Cabin holiday rentals in Silicon Valley

Private Guest-House in the Redwoods

Our custom built guesthouse was completed in 2016. It is situated on 5 redwood-covered acres, 10 minutes south of Los Gatos and 20 minutes from Santa Cruz. We have easy access to hiking and biking trails, world-class wine-tasting, microbreweries, shops, amazing dining, and more! There is something for everyone in our area! We are surrounded by a 35 acre tree farm, so it's very private, yet close to the silicon valley! Our property has a standby generator so we are not affected by power outages.

Tranquil Mountain Retreat in Santa Cruz/Bonny Doon

License #231281. Newly Built! Experience a perfect blend of romance and family-friendly comfort at this redwood retreat, just 10 min from UCSC and 15 min to Santa Cruz & the beach! Ideal for couples, families, or remote work, this 2-bedroom escape features a full kitchen, modern bath, heated floors, and a private patio with fire pit for stargazing. Unwind by the indoor fireplace or explore wineries, hiking, and mountain biking trails. Fast WiFi & fresh morning croissants! Book your escape today!

King Suite Cabin | Santa Cruz Mountains

Experience the majesty of the Santa Cruz Mountains. Starting with a relaxing king bed suite and clawfoot tub, this unique and tranquil mountain retreat is nestled among the redwoods only a short drive from Santa Cruz. Find yourself cozy by a fireplace, relaxing under a gazebo, or doing yoga overlooking the redwoods. Location is a hikers paradise as it backs up to lower Castle Rock and Big Basin National Park and many of the best hiking trails in the Santa Cruz Mountains. Kid and pet friendly.

Whiskey Hollow A-Frame: As feat'd in Condé Nast!

Featured in Condé Nast's "30 Cozy A-Frame Cabins for Cold-Weather Getaways", Whiskey Hollow is a romantic retreat! View majestic Redwoods from the loft bed, luxuriate in the oversized bathtub by candlelight, cozy up in front of the wood fireplace, or cook a meal in the fully appointed kitchen. Nestled in the woods, you would never guess that it's only 2 miles to downtown Felton, 1.5 miles to Henry Cowell State Park, 15 min to downtown Santa Cruz, and 20 min to the beach (Permit #191282).

Peaceful Coastal Mountain Cabin

Nestled among the towering trees in the Santa Cruz mountains, our A-frame, "Redwood Skye," offers a peaceful retreat where you can escape, unwind, and enjoy nearby hiking, biking, beaches, parks and more — all of which got us featured on the Emmy award-winning TV series, “Staycation.” Conveniently located: 5 mins to Henry Cowell State Park, Roaring Camp Railroad & Felton Music Hall; 15 mins to Santa Cruz with its famous boardwalk and spectacular beaches; 45 mins to San Jose; ~1 hr to SFO.

Whiskey Creek: Roaring Camp+Redwoods+Dogs+UCSC

Whiskey Creek (Permit #231409) is the newest property brought to you by the folks who created Whiskey Hollow, featured in Condé Nast Traveler's "30 Cozy A-Frame Cabins for Cold-Weather Getaways" in 2023! This cozy cabin sits on 1/2 acre and includes: - covered spa - indoor wood burning stove - outdoor fire pit - two decks - A/C Felton Music Hall, Roaring Camp, Henry Cowell, world-class mountain biking and the beach are minutes away. Well-behaved dogs (up to 2) are welcome. You'll love it!

Hike-in Bay Views Cabin w HotTub

Hike up to a well designed, small-but-mighty modern cabin with fast WiFi, your own hot tub and a panoramic view spanning across the bay from the Golden Gate to the San Mateo bridge. 108 stairs lead up to the Aerie, so if you don’t want to get your steps in, this is probably not the space for you! 15 min from OAK and city life, but a world away. Sunsets are glorious here. The Aerie is a special spot just for 1 or 2, so leave the posse behind. Registered guests only.

Redwood Ridge Retreat by the Sea

Unparalleled redwood seclusion at the top of a sunny ridge with a view of Monterey Bay. Just 10 mins to downtown Soquel and 15 mins to the Santa Cruz beaches. 40 mins to Silicon Valley, a rare property with a Big Sur feel close to everything. Vacation permit #191374. Enjoy cozy wood heat or cool shade provided by surrounding redwood and oaks. Extensive decks for outdoor dining, relaxing, yoga, sunbathing, birdwatching! We are happy to answer your questions!

Private Cabin by Lake Merritt

Backyard cabin steps away from Lake Merritt and Grand Avenue restaurants and businesses. Very quiet and cozy space for singles and couples, the cabin can work for 3 or 4 close friends who are very comfortable with sharing space .Convenient to public transportation, easy commute to San Francisco or Berkeley. Located behind our home . 400 square foot cabin with sleeping loft.