Entire home

Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown

Healdsburg villa with private pool

Choose dates to view prices

Photo gallery for Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown

Exterior
Property grounds
Outdoor dining
Dining
Exterior

Entire home

5 bedrooms6 bathrooms381 sq m

Popular amenities

  • Pool
  • Hot tub
  • Breakfast included
  • Kitchen
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Healdsburg, CA
  • Place, Simi Winery
    ‪4 min walk‬
  • Place, Krug Event Center
    ‪1 min drive‬
  • Place, Healdsburg Ridge Open Space Preserve
    ‪3 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪13 min drive‬

Room options

You may also like

About the area

Healdsburg

In Healdsburg .You'll find Simi Winery and Krug Event Center within 2 miles (3 km) of this villa. Healdsburg Ridge Open Space Preserve and Healdsburg District Hospital are also within 2 miles (3 km).

What's nearby

  • Simi Winery - 4 min walk - 0.4 km
  • Krug Event Center - 1 min drive - 1.8 km
  • Healdsburg District Hospital - 2 min drive - 1.8 km
  • Healdsburg Plaza - 3 min drive - 3.2 km
  • Healdsburg Ridge Open Space Preserve - 3 min drive - 2.2 km

Getting around

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

Restaurants

  • ‪Little Saint - ‬6 min drive
  • ‪Los Plebes Taco Truck - ‬5 min drive
  • ‪Bravas Bar de Tapas - ‬6 min drive
  • ‪Costeaux French Bakery - ‬6 min drive
  • ‪The Lodge at Healdsburg - ‬4 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.

Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown

🌟 Healdsburg Hilltop Villa | Breakfast, Pool, Hot Tub & Epic Views
Luxury Wine Country Retreat • Sleeps 10 • 5 Ensuite Bedrooms

Escape to one of Healdsburg’s most breathtaking hilltop estates—once a beloved bed and breakfast, now transformed into a private luxury villa designed for unforgettable Wine Country getaways. Set on 1.48 acres above Sonoma County’s rolling vineyards, this 5-bedroom retreat blends boutique-hotel charm with exclusive, private-estate luxury.

Whether you’re here to sip world-class wines, celebrate with loved ones, relax poolside, or explore the magic of Wine Country, this villa was made for memorable moments.

✨ Why Guests Love It
5 bedrooms, all with private ensuite bathrooms
Sleeps up to 10 comfortably
Some rooms include private balconies, fireplaces, or in-room jacuzzis
Shallow sparkling pool + soothing hot tub perched above sweeping hills
Expansive indoor & outdoor lounging and dining areas
Beautiful grounds with mature oaks, mountain views, and total privacy
Onsite groundskeeper keeps the estate pristine
A perfect blend of romance, relaxation, and elevated Wine Country living

🍳 Upgrade to In Villa Dining with Hot, Cook-Prepared Brunch – $16/person
Enjoy a fresh, made-to-order breakfast featuring:
Eggs your way
Crispy bacon
Fluffy pancakes or golden French toast
Served at your preferred time. Paid onsite.

🍷 Curated Wine Country Experiences (Optional Add-Ons)
We love creating unforgettable stays. You can elevate your trip with:
Private in-villa wine tastings
Private chef dinners & celebrations
Hot air balloon rides
Horseback riding
Pre-arrival grocery stocking
Restaurant reservations & personalized itinerary planning
Simply let us know if you'd like to upgrade, and we’ll share the purchase link with you.

🛏️ Bedroom & Layout
6 bedrooms / 6 bathrooms
All bedrooms include private ensuite baths
Sleeps up to 12 guests (2 per room)

Luxurious bedding, thoughtful details, and stunning views from every room
Select suites include fireplaces, jetted tubs, or private balconies

📍 Perfect Healdsburg Location
Just 10 minutes from Healdsburg Plaza, you’re close to:
Michelin-star restaurants
Iconic wineries & tasting rooms
Scenic bike routes & hiking trails
Charming boutiques & local artisan shops

Spend the day wine tasting—and return home to glowing sunsets and peaceful hilltop nights.
🌿 Property Notes
Pool is shallow and unheated—great for lounging, not diving
You’ll enjoy full private access to the entire home, pool, and grounds
Onsite groundskeeper ensures everything stays beautiful and ready for you

✨ Your Elevated Wine Country Escape Awaits
A rare combination of privacy, luxury, charm, and hospitality—perfect for groups, families, couples’ trips, and unforgettable celebrations.

Similar properties

Property amenities

Pool/Spa

  • Communal pool
  • Hot tub
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster
  • Water dispenser

Dining

  • Free breakfast available
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 6 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Smart TV
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (on request)
  • 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

General

  • At least 80% lighting from LEDs
  • At least 80% of food locally-sourced
  • Bed sheets changed on request
  • Cleaning products are eco-friendly
  • Composting
  • Energy-saving switches in guestrooms
  • Garden
  • Housekeeping (on request)
  • Recycling
  • Towels (changed on request)
  • Unit size: 4,098 square feet
  • Vegetarian breakfast available
  • Vegetarian dining options
  • Water dispenser

Policies

Check-in

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

Check-out

Check-out before 11:00 AM

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
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
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 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property Registration Number MBB-000182

Property is also known as

27640

Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown Reviews