Located in Healdsburg, this cottage is in the city center and on a river. Pezzi King Winery and Seghesio Family Vineyards are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Raven Performing Arts Theater and Healdsburg Center for the Arts. Traveling with kids? Consider SingleThread Farm at Dry Creek and Powell's Sweet Shoppe - Windsor. Relax and indulge in the area's winery tours and health/beauty spa, or seek out an adventure with hiking/biking trails nearby.
Healdsburg Center for the Arts - 2 min drive - 1.5 km
Russian River - 3 min drive - 1.5 km
Pezzi King Winery - 4 min drive - 2.2 km
Getting around
Santa Rosa Station - 18 min drive
Santa Rosa, CA (STS-Sonoma County) - 15 min drive
Restaurants
Villa Chanticleer - 17 min walk
Costeaux French Bakery - 2 min drive
Black Oak Coffee Roasters - 2 min drive
Duke's - 2 min drive
Acorn Cafe - 2 min drive
Frequently asked questions
Is Chic wine country cottage and garden pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.
How much does it cost to stay at Chic wine country cottage and garden?
As of Nov 15, 2026, prices found for a 1-night stay for 2 adults at Chic wine country cottage and garden on Mar 15, 2027 start from $314, 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.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Chic wine country cottage and garden?
Check-in begins at 3:00 PM.
What time is check-out at Chic wine country cottage and garden?
Check-out is at 11:00 AM.
Where is Chic wine country cottage and garden located?
This family-friendly Healdsburg cottage is located on a river, within 1 mi (2 km) of Healdsburg District Hospital, Healdsburg Plaza, and Russian River. Healdsburg Center for the Arts and Raven Performing Arts Theater are also within 1 mi (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
This is the second time we have stayed at Harold House for a month and we loved it.The house is beautifully decorated and has a smart layout. It has a large backyard with a lovely dining area and lounging space. It also comes with a Peloton and access to nearby Fitch Mountain hiking trails, so you can exercise rain or shine. Its a 15 minute walk to Healdsburg Plaza which has countless fine and casual dining restaurants (Dry Creek Kitchen, Roof 106), shops (check out Journeyman's Meats) and winery tasting rooms. Its a 10 minute drive to both the Russian River Valley and Dry Creek Valley wine regions. This is the perfect spot to stay if you want to enjoy all that Healdsburg and Sonoma County have to offer. We will definitely be back!
We absolutely loved our stay at Harold House! The house is recently renovated, beautifully decorated and well stocked with kitchen equipment and everything else you need for a great stay.
There is a huge backyard with plenty of furniture, as well as a fire pit and BBQ. There is also a big garden with lots of fresh fruit, vegetables and herbs.
The house is located about a 15 minute walk to the plaza, which is a walk we took almost daily. There are also walking paths nearby on Fitch mountain and along the Russian River.
Kelci responded quickly to the one question I asked. We have stayed at multiple VRBO properties over the last few years. The temptation for the owners is to skimp when purchasing furniture, equipment and supplies. We were very pleased that Kelci did the opposite. The towels are high quality, there is plenty of cookware, dishware and glassware, including a large collection of wine glasses. We were able to relax and settle in quickly because we felt like we had all the comforts of home, but were not in someone else’s space.
Healdsburg has an amazing selection of gourmet and casual restaurants as well as coffee shops and bakeries surrounding the plaza. It also has a number of wine tasting rooms in town. Kelci recommended several, like Banshee and Marine Layer, and we thoroughly enjoyed them. Healdsburg is minutes away from Dry Creek Valley and the Russian River Valley wine areas. Its also about 15 minutes from Santa Rosa, so it has the all the advantages of a small town with the convenience of a large town nearby. If you want to go on a vacation that is based on amazing food and wine, this is the spot for you.
We definitely did not want to leave and can’t wait until we can go back.