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Private Hilltop Healdsburg Residence With Sweeping Vineyard Views

Bedrooms 4
Property type house
Minimum Stay 2 - 5 nights

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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 a few hours
Response rate:
Calendar last updated:
January 17, 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 Russian River

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.


Exceptional! 5/5 -
(24 traveler reviews)

Private Hilltop Healdsburg Residence With Sweeping Vineyard Views
average rating of 5.0 based on 24 reviews

Simply OMG! For 3 to 4 couples who desire a weekend or a week in Sonoma, this place is hard to beat

  • 5 of 5

From the beginning, Lisa could not have been more pleasant to work with. The home is simply wonderful and comfortable… The kitchen and dining room, leading to the outdoor seating area could not be more conducive to a gathering of family and friends. The first drive up the long driveway/road is a bit "harrowing", but then you realize how wonderful it is to be away from it all, yet still so close to wineries and activities. Best complement of all… "We would do this again in a heartbeat!" Thanks much Lisa

  • Submitted: Nov 13, 2016
  • Stayed: Nov 2016
  • Source: VRBO, from HomeAway
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Beautiful property with an amazing view

  • 5 of 5

This property is so wonderful. Our group of eight had the most perfect vacation. We spent our mornings watching the sunrise sipping coffee and our evenings playing bocce ball. The view is unmatched. The photographs give you an idea but it's so much more spectacular in person. The kitchen is well stocked for those wanting to cook. Our group loved gathering around the large dining table for meals. We thank Lisa for all of her hospitality! This is a one of a kind property.

  • Submitted: Nov 6, 2016
  • Stayed: Nov 2016
  • Source: VRBO, from HomeAway
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Healdsburg Bike and Brew

  • 5 of 5

Our days went pretty much like this: get up from our comfortable beds, have a cup of coffee as we watched the sunrise over Mount St Helena from the deck, cook our breakfast in the well appointed gourmet kitchen, bike the beautiful areas of Chalk Hill, Alexander Valley, Dry Creek and Russian River, swim in the pool to cool off, play bocce ball, BBQ dinner, drink the fine beer of Bear Republic, and repeat. It was a perfect stay for us.

The house is just as advertised and really better. Bedrooms, baths, kitchen, common areas - all clean, new, and comfortable. The grounds are fantastic. Spectacular views, great pool, bocce ball, nice gardens. Lisa was very responsive from the moment we inquired through our entire stay. We will definitely return.

This house is perfect for families, a couple families, small groups. The setting is quiet and peaceful, yet close enough to Healdsburg and Windsor (and really Calistoga and Geyserville) for shopping and restaurants. Of course for wine lovers it would be an amazing base camp.

If you bike from there, like we did, just know the driveway is a little steep - but it makes the reward of the pool and brew waiting at the top all the more worth it!

  • Submitted: Sep 21, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

Where to start? The Estate on Chalk Hill was more beautiful in person than in the photos...and the photos were beautiful. The home was nestled high on top of a hill overlooking the scenic vineyard of Chalk Hill. Our group of 6 (all city dwellers) could not have picked a more perfect place to be secluded on our couples' wine tasting trip. The home was so beautiful, had everything (and more) that we needed for cooking a great meal, plenty of towels, shampoo, conditioner, soap, hair dryer. In fact, it was better than staying in a hotel. The privacy and scenery was magnificent. Downtown Healdsburg only a 20 minute drive! We thoroughly enjoyed our stay in the country and cannot have had a better experience, beginning at the Estate on Chalk Hill. Thank you, Lisa (and family) for allowing us to rent your beautiful home!

  • Submitted: Sep 12, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
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Breathtaking views

  • 5 of 5

We had a fantastic family trip with ages 20-83 everyone happy, relaxed and comfortable. The house overlooks vineyards with breathtaking views all around the home. The accommodations were perfect a little something for everyone to enjoy, bocci, pool, hot tub or just reading a book on the covered porch, can't ask for anything better. Lisa the owner was wonderful to work with and we would love to come back and stay in the future. Highly recommend for families or couples getaway to wine country.

  • Submitted: Aug 28, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
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  • 5 of 5

Beautiful house. Amazing view. Convenient location that still feels peaceful and removed from any noise. Very well-stocked kitchen. Linens are very good quality. Lovely garden. And the owners are easy to work with and extremely responsive and considerate. Our family loved this house and we would come back every year if we could.

  • Submitted: Aug 7, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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Car: recommended


Rates & Availability

Healdsburg House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
April-June 2017
Apr 1 2017 - Jun 30 2017
3 night minimum stay
Notes: Rates are based on 6 guests; add $150 per night, per additional guest
July-August 2017
Jul 1 2017 - Aug 31 2017
5 night minimum stay
Notes: Rates are based on 6 guests; add $150 per night, per additional guest
Sept-Oct 2017
Sep 1 2017 - Oct 31 2017
3 night minimum stay
Thanksgiving 2017
Nov 20 2017 - Nov 26 2017
5 night minimum stay
Notes: Rates are based on 6 guests; add $150 per night, per additional guest
Holiday 2017
Dec 15 2017 - Jan 3 2018
5 night minimum stay
Notes: Rates are based on 6 guests; add $150 per night, per additional guest
My Standard Rate
2 night minimum stay
Notes: Rates are based on 6 guests; add $100 per night, per additional guest

Additional information about rental rates

Refundable damage deposit $1,000
Cleaning Fee $350 + Tax
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.
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Healdsburg House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 3000 sq. ft.
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 ...
  • children welcome
  • non smoking only
  • pets not allowed
  • 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.

Learn more about this vacation rental at the owner's website:

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