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Book Online or call HomeAway Booking Assistance 888-640-7927

Healdsburg Luxury Nestled in Vineyards.

Bedrooms 4
Space 3,500 sq. ft.
Property type house
Minimum Stay 3 nights


About the property

Year round wine country perfection located in beautiful Healdsburg

Nestled amongst acres and acres of vines, freshly remodeled Chalks Bend Estate and Vineyards showcases the best of Healdsburg in the heart of Alexander Valley. Enjoy views to Mount St Helena, Fitch Mountain and beyond while cooling off in the remote controlled pool, or warming up in either hot tub. 300 degree vineyard views, gorgeous sunsets and star-gazing are thoroughly enjoyed from the west vineyard balcony. Estate luxuries also include a master chef’s kitchen, massive dining tables perfect for the big family feasts, 2nd floor master suite getaway with vineyard views while you soak in the tub, state of the art 75” TV and whole home sound system, complete outdoor kitchen & BBQ, foot warming / marshmallow roasting fire table, vegetable gardens (help yourself!), bocce ball court and a game room with air hockey, foosball and table tennis. We also rebuilt the barn into a fully equipped pool house with plasma TV, full bathroom and pull out sectional-bed. From tasting the masterpieces of nearby (walking / biking / safe driving distance) world class wineries and cooking extravagant meals for the family, to watching the game poolside and enjoying a sunset stroll through the vineyards we hope you enjoy our take on luxurious Healdsburg living.

Property Manager
Hollie Schulze
Member since: 2014
Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
March 18, 2018


Healdsburg House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 3500 sq. ft.
House Rules:
  • Check-in: 4:00 PM / Check-out: 11:00 AM
  • Max. occupancy: 10
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • Away From It All
  • Family
  • Romantic
  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Garage
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 12 people
  • 4 Bathrooms
  • Guest Bath - toilet , combination tub/shower
    Downstairs Bath - toilet , shower
    Master Bath - toilet , tub , shower
    Pool House Bath - toilet , shower , In fully remodeled barn turned pool house
  • 4 Bedrooms, Sleeps 10
  • Bedroom 1 - 1 king
    Bedroom 2 - 2 double
    Bedroom 3 - 1 queen
    Bedroom 4 - 1 king , King Restoration Hardware Sofa Bed in loaded guest house
  • Spacious bedrooms all with vineyard views
  • Books
  • DVD Player ...
  • Foosball
  • Game Room ...
  • Games ...
  • Music Library ...
  • Ping Pong Table
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Balcony
  • Deck / Patio ...
  • Lanai / Gazebo
  • Outdoor Grill ...
  • Long-term Renters Welcome
Pool / Spa:
  • Heated Pool
  • Hot Tub ...
  • Private Pool ...
Onsite Services:
  • Concierge
  • Private Chef
  • autumn foliage
  • festivals
  • restaurants
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • gambling casinos
  • photography
  • scenic drives
  • walking
Local Services & Businesses:
  • Babysitter
Sports & Adventure Activities:
  • cycling
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • swimming


Excellent! 4.7/5 -
(21 traveler reviews)

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Healdsburg Luxury Nestled in Vineyards.
average rating of 4.6666665 based on 21 reviews
Solana Beach, CA


  • 5 of 5

These pictures do not do the house justice!

We were fortunately enough to enjoy this house for 3 nights which clearly was not enough. We had grand plans to explore the area but didn't want to leave this beautiful property. It was perfect for our extended family of 9. Three kids enjoyed the pool house (Holli, add some pictures of the remodeled pool house and gorgeous shower!)

We did smores on the fire outside, and enjoyed the pool and Jacuzzi. Had some issues with electronics but finally figured out the HUGE TV which of course the kids and men all loved! Thanks for sharing your home. We hope to come back!

  • Submitted: Apr 13, 2015
  • Stayed: April 2015
  • Source: VRBO, from HomeAway
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2 0

Comfortably accommodated our big group with plenty of space, great views and perfect location.

  • 4 of 5

Location, location, location......

I ran a training camp for 8-10 adults and rented Holy's house. It was ideal, we didn't need to leave the house at all. The perfect location for lots of biking routes, not far from Lake Sonoma and ideal to finish a 100 mile ride and watch the sun set from the hot tub. With a large group that is not a family it was great with the multiple bathrooms and open kitchen. The HUGE lounge room TV was a bonus for Olympic Games viewing :) The separate little quarters was perfect for the boys. Holly was very responsive which made planning easy. The BBQ area could have been a bit cleaner but we were given the heads up prior on that. There was ample bedding and all the little things that made it an easy stay were on point. The crew walked away with a buzz and we will be running our second and hopefully annual camp at Chalk Hill. Over all we loved it!!! See you again in April....

  • Submitted: Feb 23, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
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0 0
San Francisco, California

Beautiful House!

  • 4 of 5

The house and the views were gorgeous!

I did give it four stars for a few reasons... The house lacked many of the amenities that are common in vacation rentals... toiletries like soap, shampoo and hair dryer, and also kitchen items like paper towels and sugar. This wouldn't be a huge deal, but the house is 15-20 minutes away from the closest grocery store so it did require some back and forth from the store.

The TV is very difficult to operate and we weren't able to find any directions. We had two tech savvy folks and nobody could figure out how to get CNN (my 80 year old mom was with us and likes to watch the news.) We were able to easily use netflix.

The cleaning fee was $400 (if you are paying the cleaning people $25 an hour that would be 16 hours!) but we were asked to strip the beds, take out the trash etc. Totally no big deal just surprising given the huge cleaning fee. (I live in San Francisco and do rent our 5 bedroom house on airbnb so am used to the shockingly high cost of labor in the Bay Area.)

The house was certainly a 5 star ++ house, but not a 5 star experience.

  • Submitted: Feb 20, 2018
  • Stayed: February 2018
  • Source: VRBO, from HomeAway
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Simply Charming!

  • 5 of 5

10 of us stayed in this lovely home! We LOVED the decor, everything was perfectly clean, and the location was perfect!! The views were stunning and Hollie was a pleasure to book/ work with! So helpful! 5 stars from all 10 ladies!

  • Submitted: Feb 6, 2018
  • Stayed: January 2018
  • Source: VRBO, from HomeAway
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Lovely place

  • 5 of 5

Hollie was a very gracious guest. A couple hiccups on the front end were rectified. The views are lovely, the house is very well appointed, and the bocce ball court was in constant use. The house feels very secluded, great for morning walks/jogs and quick trips/Uber rides into Healdsburg or wineries. Hot tub and pool (even in January) were veeeeeery welcome. Great place.

  • Submitted: Jan 25, 2018
  • Stayed: January 2018
  • Source: VRBO, from HomeAway
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Gorgeous gem

  • 5 of 5

The Chalk Bend Estate is beautiful and well equipped for multiple family gatherings. I agree the photos do not give the home justice. There are sweeping views off of every room that will take your breath away. Kitchen is well stocked and tables are intended for larger gatherings. Hollie is attentive and helpful too. We will definitely return!

  • Submitted: Jan 2, 2018
  • Stayed: December 2017
  • Source: VRBO, from HomeAway
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Nearest Airport
15 Miles
Sonoma County Airport
Nearest Barpub
1 Miles
Alexander Valley Bar
Car: necessary

Amazing wine tasting is walking/bike distance as well as a crafted cocktail bar just 1 mile away!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $400
Pet Fee $500
Damage Deposit $1,000

Manager's Cancellation Policy

  • 50% refund if canceled at least 7 days before arrival date.
  • 100% refund if canceled at least 14 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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