Cabin holiday rentals in Woodside

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!

Santa Cruz area serene retreat, sleeps 8

Private cabin in a serene, wooded setting, 20 min. to Santa Cruz. Main house has two bedrooms and a loft. There are two detached glam camping gazebos, carpeted and equipped with beds, electric blankets, down comforters. Hot tub, outdoor shower, outdoor kitchen, gas barbecue, large deck, views. Indoors has a modern, well-equipped kitchen, great room, gas fireplace, loft, master bedroom, guest bedroom, two bathrooms. Quality furniture, comfortable beds, stylish sectional, large dining table.

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!

Artsy Cabin in Half-acre Serene Redwoods

PLEASE READ THOROUGHLY BEFORE BOOKING 😊 Take it easy at this private, unique and tranquil getaway. This modern mountain cabin is on a half-acre land toward the end of a private road, amongst the redwoods; with two over-sized patios wrapped around. Stylish interiors and upgraded facilities. Hang out on the huge patio with soaring redwoods as the backdrop. Cozy up by the fire pit and enjoy the starry sky at night. Close to downtown and various attractions in Santa Cruz County.

Coastal Redwood Cabin | Hot tub | Private Creek

Welcome to our cozy cabin nestled in the serene beauty of the Santa Cruz Mountains! Escape the hustle and bustle of everyday life and immerse yourself in the tranquility of towering redwoods surrounding our charming studio-style cabin. Whether you're seeking a peaceful getaway or craving an adventure-filled retreat, our cabin offers the perfect balance of relaxation and excitement. Follow us @thecoastalredwoodcabin We welcome one small pet (dogs only) to join in on the fun!

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!

Forest bathing amongst towering coastal redwoods

Enjoy a respite amongst towering redwoods. The clean air will immediately make you pause, breathe and look up. There are televisions and high speed internet to keep you connected, as well as an office with a desk should you need to get some work done. There is also everything you need to help you disconnect- redwood trees, mountain air, a nearby creek; a fenced yard with a swingset, board games, and the beach and wineries not far away.