Entire home

Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)

Photo gallery for Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)

Outdoor dining
Pool
Outdoor spa tub
Dining
Interior

Reviews

9.2 out of 10
Wonderful
6 bedrooms4+ bathroomsSleeps 12297.3 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Dryer
  • Hot tub
  • Washer

Explore the area

Map
Healdsburg, California
  • Russian River
    ‪13 min walk‬
  • Healdsburg Plaza
    ‪21 min drive‬
  • Safari West
    ‪28 min drive‬
  • Santa Rosa, CA (STS-Sonoma County)
    ‪38 min drive‬

Rooms & beds

6 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 Queen Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Bathtub · Toilet · Shower only

Bathroom 5

Toilet

Spaces

Deck or patio
Kitchen
Separate dining area
Garden
Dining area

About this property

Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)

Nestled on 10 acres in the prestigious Chalk Hill appellation of the Alexander Valley, this rustic, beautifully furnished, 5br/4.5ba, 3200 sq. ft., two-story lovely home with central heat/AC, sits on a wooded knoll just above the vineyards. A separate pool house on the opposite side of the circle drive combined accommodating 12 guests. Completing this wonderful retreat is an in-ground pool with cover, freestanding spa, and abundant, new outdoor furniture rests on a flagstone patio beside the pool with beautiful landscaping and lawn all around. This is pet friendly home with a pet fee.

This beautiful Chalk Hill Compound is very well located with easy access to over 40 landmark Alexander Valley wineries including Lancaster, Verite, Chalk Hill, Hanna, White Oak, Field Stone, and Stryker, to name but a few. A spectacular and scenic 15-minute drive through the vineyard-graced valley, brings you to charming and historic Healdsburg, a world class Sonoma County Wine Country destination, with fine dining, shopping, and an abundant diversity of adventures and activities for your enjoyment.

Enter the property through the locked gate, up the paved circular drive, be welcomed by a center island with two mature oaks, and plenty of parking. On the other side of the drive, across from the main house, is the Pool House with full bath for your convenience, which also has beautiful landscaping around it and the pool behind. The main house has a large front entry deck with beautiful views and a wooded hill which slopes down to a seasonal creek. Front and west side decks include two outdoor tables for four with umbrellas, and a lovely 7’x8', 8-person Hot Springs freestanding hydrotherapy spa.

All the features and amenities this beautiful property offers combine beautifully to create an idyllic setting for celebrations, family gatherings, and friendly get-togethers, just above the Alexander Valley vineyard floor. Your ‘home away from home’ is beautifully appointed and professionally decorated with everything you will need for a memorable and magical vacation experience.

Now up the flagstone pathway to the lovely main house with beautiful landscaping, abundant mature plantings and trees all around, and be welcomed by the entry hall with the well equipped, bright and airy, chef’s kitchen to your left. With two skylights and a central island featuring a GE 5-burner gas range with a retractable downdraft vent, a pass-through from the kitchen to the dining area provides two stools for the ‘backseat chefs’ and is a great place for planning your culinary artistry.

Additional appliances include a new large side-by-side Kenmore freezer/fridge, GE dishwasher, and a self-cleaning Whirlpool oven and a new microwave on side. Additional kitchen necessities include a Cuisinart coffee maker, an extra large KitchenAid toaster, a new JA Henckels knife set, all new cookware, flatware, plateware, glassware, wine glasses, cutting boards, etc.

Ideally located for exploring the diversity of Sonoma County Wine Country, this property is a perfect ‘home base’ where you can relax and just soak it all in, or venture out in almost any direction for enjoying the many adventures nearby. There is an abundance of more than 100 award winning wineries within a short drive through the vineyards, in the Alexander, Dry Creek, Russian River, Sonoma, and Napa Valleys, as well as the towns of Healdsburg, Calistoga, St. Helena, Sonoma, and Napa; you will likely need at least a week to explore, experience, and enjoy it all, then return again and again for more relaxation, rejuvenation, and adventures. The Mayacama Golf Club is only 9 miles south.

Property manager

Marc Matson
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Healdsburg

Located in Healdsburg, this holiday home is in a rural area and in the mountains. Calistoga Hot Springs and Chalk Hill Estate Vineyard are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Powell's Sweet Shoppe - Windsor and Dom Whitney Tasting Lounge. SingleThread Farm at Dry Creek and Redwood Empire Ice Arena are also worth visiting. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with mountain biking and hiking.
Map
Healdsburg, California

What's nearby

  • Russian River - 13 min walk - 1.1 km
  • Hanna Winery and Vineyards - 8 min drive - 6.5 km
  • Healdsburg Plaza - 21 min drive - 21.3 km
  • Jordan Vineyard & Winery - 25 min drive - 14.6 km
  • Safari West - 28 min drive - 25.8 km

Getting around

  • Santa Rosa Station - 42 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 38 min drive

Restaurants

  • ‪McDonald's - ‬31 min drive
  • ‪Starbucks - ‬31 min drive
  • ‪Flagship Taproom - ‬31 min drive
  • ‪Taco Bell - ‬30 min drive
  • ‪Sweet T's Restaurant + Bar - ‬31 min drive

Frequently asked questions

Is Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests) pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)?

Check-in begins at 4:00 PM.

What time is check-out at Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests)?

Checkout is at 10:00 AM.

Where is Wine Country Home on Chalk Hill - main house + pool house (up to 12 guests) located?

Situated in the mountains, this holiday home is 0.7 mi (1.1 km) from Russian River and within 6 miles (10 km) of Chalk Hill Estate Vineyard and Hanna Winery and Vineyards. Soda Rock Winery and Silver Oak Alexander Valley are also within 6 miles (10 km).

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 27 out of 39 reviews
Rating 8 - Good. 8 out of 39 reviews
Rating 6 - Okay. 3 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 1 out of 39 reviews

9.4/10

Cleanliness

10/10

Check-in

9.6/10

Communication

9.6/10

Location

9.0/10

Listing accuracy

Reviews

10/10 Excellent

Derek Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Spot

As advertised, pool was great. Would stay here again 100%
Stayed 2 nights in Aug 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Chris C.

Wine Tasting Weekend at Chalk Hill

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Absolutely wonderful experience. We had 10 adults comprised of family and friends staying at the Chalk Hill Country Home. Lovely property, plenty of room, but does need some upgrading of the driveway, the kitchen counter and the outside deck. Could have been stocked with more dishwasher tabs, TP and paper towels for such a large group. But, having the pool table was a big plus, plenty of space for people to congregate in small groups and then come together for meals around the large dining room table. Having a separate "pool house" was great for our newlywed couple. Overall, despite the rain, it was a lovely trip - Birdsong couldn't have been better in managing our stay - Shante is terrific!

10/10 Excellent

Leigh-Ann A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chalkhill

We hade a wonderful week! The house was spacious and had everything we needed. The size was perfect for our group. We had 8 adults, 2 teenagers and one child. Between the pool, hot tub, the deck, and the indoor spaces, there was plenty to do and keep everyone happy. The pool house was beautiful and we really enjoyed the pool. The kitchen was well stocked and it was easy to cook for a crowd. Thanks for a great stay!
Stayed 4 nights in Jul 2023

10/10 Excellent

Linda S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Women Cousin Reunion

9 of us from Ca., Texas, Colorado, Oregon and Costa Rica traveled to share stories, photos, food and laughter with each other. Oldest cousins ages 82 and 2 at 75. And daughters and nieces of the cousins. We had a presentation of our ancestors, practiced balance poses, shared family photos and told lots of stories. We also hugged alot and taught how to build and love fireplaces.
Stayed 2 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

Maura R., NYC

Good house for a large group

Rating Details: The property manager was more than helpful. The vacation rental was clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We checked into Chalk Hill rental early which we were grateful for. The pool guy was there and pool and hot tub were clean and functioning well. The house was very spacious with many bedrooms for guests. The outside deck was wonderful and breezy. We loved sitting out there! The inside of the home was nice but perhaps in need of some basic TLC. The washer broke during our stay and they sent a maintenance man to fix but it was semi stressful bc we needed clean clothes for wedding. Also, the drains in showers were slow and filled tubs with water while showering. Overall our stay was great though!We really enjoyed the home and area and hope to be back!
Stayed 5 nights in Oct 2018
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Frank G.

Annual Wine Tasting Get together

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We(4 couples)thoroughly enjoyed our 3night stay at the Chalk Hill Country Home. Very secluded and scenic. Our only concerns were a lacking of some staples like salt & pepper. Also the heating system seemed to be unbalanced. All-all it is a beautiful retreat in the middle of some of CA's great wine regions.
Stayed 3 nights in Nov 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Katie H.

Great house for family vacations!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We rented this house for my 40th birthday and the group consisted on children (and baby) and adults of different ages. The house is located about 15mins to Healdsburg shopping which is perfect if you wanted to enjoy the restaurants. We spent most of our time around the pool, hot tub, decking and chilling at the home. The house has good sized bedrooms and a pool house with a kitchen, if any young families that want to stay over there. The house has everything you need for your stay! Many wineries around to choose from. The management company of this house was very helpful, responded very quickly to questions and popped around to bring us some extra items that we required.
Stayed 4 nights in Oct 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sharon F.

Chalk Hill Home

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a wonderful time at the house. It was all we expected. The surrounding area was quiet and serene.
Stayed 3 nights in Sep 2023
This review comes from a trusted partner site and has not been verified.

6/10 Okay

DeEtte S.

Chalk Hill Stay

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Lovely location. Unfortunately there was a problem with the well water and the pool house lock did not work.
Stayed 2 nights in May 2023

10/10 Excellent

Jackie P., United States

Liked: Cleanliness, check-in, communication, location, listing accuracy

Couples wine tasting

A wonderful home to have 4 couples stay. 2 bedrooms with kings have an attached bathroom. Another full bath and then 1/2 bath on the first floor. The first floor has another king room and the upstairs was 2 queen rooms. Worked perfectly! Recommend setting up ahead or having your own transportation if doing something tasting. Getting an Uber would be tricky
Stayed 3 nights in Sep 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mary S., Clovis, CA USA

Wonderful Family Gathering

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The setting was beautiful! We spent lots of time on the deck enjoying the view, visiting and sharing meals. The kitchen was wonderfully equipped with everything we could possibly need! The house was very clean, roomy and comfortable. One suggestion might be to add an area rug in the pool table room and the dining room. We noticed that sometimes with the sound of people engaging in a pool game, with the windows and no rugs on the floors, it was hard to carry on a conversation or board game at the dining room table. The sound echoed. This is a minor point and just a simple suggestion to make a great place even better! We made some lovely memories and are looking forward to returning. Thank you!

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

You get everything you need

We were a 5couples-group who take matured field trip to wine county every year together. We picked this place because it seemed to have everything you will need: - Beds and bathrooms so we do t need to share too often. - BBQ grill - Hot tub (jacuzzi) - Pool - Large outdoor space - Parking area for 5cars - Huge kitchen with enough appliances and tools - Dog friendly Shante, the property manager responded very quickly via phone and text. I don’t recommend to communicate with Vrbo messages tho. It may take time to hear back from her. If you and the group are absolutely wine ppl, I recommend to bring a good glasses for your good wines. Water is heated by gas so never ran out. It will be a nightmare if the hot water runs out with 10ppl group! Pool was very clean and good size to get day time heat off from our body. And the pool house has a bedroom, kitchen and bath. It’s absolutely a good addition to us because the main house fridge was too full, some folks with knee issue couldn’t use stairs to their bedroom, and less sharing ppl per bathroom. I think it will be best for 4 couples so each couple gets their own bath but 5 is also durable. If the group members are all families, it’s such a great place to stay with as many as this place allows. Enjoyed star lights and beautiful moon at night too!
Stayed 3 nights in Aug 2022

6/10 Okay

Steve S.

Liked: Check-in, communication
Disliked: Listing accuracy

Needs Update

Spacious but rundown. Property manager was responsive, brought more bedding, utensils, pool towels etc. upon request. House was clean but had broken shades, fans that didn’t work, pullout bed in pool house was unusable due to thin, totally uncomfortable mattress. Lovely surroundings but lack of good maintenance really obvious. Old pool needs new tile and resurfacing. Family reunion so we had fun anyway.
Stayed 4 nights in Aug 2022

10/10 Excellent

Wesley M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Taste of Wine Country

This property had everything you could ask for! It offered beautiful views of rolling hills and a vineyard and served as a great launching pad for wine tasting in the Alexander Valley. The house was spacious with great amenities (e.g., pool table and spa). The host was extremely responsive and was a pleasure to work with.
Stayed 2 nights in Mar 2022

8/10 Good

Karen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wine Country getaway

This property is older but has all the essentials of a newer home. If you enjoy rustic, you'll like it here as it is in the country in a private wooded setting. It worked well for us - three families ranging from one to sixty-eight. Three large bedrooms (two ensuite) and all living areas on first floor with an additional 2 bedrooms upstairs. An additional pool house living space adds another bedroom, kitchen and bath so everyone can have all the space they need. As our stay was short and the air quality was not good due to recent fires, we only used the hot tub for the kids - it was large and clean. We found everything clean and well stocked and there are two entertainment areas so kids and adults can have their own space. Our dogs appreciated the large deck and yard area which was completely enclosed. Our only complaints were the water which smelled slightly sulphurous and the AC units in only 4 rooms so don't cool the whole house when doors are closed. Fortunately, Healdsburg evenings are cool so AC isn't always needed and several rooms had overhead fans and floor fans. Due to Covid we cooked in and had everything we needed to do so.
Stayed 3 nights in Sep 2020

10/10 Excellent

Linda F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great weekend

We stayed here with our extended family. Decor was a little dated which didn’t worry us at all. We spent lots of time in the pool. There was lots of space for all of us. The kitchen was well equipped with plenty of dishes cutlery pans etc. We all had a great time.
Stayed 3 nights in Jul 2020

10/10 Excellent

Sacha M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Recommend for families with kids

If you can go with the flow this place is great! The house is old, no doubt, but I appreciate that I didn’t have to hover over my kids (we went with our 6 kids ages 20-7). I could actually relax and not worry about them touching everything. Believe it or not the accommodations were too big for our family of 8- the pool house and 2 upstairs bedrooms went unused. The property managers were very responsive, we had to contact them with hot tub issues (seemingly caused by my kids touching buttons). Overall we had a great staycation and the location just can’t be beat.
Stayed 3 nights in Aug 2020

10/10 Excellent

Molly J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Slice of heaven

Loved taking my family here because the layout of the house is perfect for a big family. The pool house is ideal for my mother, so she could have her own space away from the kids.
Stayed 8 nights in Jul 2020
This review comes from a trusted partner site and has not been verified.

2/10 Terrible

Ryan H.

OLD home, Nice pool, Good Location

Rating Details: The property manager was very unhelpful. The vacation rental was very dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: I do not usually like to speak ill of or stand in the way of someone trying to make money but in this case I have made an exception. This house is OLD and I would not recommend it to a friend. The listing mentions "updated" but I would call that a gross exaggeration. We had issues from day 1 of a 5 day stay. No AC, broken fridges, nasty/dirty floors, hot tub issues, very limited utensil/serving options in the kitchen and ant problems just to name a few. Property management tried to mitigate the situation but overall it was a poor effort. We felt like we were hosting repairmen during our stay even though none of them were able to fix the aforementioned issues. To make matters worse we checked out of the property on 6/29 and we have yet to see our security deposit and no word on any refund for our less than pleasant stay in the property. Final advice: DO NOT RENT THIS PROPERTY!

6/10 Okay

Della B.

Liked: Cleanliness, check-in, communication, location

Wedding weekend

We enjoyed our time with family and friends at the house. The outdoor spaces were great. The pool house was large and spacious. However the water in the pool house bathroom smelled of sulfur and I found it unusable. The checkout process was easy and required little time. The location is beautiful and quiet and close to Healdsburg and wineries. Suggestions:. In the main house, more kitchen equipment including reusable plastic cups and serving bowls, e.g. we used a colander as a chip bowl. . Fix the microwave. Update the bathrooms. . Also, there was not a corkscrew to be found! If you don’t find these suggestions of importance,I would recommend this place.

10/10 Excellent

Dan N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic!

Property was great. Tons of room. Staff were super helpful. Highly recommend. Would stay here again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michelle A.

Dream Escape

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful country home with amazing views. We loved every minute of our stay relaxing by the pool and cooking unforgettable meals.
This review comes from a trusted partner site and has not been verified.

8/10 Good

Edward L.

Pretty, but needs TLC

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved the house, but very dated, especially in bathrooms... bathtubs extremely slippery. (a potential problem for some future guest) Water pressure was so low, we couldn't take showers or wash dishes first day. Problem was resolved the second day. Kitchen amenities were skimpy. House had plenty of room for our family of all ages -- gorgeous views. Yard lovely
Stayed 3 nights in May 2019
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Evan B.

Will Absolutely Stay Again!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It all starts from the moment you pull up to the gate. Check in was a breeze. No issues whatsoever. The house was clean and very spacious. This property is located in a rural area of Sonoma County and is absolutely perfect for a weekend getaway. We will definitely stay again.
Stayed 2 nights in Sep 2018
This review comes from a trusted partner site and has not been verified.

8/10 Good

Laura P.

Nice quiet getaway

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved the beautiful area and the house's quiet location. It was sparkling clean, and the office staff (especially Jessica) were always really helpful and professional. We were disappointed in the lack of some seemingly basic supplies in the kitchens, especially given the size of the house, but all in all a very nice place to hang out with family and friends.

About the host

Hosted by Marc Matson

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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