Cabin holiday rentals in San Mateo

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.

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.

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.

Creekside Cabin

Step into the charm an 1880s lumberjack cabin in the heart of Mill Valley, just steps from downtown. This peaceful hideaway has been decorated artistically, and sits alongside the audible flow of Mill Valley Creek. Inside is a Tea/Zen Room for relaxation, an office for productivity, a deck surrounded by redwoods, and two cozy bedrooms. Perfect for unwinding or focusing, the cabin offers historic character, modern comforts, and a tranquil setting to recharge and inspire. It’s a special spot. ✨

Guesthouse in woodside -

This private guest house is located on one of the most prestigious properties in Woodside with it's own private entrance & setting on a 1.5 acre lot. Includes living room, 1 queen bedroom, sofa bed, kitchen and private patio - * There are 15 stairs from where the car is parked to the guest house. Access to basketball court and play structure. No access to the pool/hot tub/fire pit. Close to restaurants, 2 mins from 280 HW, 3 mins to downtown Woodside, 10 mins to Stanford University.

Creekside rustic cabin on meadow near beach

This cabin looks out on a beautiful meadow and woods across a creek from the main house. It has a queen bed and a dry toilet. Shared access to outdoor shower, hot tub, Barbecue, and outdoor kitchen  it is near the road, so there can be noise, but generally quiet at night. The owner lives on the property upstairs in the main house. Other guests may be staying in the main house and in other cabins. We clean Spider (harmless) webs and deter mice but some may be around. Nature is here.

Cozy 2 Room Nasturtium Wood Cabin at Venture

This little charmer is a throwback to downhome country living! It’s a very cozy two-room wood cabin with plenty of natural light & whimsical, artistic décor. It has a porch entry, with one double & one twin bed in each bedroom, with detached half bath and outdoor shower nearby (pictured as full bath in gallery). Up to 6 guests. Please note that we're currently renovating a nearby unit, so you can expect midweek work activity between the hours of 8 and 4 Monday through Friday.

Tranquil Creek Mountain House

The main house is 2 bedroom, 1 full bathrooms upstairs with vaulted ceilings throughout, stainless steel appliances, custom cabinets, hardwood floors, stained glass accent windows, and numerous skylights throughout. A tranquil creek runs through the property adding to the peaceful nature, a large wraparound redwood deck offers the perfect space to entertain. Make this inviting property your home and experience the perfect work life balance! Let your heart sing with the nature.

Wit's End, Stinson Beach

The best rental in all Stinson Beach! Read the reviews! 3 bedroom beach house. Brightly lit and professionally decorated. 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 us about our rock and roll history, you’ll be Grateful you did…

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.

Garden Cabin Escape – Minutes from UC Berkeley

Experience the perfect blend of city convenience and garden tranquility at Garden Cabin City Living! Just steps from UC Berkeley 🎓, BART, and local cafés, shops, and restaurants, our cozy cabin offers a private garden, fully equipped kitchen, in-unit laundry 🧺, and street parking. Ideal for students, families, and business travelers seeking comfort, style, and a memorable Berkeley stay.

Edge of the Redwoods, cozy cabin retreat

Come enjoy the redwoods at this cozy, cabin retreat on a flower farm in La Honda! We are located 30 minutes from 280. 5 minutes from the famous Alice’s Restaurant - great food, great music, great company. 6 minutes from the neighborhood bar, Apple Jack’s - bbq and live music! 15 minutes from world class surfing, beaches, and hiking. Come relax and unwind at The Edge of the Redwoods!