Healdsburg Vacation Homes

In Northern California's Sonoma County & Russian River Wine Country

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‘Cottage to Castle’ - Our Distinctive Vacation Homes

BirdSong Property Management proudly provides premier service for our select Vacation Rental Homes and Estate Properties of distinction in and around charming, upscale, and historic Healdsburg, the ‘heart’ of Sonoma County Wine Country.

With our outstanding management services, guests are assured of professional and friendly assistance with reservations, check-ins, concierge needs, ‘24/7’ availability for urgent situations, and all the extra special attention which assures the best possible vacation experience.
More Information About Our Very Special Guest Services

Once You Have Chosen, Come 'Feel The Joy’, & Stay With Us For A Memorable, Magical, & Enchanting Wine Country Vacation Experience!
Wine Country Vacation Rental

Please click on your Vacation Rental of Interest or scroll down for more information, pictures, details, & availability for each of our properties.


Healdsburg vineyard estate rental
Lincoln Street, Healdsburg - 30 nt min
Healdsburg vineyard estate rental
Acorn Meadows
Healdsburg vineyard estate rental
Bella Vista Hilltop Retreat
Newly Renovated Ranch House - 3br/3ba (up to 8 guests, children welcome, small well behaved pets considered), on 2 Hilltop Acres w/ Spa, Patios, & Spectacular Views
Healdsburg vineyard estate rental
BellaGia Healdsburg Home
Luxury One-Story Home - 3br/3ba (up to 8 guests, children welcome, small well behaved pets considered) w/ Lg Deck, Spa, & Close to Plaza
Healdsburg vineyard estate rental
Big Oak Vineyard House
Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8 guests, children welcome, small lapdogs considered), in the vineyards.
Healdsburg vineyard estate rental
Blue Moon Hollow
Beautiful Single level 3br/2ba luxury home w/ 1br/1ba Guest House (2-8 guests), Decks, Spa, & Large Lawn on 1+ Acres w/ Vineyards all around.
Healdsburg vineyard estate rental
Casa Verde - New Hillside Home
Casa Verde - on South Fitch Mountain w/panoramic views/pool and spa
Healdsburg vineyard estate rental
Cecilia's Vineyard Villa Estate
Spectacular Two-Story Tuscan Villa Estate Home - 4br/3ba (2-8+ guests) w/ Spa, Decks & Views, on 5 Gated, Secluded Vineyard Acres.
Healdsburg vineyard estate rental
Dry Creek Getaway
Newly renovated Dry Creek Getaway – 2br plus 3rd guest room/den w/ queen sleeper/1.5ba (up to 8 guests, children welcome, small lapdogs considered) w/ Spa, Fern Gardens, Redwoods, Wooded Hillside & Vineyard Views
Healdsburg vineyard estate rental
Healdsburg Hillside Haven
Luxury Two-Story Home – 3br/2 full ba/ 2 half ba (up to 6 guests, children & sm. dogs ok) w/ Spa/Plunge Pool & Spectacular Views
Healdsburg vineyard estate rental
Healdsburg Riverside Retreat
Healdsburg Riverside Retreat - 2br/1ba (up to 6 guests, children & sm. dogs ok), 1250 sq. ft. single level, renovated 1940’s bungalow in the redwoods w/ new spa, large wraparound river deck w/ spectacular views & the Russian River below
Healdsburg vineyard estate rental
Jack Pine & Vine Estate
Country Elegance Estate – 4br+/3ba (up to 10 guests – sorry, no pets) w/ Pool, Spa, and Spectacular Views of Healdsburg’s Dry Creek and Russian River Valleys, Fitch Mountain, St. Helena, and Geyser Peak
Healdsburg vineyard estate rental
Mill Creek Retreat Gated Estate
Luxury One-Level Home - 3(4) br/3 full ba/1 half ba (up to 8+ guests, children welcome, small well behaved pets considered) - Spectacular Creekside Setting in the Redwoods w/ Spa
Healdsburg vineyard estate rental
Santarini's Vineyard Home
Beautiful Healdsburg Vineyard Home - 3br/2ba (up to 6 guests, children welcome, sorry no pets) - In the vineyards w/ spa, arbor, & seating area.
Healdsburg vineyard estate rental
Stillerus
Stunning Gated Single Level 3br/2ba Home w/ 4th Guest Sleeping Room/Convertible Den, (up to 10 guests, children welcome, sm. dogs ok), Verandas, Beautiful Gardens, Half Acre of Old Vine Zin, Spa, Bocce Ball ,& More – on 1.5 Acres w/ Vineyards
Healdsburg vineyard estate rental
Twin Pillar Gated Hillside Estate Home
Elegant Twin Pillar Hillside Estate – 5br/4.5ba (up to 12 guests) 5000 sq. ft., Single-Level, Craftsman-Inspired, Luxury Home w/ Pool, Spa, Covered Outdoor Entertainment Area, Bocce Ball Court, & Spectacular Southerly Views of the Valley of the Moon
Healdsburg vineyard estate rental
Twin Pillar Pool House Suite
Healdsburg vineyard estate rental
VineHaven Home
Newly Renovated Healdsburg VineHaven - 3br/2ba (up to 8 guests, children welcome, small lapdogs considered) w/ Spa, Gardens, & Spectacular Vineyard Views.
Healdsburg vineyard estate rental
Wagon Wheel Vineyard Ranch
Dry Creek Valley Ranch - 4br/4.5ba (up to 14 guests, children & sm. dogs ok) w/ Pool, Spa, Patio, & Views, on 20 Hillside & Vineyard Acres
Healdsburg vineyard estate rental

 

Luxury vacation home rentals

- Twin Pillar Estate Outdoor & Pool Pics

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Luxury vacation home rentals

Lincoln Street, Healdsburg - 30 nt min - Healdsburg

 Lincoln Street, Healdsburg - 30 nt min
Fabulously located on a lovely quiet street, lined with beautiful vintage homes, just a half mile north of Healdsburg’s historic plaza, this classic 1912 Craftsman inspired 2 story, 2 bedroom home, is completely newly and professionally renovated from top to bottom. Come on up the brick pathway and enjoy the landscaped front yard with mature fruit trees, lavender, wisteria, potato vines, and a variety of beautiful plantings...


    • $3950/mo; 30-day minimum but also available for a longer term lease
    • $5000 Security Deposit
    • Excellent, responsive Property Management services are also included!

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Luxury vacation home rentals

Acorn Meadows - Healdsburg

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Luxury vacation home rentals

Bella Vista Hilltop Retreat - Healdsburg

Newly Renovated Ranch House - 3br/3ba (up to 8 guests, children welcome, small well behaved pets considered), on 2 Hilltop Acres w/ Spa, Patios, & Spectacular Views
Bella Vista Hilltop Retreat
This 2000+ sq. ft. Hilltop Retreat is a single level 3br/3ba beauty with central heat/AC and only minutes away from charming and historic Healdsburg.  With an ideal, private, 2-acre hilltop setting, above it all, and 270° pastoral and vineyard views, this 'home away from home’ can sleep up to 8 (6 in the 3 bedrooms and another 2 when using the sleeper sofas).  Enjoy the fully equipped and newly renovated kitchen with all new stainless steel appliances which opens to the Great Room with cathedral ceilings and oak hardwood floors. 

The dining area is furnished with a lovely farmhouse table which seats 8+.  The Great Room is also accented by a gas logged fireplace and the family/entertainment area is furnished with a leather sleeper sofa (full size), loveseat, chair with ottoman, and a 52” HD Plasma TV with a Blue-ray DVD/CD player and a wonderful surround sound system. 
The first and third bedrooms are graced with queen beds and luscious linens, and the private master suite has a king bed, lovely bedding, 32” LCD TV, a lovely ensuite bath, and a slider opening to a side patio.  A large bonus room with 10’ ceilings, tile floors, a queen sleeper sofa, sectional, and a 52” HD Plasma TV is a retreat unto itself.  

Additional outdoor amenities include the large back covered porch with entry, 2 ‘side’ patios with seating areas, a wonderful large front patio with stunning views of vineyards and the Dry Creek Valley foothills, a gas fire pit, and a new 6-person hydrotherapy spa.  This home is also child friendly with small, well behaved pets considered.

    • $425/nt to 4 guests; $525/nt to 6 guests; $625/nt to 8 guests; 2 night minimum
    • 3 night minimum for Holiday & Special Event Weekends and Harvest!
    • Ask about our special weekly, monthly & off season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry & reset - $195 - $250
    • $495 Refundable Security Deposit; Child friendly & small well behaved pets considered; TOT License #: 641N; Permit #: ZPE11-0173

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Luxury vacation home rentals

BellaGia Healdsburg Home - Healdsburg

Luxury One-Story Home - 3br/3ba (up to 8 guests, children welcome, small well behaved pets considered) w/ Lg Deck, Spa, & Close to Plaza
BellaGia Healdsburg Home
This upscale 2200 sq. ft. luxurious home on 1+ acre lot, offers the peace and tranquility of ‘country living’ among the vineyards and wineries of the Russian River Valley.  With central heat/AC, gourmet kitchen, large redwood deck running the length of the home, and a deluxe Sundance 6-person spa, this 3 bedroom, 3 bath home is ideally located only five minutes from the charming and historic Downtown Healdsburg Plaza.  A convertible sofa bed in the den also allows for additional accommodation for up to 8+ guests.

Conveniently located only minutes from fabulous restaurants and shops, BellaGia Healdsburg is a heavenly ‘home away from home’ in a pastoral setting among the vineyards of south Healdsburg.  There are several wineries in the ‘neighborhood’ including Merriam, Limerick Lane, and Christopher, with dozens more in the Dry Creek, Alexander, and Western Russian River Valleys.

Let our home be yours so that you can relax and rejuvenate in the ‘Tuscany of northern California’.

    • $425/nt to 4 guests; $525/nt to 6 guests; $625/nt to 8 guests; 2 night minimum
    • 3 nt. minimum for Holiday & Special Event Weekends and Harvest!
    • Ask about our special weekly, monthly & off season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry, & reset - $175 - $225
    • $495 Refundable Security Deposit - children welcome, small well behaved pets considered; TOT License #: 641N; Permit #: ZPE11-0175

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Luxury vacation home rentals

Big Oak Vineyard House - Healdsburg

Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8 guests, children welcome, small lapdogs considered), in the vineyards.
Big Oak Vineyard House

This very special home just off Dry Creek Road ‘lives’ on 30 vineyard acres.  Newly renovated, this 3 bedroom 2 bath Ranch House with central heat/AC, is beautifully landscaped and decorated with European styling, wall paper, draperies, clean Scandinavian lines, and warm wood flooring throughout. The living room has many features including a decorative fireplace with candelabra, sleeper sofa, 2 leather chairs, and a lovely area rug with coffee table. 


The dining area is warm and welcoming with a dining table which expands to seat 8+, with 2 more spaces at the counter.  The very well designed kitchen has all new kitchen cabinetry, black granite counter tops, and all new GE stainless steel appliances. The master suite includes a luxurious king bed and a newly redone ensuite bathroom.  With two beds each, the second and third bedrooms are also wood floored, one with two double beds and one with two twins. 


Beautifully landscaped, the front yard, shaded by the Big Oak, has two lawn areas, abundant plantings & shrubs, and a front porch seating area to watch the world go by.  Leading to the 2-car garage, is a large driveway and the backyard is fenced with acres of vineyards just beyond and a back patio with table and chairs, umbrella, and a Wolf propane BBQ for your grilling pleasure (a Weber briquette grill is also available for the ‘kingsford’ purists).

    • $395/nt to 4 guests; $495/nt to 6; $595/nt to 8; 2 night minimum
    • 3 night minimum for Holiday and Special Event Weekends.
    • Ask about our special weekly, monthly, and off-season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry & reset - $175
    • $395 refundable security deposit - Children welcome, lapdogs considered; TOT License #: 641N

More pictures & information available here

 

 

 

Luxury vacation home rentals

Blue Moon Hollow - Healdsburg

Beautiful Single level 3br/2ba luxury home w/ 1br/1ba Guest House (2-8 guests), Decks, Spa, & Large Lawn on 1+ Acres w/ Vineyards all around.
Blue Moon Hollow
This beautiful and secluded 1.25 acre country property in the Dry Creek Valley with vineyards and wineries all around, is only minutes from historic upscale Healdsburg, Sonoma County’s World Class Wine Country destination.  Professionally decorated and designed for entertaining, the main house has central heat/AC, 3 bedrooms (2 kings, 1 queen), 2 bathrooms, and 5 sets of full glass French doors to let the splendor of nature in.  This property also includes a charming 1 bedroom, 1 bath cottage with a convertible futon sleeper sofa allowing accommodation for up to 8 guests. 

This very special property lends itself to outdoor entertainment with decks on 3 sides, a high-end 6-person Sundance spa, a large front lawn and abundant mature trees, and many extra features.  Enter the main house from either of the 2 front French doors and you are ‘welcomed’ by the lovely Great Room with cathedral ceilings, beautiful décor, peaceful relaxing hues, and much more!  The well equipped gourmet kitchen is sure to please and is also furnished with all the necessary essentials.  The master suite is graced with luscious bedding and linens, a small TV, ceiling fan/light combo, and French doors opening to the back porch.  Spa inspired, the master’s ensuite bath is stone tiled with a dual sinked vanity, freestanding shower, and large sumptuous soaking tub.  The hallway also provides access for two more bedrooms, and a beautiful shared bath with stone tile and a large freestanding shower.

Blue Moon Hollow is very well located for enjoying the many renowned Dry Creek Valley wineries, and is a great ‘home base’ for exploring the diversity of Sonoma County’s many adventures with beautiful Lake Sonoma Recreation area and Marina just minutes away!

    • $495/nt to 4 guests; $595/nt to 6; $695/nt to 8; 3 night minimum
    • Ask about our special weekly, monthly, & off-season rates!
    • 11% Sonoma County Tax – Detailed cleaning, laundry, & reset $200-$250
    • $495 Refundable Security Deposit – children welcome, small well behaved pets will be considered
    • TOT License #: 641N

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Luxury vacation home rentals

Casa Verde - New Hillside Home - Healdsburg

Casa Verde - on South Fitch Mountain w/panoramic views/pool and spa
Casa Verde - New Hillside Home
On South Fitch Mountain, within walking distance to the Healdsburg plaza, Casa Verde is a unique, brand new, luxury home overlooking the vineyard valleys and hills of the surrounding area.  It is a short walk or 5 minute drive to the charming and historic downtown plaza.  We are at road’s end with the privacy of a country property and the convenience of the close proximity to town.  Both sunrise and sunset is spectacular!  The pool and spa are integral, with the pool providing a great place to cool off after the hot, relaxing spa.  From the spa and pool, there are terrific vineyard, valley, mountain and sky views.  You can enjoy the sky full of stars on a clear night!

This eco-friendly home features a photovoltaic solar electric system, solar spa heating, efficient heating and cooling, bamboo floors and many other “green” building elements.  The owners strive for a zero carbon footprint which will appeal to the eco-conscious guest...

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Luxury vacation home rentals

Cecilia's Vineyard Villa Estate - Healdsburg

Spectacular Two-Story Tuscan Villa Estate Home - 4br/3ba (2-8+ guests) w/ Spa, Decks & Views, on 5 Gated, Secluded Vineyard Acres.
Cecilia's Vineyard Villa Estate

This spectacular, luxury, contemporary Tuscan Villa Estate, is only minutes from Healdsburg’s plaza, on 5 acres w/ a 3 acre vineyard & a young olive grove.  The Villa is a modern 2-story, 3000 sq ft estate home, w/ 4 bedrooms & 3.5 beautifully appointed bathrooms, accommodating up to 8+ adults with elegance. 

With an open floor plan and Great Room, soaring  cathedral ceilings w/ skylights & high architectural windows, this gorgeous Villa also features a fully equipped Gourmet Kitchen, Media Room, Library, 2 fireplaces (1 gas and 1 w/ log candelabra), & is centrally heated & air conditioned.  Serene & secluded, enjoy the arbor-covered back deck w/ spa & built-in BBQ & large flagstoned side patio w/ chaises.  You will be enchanted with the glorious pastoral vineyard vistas, & spectacular sunsets!

    • $695/nt to 6 guests; $795/nt to 8+ guests; 2 night minimum
    • 3 nt minimum for Holiday & Special Event Weekends and Harvest!
    • Ask about our special weekly, monthly & off season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry & reset - $250
    • Weeklong bookings only from 06/15/09 through 09/07/09 (this requirement released on 05/01/09) at $4200/week; TOT License #: 641N; Permit #: ZPE11-0172

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Luxury vacation home rentals

Dry Creek Getaway - Healdsburg

Newly renovated Dry Creek Getaway – 2br plus 3rd guest room/den w/ queen sleeper/1.5ba (up to 8 guests, children welcome, small lapdogs considered) w/ Spa, Fern Gardens, Redwoods, Wooded Hillside & Vineyard Views
Dry Creek Getaway
Very well located, just a couple miles north of the charming, historic, upscale Healdsburg Plaza, is your wonderful Getaway with close access to the Hwy 101. This special home rests at the ‘gateway’ of the famed Dry Creek Valley wine growing region, with dozens of world class wineries, and tasting rooms, and Lake Sonoma Recreational Area just a few minutes further west.

This beautifully renovated 1950’s charming and romantic bungalow, with central heat/AC, has new dual pane windows, oak hardwood flooring, crown molding, and a fabulous Great Room with dining, living, and kitchen areas. At the far end of the house, two lovely bedrooms with comfy queen beds, and a third guest room/den with privacy curtains, is just off the Great Room with a new deluxe queen sleeper sofa, the entertainment center’s 42” Sharp HD TV and Samsung DVD player, vaulted ceilings and a custom, vintage light. A well appointed and beautiful centrally located full bath features a jetted soaking tub with a glass-doored, tiled shower above, and unlimited hot water provided by the new ‘on-demand’ system. The den’s side door opens to a small inside covered porch and the laundry room and 1-car garage combo...

    • $295/nt up to 4 guests; $395 to 6; $495 to 8; 2 night minimum
    • 3 night minimum for Holiday and Special Event Weekends.
    • Ask about our special weekly, monthly, and off-season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry, and reset - $150 - $195
    • $395 Refundable Security Deposit - children welcome, lapdogs considered

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Luxury vacation home rentals

Healdsburg Hillside Haven - Healdsburg

Luxury Two-Story Home – 3br/2 full ba/ 2 half ba (up to 6 guests, children & sm. dogs ok) w/ Spa/Plunge Pool & Spectacular Views
Healdsburg Hillside Haven

Conveniently located just a mile from the Plaza, the Hillside Haven is a very private, new, luxury, custom, 2 story, 3 bedroom, 2 full bath, 2 half bath home (accommodates up to 6 guests), & is nestled among the trees on S. Fitch Mountain. Bright & airy w/ an open floor plan, vaulted ceilings, skylights, & many windows & sliding doors, this very special home's abundant amenities include a Gourmet Kitchen w/ island & pantry, 3 sided gas fireplace, central heat & A/C, 3 balconies w/ a seating area, spectacular views & much, much more!

A very private & serene spa/plunge pool combo, surrounded by trumpet vine covered arbors, including a patio area & BBQ, create an ideal environment for outdoor entertainment & enjoyment.   The Haven is child friendly, but not recommended for children under 4, due to safety concerns.  Small, well-behaved lapdogs will be considered. Come & feel the joy!

    • $495/nt to 4 guests; $595/nt to 6 guests; 3 night minimum
    • 3-7 nt. minimum for Holiday & Special Event Weekends and Harvest!
    • Ask about our special weekly, monthly & off season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry & reset - $200-225
    • $495 refundable security deposit; TOT License #: 641N

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Luxury vacation home rentals

Healdsburg Riverside Retreat - Healdsburg

Healdsburg Riverside Retreat - 2br/1ba (up to 6 guests, children & sm. dogs ok), 1250 sq. ft. single level, renovated 1940’s bungalow in the redwoods w/ new spa, large wraparound river deck w/ spectacular views & the Russian River below

    • $295/nt to 4 guests; $395/nt to 6; 2 night minimum
    • 3 nt min for Holiday and Special Event Weekends & Harvest
    • Ask about our special weekly, monthly, & off season rates!
    • 11% Sonoma County Bed Tax – Detailed cleaning, laundry & reset - $150 - $200
    • $395 refundable security deposit – child & sm. dog friendly – bring your river shoes!

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Luxury vacation home rentals

Jack Pine & Vine Estate - Healdsburg

Country Elegance Estate – 4br+/3ba (up to 10 guests – sorry, no pets) w/ Pool, Spa, and Spectacular Views of Healdsburg’s Dry Creek and Russian River Valleys, Fitch Mountain, St. Helena, and Geyser Peak
Jack Pine & Vine Estate

Spectacularly located at the south end of the West Dry Creek Valley and just a couple miles west of Healdsburg, Jack Pine & Vine Gated Estate is nestled on 11 hillside acres just above the vineyards of the famed Dry Creek Valley floor. A short drive up a paved country lane through the pines, and arrive at this stunning and elegant 4000+ sq. ft. 4 bedroom plus sleeping room (sleeps up to 10), 3 full bath, gated Estate home with vaulted and cathedral ceilings, wood flooring, abundant windows, French doors, many custom architectural features, and central heat and AC. A fully fenced and gated inground pool and spa, with 3 levels of decking and beautiful landscaping and lawn areas behind and to the side of the home, gracefully surround this lovely Estate.

The views both from inside and out are simply breathtaking, and you can see across the West Dry Creek Valley past Healdsburg to Fitch Mountain, Mount St. Helena, and Geyser Peak, as well. With 5 acres of Zinfandel vines just below the house, have an up close and personal ‘grape escape’. Feel that you are in a heavenly world away from it all and yet historic, upscale, charming Healdsburg is only about 3 miles away, and 60+ wineries are within a short drive, and the Redwoods and beautiful Sonoma County coast beckon, as well.

    • $875/nt main house; $1075/nt main house and guest quarters
    • 4-7 nt min during summer’s high season - Memorial Day through Labor Day
    • 3 nt minimum – Ask about our special weekly, monthly, & off season rates!
    • 11% Sonoma County Tax – Detailed cleaning, laundry, & reset $350 - $400
    • $995 refundable security deposit – children welcome – sorry, no pets; TOT License #: 641N

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Luxury vacation home rentals

Mill Creek Retreat Gated Estate - Healdsburg

Luxury One-Level Home - 3(4) br/3 full ba/1 half ba (up to 8+ guests, children welcome, small well behaved pets considered) - Spectacular Creekside Setting in the Redwoods w/ Spa
Mill Creek Retreat Gated Estate
In a magical creekside setting among the Redwoods, the Mill Creek Retreat is a private and serene, 2000+ sq. ft., 3(4) bedroom, 3.5 bath  gated Estate on about one wooded acre of ‘heaven on earth’.  With central heat, air conditioning, wood burning living room fireplace, well equipped gourmet kitchen, and many other gorgeous features and abundant amenities, you will enjoy the many comforts and conveniences with the splendor of nature all around.  This unique and spacious home is beautifully furnished, decorated, and well-equipped, whether for a family adventure, a wine and food fandango, or a romantic getaway from it all, yet is only 5 minutes from charming, historic Healdsburg.

The outdoor amenities, special features, and activities available at this retreat include a bocce ball court, large front lawn with a fountain, mature landscaping, a seasonal garden, soccer balls, and much more.  The gorgeous back area is bordered by a seasonal creek among the redwoods, oaks, and pines, and features a HotSpring 6-person spa, outdoor shower, firepit, covered back porch, a patio with outdoor table for 4, and stainless steel propane BBQ for your grilling pleasure.

Mill Creek Retreat is well located for exploring the amazing diversity of Sonoma County Wine Country.  Healdsburg is a world-class destination at the confluence of the Russian River, Dry Creek, and Alexander Valley wine growing regions and features outstanding wine tasting, fine dining, art and antique galleries, specialty shops, and spas.

    • $495/nt up to 4 guests; $595/nt to 6 guests; $695/nt to 8+; 2 night minimum
    • 3 nt minimum for Holiday and Special Event Weekends & Harvest!
    • Ask about our special weekly, monthly, and off-season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry, & reset - $200 - $250
    • $595 Refundable Security Deposit - child friendly & sm. well behaved pets considered; TOT License #: 641N; Permit #: ZPE11-0171

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Luxury vacation home rentals

Santarini's Vineyard Home - Healdsburg

Beautiful Healdsburg Vineyard Home - 3br/2ba (up to 6 guests, children welcome, sorry no pets) - In the vineyards w/ spa, arbor, & seating area.
Santarini's Vineyard Home

This 3br/2ba, beautifully renovated Ranch House, on a lovely landscaped acre,  surrounded on all sides by vines, has central heat/AC and is filled with love and good times shared over the past decades by several generations of a wonderful Italian Family. The fully equipped Gourmet Kitchen features stainless steel appliances and other amenities the chef might need to 'orchestrate a culinary masterpiece' for all to enjoy. 

Enjoy the spacious Great Room with open flowing floor plan with the dining room and kitchen to your right, the living room is straight ahead, and with a hallway on your left, which leads to 3 bedrooms and 2 private shared full baths.  With a large comfy leather sectional sofa, the living room is a great place to gather around the gas logged fireplace and entertainment center, including a 40” flat screen Dynex LCD HDTV, VHS/DVD player, Comcast cable, and WiFi. A king bed graces the first lovely bedroom and the second and third bedrooms are also charming with queen sized beds.  

Both front and backyards are nicely landscaped and maintained with lawns; there is also an 8-person Sundance Spa for a very relaxing  soaking and bubbling experience.  Additional outdoor amenities include a wonderful grape arbor covered seating area with table and chairs, 2 chaise lounges for enjoying the view, and a gas BBQ for grilling your ‘roast beast’!

    • $350/nt to 4 guests; $450/nt to 6; 2 night minimum
    • 3 night minimum for Holiday and Special Event Weekends.
    • Ask about our special weekly, monthly, and off-season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry & reset - $200
    • $395 refundable security deposit - Children welcome, sorry no pets; TOT License #: 641N; Permit #: ZPE11-0154

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Luxury vacation home rentals

Stillerus - Healdsburg

Stunning Gated Single Level 3br/2ba Home w/ 4th Guest Sleeping Room/Convertible Den, (up to 10 guests, children welcome, sm. dogs ok), Verandas, Beautiful Gardens, Half Acre of Old Vine Zin, Spa, Bocce Ball ,& More – on 1.5 Acres w/ Vineyards
Stillerus
Enjoy the magic of Sonoma County’s famed Dry Creek Valley vineyards and wineries, from this beautiful, modern, and recently upgraded 1800+ sq. ft., luxurious, 3 bedroom/2 bath home, with a 4th guest room/den home (sleeps up to 10), and all the special amenities to enhance the enjoyment of your Healdsburg holiday.  Stillerus, an old Cape Dutch term, meaning Peaceful Rest, well applies to this serene Wine Country Haven, just minutes from charming, upscale, and historic Healdsburg’s Downtown Plaza, our ‘hub’ for fine dining, shopping, and wine tasting with 20+ tasting rooms.  As well, you can walk to several excellent Dry Creek Valley wineries, including Rafanelli, Quivira, Lambert Bridge, Dry Creek Vineyard, Passalacqua, with many more just a short drive or bike ride away.

This lovely vacation paradise is also well located for exploring the vineyards and wineries of the Alexander Valley to the east, the west Russian River Valley to the southwest, the rugged and spectacular Sonoma Coast, a little further west with Armstrong Woods, an old growth redwood forest on the way, and Lake Sonoma Marina and Recreation area just 10 minutes away...

    • $495/nt to 4 guests; $595/nt to 6; $695/nt to 10; 3 night minimum
    • Ask about our special weekly, monthly, & off-season rates!
    • 11% Sonoma County Tax – Detailed cleaning, laundry, & reset $200-$250
    • $495 Refundable Security Deposit – children welcome; Small, well behaved pets will be considered (no ‘barkers’ please)
    • TOT License #: 641N

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Luxury vacation home rentals

Twin Pillar Gated Hillside Estate Home - Indoor Pics

Elegant Twin Pillar Hillside Estate – 5br/4.5ba (up to 12 guests) 5000 sq. ft., Single-Level, Craftsman-Inspired, Luxury Home w/ Pool, Spa, Covered Outdoor Entertainment Area, Bocce Ball Court, & Spectacular Southerly Views of the Valley of the Moon

    • $1095/nt (Grand Opening Special); $1250/nt April 1st - Memorial Day; $1450/nt Memorial Day - Labor Day; $1250/nt Labor Day - Year's End
    • 4-7 nt min for summer’s high season - Memorial– Labor Day & Holidays
    • 3 nt min w/ weekly, monthly, & off season rates!
    • 11% Bed Tax – detailed cleaning, laundry, & reset $395 - $495; $1500 Refundable Security Deposit
    • Not recommended for young children due to safety concerns; Small, well behaved pets considered (w/ crating when left alone)

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Luxury vacation home rentals

Twin Pillar Pool House Suite -

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Luxury vacation home rentals

VineHaven Home - Healdsburg

Newly Renovated Healdsburg VineHaven - 3br/2ba (up to 8 guests, children welcome, small lapdogs considered) w/ Spa, Gardens, & Spectacular Vineyard Views.
VineHaven Home
Very well located at the north end of Healdsburg and the beginning of the famed Dry Creek Valley and vineyards, this newly renovated 50’s charmer is a lovely, beautifully furnished and decorated, 1600 sq. ft., 3 bedroom/2 bath ranch house with central heat and air conditioning, awaiting your arrival.  The back redwood deck is surrounded by mature landscaped gardens with seating areas, a new 6 person spa and ‘forever’ views of the vineyards and foothills beyond for your ‘grape escape’.

A great ‘home base’ for exploring the diversity of Sonoma County’s ‘Tuscany’ of Northern California, travel west into the Dry Creek Valley and enjoy the many world class wineries with Lake Sonoma’s recreation area just beyond.  Minutes to the east lies the Alexander Valley wine growing region, a few miles south the western Russian River Valley vineyards, and yet VineHaven is only minutes from historic upscale Healdsburg’s Plaza with abundant fine dining, tasting rooms, art galleries, shops and more.

    • $395/night to 4 guests; $495/night to 6; $595/night to 8; 2 night minimum
    • 3 night minimum for Holiday and Special Event Weekends.
    • Ask about our special weekly, monthly, and off-season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry, and reset - $175 - $195
    • $395 Refundable Security Deposit - children welcome, lapdogs considered; TOT License #: 641N; Permit #: ZPE11-0174

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Luxury vacation home rentals

Wagon Wheel Vineyard Ranch - Dry Creek Valley

Dry Creek Valley Ranch - 4br/4.5ba (up to 14 guests, children & sm. dogs ok) w/ Pool, Spa, Patio, & Views, on 20 Hillside & Vineyard Acres
Wagon Wheel Vineyard Ranch

Nestled on a hilltop, on 20 acres of Dry Creek Valley Vineyard paradise, the Wagon Wheel Ranch is conveniently loacted only a few minutes west of charming historic Healdsburg & w/ Lake Sonoma only 5 minutes away! This 2-story, Ranch-style, 4 bedroom, 4.5 bath Estate Home w/ Heat & A/C, is spacious at 3300 sq. ft. & when using the 2 sleeper sofas & futon, will accommodate gatherings of up to 14 guests! The lovely fenced, large in-ground pool & spa w/ patio area & BBQ, is a guest favorite & perfect for poolside entertaining!

Very comfortable w/ Ranch-style furnishings & decor, Wagon Wheel provides a well equipped kitchen opening to the Dining & Living Rooms, w/ a shared gas logged fireplace. The Family Room & rec/game rooms are great for visiting, playing around, watching TV, or just being together. The 4 charming bedrooms include a main floor master suite (queen) & an upstairs master suite (king) w/ 2 more guest bedrooms (1 queen, 2 twins) upstairs. With plenty of parking for your RVs, trailered boats, & other 'toys', the Ranch is a great 'home base' for exploring the diversity of Sonoma County's Wine Country!

    • $595/nt to 6; $695/nt to 8; $795/nt to 14; 3 night minimum low season
    • 4-7 nt minimum for Holiday & Special Event Weekends and Harvest!
    • Ask about our special weekly, monthly & off season rates!
    • 11% Sonoma County Tax - Detailed cleaning, laundry & reset - $225 - $275
    • $495 refundable security deposit – children ok; TOT License #: 641N

More pictures & information available here