See all properties
Entire home

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries

Choose dates to view prices

Photo gallery for Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries

Unclassified image, 1 of 92, button
Property video
Unclassified image, 2 of 92, button
Unclassified image, 3 of 92, button
Unclassified image, 4 of 92, button

Entire home

6 bedrooms7 bathrooms

Popular amenities

  • Kitchen
  • Pet friendly
  • Air conditioning
  • Parking available
  • Barbecue grill
  • Fireplace

Explore the area

View in a map
Healdsburg, CA
  • Place, Simi Winery
    ‪17 min walk‬
  • Place, Krug Event Center
    ‪2 min drive‬
  • Place, Healdsburg Plaza
    ‪3 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪19 min drive‬

Room options

You may also like

Ad
A multi-story hotel with a central archway, balconies, and a parking area.

Dry Creek Inn MOD Collection by Sonesta

Healdsburg
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
8.2 out of 10, Very Good, 1,000 reviews
$138 nightly
The price is $161
Sep 27 - Sep 28
Total with taxes and fees
Dry Creek Inn MOD Collection by Sonesta

About the neighborhood

Healdsburg

Located within a mile (2 km) of Simi Winery, this villa is within 2 miles (3 km) of Krug Event Center. The villa includes a kitchen, a fireplace, and a balcony.
View more Villas in HealdsburgOpens in a new window

What's nearby

  • Simi Winery - 17 min walk - 0.9 miles
  • Krug Event Center - 2 min drive - 1.1 miles
  • Healdsburg Plaza - 3 min drive - 2.0 miles
  • Russian River - 5 min drive - 3.8 miles
  • Dry Creek Vineyard - 8 min drive - 5.5 miles

Getting around

  • Santa Rosa Station - 20 min drive
  • Santa Rosa, CA (STS-Sonoma County) - 20 min drive

Restaurants

  • ‪Folia Bar & Kitchen - ‬5 min drive
  • ‪Villa Chanticleer - ‬8 min drive
  • ‪Costeaux French Bakery - ‬6 min drive
  • ‪Willi’s Seafood & Raw Bar - ‬6 min drive
  • ‪Hazel Hill - ‬7 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries

🍷 Healdsburg Hilltop Villa | Private 6BR Luxury Estate Near Plaza & Wineries

Experience exclusive access to a private 6-bedroom, 7-bathroom luxury villa in the heart of Sonoma County—just minutes from Healdsburg Plaza.
This full-estate rental is designed for guests seeking a completely private Wine Country experience with no shared spaces—combining the feel of a boutique hotel with the privacy of your own hillside estate.
Perfect for group getaways, corporate retreats, family reunions, celebrations, and wine tasting weekends, this one-of-a-kind villa delivers elevated comfort, curated experiences, and unforgettable views.

✨ Why Guests Choose This Villa
✔ Entire private estate (no shared spaces)
✔ 6 luxury suites with en-suite bathrooms
✔ Pool, hot tub, patios + expansive outdoor living
✔ Minutes to top wineries + Michelin-star dining
✔ Ideal for retreats, celebrations + luxury group stays

🏡 The Entire Villa Experience
When you book, the entire property is yours:
• Six private bedroom suites, each with en-suite bathrooms
• Elegant living room + piano lounge
• Indoor dining + multiple outdoor gathering spaces
• Private pool, hot tub, and sun decks
• Gardens, patios, and hillside views
• Ample on-site parking for your group

This is a true private estate rental in Healdsburg, designed for connection, celebration, and relaxation.
🌿 Luxury Meets Wine Country Charm
Thoughtful details throughout the home create a refined yet inviting experience:
• Select suites with fireplaces, jacuzzi tubs, and balconies
• Scenic hilltop views + sunset moments
• Spacious indoor-outdoor flow for entertaining
Whether you're hosting a dinner, enjoying morning coffee on the terrace, or unwinding under the stars, every space is designed to elevate your stay.

📍 Prime Healdsburg Location: Perfectly positioned near Sonoma’s most sought-after destinations:
• 5–10 minutes → Healdsburg Plaza (restaurants, tasting rooms, shopping)
• Minutes → Dry Creek Valley wineries
• Close to → Russian River Valley & Alexander Valley
• Easy access to Michelin-star dining and curated wine experiences

🍷 Curated Wine Country Experiences
Enhance your stay with tailored add-ons:
• Private chef dinners + hosted brunch
• VIP wine tastings + reservations
• In-home experiences + concierge planning

Designed for guests who want more than a stay—a fully curated Wine Country experience.
🏛 A One-of-a-Kind Setting
The villa’s pool is part of local history—originally tied to the historic Simi Winery aqueduct system—now beautifully restored into a unique and memorable feature of the estate.

🤍 Hospitality & On-Site Support
• On-site Villa Manager (private separate residence) available if needed
• Owner-led hospitality focused on elevated guest experience
• Privacy respected, support always nearby

✨ The Healdsburg Experience, Elevated
If you're searching for:
• A private villa rental in Healdsburg
• A luxury Sonoma County estate for groups
• A wine country retreat near top wineries

This hilltop villa offers a rare combination of privacy, location, and elevated hospitality.
🥂 Your Private Wine Country Estate Awaits
From sunrise over the hills to evenings filled with wine, laughter, and connection—this is Healdsburg at its finest.

Book your stay and experience Wine Country like never before. 🍷✨
The villa is air-conditioned and features a kitchen, 7 bathrooms, and a balcony, and there's space to spread out with 6 bedrooms. Other standard amenities include a fireplace, a coffee maker, and an ironing board.

Similar properties

An outdoor patio with a wooden table and chairs, a grill, and string lights.
Moonlit Manor-walk to Steelhead Beach + the market
Forestville
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
$1,299 nightly
The price is $1,436
Sep 24 - Sep 25
Total with taxes and fees
Moonlit Manor-walk to Steelhead Beach + the market

Property amenities

Internet

  • Available in the villa: Internet access

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 7 bathrooms
  • Hair dryer

Living spaces

  • Fireplace

Entertainment

  • TV

Outdoor areas

  • Balcony
  • Barbecue grill

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

An adult age 18 or older must assume all liability for the booking
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Before checking out, please place all used towels in the bathrooms and start the dishwasher if you've used any dishes. We truly appreciate your help!
Please lock all doors and windows, turn off lights, and set the thermostat to 78°F in summer or 65°F in winter before departing.
Please send us a quick message when you've checked out so we can let our housekeeping team know it's okay to begin preparing the villa for our next guests.
Failure to complete these may result in a negative review from the host.

Pets

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

Events allowed: family gatherings, birthday parties, weddings

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 25
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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 25.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

31273

Frequently asked questions

What's there to see near this villa?

This villa is located in Healdsburg, close to Healdsburg Plaza, Ridge Vineyards - Lytton Springs, and Mazzocco Winery. You'll also find Russian River and Jordan Vineyard & Winery within a short drive.

Is parking available on site at Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries?

No, there isn't parking at this villa.

Is this villa adjacent to a casino?

No, this villa is not connected to a casino.

Is there an indoor pool at this villa?

No, there is no indoor pool at this villa.

Is Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries good for couples?

Couples will appreciate amenities at this villa, including a fireplace and a kitchen in each villa and a fireplace in some.

Does Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries have a hot tub?

No, there isn't a spa tub at this villa.

Does this villa provide breakfast?

No, this villa doesn't offer breakfast.

Does this villa allow pets to stay for free?

Although pets can't stay for free, they are welcome at this villa.

Does Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries have connecting rooms available?

No, there aren't connecting guestrooms at this villa.

What is the closest airport to this villa?

The closest major airport to this villa is Santa Rosa, CA (STS-Sonoma County), which is 12.9 mi away (20 minutes by car).

Are there rooms with balconies that I can book at Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries?

Yes, every villa at Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries comes with a balcony.

Healdsburg Luxury Villa Estate | Private Boutique Stay Near Plaza & Wineries Reviews