Sun-drenched deck dining above Paso Robles wine country

Paso Robles · Wine Country

Hilltop 365

A five-bedroom estate perched above downtown — three decks, two oak-studded acres, and the whole valley at golden hour.

Awarded Paso Robles' Best Overall Vacation Rental, 2023
5
Bedrooms
4.5
Baths
10
Sleeps
3,000
Sq Ft
2
Acres
3
View Decks

The Estate

Your new favorite
vacation awaits.

Indulge in your ultimate retreat by experiencing opulence in our meticulously crafted, 5-bedroom, 4.5-bath haven nestled amidst 2 acres of majestic oak trees. Strategically perched above downtown, relish the convenience of strolling to acclaimed restaurants, charming wineries, and boutique shops. This 3000 sq ft sanctuary features three expansive decks offering breathtaking vistas of the vibrant cityscape and rolling hills, all within the enchanting embrace of wine country. Your new favorite vacation awaits.

365 Hilltop Drive, Paso Robles, CA 93446
Aerial view of the Hilltop 365 estate on two oak-studded acres

The Property

A look inside

What This Home Offers

Every comfort, considered

Rest & Retreat

  • 3 King bedrooms with en-suite bathrooms
  • 2 Queen bedrooms
  • Bedding, linens & towels provided
  • Hair dryers in each bathroom
  • Outdoor shower

Kitchen & Living

  • Fully stocked kitchen
  • Keurig & drip coffee maker
  • Television in the great room & every bedroom
  • Gas fireplace
  • Washer & dryer

Decks & Outdoors

  • Three decks with sweeping views
  • BBQ grill on the deck
  • Three blocks to downtown Paso Robles
  • Professionally designed throughout

Every Comfort

  • Air conditioning & heating
  • Portable fans & heaters
  • Free WiFi
  • Keyless door-code check-in
  • Driveway parking

Please note: this is not a party house. Max occupancy 10. Sorry, no pets or children under 14. Thank you for understanding.

Guest Stories

Loved by our guests

"
This house has some of the BEST views in Paso. It's bright and airy and radiant. Each room has a different "theme" and is decorated extremely tastefully. The linens and towels are clean and fresh. You feel at home here. The architectural design of the space feels open and welcoming and gives you this sense of instant-calm, upon entering. You just want to throw your shoes off and head to the balcony for a nice glass of wine and a sundown-view. Love this place!
— Deirdre P
"
Our family was fortunate to reunite this past weekend at Hilltop 365. First time together in many years. This home was perfect for our four couples. Perfect in many ways - ample size, ideal amenities, much-needed serenity, luxurious comfort, and perfect location. It's close enough to the quaint downtown Paso Robles district to walk there and back, even though the house is at elevation. I'm close to 80 years old and I walked into town and back. Working with the owner was a breeze - quick response every time. The kitchen is fully equipped, the beds were just perfect, and the views are simply breathtaking. We are all so glad we chose this home and would do so again.
— Claudia S
"
This home is immaculate. Clean, spacious and beautifully decorated. Centrally located in Paso Robles and walking distance to all the great restaurants, park and theater. Sleeps 10 easily and has amazing views from the top balcony and two other balconies privately situated off of the bedrooms. All the amenities provided make it the perfect getaway for a family or friend group. 5 stars all the way.
— Dee D