Cabin holiday rentals in San Francisco Peninsula

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.

The Biggest, Little, Surf Cabin

The Biggest, Little, Surf Cabin is a perfect vacation getaway, in the highly desirable coastal community of Bolinas. This bright sunny spot has a fenced off yard, private entrance and all the modern amenities for a relaxing stay. A charming one bedroom cottage, with an extra loft area, perfect for kids, along with a cozy pull out sofa . The rental is perfect for a couple or small family. With a shaded hammock right outside your door, and plenty of peace and quiet, you will never want to leave.

Wit’s End · Perfect Stinson Beach Cabin

The best rental in all Stinson Beach! Read the reviews! 5 houses to the beach down the lane, 25 yards from a surfboard rental shop and 300 yards from "downtown" Stinson Beach. Central air and heat. Huge outdoor area with firepit. Walk to everything: the market, restaurants, beach, etc. Hot tub. Dog friendly. No better place! Ask about our rock and roll history, you’ll be Grateful… If you submit a reservation request, please do be sure to include the total number of people in your party.

Los Gatos Mountain Retreat | Heated Pool & BBQ

Escape to a peaceful mountain retreat in Los Gatos, surrounded by 24 acres of forest and nature in the Santa Cruz Mountains. This spacious 3,434 sq ft home offers panoramic mountain views, a sun-filled solarium dining room, and a stunning master suite with a soaking tub overlooking the forest. Enjoy the open-concept chef’s kitchen, explore nearby hiking trails, grill outdoors by the pool, and relax in the solar-heated pool. Just 10 minutes from Lexington Reservoir, perfect for a relaxing getaway

Surfer’s Perch, rustic cabin overlooking the ocean

A unique and tranquil getaway on the Bolinas mesa overlooking the Pacific ocean. Our 1940's small hand-built cabin is located one house in from the end of a dirt road, and the builder's family still calls it home. A rustic and cozy place with everything you need, a launchpad for you to connect with nature & a gorgeous view to Stinson Beach. Enjoy watching the wildlife: deer, raccoons, quail & many birds that enjoy the yard right outside the window and follow the rhythm of the rising sun & moon.

Unique Indoor/Outdoor Studio with Sleeping Annex

Immerse yourself in nature at my quiet, cozy compound, blurring the line between indoors & out. Built using reclaimed and green materials to be a garden oasis, both buildings are bright and sunny. **Please note that the bathroom is located in the Studio and the Annex bedroom is a separate building 20' away (see photos). It is located two blocks from the Deer Park trailheads and within easy walking/biking distance to town & shops. There's plenty of storage and closet space for longer-term stays!

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.

Cabin in the Woods

Step away from the rush of city life at our remote cabin retreat. This hidden gem offers the perfect setting to unwind, reflect, and reconnect. Located beside a county park, the cabin offers privacy, stillness, and true escape, yet it’s just a short drive from parks, wineries, restaurants, and beaches. Whether you're a family in need of quality time, friends seeking a meaningful getaway, or a small team looking for an inspiring off-site, this cabin offers a space to create lasting memories.

Kathleen’s Fern Cottage

Rest and rejuvenate in privacy at the cozy Fern Cottage which nestles in a 1/3 acre woodland garden with paths and hideaway seating areas. Each room has a garden view except the walk-in closet. Less than a mile from Boulder Creek, other areas to explore are a hop, skip & jump away: picnic and swim at the river beach park in town, hike & bike on trails, and 30 min. to ocean beaches, galleries, jazz clubs, surfboard rentals, theaters, restaurants, the Boardwalk & Santa Cruz Wharf and more.

Either Way Hideaway

Relax and enjoy riverside views in our tranquil Santa Cruz Mountains guesthouse. Cozy by our fire pits, take a dip in a private hot tub and enjoy the sounds of the river flow by. Hike Big Basin, Castle Rock and Henry Cowell State Parks. Close to historic downtown Boulder Creek and the Santa Cruz boardwalk, it’s the perfect base for exploring Santa Cruz county. Immerse yourself in of nature while staying connected and comfortable. Either way, you’ll enjoy your stay! SCC Permit #251382

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.

Tranquility Base Forest Meditation Retreat

Rental permit #181370 For those with good knees there are 31 steps up to this 85 year old remodeled cabin in Felton that no longer has a hot tub. Close to Roaring Camp Railroad, Loch Lomond Rec Area, Henry Cowell's State Park, Mount Hermon Conference Center, Felton Covered Bridge Park. You will be deep in the heart of the redwoods and ferns with sounds of the trinkling creek. May this be your meditation destination, your OM away from home.