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Chic wine country cottage and garden

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Enjoy the bright and airy kitchen with quartz countertops. Fully stocked.
Living area
A comfortable queen bed with nightstand and dresser storage and blackout shades.
The garden is for your picking - tomatoes, squash, zucchini, herbs.
Enjoy a refreshing beverage in the lounge area.

Reviews

10 out of 10
Exceptional
3 bedrooms1 bathroomSleeps 6927 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Healdsburg, CA
  • Place, Healdsburg Golf Club
    ‪9 min walk‬
  • Place, Russian River
    ‪18 min walk‬
  • Place, Healdsburg Plaza
    ‪19 min walk‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪17 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

1 bathroom

Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Chic wine country cottage and garden

Welcome to Harold House, a lovingly renovated home in charming Healdsburg, California. The property sits within 15 minutes of everything you need to enjoy your time in wine country. You can walk to the lively downtown plaza, venture to the vineyards for wine tasting, stroll to Fitch Mountain for a hike, or wade in the Russian river. The property is designed for your comfort with beautiful and thoughtful interior touches, work-friendly capabilities and outdoor amenities for relaxation.

See house highlights and reviews at @wherewestay_

Our property is in a safe and quiet residential area. The house is easily accessible, with no stairs and one small step in front of the house and to the garage.

Three bedrooms all feature luxuriously soft linens, ample closets and storage for your stay. The bathroom has a deep soaking tub and double sink vanity. A washer/dryer is available in the garage, which also has the Peloton bike available for guests to use.

The kitchen is great for those who love to cook with Viking appliances, cooking amenities and spices. A Fellow Electric Kettle, Chemex and Nespresso should cover your coffee and tea needs.

For remote work there are multiple workspace options inside with a desk that can be moved to your preferred working location. You can also work outside as the high speed WIFI extends to the outdoor dining area. When you’re not working the fenced in and private backyard also has a firepit, BBQ grill and lounge area for relaxation.

We hope you enjoy the garden and property not just to view, but to eat! We encourage guests to pick from the garden (we have sage, basil, mint and rosemary for herbs as well as squash, zucchini, tomatoes and strawberries). We also have fruit trees that are young but already producing - peaches, meyer lemons, plums, figs and even artichokes. Take your pick!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 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: dogs less than 50 lbs per pet (limit 2 pets total)
Pets are subject to approval
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Remove personal items
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Quiet hours from 10pm to 7am
Respect the property and the garden (and ensure pets do as well). Notify us If you break or damage something so we can replace or repair.

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

About the neighborhood

Healdsburg

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 Dom Whitney Tasting Lounge. Relax and indulge in the area's winery tours and health/beauty spa, or seek out an adventure with hiking/biking trails nearby.
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Map
Healdsburg, CA

What's nearby

  • Healdsburg Golf Club - 9 min walk - 0.8 km
  • Healdsburg Museum - 16 min walk - 1.4 km
  • Russian River - 18 min walk - 1.5 km
  • Healdsburg Plaza - 19 min walk - 1.7 km
  • Pezzi King Winery - 3 min drive - 2.2 km

Getting around

  • Santa Rosa Station - 18 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 15 min drive

Restaurants

  • ‪Black Oak Coffee Roasters - ‬2 min drive
  • ‪Bravas Bar de Tapas - ‬2 min drive
  • ‪Costeaux French Bakery - ‬2 min drive
  • ‪Villa Chanticleer - ‬17 min walk
  • ‪Duke's - ‬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 Apr 3, 2026, prices found for a 1-night stay for 2 adults at Chic wine country cottage and garden on Apr 16, 2026 start from $297, 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 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Scott W.

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

Second visit, just as lovely as the first!

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!
Stayed 30 nights in Apr 2025
Verified

10/10 Excellent

Scott W.

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

What a gem!

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.
Stayed 30 nights in Apr 2023

About the host

Hosted by Kelci Shipley

Host profile image
Hi I’m Kelci! My partner Ben and I split time between San Francisco and hosting our wine country home in Healdsburg, CA. Healdsburg is a gem of a small town that we love introducing guests to. We happily provide recommendations for our favorite local businesses and strive to give guests a great experience to connect them to the community here and hope they return.

When we're not hosting we love exploring California, cooking at home, finding new local spots and of course, traveling.

Why they chose this property

Healdsburg is a special small town that still feels quaint and undiscovered. There is incredible Michelin-starred food, proximity to great vineyards and laid back activities like lazing in the Russian River. The town and the people are lovely, keeping traditions like music in the plaza every Tuesday night in the summers. We are honored to own a house here and hope to give our guests a great experience that keeps them coming back.

What makes this property unique

We love this house's turnkey and custom details, from the copper hood in the kitchen to the garden beds and fruit trees planted in the yard. We hope guests are able to relax here; whether it's having a coffee outside, eating meals al fresco or tending to the garden.

Languages:

English
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