Cabin holiday rentals in San Mateo County

Eclectic Escape

The perfect stay for adventure seekers and relaxation enthusiasts. (Permit 251052) Unwind with yard games and bbq, soak up the sun from the deck or relax in a hammock under redwood shade. Cozy up on a comfy couch, enjoy forest views through skylights, or watch movies on the big screen. Explore hiking trails just steps away, vast mountain biking trails (10 min), or hit the beach and surf (13 min). Indulge in wine tasting at a local mountain vineyard nestled amongst the redwood giants (5 mins).

The Nest at Love Creek-Santa Cruz Mountains

🌲 Historic Redwoods Retreat | 1BR Cabin on a Serene Creekside Acre Beautifully restored 1-bed, 1-bath cabin nestled on a peaceful property surrounded by over 50 majestic redwoods. A creek meanders through the property, adding to the peaceful ambiance. 🌿The quaint town of Ben Lomond is located along Hwy. 9 in Santa Cruz County. Home to the magnificent redwoods, it is just 35 mins from the San Jose airport and 15 mins from the Santa Cruz Beach & Boardwalk, 15 mins from Mount Hermon zip-lining.

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

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.

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.

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.

Redwood cabin: Modern ambiance close to nature

Experience the perfect blend of rustic charm and modern comfort in our cozy 2-bedroom mountain hideaway. Nestled among the redwoods, our cabin is designed for those who want to disconnect from the noise and reconnect with nature—without sacrificing modern amenities. Whether you’re a solo traveler or a family of four, you’ll find plenty of room to breathe, relax, and enjoy the crisp mountain air. Stay connected with high-speed Wi-Fi or even work from the cabin. Santa Cruz Permit: #251458

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

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.

Cheerful Cabin Nestled in the Redwoods

A unique and family-friendly place. You’ll enjoy the peaceful forest. You will not have access to neighboring Retreat Center. There is plenty of outdoor space to enjoy right around the cabin. Large parking area in front of the cabin. 3-4 cars easily fit. One bedroom has a king bed. Second bedroom has a full lower bunk & single upper bunk. The 3rd sleeping space is a loft with ladder access. The SMALL eat-in kitchen is appropriate for lite cooking. There is no dishwasher, sorry!

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.