From $1,450 / night



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  • 5 bedrooms
  • 4 bathrooms
  • Sleeps 12
  • Villa

Bedrooms: 5

Bathrooms: 4

Sleeps: 12

Type: Villa

Twin Pillar Hillside Estate

Centrally located in the heart of Sonoma County wine country, this 7-acre, gated Estate has everything you can imagine to make for a fabulous Vacation experience and is nestled on a hillside in the western Sonoma Foothills. On a secluded private lane, just past the Schlumberger Art Gallery (by appointment only), this craftsman-inspired, single-level home was rebuilt from the foundation up with meticulous attention to detail. Completed in 2003, this fabulous retreat presents a rare opportunity to enjoy a Sonoma County Wine Country holiday in unparalleled style, grace, comfort, and rustic elegance.

Indoor Luxury

This stunning home has 10’ ceilings ...Read more

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Healdsburg Vacation Homes

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    4.9 / 5.0 based on 69 reviews and 21 properties

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Twin Pillar Hillside Estate
Healdsburg, California

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Additional Location Information

A divine Vacation ‘home base’, Twin Pillar Estate is truly the ‘Grand Central Station’ for enjoying the many outstanding and exceptional adventures that Sonoma County Wine Country offers. Enjoy charming and historic Healdsburg, the ‘crown jewel’ of Wine Country and just 15 miles north via Highway 101, with its outstanding dining, shopping, Plaza surrounded by redwoods with many Plaza activities, and famed wine growing regions including the Dry Creek, Alexander, and Russian River Valleys, vineyards, and wineries.

Traveling east, you can explore Calistoga (13 miles), St. Helena (16 miles), the Silverado Wine Trail through the vineyards with more world class wineries, leads to the city of Sonoma (20 miles southeast), with the city of Napa just a little further (35 miles southeast). There are more wonderful adventures to be had by heading west, following the redwood tree-lined Russian River through Guerneville (22 miles) to the pristine Armstrong Redwoods State Park (25 miles), and continuing west, you will reach River’s end where the Russian River empties into the Pacific Ocean (35 miles) on the beautiful and rugged Sonoma County Coastline.

Head north from here to Fort Ross State Park, a restored Russian fir trading post from the early 1800’s. More opportunities for adventures, fishing, and culture are to be had a relatively short drive south on the 101, through Santa Rosa to San Francisco, only 60 miles away, with museums, performing arts, the Fisherman’s Wharf, fine dining, and on and on.

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