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

Villa in Healdsburg with free breakfast and Hot tub

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

Exterior
Room
Dining
Dining
Outdoor dining
5 bedrooms6 bathroomsSleeps 10380.7 sq m

Popular amenities

  • Pool
  • Spa pool
  • Breakfast included
  • Kitchen
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View map
Healdsburg, CA
  • Place, Simi Winery
    ‪4 min walk‬
  • Place, Healdsburg District Hospital
    ‪2 min drive‬
  • Place, Healdsburg Ridge Open Space Preserve
    ‪3 min drive‬
  • Airport, Santa Rosa, CA (STS-Sonoma County)
    ‪13 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom

1 King Bed

Bedroom

1 Queen Bed

Bedroom

1 Queen Bed

Bedroom

1 King Bed

Bedroom

1 Queen Bed

6 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub · Bidet · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Jetted bathtub · Shampoo · Hair dryer

Bathroom 4

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

Bathroom 5

+1
Soap · Towels provided · Bathtub or shower · Bathtub · Bidet · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 6

Towels provided · Bidet · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden
Dining area

About this property

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.

Add dates for prices

Amenities

Pool
Hot tub
Breakfast included
Kitchen
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to 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.

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
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
Property Registration Number MBB-000182

About the area

Healdsburg

Healdsburg is home to this villa. Raven Performing Arts Theater and Healdsburg Museum are cultural highlights, and some of the area's activities can be experienced at Simi Winery and Ridge Vineyards - Lytton Springs. SingleThread Farm at Dry Creek and Dom Whitney Tasting Lounge are also worth visiting.
Map
Healdsburg, CA

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

  • ‪Los Plebes Taco Truck - ‬5 min drive
  • ‪Bravas Bar de Tapas - ‬6 min drive
  • ‪The Lodge at Healdsburg - ‬4 min drive
  • ‪Costeaux French Bakery - ‬6 min drive
  • ‪Folia Bar & Kitchen - ‬5 min drive

Frequently asked questions

Is Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown?

On-site parking is available at the property.

What time is check-in at Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown?

Checkout is at 11:00 AM.

Where is Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown located?

Situated in Healdsburg, this villa is within 2 miles (3 km) of Simi Winery, Krug Event Center and Healdsburg Ridge Open Space Preserve. Healdsburg District Hospital and Ridge Vineyards - Lytton Springs are also within 2 miles (3 km).

About the host

Hosted by Cynthia Hermosillo

Host profile image

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests
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