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SkyHigh Redwoods Retreat with Bay Views
SkyHigh Redwoods Retreat with Bay Views
HiC
Response rate: 100% • Response time: < 12h

SkyHigh Redwoods Retreat with Bay Views

Woodside, CA, United StatesMap
Entire place
4 guests
2 Bedrooms
1 Bathroom
2 beds
Wi-FiDedicated workspaceParkingPets allowed

The Reveal

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.

How the beds work

Bedroom #11 Queen Bed
Bedroom #21 Sofa Bed

Little Luxuries

Wi-Fi
Dedicated workspace
Parking
Pets allowed
Kitchen
Heating
Dishwasher
Dryer
TV
The Classics
Wi-Fi
Dedicated workspace
Kitchen
TV
Washer
Essentials
Hair dryer
Dishwasher
Dryer
Iron
Heating
Parking
Welcome
Pets allowed

Meet Your Proud Host

HiC
Facebook verifiedE-mail verifiedPhone verified
Member sinceSept. 2013
Response rate100%
Response time< 12h
Spoken languages: Français
My husband and I are avid travellers. We enjoy getting to meet local people and experience what local, everyday life and the rhythm of living is like rather than just being a tourist in a hotel. I work as a Tarot Reader, Life Coach and Podcast host/producer ... and my husband is a Tech Marketing Exec as well as a sommelier and avid foodie and car enthusiast
View profile
10 interests: Astrology / Environment / Exhibitions & Museums / Movies / Politics / Psychology / TV Shows / Theatre / Classical / Dance & Electro

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September 2026
SMTWTFS
October 2026
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Where It's All Happening

Woodside, CA, United StatesExact location disclosed after booking only.

Nearby Attractions

- Walking distance to famous Alice's Restaurant, a small deli/market, and gas stations - Several open space preserves within 10 miles or less offering fabulous trails for hiking, biking, and views of the ocean and bay - 7 minutes to a winery (many more within 30-45mins) - 10 minutes to downtown Woodside markets and restaurants - 15 minutes to Hwy 280 - 25 mins to the coast and beaches - 25 mins to Stanford University and Palo Alto - 30 mins to Half Moon Bay (kayaking, surfing, horseback riding, restaurants)

House Rules & Conditions

Check-infrom 4pm to 12am
Checkoutto 11am
Host recommendations

Jeff (he/him) and HiC (he/him/they/them) offer a safe space that respects diversity and inclusion. We welcome guests from all minority and marginalised groups, all races, faiths, genders, and sexual orientations. Your hosts live in the main house about 100 feet away from the stand-alone guesthouse. Once inside the gate, please park along the side of the driveway opposite the garage - do not block the garages. 🏳‍🌈 NO smoking 🏳‍⚧ NO parties or events 🏳‍🌈 Pets are allowed 🏳‍⚧ Must climb stairs — The guesthouse has one flight of stairs. Property may not be suitable for small children and infants (enquire prior to reservation with questions). 🏳‍🌈 THIS PROPERTY USES A SEPTIC SYSTEM ... Please ONLY flush toilet paper. One flush of something other than toilet paper will cause an immediate backup that will require an expensive repair. To make sure your stay is enjoyable, please be vigilant that nothing but human waste and toilet paper is flushed. NO sanitary products (tampons, pads, applicators, etc), NO wipes, NO paper towels, NO plastic, NO wrappings, NO hair or chemical cleaners ... EVEN IF THEY SAY FLUSHABLE, Please Discard These Items Into The Trash. Plumbing repairs will be charged to the guest. 🏳‍⚧ You must indicate how many pets you are bringing when making a reservation (max of 2 pets) ... if this is not indicated prior to arrival, a $75 pet fee will be charged for each pet. NOTE : All stays that are a month or longer with pets will be charged an additional $250 cleaning fee per month.

Minimum stay (nights)1 night

1 night

Cleaning fees$50 USD

$50 USD

Deposit$500 USD

$500 USD

Cancellation Policy

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The hosts took the time to best showcase their accommodation. Their home is now ready for your stay and they look forward to welcoming you as their first misterb&b guest!