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Private Hilltop Healdsburg Residence With Sweeping Vineyard Views

Bedrooms 4
Space 3,000 sq. ft.
Property type house
Minimum Stay 2 - 5 nights


About the property

4 Bedrooms, 3 Bath, Breathtaking Vineyard Views

The newly remodeled Estate at Chalk Hill is a luxury private residence in the famed Alexander Valley of Healdsburg. With approximately 3,000 square feet of living area and sweeping vineyard views, this 'contemporary rustic' retreat is the perfect place for families and friends to gather, unwind and build traditions. Perched atop a hill, The Estate at Chalk Hill feels wonderfully secluded, yet restaurants, shopping, wineries and a myriad of outdoor adventures are just a short drive away and Windsor and Healdsburg are within 5 and 10 miles, respectively.

Living. The Estate at Chalk Hill is a single level home with an open floor plan and towering beamed ceilings in communal areas. The main living room has a cozy sitting area with an over sized wood burning fireplace. A separate lounge area has a sectional couch facing a large plasma TV with surround sound and iPod connections. The house also has a wireless network for the convenience of guests.

Eating. The dining/kitchen area features another over-sized wood burning fireplace with a dining table that seats 10. The open kitchen has a large island with bar stools, commercial appliances and all of the dinnerware to host an amazing dinner. Should you need a place for the wine you collect during your visit, there is a 42 bottle locker in the dining area.

Sleeping. The Estate at Chalk hill has four bedrooms, one of which is also a multipurpose room perfect for children. The master features a king size bed with a large walk in closet, luxurious master bath and sliding glass door to a deck. The two guest bedrooms have queen beds and overlook vineyards. The second bath has an over sized double shower with a picture window. It adjoins one of the guest bedrooms and can also be accessed from the hallway. The final bedroom is multifunctional, and has two twin beds, a fooz ball table, a plasma tv and is connected to a full bathroom that also houses the washer/dryer.

Lounging & Playing. From every spot on the property you can take in spectacular views of the Alexander Valley and Mt. St Helena. Enjoy the pool during the day (note that it is now fenced for safety), and hot tub at night; a friendly bocce ball match or a game of 'HORSE' at the basketball half court. Small children can enjoy the walk-in playhouse. Or if lounging is what's in order, grab a book and enjoy the sun deck, hammock or porch swing. Beyond the property there are ample hiking and biking well as golf, zip lining, hot air ballooning and more!

Note: We do not allow weddings, parties or large gatherings/events.

TOT Certificate 618N

Rental Permit No.ZPE13-0265

Per the Sonoma County Rental Vacation Code we do not allow more than 8 guests over night and 4 cars on the property. Quiet hours are between 10PM - 7AM and strictly enforced. No outdoor amplified sound is allowed.

More Details

Lisa Hauswirth
Member since: 2013
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
November 18, 2017

About Lisa Hauswirth

Our family of four resides in San Francisco, as does our extended family. Healdsburg has always been one our favorites places to escape and explore - it's understated, yet sophisticated. Chic, but not fancy. Right up our alley!

Lisa Hauswirth purchased this house in 2013

Why Lisa Hauswirth chose Healdsburg

We looked at this property when it was for sale several years. We fell in love with the views (as did the VRBO Bear Traveler!), and the aesthetic of the house but the timing wasn't right. After several years off the rental market, we are delighted to be sharing The Estate at Chalk Hill with others again.

What makes this house unique

Of course we are biased but we can't think of a better gathering spot to build traditions with friends and family. The house is perfect for entertaining and togetherness - open layout, high ceilings, large farmhouse table, several fireplaces. It is both cozy and contemporary.


Healdsburg House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 3000 sq. ft.
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 8
  • Min. age of primary renter: 25
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Mountain View ...
  • Air Conditioning
  • Clothes Dryer
  • Fireplace ...
  • Garage ...
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Telephone
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Room
  • seating for 8 people
  • 3 Bathrooms
  • Bathroom 1 - toilet , tub , shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , combination tub/shower
  • 4 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 queen
    Bedroom 4 - 2 twin/ single
  • Books
  • Foosball
  • Satellite / Cable
  • Stereo
  • Television ...
  • Deck / Patio ...
  • Lanai / Gazebo ...
  • Lawn / Garden
  • Outdoor Grill ...
  • wheelchair accessible
Pool / Spa:
  • Heated Pool
  • Hot Tub ...
  • Private Pool
In addition to the pool and hot tub, there is also a bocce court, a half basketball court and a walk-in kids wood playhouse. We are happy to provide suggestions for babysitting, in home massage and a personal chef, as needed.


Exceptional! 5/5 -
(30 traveler reviews)

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Private Hilltop Healdsburg Residence With Sweeping Vineyard Views
average rating of 5.0 based on 30 reviews

Great property

  • 5 of 5

Beautiful views and home

  • Submitted: Nov 17, 2017
  • Stayed: November 2017
  • Source: HomeAway
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Beautiful, well stocked home

  • 5 of 5

Lovely, great location, well stocked and beautiful

  • Submitted: Sep 24, 2017
  • Stayed: September 2017
  • Source: HomeAway
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Beautiful, private, well-appointed property near Healdsburg

  • 5 of 5

The view is as gorgeous as advertised, and the house is incredibly stylish, spacious, and well-appointed. Outside: The pool is a definite highlight. It's refreshing (read: not bathwater warm) and beautiful--long enough for modest laps, deep enough for plunging, and spectacularly well kept. Someone came by regularly to clean, which we really appreciated. Inside: the beds are soft and comfortable, the bathrooms and showers are modern, the kitchen is comfortable and well-stocked, and the decor is very tasteful. The lighting, furniture, and space were ample. I stayed with five family members for my mother's 70th birthday and it was very special. We ultimately preferred Healdsburg to the Napa side, it's a very cute town with lots of fine dining and low-key wineries.

Lisa was great. She went above and beyond when I asked about pre-stocking, offering to do it in advance or have someone arrange for us. (We did not take her up, but I was grateful for the offer.) We had a few maintenance issues, but she dealt with them speedily and generously, and the caretaker Steve and his wife were lovely.

Things to note: The driveway is more of a steep, one-lane road and could be intimidating to nervous or older drivers, especially at night. It gets buggy (mosquitos, too) after nightfall. And we suspect previous guests have walked off with or misplaced wine openers, as we had trouble locating one, so come prepared just in case. You're about 20 minutes from town.

I would love to stay here again.

  • Submitted: May 27, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thanks for the lovely review, Tricia. We have a serious case of disappearing wine openers (I guess that means people are enjoying themselves??). I just ordered another batch of 4 I think we'll have to strategically place them. I hope you come visit again.
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Park City, Utah

Amazing villa with incredible views!

  • 5 of 5

We enjoyed a Mom Getaway weekend at this amazing home! Everything was clean and well organized, beds were super comfy and the kitchen was a dream! We all had a wonderful time and will definitely return!

  • Submitted: May 19, 2017
  • Stayed: May 2017
  • Source: HomeAway
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  • 5 of 5

amazing views. the property was super clean and well maintained. the house was immaculate and fully stocked. couldn't have had a better experience. i imagine it would have been even better in the summer will full use of the pool.

  • Submitted: Mar 30, 2017
  • Stayed: March 2017
  • Source: HomeAway
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Amazing property!

  • 5 of 5

What an amazing property! We had a wonderful stay and would definitely recommend. Everything from the spectacular views and location to the great space that included all the amenities was perfect. Lisa was also very accommodating and helpful. What a great getaway with friends!

  • Submitted: Jan 24, 2017
  • Stayed: January 2017
  • Source: HomeAway
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Car: recommended


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $350 + Tax
Refundable damage deposit $1,000
Tax Rate 12.0%

For groups of more than 6 adults, we charge an additional $100-$150/person depending on the season (up to a total of 8).

As the Estate at Chalk Hill is a family home we do not allow weddings or events. Per the Sonoma Country Vacation Rental code we do not allow more than 8 guests overnight, and 12 during the day. A maximum of four cars are allowed on the property. Quiet hours to be observed by all guests are between 10 PM and 7 AM. No outdoor amplified sound is permitted. All rules are strictly enforced and violations will be reported to the Sonoma Permit and Resource Management Department pursuant to PRMD ordinance.

TOT Certificate 618N
Rental Permit No.ZPE13-0265

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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