Vacation Rentals By Owner In Healdsburg, CA

$298.67

The Roost - Sun Room

Healdsburg, California, United States

The Roost - Sun Room is a licensed guest room located 2 blocks from Healdsburg's central plaza in a quiet residential neighborhood. The Sun Room occupies a corner of a historic 1860s farmhouse with a separate secluded porch and private entrance. brbrThe Sun Room boasts luminous natural light and rustic amenities . Our property's proximity to downtown offers guests the opportunity to soak up Healdsburg's small town charm charm and world class food, wine and culture just outside their doorstep. The Sun Room is always just a short walk away for a peaceful moment between wine tastings or before dinner. It's that close!

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$1115.14

/ Nightly

Private Vacation Home

Casa Chiquita-The Coziest in Town, 3 Bed, 3 full Bath, Spa & Pool

Healdsburg, California, United States

This newly remodeled vacation rental home is wonderfully located less than 8 minutes north of downtown Healdsburg. It is nestled on the rolling hills of Dry Creek Valley with views looking towards Alexander Valley. Recently refreshed with stylish furnishings, fixtures and lighting system, the home offers 2100 square foot with an open floor plan, three bedrooms and three bathrooms. You will enjoy abundant outdoor amenities, including a large seasonally heated, 10’ deep, swimming pool (winter months the solar system is disconnected and drained), Hot Springs spa as well as a covered arbor living/dining and cooking area. Adjacent to these amenities there is gas fire-pit with a relaxing seating arrangement. Retire to the warm interior of the home or continue your day or night with a trip to town. brbrCasa Chiquita’s landscaped property encourages guests to wander and let your day to day life slip away. There are several varieties of bountiful fruit trees, lush greenery and serene paths. You will find yourself easing into vacation mode in no time. Feel free to pick and enjoy any of fresh, ripe fruit or herbs that are in season on the property! brbr Now, let’s explore the spacious and inviting home. The large entry room offers a comfortable sofa, an original 1900’s solid oak antique icebox and provides a relaxing space to stop on your way in or for gearing up on your way out. Each bedroom is unique with soothing features. The master has a king bed with luxurious linens, a spacious closet, TV, full sized bath and shower. It also opens to a private deck with a dining table, additional seating and is just steps to the hot tub. The “pool” bedroom has a king bed and views of the pool. You can step out through the sliding door to take a swim or enjoy the fire pit and hot tub. This bedroom shares the bathroom with the “front room”. The front room overlooks the valley and offers a queen bed, leather loveseat sitting area and private entrance through the front of the home. It is down a short hall, tucked away from the other living areas of the home. The modern kitchen is abundantly supplied with everything you need to entertain. The 4-burner Wolf stove and well-appointed kitchen will tease your culinary creativities. The beautiful dining room is a perfect place to enjoy meals with your friends and family. Lastly, the warm and inviting living room provides plenty of space to relax while reading or watching TV. This home is set up with a Sonos sound system, Xfinity Wi-Fi and Lutron smart lighting controls. Sky lights, large windows and several sliding glass doors from every room allow for maximum natural lighting. Please make yourself at home at Casa Chiquita! brbrCasa Chiquita is perfect for 6 adults to enjoy all that Healdsburg and Sonoma wine country have to offer. We do not suggest this home for children under 10 as the pool is large, deep and uncovered. This home is also dog friendly, with an additional pet fee.brbr**Sonoma County Ordinances requirements are as follows:brbr• Maximum occupancy, not including children under 3, is 6br• Maximum number of vehicles allowed is 3br• Quiet hours must be observed between 09:00 p.m. and 7:00 a.m.br• Outdoor amplified sound is not allowedbr• The Transient Occupancy Tax Certificate number is 3513Nbr• No RV ParkingbrSmoking is strictly prohibited inside the housebrbrPlease help us preserve the serenity of the area and keep us in compliance with the ordinances. Thank you and we hope you enjoy your stay!

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Sleeps

$119.47

/ Nightly

Cottage

Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards

Healdsburg, California, United States

This Cottage on Fitch Mountain is a perfect retreat for a couple or a small family. Recently fully renovated, the cottage offers modern comforts and sleek style distinctly influenced by its mid-century roots.brbrCentrally located for a wine country vacation yet only a five minute walk from the Russian River, three miles from the Healdsburg Plaza and less than 10 minutes away from wine tasting in the Alexander Valley, Russian River Valley and Dry Creek Valley.brbrThis cottage was originally built as a vacation home on the Russian River. The entire building was renovated to modern standards then decorated in a classic 1940s theme. It retains the charm and feel of a country vacation rental with modern conveniences. The cottage has easy access to the River, the Healdsburg Plaza and the surrounding wine area.brbrThe cottage has an open living and dining room, one bedroom, one bath and a full kitchen. The kitchen has a gas stove and modern appliances. The dining room has an oversized table with plenty of room to spread out and enjoy a meal, a game or to plan the next day's adventure. The living room of this vacation rental is furnished with a leather sofa and a leather loveseat and several large ottomans to curl up in for conversation or to enjoy a movie on Netflix.brbrThe master bedroom has a luxuriously comfortable queen sized bed and classic mid century era antiques. The bathroom sports classic white subway and hex tiles and a claw foot tub.brbrUpstairs is a sleeping loft with a full sized bed and library area with low ceilings. There is a laundry room with washer and dryer and a patio with a picnic table out back. The front porch has a semi-private enclosed sitting area.brbrThe house is designed for two people but there is room for a couple of kids upstairs in the sleeping loft. On one side of the loft is a library with a comfy reading chair. The other side has a full sized futon bed on a sleeping platform.brbrWith more space, more privacy and more amenities, make your own breakfast, pack a picnic for the afternoon and fix a romantic dinner with fresh produce found in our local markets. This Healdsburg vacation rental is a comfortable home base for your Wine Country vacation.brbrTransient Occupancy Tax#1029N, Quiet hours 10pm - 7am, Maximum number of vehicles is 1.brbrKeywords: Healdsburg Vacation Rental, Wine Country, Fitch Mountain, Russian River, Alexander Valley, Dry Creek Valley, Chalk Hill, Knight's Valley, Russian River Valley, Sonoma County, Winery, Vineyard, Wine, Affordable, River, Cabin

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Bath

Sleeps

$1968.58

/ Nightly

Private Vacation Home

Dry Creek Wonderland | Private Farm Estate in Wine Country

Healdsburg, California, United States

Some places you visit. Others you sink into.brbrDry Creek Wonderland is 3+ secluded acres of Sonoma County at its most authentic—a sophisticated estate meets working honey farm nestled among the vineyards of Dry Creek Valley, offering the kind of privacy and beauty that inspired California’s original wine country dreamers.brbrHere, your morning begins with coffee on the covered loggia looking south over the lake, as the fog lifts to reveal rows of vines stretching toward the hills. Your afternoon might find you by the pool, glass of local rosé in hand, watching herons, hummingbirds, and hawks glide through the sky as the light shifts gold across the property. And evening That’s for gathering around the outdoor table or BBQ with friends and family, the olive tree scent of oak and honeysuckle in the air, as the stars emerge one by one over the valley.brbrbrSophistication relaxation meets laid back elegancebrbrDry Creek Wonderland is a private experience surrounded by vineyards and lakes, yet only minutes from the restaurants of downtown Healdsburg. You can soak in the sunsets, or relax by the pool, or the cedar hot tub. Dry Creek Wonderland is also an active apiary producing small-batch local honey—and you’re invited into that world. For guests who want to go deeper, we offer a private “hive dive” experience: an intimate, hands-on introduction to the art of beekeeping led by our on-site team. You’ll suit up, approach the hives, learn how honey is made, and leave with a jar of the very honey these bees produced. It’s the kind of experience you simply can’t find elsewhere—and one you’ll talk about long after you’ve returned home.brbr*Prefer to admire from afar That works too. The bees keep to their corner of the property, and you’re free to keep to the pool.*brbrbrDesigned for GatheringbrbrThe main residence seamlessly blends indoor comfort with the outdoor life that wine country demands. Four bedrooms and four bathrooms accommodate up to eight adult guests, and a six-bunk room allows little ones to rest or be active in their separate den. Each room is thoughtfully appointed, each bathroom private, so couples and friends can retreat and reconvene as the day unfolds. brbrThe heart of the home is the open kitchen and living area: a space built for long meals, unhurried conversations, musical enjoyment on the baby grand piano, and the kind of cooking that happens when you’ve just returned from the farmers market with too much produce and not enough plans. A generous island anchors the kitchen, while the living room opens directly to the terrace—because in wine country, the line between inside and outside should be as soft as the evening light. brbrbrThree Acres of Sonoma SolitudebrbrStep outside and the property unfolds: a heated pool and spa set against the quintessential oak and manzanita forest, with pond and vineyard views beyond; outdoor dining for the full group; a fire pit for evening gatherings; and garden, meadow, and fruit trees to explore at your leisure. Your breaths will deepen. Your nervous system will relax. brbrWhat you won’t find: neighbors within earshot, a crowded tasting room, or the sense that you’re on anyone else’s schedule. This is private wine country—the rolling hills, the honeybees, the silence broken only by birdsong—all yours for the length of your stay.brbrbrbrIn the Heart of Dry Creek ValleybrbrDry Creek Valley is where Sonoma insiders go when they want to escape Napa’s crowds without sacrificing the wine. The valley’s 60+ wineries produce some of California’s finest Zinfandels and Sauvignon Blancs, and many of the best tasting rooms are literally a five-minute drive from your door—or a leisurely bike ride through the vines.brbrThe charming town of Healdsburg, with its acclaimed restaurants, boutique shopping, and picture-perfect plaza, is just ten minutes away. Yet return to the property, and the modern world recedes. That’s the gift of Dry Creek: you’re close to everything, immersed in nothing but the land.brbrbrNearby:br- Dry Creek General Store and Single Thread Farm (2 min)br- 60+ Dry Creek Valley wineries (5-15 min)br- Healdsburg Plaza (10 min)br- Russian River beaches (20 min)br- Bodega Bay coast (45 min)br- San Francisco (75 min)brbrProperty Highlightsbr- 4 bedrooms, 4 full bathrooms (sleeps 8 adults)br- Heated pool (seasonal) and spa with vineyard viewsbr- Private honey farm with optional hive experiencebr- Chef’s kitchen with premium appliancesbr- Outdoor dining and BBQ for al fresco mealsbr- Baby Grand pianobrbr- Fire pit for evening gatheringsbr- High-speed WiFi throughout via Starlinkbr- EV charger availablebr- Private gymbrbr- Children’s play housebrbr - Pet-friendly (inquire for details)brbr**The Fine Print**br- Check-in: 4:00 PM | Check-out: 10:00 AMbr- Minimum stay varies by seasonbr- No smoking on propertybr- No events or parties beyond registered guestsbr- Rental Agreement will be sent immediately after booking to confirm reservationbrbrFarmstay Permit ZPE24-0192

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$1983.54

/ Nightly

Private Vacation Home

Luxury Healdsburg Retreat. Pool, Sauna, Hot Tub, Near Plaza, Tesla charger

Healdsburg, California, United States

Healdsburg Wine Country Retreat with Heated Pool, Sauna & VineyardbrbrEscape to a private wine country retreat designed for connection, celebration, and slow, beautiful moments. Set on nearly an acre with your own vineyard and olive trees, this light-filled home blends elevated design with relaxed luxury, perfect for mornings with coffee on the deck, afternoons by the pool, and evenings under the stars.brbrWHY GUESTS LOVE ITbr- New heated pool (18’ x 40’, 5 ft deep) with Baja shelfbr- Private vineyard with 200 Zinfandel vinesbr- Cedar sauna, hot tub, and stone fire pitbr- Indoor-outdoor living with bifold glass doorsbr- Chef’s kitchen + dining for gathering br- Minutes to Healdsburg Plaza + top wineriesbrbrTHE SPACEbrLiving & DiningbrbrStep into a stunning, light-filled space designed for both relaxation and celebration. Gather around the Venetian plaster fireplace, sip champagne, or play vinyl on the McIntosh sound system. The open-concept chef’s kitchen features a handcrafted dining table for 8, a custom plaster range hood, and a chic bar for evening cocktails.brbrOutdoor LivingbrSeamless indoor-outdoor living unfolds as floor-to-ceiling bifold doors open to a sun-drenched wraparound deck. Host long, relaxed dinners under the vaulted redwood veranda or unwind after wine tasting in the hot tub or sauna.brbrOutdoor dining for 10br- Built-in gas grill + large kitchen islandbr- Six-person cedar sauna + hot tubbr- Stone fire pit for evening gatheringsbr- Heated pool with Baja shelfbr- Quiet nooks for morning coffee and sunrise viewsbrbrThe lush grounds feature a private vineyard, Mediterranean olive trees, and fruit trees—creating a true wine country setting.brbrBEDROOMS & BATHROOMSbrEach space is designed with comfort and elevated finishes in mind.brbrPrimary Suitebr- King bed with luxury linensbr- Private workspace + 55” TVbr- Spa-like bath with double vanity, Fireclay tile, heated Toto bidetbr- AquateX soaking tubbrbrLower King Suitebr- Private en suite bath with designer tile showerbr- Heated Toto bidetbr- Access to separate office/sitting roombrbrGuest Rooms (Upstairs)br1 King bedroom + 1 Queen bedroombr- Bright, airy spaces with ample storagebr- Lighted closetsbr- Shared bath with double vanity, soaking tub, and heated bidetbrbrGameroom & GymbrWhether you want to unwind or stay active, the home offers both.br- 75” HDTV with soundbarbr- Foosball + dartsbr- Gigabit WiFi for streaming and workbr- Stationary bike, dumbbells, and yoga matsbrbrLocationbrTucked in a quiet residential setting just minutes from:br- Healdsburg Plazabr- Dry Creek Valley wineriesbr- Alexander Valley vineyardsbr- World Class fine dining (Single Thread, Dry Creek Kitchen)brbrEnjoy world-class wine tasting, farm-to-table dining, and boutique shopping—all just a short drive away.brbrIndoor Comfortsbr-Fully stocked chef’s kitchen with premium appliancesbr-High-speed WiFibr-McIntosh receiver + record player + vinyl collectionbr-Washer and dryerbrbrGuest AccessbrGuests have exclusive access to the entire home and property, including private driveway parking.brbrImportant Notes (Please Read Before Booking)br- Maximum of 6 overnight guestsbr- No parties or large gatherings permittedbr- Quiet hours: 9 PM to 8 AM (monitored by outdoor cameras and decibel sensors)br- Pizza oven NOT available for guest use (county regulations)br- Property includes stairs, vineyard terrain, and an unfenced pool.brBest suited for adults or families with older childrenbrbrThis is a place to gather, slow down, and experience the best of Healdsburg, where thoughtful design, natural beauty, and wine country living come together effortlessly.

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$116.67

/ Nightly

Apartment

Downtown Healdsburg Loft - (30 day minimum rentals only)

Healdsburg, California, United States

The newly remodeled Healdsburg Loft is located in a prime neighborhood only 4 short blocks from the famed Healdsburg Plaza. Walk to restaurants, wine tasting rooms and shopping. The loft offers all the privacy you may desire as it is located in its own building separate from the main residence.brbrEnjoy your own private outdoor patio space with BBQ. The unit is furnished with luxurious linens, fully stocked kitchen with new range. Guests are also welcome to use the common backyard space and laundry facilities.

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$1820.0

/ Nightly

Private Vacation Home

Large Outdoor Kitchen, Pool, Hot Tub, Firepit...8 Mins From Healdsburg Plaza

Healdsburg, California, United States

OK, we did go a little overboard with the outdoor kitchen. But running back and forth to the house while you are BBQing is such a drag. So, we put in a double BBQ (regular and searing), a griddle, two refrigerators, freezer drawers, icemaker, 2 sinks, 3 burners, warming drawer, gas pizza oven, large island, even a dishwasher. And while it is quite large, it is still an intimate place for people to hang out.brbrBut we didn’t stop there. Had to do the large freeform pool with large hot tub, huge gas firepit, waterfall features, double-sized mosaic tile outdoor dining table with café lights, multiple tiered seating areas, expansive kid’s play structure and a hillside vineyard producing chardonnay and cabernet (which you get to try). Also, outdoor foosball, ping pong, Connect4 and cornhole too. The one thing we don’t have is neighbors.brbrWe couldn’t help ourselves. We fell in love with this 1910 Craftsman farmhouse with amazing views of the Alexander Valley and only 8 minutes to Healdsburg Plaza. We spent 8 years remodeling it and creating the outdoor space. And, we just spent the last 9 months remodeling the inside. We just love it and love even more sharing this special place with guests.brbrWe were even featured in Sonoma Magazine as part of their Stunning Wine Country Vacation Pools. article. But what is more satisfying is receiving reviews from guests like “you’ll never want to leave this house”, “the most perfect backyard in Healdsburg”, “the best rental property out there” and “Five stars isn't enough.”brbrAnd the “little overboard” also goes on inside. Another large fully stocked kitchen with large island, griddle, 4 burners, Thermador double oven, and extensive coffee station. An entertainment system with 80” 4K TV, 7.1 sound, Apple TV (complete with Hulu, HBO/Max, Netflix, Disney, Prime, Paramount, Peacock or buy any movie/show you want). Japanese Toto toilets in every bathroom that open for you, heat the seat and can even spray your bum – only if you want that of course. A true wood burning fireplace, lovely on those colder nights and thermostats in every room for personalized comfort.brbrAnd who says Fido shouldn’t join in on the fun We love pets. We can provide multiple dog beds, bowls, toys and plenty of space outside to run around (the whole 3 acres is fenced). We do ask for a nominal pet fee which helps us clean everything spotless inside and out.brbrAs for the bedroom layout, as mentioned we just went through a major remodel. Now there are two bedrooms downstairs with their own full baths (showers). One has a king bed, the other a queen. Upstairs has two bedrooms which share a large bathroom (with tub/shower). One has a king bed and the other two twins. There are also two queen couch beds upstairs (one in a nook and the other in the sitting room). brbrOne final note before you hopefully read some of our reviews. We want you to not just vacation at our house, but to have one of your best experiences ever. And if that is asking maybe too much, well, we do have a toilet that will spray your bum with water.brbrPermit # ZPE15-0207;brTOT Cert. #1197N.brLicense# LIC24-0110brbrSonoma County Listing Requirements:br* Maximum overnight occupancy 10; Total on premise at any time 16 (not including children under 3)br* No street parking, all parking in large drivewaybr* Quiet hours: 9pm to 7ambrbrPool temperature is normally 70-75 degrees May-October. If a warmer temperature (85 degrees) is desired, pool heat (via propane gas) is available for $100/day, 2-day minimum. Pool heat is not available November-April. Hot tub heating available year-round for no extra charge.

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Select Dates for Price

Private Vacation Home

Healdsburg Home with Magnificent Vineyard View by RedAwning

Healdsburg, California, United States

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

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Sleeps

$575.47

/ Nightly

Cottage

Contemporary Designer Cottage, Garden View, 3 Blocks From From The Plaza

Healdsburg, California, United States

Luxurious 500sft Contemporary Cottage with French Doors opening onto the landscaped garden with sitting area, Kitchenette, sky-lighted stone shower, Living Room& Pilates Studio 3 blocks from the Plaza perfect home away from home. Makes this your personal sanctuary whether you are staying for the weekend or for the whole month while looking for the perfect home to buy. Well appointed, decorated with international contemporary art with just enough touches that take you beyond the hotel luxury suite. A great modern getaway with Garden, al fresco dining with BBQ, garden lounge area and fully equipped Pilates Studio.

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Sleeps

$364.17

/ Nightly

Private Vacation Home

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

Healdsburg, California, United States

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

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Sleeps

$203.33

/ Nightly

Apartment

The Brix Luxury Apt, 1 blk to Downtown Healdsburg

Healdsburg, California, United States

Welcome to The Brix Lux apartment! Completely remodeled in Oct 2020, bringing luxury and high-end finishes to this lovely apartment. A perfect live, work, vacation destination! Spacious 800 sq ft, just 1 blk from world-class restaurants, Healdsburg Plaza, wineries, shops & nearby bike ride to Dry Creek Valley, Russian River beach, kayak, hike, bike, golf, tennis. Walk to “The Matson”, Dry Creek Kitchen, Willie’s Seafood, Brava’s, Single Thread, Campo Fina, Spoonbar and Matteo’s Cucina.brbrMinimum 30 daysbrbrNew additions: brSleek and modern office desk, Nespresso Machine and Blender. Yoga mat and weights available. Fenced backyard with Bbq grill and market lights. brbrOur apartment is well-stocked, fully-furnished, stand-alone unit with a separate portico and path leading to the front door. It occupies the entire second floor of the house. brbrIt's located in an amazingly ideal location for visiting Healdsburg wine country. Set in beautiful lush garden and fruit trees half a block from the historic Healdsburg Plaza or the square in a friendly neighborhood of houses with bright flowers and front porches, old churches and museums. brbrGuests are always surprise at the spaciousness of this apartment. It is 800 sq ft and occupies the entire second floor of the house, sleeps up to three people and offers a bright and sunny living room with views of St. John's Church and Fitch Mt.brbrEverything is brand new and completely upgraded with designer touches (Circa Lighting in every room, wide-farm style kitchen sink, Italian ceramic tiles, neutral carpet color, brand new Marvin windows with screens, Scandinavian sleeper sofa, feather-bed mattress topper, ornate cabinet knobs and pulls.)brbrBEDROOM: The bedroom has new Marvin windows, queen size bed with comfortable pillow-top feather bed (removable) for extra comfort, tufted cream-colored headboard and walk-in closet. brbrBATHROOM: The bathroom is spotless with a walk-in shower, Italian ceramic tiles, floor to ceiling shower glass enclosures, designer lighting- allbrhigh end finishes throughout. brbrKITCHEN:brThe kitchen is a “dream kitchen” with blue kitchen cabinets, Italian ceramic floor and top of the line European finish appliances - gas stove, microwave, refrigerator, microwave, 2 kinds of coffee makers- Drip and a Nespresso Machine, toaster and a pantry filled with plates, bowls, kitchen utensils, coffee, teas, wine, pasta and sauce etc., separate dining room with a bar (cork screws, wine glasses included). It has everything you need to make your lunch or dinner wine country style! brbrOFFICE DESK:brThere is a modern, sleek Scandinavian design table and chair in the apartment and fast WIFI. brbrBALCONY:brNot to forget how wonderful it is to have your own private balcony that overlooks the backyard fruit trees of Meyer lemons, red and green apples and oranges, a wonderful place to watch Summer or Autumn sky while enjoying a glass of wine. brbrBACKYARD:brOur backyard is perfect for entertaining and relaxing. We recently installed some outdoor market lights. brIf you like to bbq, there is a brand new Weber BBQ grill in the backyard. There are two tables. One is a teak table with 8 chairs and another white iron table with two chairs. brbrEXERCISE EQUIPMENT:brYoga mat and weights available. Free one day Bike Rental Pass at Spoke Cycle Shop around the corner from our house. brbrWe invite you to stay with us!

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1

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2

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$969.23

/ Nightly

Cottage

Luxury 2-br cottage on 30-acre vineyard property in enchanting Healdsburg

Healdsburg, California, United States

Set hillside behind a private gate elevated on the eastern bench in the heart of Dry Creek Valley, this 30-acre vineyard property has been lovingly redeveloped and the cottage has 2 bedrooms and 2 bathrooms with gorgeous views are incredible. The vineyard is planted to Syrah, Grenache, Mourvedre, and Cab Sauvignon - and we produce six different wines under the Fat Dragon label from the estate fruit.brbrThe space:brThis well-appointed luxurious 1000+sf custom built cottage is equipped with Viking appliances and Restoration Hardware furniture. It has a nice, bright, and open floor plan.brbrEnjoy your morning coffee or evening wine sitting on the private covered porch looking out at vineyards on all sides and the stunning western hills of the gorgeous Dry Creek Valley. It's truly magical and such a relaxing place to come unwind.brbrMike and Dani are the proprietors and look forward to your visit.brbrTOT#: 3743NbrbrOther things to note:brThis property is a working vineyard and it is surrounded by other working vineyards and during the growing season there may be vineyard workers are here early in the morning or during the days tending to the vines.brbrWe harvest at night to pick the grapes when it's cooler out and if you are lucky enough to stay with us during one of the 4 to 5 harvest nights each fall you can come watch (midnight to early morning). It's an exciting time!brbrAlso, on the rare occasion where temperatures in the valley drop below 35 degrees at night (Apr- Oct time frame) you'll likely hear the whir of vineyard fans that protect vineyards on the valley floor from frost.brbrIt’s all part of the farm life and vineyard experience.

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$1063.08

/ Nightly

Private Vacation Home

Vineyard Vue - Wine Tastings Included

Healdsburg, California, United States

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

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$671.2

/ Nightly

Private Vacation Home

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

Healdsburg, California, United States

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

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$160.17

/ Nightly

Private Vacation Home

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

Healdsburg, California, United States

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

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$4,200

/ Nightly

Private Vacation Home

Stunning Dry Creek Road Estate

Healdsburg, California, United States

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

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Sleeps

$607.0

/ Nightly

Guest House

Luxe Guest Suite in Dry Creek 5 Mins From Town!

Healdsburg, California, United States

Set on a hill in dry creek, 5 minutes from downtown Healdsburg, this custom built guest cottage has stunning views of vineyards and The Valley. Enjoy your private lanai, hot tub and gas fireplace while relaxing and taking nature in. brThe cottage is fully equipped with high end appliances for the most experienced chef to the novice one. Washer and dryer are in the unit too.brThis is truly a relaxing and romantic setting for any celebrations or just to unwind.brbrDo you have more than 2 people in your party You can visit our other rental in Healdsburg (Vrbo - 619849)br~~~~~~~~~~~~~~~~~~~br Transient Occupancy Tax Certificate No. 1395N

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$2614.98

/ Nightly

Private Vacation Home

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

Healdsburg, California, United States

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

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$364.0

/ Nightly

Guest House

Beautiful Studio Getaway in the Heart of Wine Country

Healdsburg, California, United States

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

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Sleeps

$1405.6

/ Nightly

Private Vacation Home

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

Healdsburg, California, United States

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

3

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3

Bath

6

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