Villa in Healdsburg, CA
10 guests · 5 bedrooms · 6 baths
Reasons to book
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Includes essentials and more
About this villa rental
🌟 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
đź“Ť 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.
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
đź“Ť 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.
Amenities at Luxury Hilltop Villa | Pool, Hot Tub & Close to Downtown
Non-smoking
No pets allowed
Family friendly
Map of Healdsburg, CA
$$$$
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