SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale.

We are a small mountain community tucked between 100+ year old Redwood trees.

We welcome you to relax with us at our magical hillside location above the fray of Silicon Valley while having many conveniences nearby. Relax in this cosy, romantic guesthouse retreat nestled in the Redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic Redwoods right outside the windows with bay views peeking through the trees.

This 2 bedroom guest house occupies the upper level of our fully detached garage with separate entrance, providing comfortable living space and dramatic views. Whether a staycation or a vacation, refresh and renew in the fresh air and temperate climate of the California redwoods. It’s also perfect for longer stays and those working remotely who wish to enjoy a change of scenery and feel a thousand miles away while only a 20 minute drive to Silicon Valley and all it has to offer.

There is a walking trail around the property and two decks, one with a fire pit, that are excellent for enjoying morning coffee, afternoon cocktails, or the twinkle fo the city lights below and the start overhead. We have two neighbourhood walking loops that can take 25 or 50 minutes (we’re happy to show you or take you on a guided walk).

We also offer customized experiences such as a personalized wine tour with Jeff, who is a certified sommelier, and Tarot Readings with HiC. Just enquire when booking, and we're happy to discuss your interests and desires and how we can assist you in having the most fulfilling experience possible during your stay.

We have a dedicated guest parking spot in a gated driveway. There are two neighborhood walking loops that can take 25 or 50 minutes. A full walking loop of the trails on our property is about 5 minutes with slight elevation, and a quick way to get some exercise without ever leaving.

We also offer customised experiences such as a personalised wine tour (or itinerary for you to do a tasting tour on your own) with Jeff, who is a certified sommelier, and Tarot Readings with HiC. Just enquire when booking, and we're happy to discuss your interests and desires and how we can assist you in having the most fulfilling experience possible during your stay.