Cabin holiday rentals in San Mateo County

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Top-rated cabin rentals in San Mateo County

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Top guest favourite
A cozy bedroom is presented with a wooden accent wall and large windows on either side, allowing natural light to flood the space. The bed features decorative pillows and a colorful throw blanket, complemented by a small potted plant on the side.
Cabin in Bonny Doon
5 out of 5 average rating, 90 reviews

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 by the fireplace, 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).

Guest favourite
Cabin in Ben Lomond
5 out of 5 average rating, 12 reviews

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.

Guest favourite
A two-story cabin constructed of natural wood is nestled among towering redwood trees. Large windows allow natural light to fill the space, while a private balcony overlooks the serene forest. The surrounding forest provides a peaceful, immersive natural setting.
Cabin in Boulder Creek
4.94 out of 5 average rating, 116 reviews

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.

Guest favourite
An inviting living space features a vintage piano against a warm wooden floor. A patterned area rug adds texture, while a stained glass lamp provides soft illumination. Natural light filters through large windows, illuminating a dining table and colorful chairs in the background.
Cabin in Boulder Creek
4.93 out of 5 average rating, 107 reviews

Kathleen’s Fern Cottage

Rest and rejuvenate in privacy at Fern Cottage which nestles in a 1/3 acre woodland garden with paths and hideaway seating areas. Fern's insulated curtains & fans keep the Cottage comfy. Less than a mile from Boulder Creek, other areas to explore are a hop, skip, and a jump away: a picnic and swim at the river beach park in town, hiking & biking trails. within 30 min., ocean beaches, galleries, jazz clubs, surfboard rentals, theaters, restaurants, the Boardwalk & Santa Cruz Wharf and more.

Guest favourite
A private yard is surrounded by tall trees, featuring a hot tub with bubbles rising to the surface. A hammock is visible to the side of the yard, alongside two Adirondack chairs. The cabin's entrance is shown, with a window allowing natural light to enter.
Cabin in Boulder Creek
4.99 out of 5 average rating, 82 reviews

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

Guest favourite
A cabin with a sloped roof is surrounded by tall trees, showcasing large windows that bring in natural light. A wooden deck with seating is visible, providing outdoor relaxation space. Lush greenery and stone pathways lead to the entrance, enhancing the natural setting.
Cabin in La Honda
5 out of 5 average rating, 11 reviews

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.

Guest favourite
The unique glamping cabin, resembling a fuselage, is illuminated from within, casting a warm glow as twilight descends. Surrounding trees frame the structure, creating a serene atmosphere, while the soft hues of the evening sky are visible in the background.
Cabin in Boulder Creek
5 out of 5 average rating, 12 reviews

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.

Guest favourite
Cabin in Boulder Creek
4.92 out of 5 average rating, 73 reviews

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

Guest favourite
A private entrance is highlighted by a covered porch with two comfortable chairs and a small table. A large planter stands next to the door, while lush greenery surrounds the area, creating a serene outdoor setting.
Cabin in Woodside
4.95 out of 5 average rating, 21 reviews

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.

Top guest favourite
A welcoming living space features two light-colored armchairs positioned near a stone fireplace, creating a cozy atmosphere. A round fruit-patterned plate sits on a green coffee table, with wooden walls and a patterned rug enhancing the rustic charm of the cabin.
Cabin in Boulder Creek
4.94 out of 5 average rating, 16 reviews

Charming cabin in the Redwoods

Kick back and relax in this peaceful, stylish space, surrounded by soaring redwoods. With generous shared spaces, and many places to lounge or nap. You could take a moment to stop doing anything, and just breath in the silence, take a walk up the dirt road to the top of the hill, or enjoy a meal with family. Santa Cruz, and three state parks are within 1/2 hour. End of the road privacy on over an acre.

Guest favourite
A cabin retreat is nestled among towering redwood trees, with distinctive yellow front doors that provide a warm welcome. A sloped landscape enhances the natural setting, while a small storage area is visible alongside the structure, creating an inviting sense of rustic charm.
Cabin in Woodside
4.93 out of 5 average rating, 103 reviews

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!

Superhost
The exterior of a green cottage is framed by lush trees, creating a serene forest setting. A spacious deck is accessible through large glass doors, accompanied by two outdoor chairs. Soft pink flowers are visible in the garden, adding a natural touch to the landscape.
Cabin in Boulder Creek
4.91 out of 5 average rating, 11 reviews

Redwood Grove Retreat

Relax among the redwoods at our cozy retreat. This mountain home offers 2 bedrooms, 1 bathroom, an office, a fully equipped kitchen, and a serene outdoor deck. Perfect for nature lovers and adventurers alike. Easy access to hwy 9, a beautiful drive to the beach or SF Bay. Pets are welcome and there are no check-out chores.

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