Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views!
Enjoy Healdsburg's coveted Chalk Hill area from our modern and bright pool cottage, completed with love in 2024, and nestled on 6 cherished acres. Featuring an en-suite bedroom with king bed, and a cozy den with a Room & Board day bed that pops up into a queen bed, this 1000 sq. ft. cottage sleeps four. A second full bathroom next to the den means no one has to fight for the shower. Both bathrooms feature luxurious Toto bidet toilets. Cook beautiful wine country meals in the open kitchen with an island that seats four, 5-burner gas range, Fisher & Paykel refrigerator, and dishwasher. The washer/dryer are also hidden away discretely in the kitchen so you can do laundry without missing out on the action. Mini-split ACs, radiant heated floors, and an electric fireplace in the living room ensure you'll be comfy in any climate. Although the living room also offers a flat screen LG tv, your best view is just steps away, outside! Three sets of stacking glass doors facing the pool can be opened to allow complete indoor/outdoor living. From the pool, enjoy sweeping southern views, including the vineyards of our direct neighbor, Roth Winery. If you're lucky, you'll get a glimpse of Roth's bison, which enjoy grazing next to our fence line.
If wine is what you're looking for, pace yourselves! We border both Roth Winery and Calluna Vineyards, and can help arrange private tastings at Calluna. Directly across Chalk Hill Road from Roth Winery is Chalk Hill Winery. A stone's throw north on Chalk Hill is Acaibo Trinite Estate, and other renowned wineries including Silver Oak Alexander Valley (15 mins) and Jordan (20 mins) are just a short drive away. Downtown Healdsburg, offering a wealth of restaurants from quaint Bravas Tapas and Journeyman Meat Co. to 3-star Michelin Single Thread can be reached by car in under 20 minutes. Stock up on groceries at Oliver's Market or try one of the many lovely restaurants in Windsor, less than a 15 minute drive away.
Don't want to drive to Healdsburg? Chalk Hill Road is a cyclists paradise. Load your bikes onto the SMART Train in Marin (if you live in SF, take the ferry to the SMART Train!), get off at the Windsor stop, and ride your bikes to the cottage. Spend your days cycling around to nearby wineries, and end your day back at home, grilling on the Green Egg and soaking in the hot tub. Beautiful hiking trails including at Shiloh Ranch Regional Park are also nearby. During warmer months, kayaking on the Russian River is a must-do. This is a truly unique opportunity to enjoy the best of Chalk Hill!
The cottage is the only residence on the 6 acres, so you will experience complete privacy. Rental of the cottage includes exclusive use of the pool and hot tub.
Note: Our stunning yet rustic 6 acres contain various features such as a seasonal pond and some rocky terrain that will require close supervision of children. We do not recommend bringing young children unless you are prepared to closely supervise. Please stay on paved/path areas only. The short private road from Chalk Hill Road to the cottage is narrow and steep in some areas. Only standard-sized passenger vehicles such as sedans and SUVs are permitted (no large trucks or campers are permitted).
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We are on 6 acres. Kids must be closely supervised
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Events
No events allowed
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Pets
No pets allowed
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Smoking
Smoking is not permitted
No large trucks or campers permitted. Standard-sized passenger vehicles only. The private road to the cottage is narrow and steep in some locations.
The property contains features such as a seasonal pond and rocky terrain that require close supervision of kids. Do not go beyond paved/path areas.
Important information
You need to know
Property Registration Number LIC25-0109
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Windsor
Windsor is home to Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views!. While the natural beauty of Russian River and Safari West can be enjoyed by anyone, those looking for an activity can explore Calistoga Hot Springs.
Luther Burbank Center for the Arts and Healdsburg Center for the Arts are also worth visiting.
Chalk Hill Estate Vineyard - 31 min drive - 15.8 km
Dry Creek Vineyard - 35 min drive - 23.7 km
Safari West - 44 min drive - 32.3 km
Getting around
Santa Rosa Station - 30 min drive
Santa Rosa, CA (STS-Sonoma County) - 27 min drive
Restaurants
McDonald's - 19 min drive
Starbucks - 18 min drive
Mi Pueblo - 18 min drive
Taco Bell - 18 min drive
Ana's Cafe & Espresso - 20 min drive
Frequently asked questions
Does Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views! have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views!?
As of 8 May 2026, prices found for a 1-night stay for 2 adults at Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views! on 30 May 2026 start from NZ$1,150, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views!?
On-site parking is available at the property.
What time is check-in at Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views!?
Check-in begins at 3:00 PM.
What time is check-out at Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views!?
Checkout is at 12:00 PM.
Where is Chalk Hill Healdsburg new pool cottage. Sleeps 4 on 6 acres with sweeping views! located?
Situated in Windsor, this cottage is 1.1 mi (1.7 km) from Chalk Hill Estate Vineyard and within 9 miles (15 km) of Russian River and Wikiup Golf Course. Windsor Golf Club and Kendall-Jackson Wine Estate and Gardens are also within 9 miles (15 km).