
Cabin vacation rentals in San Mateo
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Top-rated cabin rentals in San Mateo
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The Coach House
The Coach House is located on our mountain top horse and lavender farm. We offer youth summer camps so are set up for fun outdoor adventures and activities. Have fun with our horses, goats, and chickens! You can take a 10 min walk over to Nonno's Restaurant for wine/pizza/BBQ and bacchi ball, or take an 8 min drive into Los Gatos, or 15 min to Santa Cruz for the beach and some of the best restaurants and spas around!. Good for couples, solo adventurers, business travelers, kids, & behaved dogs!

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.

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. ✨

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.

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.

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.

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.

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.

Wit's End, Stinson Beach
The best rental in all Stinson Beach! Read the reviews! 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…

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!
Popular amenities for San Mateo cabin rentals
Cabin rentals with a hot tub

Hideaway, Luxury Homestead

Luxury Sunset Cabin with Loft

Creekside Dell Room & King Bed

Creekside rustic cabin on meadow near beach

Sparrow's Nest
Pet-friendly cabin rentals

The Lavender House

Nasturtium Wood Cabin Room (A)

Redwood Grove Retreat

Tranquil Creek Mountain House

Nasturtium Wood Cabin Room (B)

3-story rustic house in Los Gatos Hills
Private cabin rentals

Sunwoods Mtn. House

Cottage under Redwoods

Lupin Lodge Family Cabin

In the woods but only a walk to downtown

Cheerful 2 bedroom cabin with indoor fireplace

New construction 2BR/2B/cottage

Willow Glen Charmer

Temescal Redwood Cottage
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- Castro Street
- Moscone Center
- Stanford University
- Santa Cruz Beach
- Golden Gate Park
- Levi's Stadium
- Capitola Beach
- Muir Woods National Monument
- Oracle Park
- Golden Gate Bridge
- Rio Del Mar Beach
- Seacliff State Beach
- Baker Beach
- Twin Peaks
- SAP Center
- Santa Cruz Beach Boardwalk
- Mission Dolores Park
- Henry Cowell Redwoods State Park
- Pier 39
- Las Palmas Park
- University of California-Berkeley
- Montara Beach
- Six Flags Discovery Kingdom
- Palace of Fine Arts




