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Private Hilltop Healdsburg Residence with Sweeping Vineyard Views

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Last updated: 08/31/2015
Check availability
23 Available
24 Available check-in
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:2-3 nights
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:Yes

Property description

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, a DVD player 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!


Property Type

  • House
  • 3000 sq. ft.

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals

Onsite Services

  • Housekeeper Included


  • Children Welcome
  • Non Smoking Only
  • Pets Not Allowed
  • Wheelchair Accessible

Bedrooms: 4 Bedrooms, Sleeps 8, Beds for 8

Bathrooms: 3 Bathrooms

Other Amenities

  • 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. ...moreless


  • Books
  • DVD Player
  • Foosball
  • Satellite / Cable
  • Stereo
  • Television:

    2 plasma tv's; one of the family room, one in the multi-purpose fourth bedroom....moreless

Location Type

  • Mountain View:

    360 degree vineyard views of the Alexander Valley and Mt. St. Helena...moreless


  • Dining:

    Spacious farm table comfortable seats 10....moreless

  • Dining Room
  • Seating for 10 people


  • Air Conditioning
  • Clothes Dryer
  • Fireplace:

    There is a fireplace in both the dining room and living room....moreless

  • Garage:

    Garage fits 4 cars of average size....moreless

  • Hair Dryer
  • Heating
  • Internet:

    Wifi via tower vs. satellite...moreless

  • Iron & Board
  • Linens Provided
  • Living Room:

    The living room and family room are connected....moreless

  • Parking:

    Driveway offers ample outdoor parking....moreless

  • Telephone
  • Towels Provided:

    We have ample bath and pool towels....moreless

  • Washing Machine:

    Detergent provided....moreless


  • Coffee Maker:

    Standard drip coffee maker as well as a Nespresso 'Pixie' with pods....moreless

  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen:

    Beautifully remodeled eat-in chef's kitchen with high-end appliances, ample counter space and everything that's needed for entertaining, from placemats to platters. ...moreless

  • Microwave
  • Pantry Items:

    House will be stocked with the basics, e.g. olive oil, balsamic, spices, sugar and flour....moreless

  • Refrigerator
  • Stove
  • Toaster


  • Deck / Patio:

    The pool deck has both cushioned lounge chairs and regular chairs as well as several umbrellas for shade....moreless

  • Lanai / Gazebo:

    The entry porch is covered and has a 'swing sofa' for outdoor lounging....moreless

  • Lawn / Garden
  • Outdoor Grill:

    There is a lovely outdoor eating area outside next to the grill....moreless

Pool / Spa

  • Heated Pool
  • Hot Tub:

    There is a sliding door from the master bedroom to the deck which houses the hot tub....moreless

  • Private Pool

House Cleaning

  • Housekeeper Included


Write a review 5
from 17 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Sept-Oct 2015
Sep 1 - Oct 31, 2015
3 night min stay

Rates are based on 6 guests; add $200 per night, per additional guest

My Standard Rate
2 night min stay

Rates are based on 6 guests; add $150 per night, per additional guest

Additional information about rental rates


  • Refundable Damage Deposit $1,000
  • Cleaning Fee $300
  • Tax Rate 9%


For groups of more than 6 adults, we charge an additional $200/person (up to a total of 8).

As the Estate at Chalk Hill is a family home we do not allow events. No more than 8 adults are to stay on the property overnight, with a max of 15 people during the daytime.

50% due at time of booking, with the balance due 30 days before the first day of stay.

We accept checks, wires and Paypal as forms of payment.

Refund up to 100% if written notice of cancellation is provided at least 60 days prior to arrival date.

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Last updated: 08/31/2015
Check availability
23 Available
24 Available check-in
21 Unavailable
22 Today
23 Selected dates


Car: Recommended


Owner info

Year Purchased: 2013

About the owner: 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!

Why the Owner 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.

The Unique Benefits at this House:
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.

Contact us

Speaks: english

Links to more information:



  • 'Porch with a View'

    'Porch with a View'

  • Open Kitchen, Dining Room

    Open Kitchen, Dining Room

  • Dining Room with Table for 10, Wine Case and Fireplace

    Dining Room with Table for 10, Wine Case and Fireplace

  • Family Room

    Family Room

  • Master Bedroom

    Master Bedroom

  • Guest Bedroom (with Vineyard Views)

    Guest Bedroom (with Vineyard Views)

  • Soaking Tub in Master Bathroom

    Soaking Tub in Master Bathroom

  • Bocce Court

    Bocce Court

  • Pool Area

    Pool Area

  • Chef's Kitchen

    Chef's Kitchen

  • Living Room

    Living Room

  • Multi-Purpose 4th Bedroom

    Multi-Purpose 4th Bedroom

  • Guest Bedroom (with Vineyard Views)

    Guest Bedroom (with Vineyard Views)

  • Master Bathroom

    Master Bathroom

  • Pool Area, Bocce Court

    Pool Area, Bocce Court

  • Pool Deck

    Pool Deck

VRBO #460814

There have been  visitors to this page since the counter was last reset in .

This listing was first published here in 2013.

Date last modified - Wednesday, September 02, 2015

Minimum stay: 2-3 nights
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Member since: 2013
Speaks: english
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  • Response time Within 12 hours
  • Response rate 100%
  • Calendar last updated 08/31/2015
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Private Hilltop Healdsburg Residence With Sweeping Vineyard Views

Healdsburg #460814

4 BR  3 BA  Sleeps 8

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