhile we do not live onsite, we are available by phone or electronically for questions and advice. You can talk to me directly via the Ring doorbell anytime.brbrOther things to notebrbrPlease note there are many steep steps down to the river. Use of the stairs and river are at your own risk.brbrWe have a Ring video doorbell.brbrPlease note this is an old and quirky home situated in a rural area. While the oak tree brings lovely shade, it also regularly drops leaves and is home to lots of wildlife. While it varies by season, here are some of the creatures you may come across:brMost likely see - lizards, songbirds, jays, hawks, spiders, caterpillars. brProbably see - deer, ducks, fish, hummingbirds, vultures. brMight see - river otters, quail, snakes, field mice, skunks.brbrOur home is always professionally cleaned between visits, but if seeing a spider in the house could ruin your weekend, it may not be the best choice for you!brbrPlease message with any questions and we hope you enjoy your visit to Sonoma Wine Country!br

Morning Dew-A Riverfront Healdsburg Home

Healdsburg, California, United States

Bed

Bath

Sleeps

$1,072

This stunning, newly constructed modern home sits on a picturesque 10-acre property, complete with a thriving vineyard that provides a serene and secluded backdrop for your getaway.brbrAs you approach the property, you'll be immediately struck by the home's elegant and refined design with large picture windows and a seamless blend of indoor and outdoor living spaces. Step inside and you'll be greeted by a bright and airy great room, where the fully-equipped kitchen, dining area and comfortable living space flow together effortlessly.brbrAll three bedrooms offer a peaceful retreat with natural light and direct access to the home's beautifully appointed bathrooms. Gaze out the picture windows to take in the breathtaking vistas of the surrounding olive-dotted hills and endless sky.brbrJust a short drive from the charming town of Healdsburg, this property offers easy access to some of the world's best wineries and award-winning restaurants. Whether you are seeking a romantic getaway, a family vacation or a peaceful respite form the hustle and bustle, this exceptional Sonoma County retreat has everything you need and more. See more: https://youtu.be/9KMu6u2JJi0brThis property complies with Sonoma County TOT regulations.brbrMaximum stay 10 nights.brbrVRBO displays an all-in nightly average that includes cleaning and service fees — longer stays offer significantly better nightly value.

Wake Up in Your Own Private Vineyard - Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

$549.81

Summary:brbrTucked on a private one-acre property, Casa Campo sits five minutes from Healdsburg's legendary plaza—close enough to explore, quiet enough to exhale. A gas BBQ patio, deep soaking bathtub, ergonomic workspace, and fully stocked kitchen set the stage for long, unhurried days in Dry Creek wine country. Start mornings with pour-over coffee on the sun loungers, end evenings in the soaking tub with a local Zinfandel. Your California escape starts here.brbrbrbrThe Space:brbrStep into a peaceful, thoughtfully designed cottage that blends rustic warmth with modern touches. Casa Campo offers a comfortable, inviting layout that makes it easy to slow down, unwind, and fully enjoy your time in wine country.brbrbrbrAs you walk in, you’ll find a bright and cozy living area with ample seating, a 54 TV, curated books, and board games, perfect for quiet mornings, a glass of wine in the evening, or relaxing after a day of tastings around Healdsburg. The space also features a charming decorative fireplace that adds to the ambiance (for aesthetic purposes only and not available for guest use).brbrbrbrThe adjacent dining area flows seamlessly into a fully equipped kitchen, complete with an induction stove, oven, large refrigerator, microwave, coffee maker, wine glasses, and all the essentials you’ll need to prepare simple meals or enjoy a leisurely night in.brbrbrbrBoth bedrooms feature brand-new, comfortable beds, cozy linens, room-darkening shades, ample storage, extra pillows and blankets, and peaceful views of the surrounding trees.The bathrooms are stocked with toiletries and everyday essentials, including a relaxing bathtub for unwinding after a day of exploring wine country.brbrbrbrStep outside to a private backyard and patio, where you can sip your morning coffee, grill dinner on the gas BBQ, or relax on the outdoor seating and sun loungers surrounded by nature. With private parking for up to three vehicles, a single-level layout, strong Wi-Fi, an ergonomic workspace, air conditioning, heating, fans, and an in-unit washer/dryer, Casa Campo is set up for a comfortable and effortless stay from start to finish.brbrbrbrGuest Access:brbrGuests have full access to the entire home and the surrounding outdoor space throughout their stay.brbrbrbrThe Neighborhood:brbrCasa Campo is tucked into a nature-filled area just outside downtown Healdsburg. The setting feels quiet and private, while still being close to world-class wineries, charming tasting rooms, and some of Sonoma County’s best dining and shopping.brbrbrbrGetting Around:brbrA car is recommended for exploring the area, especially if you plan to visit wineries or spend time downtown. The neighborhood is calm and easy to navigate, and many popular destinations are just a short drive away.brbr- 5 minutes to Downtown Healdsburg Plazabrbr- 7 minutes to Memorial Beach on the Russian Riverbrbr- 13 minutes to Sonoma County Airportbrbr- Less than an hour to the Coastbrbr- 1 hour to San FranciscobrbrbrbrOther Things to Note:brbrThis home does not allow pets, with the exception of service animals. If you’re traveling with a service animal, please let us know before arrival and kindly clean up after them.brbrbrbrQuiet hours are from 9 PM to 7 AM, per local regulations.brbrThe driveway accommodates up to three vehicles, with free street parking also available.brbrbrbr To ensure a seamless check-in, all guests must complete a quick pre-check-in verification through our secure guest portal. A link will be sent after your booking is confirmed.brbr During the rainy season (typically October through March), outdoor furniture cushions may be stored to protect them from the elements, and outdoor seating may not be set up as pictured.brbrbrbrInteraction with Guests:brbrWe strive to achieve the perfect balance between providing our guests with the privacy they desire while remaining accessible for any questions or needs that may arise. We respect your space and ensure that your stay is as comfortable as possible. However, if you have any inquiries, require assistance, or simply want some local tips and recommendations, please don't hesitate to reach out to us. We're always more than happy to help make your stay a memorable and enjoyable experience.

Private Acre+BBQ Patio | 5min to Healdsburg Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

$1156.08

Summary:brbrSwim, soak, sip & savor—Healdsburg Homestead offers a pool, hot tub, and an exclusive complimentary tastings! Tucked in Dry Creek Valley, just minutes from downtown.brbrbrbrThe Space:brbrWelcome to Healdsburg Homestead!brbrIn the heart of Sonoma County’s Dry Creek Valley, this peaceful farmhouse sits along a quiet country road, surrounded by vineyards, gardens, and the gentle sound of a seasonal creek. Though it feels worlds away, you’re just 5 minutes from downtown Healdsburg’s tasting rooms, boutiques, and acclaimed restaurants.brbrWake up to birdsong and garden views, spend the day wine tasting or paddling on Lake Sonoma, then unwind in the hot tub beneath a sky full of stars. Whether celebrating, recharging, or simply soaking in the rhythm of wine country, every moment here is made to be memorable.brbrHighlights of Your Staybrbr• Prime Location – 5 minutes to Healdsburg, near world-class wineries like Dry Creek Vineyard, Ridge & Ferrari-Caranobrbr• Outdoor Living – Private pool with baja shelf, hot tub by the creek, gardens, bocce, and wide-open spacebrbr• Family & Pet-Friendly – Sandbox, toys, Pack ’n Play, and room for kids to roam (up to 2 dogs welcome, pet fee applies)brbr• Work & Relax – Vineyard-view workspace, fast Wi-Fi, and cozy living room with gas fireplacebrbr• Thoughtful Touches – Fully equipped kitchen, French press & drip coffee setup, and garden views throughoutbrbrbrbrWhile this home impresses with its comfort and setting, it’s the personal touches that make your stay memorable. From a warm welcome to attentive support throughout your visit, we ensure every detail is taken care of.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 – 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 ($35 value per person)brbrbrbrA unforgettable way to toast your Wine Country getaway — cheers to delicious moments ahead!brbrbrbrSleeping Arrangementsbrbr– 3 Bedrooms, 2 Bathroomsbrbr– Pool ranges from 3.5’ to 6’ deepbrbr– Pack ’n Play providedbrbrbrbrHealdsburg Homestead welcomes you to one of the most beautiful corners of Northern California—perfect for romantic escapes, family trips, or weekends with friends.brbrbrbrTOT#: 4214N | Permit#: TVR20-0084 | LIC#: LIC23-0113brbrBooking is contingent upon acceptance of Property Manger's rental agreement (excludes Airbnb).brbrbrbrThe Neighborhood:brbrLocated in a quiet Residential Neighborhood.brbrbrbrGetting Around:brbrLyfts/Ubers are available although wait times can vary.brbrbrbrOther Things to Note:brbrYou may also see this home listed as “Homestead with Pool Hot Tub and Tastings Included” on some booking sites.

Healdsburg Homestead with Pool, Hot Tub and Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$255.83

Unique rental opportunity — a beautiful, brand new home with an enormous open floor plan perfect for bringing family or a group together. A large wrap around porch, huge yard and plenty of off-street parking allow guests to settle in for several days without having to drive from place to place. You won’t want to leave this comfortably furnished home, but if you do it’s just 3 short blocks to the Plaza. Take a short walk or hop on one of the house bikes and you’re in the center of town, where you can experience award winning restaurants, galleries, 30+ wine tasting options and plenty of great shopping. Truly the best of both worlds — a modern farmhouse cozy setting just a few minutes from all the adventure of downtown Healdsburg. brbrThis brand new home has a spacious, fully equipped kitchen for entertaining with a peninsula bar and adjacent dining area. You can exit the dining area through French doors to the wrap around porch. Sonos surround sound speakers throughout the common rooms of the home and outside porch allow you to broadcast your favorite music while cooking, dining or hanging out. brbrA huge living room, with 20ft vaulted ceilings is the perfect place to gather a group or just lounge around enjoying the fireplace or TV. If you're looking for a more intimate space, make your way up to the loft and enjoy the mountain views from the cozy velvet couch.brbrBoth bedrooms upstairs are generously sized with vaulted ceilings and en suite bathrooms. The bedroom on the main level also offers plenty of space and includes seating and lots of storage. A full bathroom is located just across the hall from this bedroom.brbrWhile the indoors are beautifully decorated with many farmhouse details, the outdoors are also very inviting. Enjoy a glass of wine on the wrap around porch, or take a stroll downtown. There are two house cruiser bikes located in the garage with bike locks that are available to tenants. It's just a quick ride to the river, or seek out your favorite restaurant in town. There are so many options when you're located in the heart of town. We hope you have fun exploring!

Stunning NEW Modern Farmhouse, Just 3 Blocks from Healdsburg Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

$294.15

Your Healdsburg adventure begins at this 3-bedroom house. Less than a mile to all the action. Inside, guests find a marvelous king bed and two cozy queen beds, plus a comfy living room with a bonus trundle bed. Two bathrooms with tub or walk-in shower. Large redwood deck and garden is everyone’s favorite lounging spot. Our place with easy access north and south will help you experience everything Sonoma County has to offer.

Spacious house in marvelous Healdsburg close to town

Healdsburg, California, United States

3

Bed

Bath

6

Sleeps

$769.0

What We Love About This HomebrThis sleek modern home features towering ceilings and walls of glass that showcase the stunning views. It features clean minimalistic design, neutral palettes, and warm woods.brbrThe two-level design features a dramatic Great Room and kitchen/dining area on the main level with three bedrooms on the upper level. The open design kitchen has generous prep space, and bar stool seating for four. The open dining area lies in front of the floor to ceiling windows, creating an epic view while dining.brbrThe open living area has floor to ceiling windows at both ends, and features comfortable couches and a massive oversized flatscreen TV.brbrAll of the rooms on the main level seamlessly connect with the outdoor deck and pool area, and the adjacent lawn with bocce court and corn ball field.brbrThe main house has three bedrooms upstairs, each with expansive views, and ensuite bathrooms. For additional guests, the den/office located just off the Great Room, easily converts to additional sleeping accommodations for weekend guests, and has its own ensuite bathroom.brbrA 1BR/1BA guest suite with amazing views is tucked below the main residence on the lower level, providing privacy and a separate entrance for guests.brbrJust 15 minutes from the quaint town of Healdsburg , home to popular wine industry events and a central plaza dotted with an abundance of tasting rooms and award-winning restaurants featuring the best in farm-to-table cuisines, art galleries and chic boutiques.brbrGuests staying at Dry Creek Moderno will enjoy access to BeautifulPlaces pre-arrival assistance. Our local staff can assist with pre-trip suggestions for winery visits, private chef dinners and any other special experiences you desire. On arrival day you’ll find a bottle of local wine and gourmet coffee waiting for you in your villa, and our team is available during your stay to answer any questions you have.brbrHouse RulesbrThis property is subject to local regulations governing vacation rental properties. Under local law, events, parties and outdoor amplified music are not allowed. Overnight and day time occupancy is limited to 8 guests, and rental guests must observe quiet hours between 9:00pm and 9:00am. The pool is heated Memorial Day through September. Note that the pool is not fenced or covered. brbrRates quoted on this page are subject to our revision. Rates are inclusive of 1 basic housekeeping visit each month, a utility credit, exit cleaning and booking fees. A $7,500 damage deposit is required.brbrThis residence is subject to a 30 night minimum stay in compliance with local regulations. Please contact BeautifulPlaces to discuss your needs, availability and terms.

Modern Mountain Top Retreat

Healdsburg, California, United States

Bed

Bath

10

Sleeps

$159.68

Mid-Century Wine Retreat - 31 Day Minimumbr br“Four blocks to the Plaza, Your Retreat to Wine Country Elegance.”br brWelcome to your private Healdsburg retreat—an elegantly newly remodeled mid-century single-story home just a short stroll from the renowned Plaza.br brThis spacious and accommodating residence offers 2 bedrooms and bonus room with sleeper sofa. Featuring a separate-entry guest suite, perfect for hosting family or friends with privacy and comfort and access to outdoor patio. Inside, you’ll enjoy a bright family room with an oversized TV for movie nights, plus a lovely library that invites quiet reading or can double as an extra sleeping area. Every detail has been refreshed with all-new furnishings, premium bedding, and updated hardware throughout.br brStep outside to the expansive garden grounds, featuring a newly landscaped front yard, a tranquil grove of fruit and shade trees, and a generous backyard oasis designed for relaxation. The brick patio, shaded by a stunning Japanese maple, sets the stage for al fresco dining, barbecues, or simply enjoying a glass of wine in the fresh Sonoma air.br brWhether you’re seeking a restful month-long stay, a wine country escape, or an extended retreat close to the best of downtown Healdsburg, this home offers a rare combination of style, comfort, and location.brDRE 01156682

Mid-Century Healdsburg Bungalow meets Modern Contemporary 2BR/2BA, walk to town

Healdsburg, California, United States

Bed

Bath

Sleeps

$837.0

Nestled in Healdsburg, this delightful house offers a cozy retreat for guests. With 2 bedrooms, a bathroom, and essential amenities like WiFi and AC, this property is perfect for a relaxing getaway. The pleasant ambiance and terrific location make it an ideal choice for those looking to unwind and explore the area. Our place will help you feel at home while you're traveling in Healdsburg.

Right in the heart of Healdsburg lies this charming two-bedroom house

Healdsburg, California, United States

Bed

1

Bath

Sleeps

$1085.25

Every season is magical at the Dry Creek Farm Stay! Year-round in-ground Spa and seasonally heated Pool with vine-covered poolside pergola for family meals in the fresh air. Many sustainability features including 100% self-generated 15kw solar power array with Tesla Powerwalls so that power shutdowns won’t spoil your vacation. Nest thermostats, warm floors and radiators heated with solar hot water system for natural warmth. All bedrooms feature energy efficient multizone AC for those famously warm Summer days in Dry Creek Summer months.brbr———————————————brSweeping views of Geyser Peak and Dry Creek Valley may be highlighted by morning fog any time of year, and the light playing across the vineyard contours changes minute to minute. The warm summer nights by the pool...fall colors and natural beauty of the Dry Creek Valley exceed expectations, and we would love to have you visit! Perfect for nature lovers and wine tasters alike, great starting point for many beautiful bicycle rides/tours in the Healdsburg area. House is situated on a 20 acre dog-friendly fenced property with five acres of Syrah and Valpolicella blend vineyards, a seasonal creek and a wonderful mixture of benchland and upland flora and fauna. Quiet nights with stars abound, listen to the owl duets, and the ongoing symphony of wild nature!brbrCome and immerse yourself in this private, retreat to experience the Sonoma County way of life. Stone terrace surrounds the pool and in-ground hot tub and also includes a poolside pergola, unique changing cabana /enclosed outdoor shower. brbrGourmet kitchen with huge Garland range (two ovens, salamander) Subzero fridge and island for communal food prep. Large handcrafted dining room table seats ten to twelve. Handmade Windsor chairs by American woodworker/artisans are beautiful and comfortable. brbrCentral Air Conditioning in the upstairs bedrooms. makes for comfortable sleep and indoor time for any days that get extra hot. Energy efficient home by Siegel and Strain architects of Emeryville, California includes hydronically heated stone and tile floors in the winter and other green amenities including Solar hot water systems and a photovoltaic array provide the electricity for the farm, and now battery system provides continuous power even during energy shutdowns. Electric vehicle charging station provided on the premises.brbrThe Dry Creek Farm Stay holds a valid permit with Sonoma County as a vacation rental (Transient Occupancy Tax Certificate # 1014N)brbrQuiet Hours in Sonoma County are 10pm to 7ambrbrMaximum number of guests allowed by Sonoma County in this residence is 8, but homeowner may limit guest count further due to limited resources (esp. water). Maximum number of guest vehicles allowed on this property per Sonoma County ordinance is 3 vehicles. Owner may be able to assist guests with management of additional cars as needed since parking is plentiful inside this 20 acre property (but car traffic coming and going on the road must be limited). Please inquire via email for monthly rates.

Gorgeous Views, Pool and Hot Tub, 12 mins to HB Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

$578.67

Welcome to our 20 acre vineyard with stunning views in Healdsburg on West Dry Creek Rd. Perfect for indoor/outdoor living with floor to ceiling glass sliding doors to enjoy the view. Exercise in the 60 ft lap pool, sit and sip wine by the pool, enjoy the large hot tub, take a beautiful walk or a world-famous bike ride down West Dry Creek Road. Enjoy the beautiful gas fire pit next to the pool for late night conversations. There is even a large pond on the property.brbrWith 3 bedrooms including 2 king BR and 1 queen BR all with ensuite full bathrooms, this sustainable property offers all the comforts you need. The 3 full bathrooms come equipped with a shower, bathtub, and even a bidet. Organic Naturepedic mattresses, Coyuchi Organic linens. Fully equipped kitchen. A brilliant choice for guests looking for a relaxing or fun family getaway as everyone can gather in the great room and around the indoor and outdoor fireplaces. brbrVisit the dozens of boutique wineries nearby and the Healdsburg square packed with gourmet restaurants is just a 12 min drive. Originally a gathering for an Organic Beauty Company started by the owner, we've hosted celebrities, influencers, friends and anyone wanting to have fun and relax. brbrThis is a terrific 1-2+ month rental for an extended vacation. A great place to call home-base, we hope you enjoy your stay.

Stunning Sonoma 3BR, 3BA house w/view, lap pool, hot tub, Tesla chgr, Healdsburg

Healdsburg, California, United States

Bed

Bath

Sleeps

$991.95

Summary:brbrLocated just 10 min. from the Plaza | Elevate your by booking our Healdsburg farmhouse with vineyard views, pool/hot tub, gourmet kitchen and complimentary tastings!brbrbrbrThe Space:brbrExperience the beauty of Sonoma County with a stay at this charming farm house. Boasting 3 bedrooms and 3.5 bathrooms, this historic property offers a glimpse into the rich heritage of wine country.brbrbrbrAs you step inside, you'll be greeted by a spacious gourmet kitchen that seamlessly flows into the dining area, living room, and wrap-around deck. This open layout ensures that everyone can gather together and enjoy the exceptional views that surround the property.brbrbrbrThe farm house is nestled amidst picturesque vineyards that produce award-winning wines, offering a truly immersive experience in the heart of wine country. You'll have the opportunity to witness the working vineyard in action as it is actively farmed, adding to the authenticity of your stay.brbrbrbrA highlight of this property is the newly installed in-ground pool, complete with a hot tub for ultimate relaxation. The garden area provides a serene space to unwind, while the Weber gas grill allows you to indulge in some outdoor cooking. Additionally, the pool bathroom with a shower and wine cellar add to the convenience and luxury of this one-of-a-kind wine country living experience.brbrbrbrWake up each morning to breathtaking views and savor a cup of coffee or a glass of wine on the deck as you soak in the stunning surroundings. This farm house offers the perfect blend of history, natural beauty, and modern amenities, ensuring an unforgettable stay in Sonoma County.brbrbrbrAlong with the property’s charm and prime location, we provide personalized hospitality. Expect attentive support, clear communication, and a warm welcome that makes your stay effortless.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 ($35 value per person)brbrbrbrA unforgettable way to toast your Wine Country getaway — cheers to delicious moments ahead!brbrbrbrAbout the space:brbr• Main level: Living Room, Kitchen, Dining area, breakfast nook, half bathroom, twin daybed in kitchen area.brbr• 2nd level: 3 bedrooms (2 King beds, 1 Queen), 2 full bathroomsbrbr• Pool House: Half bathroom with separate shower. Pool heating available, rates vary by season.brbr• Pool Depth: 3'6 - 6'6. Pool Dimensions: 16'x36'.brbr• Drip coffee maker available for guest use (coffee not supplied). Kitchen is equipped with a SodaStream, two blenders, kitchen aid mixer, food processor, popcorn maker, hand blender, French Press and Creuset pot set. brbr• Only 10 minutes from the Healdsburg Plaza.brbr• Pets negotiable.brbrbrbrClimate Control: The downstairs living areas feature central heating and air conditioning, while each upstairs bedroom is equipped with its own individual heating and AC unit for personalized comfort.brbrShould the power go out the house is equipped with a backup generator that will automatically turn on during an outage.brbrbrbrPermit#: TVR23-0094brbrVR License#: LIC23-0089brbrTOT#: 4690NbrbrbrbrThe Neighborhood:brbrLocated in a quiet residential area.brbrbrbrGetting Around:brbrUber/Lyft is available but wait times can vary.brbrbrbrOther Things to Note:brbrYou may also see this home listed as “Farmhouse - Pool, Hot Tub and Tastings Included” on some booking sites.

Eastside Eden - Pool, Hot Tub and Tastings Included

Healdsburg, California, United States

Bed

Bath

Sleeps

$2121.78

Summary:brbrBest Views in Healdsburg!brbrbrbrThe Space:brbrArchitecturally stunning, serving up world class views of Dry Creek Valley, Mayacama Mountains, and Fitch Mountain. Private country property yet a few minutes to downtown Healdsburg. brbrbrbrCentral to world famous wine roads... Westside Road, Dry Creek Road, and West Dry Creek Road. You have easy access to any vineyard or dining experience of your choosing.brbrbrbrExplore Sonoma County with some of the most picturesque drives on the West coast right outside your door. You’re at the crossroads of Dry Creek Valley and Russian River Valley and a quick jaunt to Alexander Valley. brbrbrbr- Large 40' Heated Pool set in the middle of towering redwoodsbrbr- Hot tub with magical views to the hills overlooking vineyards of Dry Creek Valleybrbr- BBQ with outdoor dining brbr- Outdoor Showerbrbr- Multiple Decks with outdoor loungebrbr- Poolside lounge with fire pitbrbr- Outdoor giant chess board and jenga brbr- Gourmet kitchen brbr- Washer & Dryer brbr- Self check in brbr- WIFI brbr- Massive windows with incredible views of the landscape overlooking gardens, fruit trees and towering redwoodsbrbr- 2 acres fully fenced and Privatebrbr- Great for Groups and FamiliesbrbrbrbrbrbrCapacitybrbr- 3 bedrooms w/2 King bedrooms en-suite and 1 Queen bedroombrbr- 1 guest suite with King bed en-suitebrbr- 1 loft in main house w/King bedbrbrThere's a Pull-Out Sofa in the living room and a Pull-Out Sofa in the primary bedroom for kids/teensbrbr*Max 8 adults* + 4 kids/teensbrbrAdditional charge after 8 peoplebrbrbrbrbrbr 2 minutes to Madrona Manor brbr 5 minutes to Healdsburg's Historic Plaza brbr 14 minutes to Russian River Brewing Company brbr 11 minutes to Dry Creek Vineyard brbr 4 minutes to Amida Winerybrbr 10 Dry Creek General StorebrbrbrbrbrbrPool HeatbrbrPool is heated during the summer months at no charge. Heating is offered from September 15th to May 1st for a daily fee of $150 (our cost is $200/day). Please provide at least 48 hours' notice in advance if you would like the pool to be heated before your stay. It is important to consider that heating the pool during off-season cooler temperatures may impact the maximum warmth the pool can reach.brbrbrbr- Fire Season brbrSonoma County does experience a fire season that may affect your stay. In line with the policy followed by hotels and other vacation rentals in our area, we will offer a full refund if our property in Healdsburg is under mandatory evacuation. However, if our house is not under mandatory evacuation, refunds will not be provided.brbrbrbr ** Due to this we recommend adding insurance to your stay so that you can receive a refund from the travel insurance provider if you need to cancel.**brbrbrbrGuest Access:brbrThe entire property is yours to enjoy.brbrbrbrThe Neighborhood:brbr5 minutes to Downtown Healdsburg and the square. Walk to town is 1 mile. Central to everything Sonoma Wine Country has to offer.brbrbrbrGetting Around:brbrWalk to Madrona Manor, nearby vineyards and downtown. A car will be necessary for other destinations. This location is splendid for touring on bicycle. .brbrbrbrOther Things to Note:brbrNo smoking in or around property.brbrbrbrInteraction with Guests:brbrWe are available via text or phone to answer any questions or offer suggestions. We're not far away and can be on-site for any additional help.

Dreamy A-Frame Luxury - Privacy - Views-Hot Tub

Healdsburg, California, United States

Bed

Bath

Sleeps

$492.41

Summary:brbrStep onto your private dock and watch the Russian River slide past while oak-covered hillsides frame the view. Two stacked units — each with its own entrance, patio, and bathroom — make this riverfront stay work for two couples or a family of four. A bocce court, big yard, and canoe wait outside, and downtown Healdsburg's wineries and fine dining are 2.4 miles away.brbrbrbrThe Space:brbrStart your morning on the deck as light filters through the willows along the Russian River. Spend afternoons paddling from your private dock, or head out to taste at Aperture Cellars and Stuhlmuller. Come evening, light the grill on the patio and pour a bottle from one of the Healdsburg Plaza shops — downtown's tasting rooms and restaurants are 2.4 miles up the road.brbrbrbrStep into the upper unit where vaulted ceilings open over a sunlit living room, mid-century furnishings, and sliding glass doors that pull the forested river view inside. The layout flows easily between the lounge, dining table, and kitchen — and a telescope by the slider is ready for stargazing once Sonoma County skies darken.brbrbrbrCook at the quartz island with everything you need close at hand, then pull up a stool for casual meals at the bar. Open shelving keeps wine glasses within reach for that bottle you grabbed in town.brbrbrbrSlide downstairs to a fully self-contained lower unit with its own kitchenette, bathroom, and washer/dryer — the layout works for two couples who want their own coffee maker but want to share the dock and yard out front.brbrbrbrWake in the king bedroom under a whisper-quiet ceiling fan, with crisp linens and a built-in desk if remote work follows you here. The lower queen has its own bathroom and entry for added privacy.brbrbrbrOUTDOOR LIVINGbrbrCovered decks with wood-slat privacy screens stretch toward the river on both levels, framed by mountain and water views. Pull up an Adirondack chair in the yard, roll the bocce ball court for a pre-dinner match, or carry the canoe down to the private dock for a slow paddle. A gas grill makes riverside dinners easy.brbrbrbrSLEEPING ARRANGEMENTSbrbrSleeps 4 across two stacked units:brbr- Bedroom 1 (upper unit): King bed, ceiling fan, built-in deskbrbr- Bedroom 2 (lower unit): Queen bed, en-suite bath, kitchenettebrbrbrbrPROPERTY AMENITIESbrbr- Private river dock with canoe for guest usebrbr- Bocce ball court and large yardbrbr- Gas grill and covered riverfront decksbrbr- Limited air conditioningbrbr- Full kitchen (upper) plus kitchenette with washer/dryer (lower)brbr- High-speed Wi-FibrbrbrbrPlease note: this home sits directly on the Russian River, and during high-water events the lower unit can experience water intrusion.brbrbrbrGuest Access:brbrStep into modern architecture wrapped in wood-slat screens and covered outdoor living, mid-century inside, with a black hex-tile bathroom that anchors the look. The whole home is yours, with a BBQ, outdoor dining, an enclosed yard, and mountain and river views. Your check-in details land before your stay; pull into the driveway, with on-street as overflow.brbrbrbrThe Neighborhood:brbrYou're on the Russian River just minutes from downtown Healdsburg — one of Sonoma County's most celebrated food and wine destinations. The Healdsburg Plaza anchors the town with walkable tasting rooms, boutiques, and galleries. For dining, Valette (2.3 mi) offers refined, Sonoma-sourced cuisine. Bravas Bar de Tapas (2.4 mi) serves Spanish small plates on a lively patio. Journeyman Meat Co. (2.4 mi) is the spot for outstanding charcuterie and sandwiches. SingleThread (2.4 mi) is a three-Michelin-starred destination for a special-occasion meal. For wine, Stuhlmuller Vineyards (1.9 mi) and Sapphire Hill Winery (2.1 mi) offer intimate tastings nearby. Del Rio Woods Regional Park (0.1 mi) is steps from the property for a quick walk, and Healdsburg Veterans Memorial Beach (2.1 mi) provides river swimming in summer. Shelton's Natural Foods Market (2.3 mi) is the nearest full-service grocery.brbrbrbrGetting Around:brbrHealdsburg is about 75 minutes from San Francisco via US-101 North — a straight, scenic drive into the heart of Sonoma wine country. Parking for up to 3 vehicles in the driveway and on the street. A car is the easiest way to take in the three valleys that meet here — Dry Creek, Alexander, and Russian River. For tasting days, plan a designated driver or book a rideshare ahead — it makes the whole day easier.brbrbrbrOther Things to Note:brbrThis property is configured as two separate units — one bedroom, bathroom, and full kitchen upstairs, and one bedroom, bathroom, kitchenette, and laundry downstairs. They have separate exterior entrances connected by outside stairs. The home sits directly on the Russian River with a private dock and sit-on-top kayaks — please use water equipment responsibly and at your own risk. During high-water events the lower unit can experience water intrusion — this is uncommon but worth noting during winter storm season. The primary renter must be 21 or older. Exterior security cameras are installed.

Riverfront Healdsburg Home, Private Dock

Healdsburg, California, United States

Bed

Bath

Sleeps

$238.33

Super location of this newly completed home is a 5 minute walk to downtown where there are wine tasting rooms, wonderful dining, bakeries, galleries, shopping, so close you don't even need a car. Big John's Gourmet Grocery/Deli store is also a short walk for all your picnic or in home dining needs.brbrThis home was designed for a relaxing stay and is tastefully decorated with your comforts in mind. The open floor plan as you enter is inviting with how light it is. The high ceilings make for a spacious feeling and the entry with hardwood floors and designer lighting along with Wine Country Art though out, lets you know you have arrived!brbr-Front Porch is covered and furnished with Wicker style loveseat, over sized chair, ottoman and table for your morning coffeebr-Dining area has a Boulangerie table with 6 leather chairs br-Kitchen is slab granite, with all stainless appliances and an Island with swivel bars stools for 4br-Living area has a plush leather sofa and chairs with Flat Screen 48' LED/HD Direct TVbr-Adjacent to the living area is a fenced in patio with table and umbrella that seats 6-8 There is a large Weber Gas Grill (plumbed in so you never run out of it) along with a cover and tools. Also has nice landscape with draughtt tolerant plants and globe patio lights for evening entertaining.br-Upstairs are 3 Bedrooms and LaundrybrThe Master Suite has a King bed, walk-in closet, over-sized shower and LED TV.brSecond bedroom also has a King bed brThird has twin beds with very comfortable mattresses brAll bedrooms feature ceiling fans, clocks, ample closet space, and luggage racks.brbrThe area in front of the home is attractively landscaped green space continuing the entire street and is the perfect location for touring all that Sonoma County offers; scenic coastline, Redwood Forest and close to other wine destinations and the Russian River. We hope you will enjoy the perfect blend of modern amenities and relaxing atmosphere we have created to make your stay memorable.

Stylish New Healdsburg Home - 3 Blocks to Plaza

Healdsburg, California, United States

Bed

Bath

Sleeps

$652.44

Situated just two miles outside of downtown Healdsburg, this home serves as the perfect launch pad for exploring the vineyards of California's famed Dry Creek Valley. This 1600 sq ft retreat is beautifully furnished and decked out in vintage 50s architectural style. The private redwood deck is surrounded by a half-acre of landscaped gardens and boasts a brand-new, six-person Hotspring spa along with endless views of the vineyards and surrounding foothills. A grill and dining areas on the deck and in the garden offer plenty of opportunities for alfresco meals.brbrThe open plan layout, French doors, and beautiful oak flooring gracing this special home and create a spacious feel, with the large living room transitioning into the lovely dining area and a well-equipped kitchen with an island and double oven. Plantation shutters, crown molding, and recessed lighting add even more period charm.brbrThe romantic primary suite with garden and vineyard views is furnished with an oak sleigh with luscious linens. The en suite bathroom features a dark blue claw-foot tub and shower, as well as new, granite-topped vanity. The second and third bedrooms share a second bathroom with a large tiled walk-in shower and pedestal sink. A queen size sleeper sofa in the living room offers additional guests an extra bed.brbrEntertainment options include a 50-inch 4K ultra smart TV, Comcast cable, a DVD player, and high-speed WiFi with up to 600 mbps download speed!brbrThings to Knowbrbr• Check-in time: 4:00 p.m.br• Check-out time: 10:00 a.m.br• Quiet hours are from 9 p.m. to 7 a.m.br• No smoking is permitted anywhere on the premises.brbr• 2 dogs welcome in this home. No other animals are allowed without specific Beaux Maison approval.br• Parking notes: There is free parking available for 3 vehicles.br• Guest entry instructions: This rental utilizes an E-lock, a digital lock that requires a unique code to enter. This code is reset after each guest's stay.brbrLIC24-0042brTOT# 1685NbrbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrYou must be 25 years or older to rent this property.

Vinehaven - 3BD Healdsburg Retreat with Spa

Healdsburg, California, United States

3

Bed