Cabin holiday rentals in San Mateo

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!

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. ✨

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 small family in need of quality time, friends seeking a meaningful getaway, or a team looking for an inspiring off-site, this cabin offers a space to create lasting memories.

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.

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.

Private Studio Retreat on Ranch

Private studio style, small, bright and breezy cabin near Briones Regional Park. Queen size murphy bed, 1 full bathroom and kitchenette. Great place to watch hawks, hike and enjoy some peace and quiet. Eco friendly construction and hardwood floors. IMPORTANT: if you decide to book, please print or download check in and pertinent information before arriving- often your cell service will not work here and you will need gate code and Wi-Fi information

New construction 2BR/2B/cottage

Brand-new cottage in Mill Valley! Enjoy a peaceful retreat surrounded by nature in this beautifully constructed home. Ideally located just 1 mile from Good Earth, 5 miles from Muir Beach, and about 10 miles from Stinson Beach. This sun-soaked, flat property offers easy access and convenient parking—no hills to climb. Relax and entertain with the outdoor grill, and soak in the serene natural setting.

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!

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.