Cabin vacation rentals in San Mateo

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.

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.

Forest Cabin & Hot Tub

Take it easy in this cozy cabin retreat in the Santa Cruz Mountains. 30 minutes from downtown Santa Cruz and beaches. This charming 400 sq. ft. studio is the perfect setting to disconnect from city life and immerse yourself in the redwoods. The cabin features a queen bed, full bathroom, kitchen & BBQ. The private yard includes a hot tub, propane firepit and hammock to fully relax and unwind. Please note the cabin is on a one way, windy road. There is WiFi but no TV or A/C. SCC Permit# 241449

New! Luxe Glamping Cabin Near Big Basin State Park

Nestled among madrones and redwoods near Big Basin State Park, this unique glamping cabin is the only one of its kind in the United States. Imported from the UK, the Fuselage offers a quiet, private retreat amongst the trees, comfortably accommodating two adults, and perfect for a couple's escape. A wraparound deck connects the cabin to a second Fuselage featuring a full private bathroom and shower. The deck has seating with a private gas fire pit, BBQ, and an outdoor redwood picnic table.

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.

Garden cottage with water views

Beauty, peace & tranquility in the heart of the bay area. This lovely garden cottage offers 2 outdoor lounge areas, a pretty garden, private parking, and a fenced-in yard. Enjoy water views. 3min walk to the Richardson Bay bike path or a little further to Hook Fish, Equator Coffee & Pizza Hacker. Muir Woods, Sausalito, Muir Beach, Stinson Beach & so many other amazing near by. Note: the bathroom is accessible through the bedroom Note: pet fee of $100 for pre approved pet

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.

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!