
Cabin holiday rentals in San Mateo
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Top-rated cabin rentals in San Mateo
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Wit’s End · Perfect Stinson Beach Cabin
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 about our rock and roll history, you’ll be Grateful… If you submit a reservation request, please do be sure to include the total number of people in your party.

New construction 2BR/2B/cottage
Brand-New Cottage – A Peaceful Retreat in Nature. Escape to this brand-new, sun-filled cottage in the heart of Mill Valley. Surrounded by nature, this private retreat offers comfort, convenience, and tranquility. Just 1 mi from Good Earth, 5 mi from Muir Beach, and 10 mi from San Francisco it’s perfectly located for exploring Marin. Set on a rare find property with easy parking, enjoy coffee among the trees, outdoor grilling, and a peaceful setting ideal for relaxing, recharging, or adventure.

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.

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 family in need of quality time, friends seeking a meaningful getaway, or a small 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.

Tranquil Creek Mountain House
The main house is 2 bedroom, 1 full bathrooms upstairs with vaulted ceilings throughout, stainless steel appliances, custom cabinets, hardwood floors, stained glass accent windows, and numerous skylights throughout. A tranquil creek runs through the property adding to the peaceful nature, a large wraparound redwood deck offers the perfect space to entertain. Make this inviting property your home and experience the perfect work life balance! Let your heart sing with the nature.

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.

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.

Epic Santa Cruz Mountain Views in Rustic Home
Located behind Los Gatos in the Santa Cruz Mountains, this unique property features a stunning view of the Mountains looking West towards the Pacific Ocean. On most days a sliver of the ocean is visible or the marine layer that often blankets the coastline. A 15 min drive to Downtown Los Gatos. With 3 bedrooms and 2 baths we can support up to 7.

Log cabin luxury studio farm
Offering free toiletries and bathrobes, this family room includes a private bathroom with a bath, a shower and a bidet. Boasting a terrace with mountain views, this family room also offers air conditioning and a flat-screen TV. The unit has 1 bed.
Popular amenities for San Mateo cabin rentals
Cabin rentals with a hot tub

Coastal Redwood Getaway on a Creek

Wit’s End · Perfect Stinson Beach Cabin

The Wabi-Sabi Cabin in North Oakland

Hike-in Bay Views Cabin w HotTub

Luxury Sunset Cabin with Loft

Epic Santa Cruz Mountain Views in Rustic Home

Creekside Dell Room with King Bed

Creekside rustic cabin on meadow near beach
Pet-friendly cabin rentals

Guesthouse in woodside -

Wit’s End · Perfect Stinson Beach Cabin

King Suite Cabin | Santa Cruz Mountains

Epic Santa Cruz Mountain Views in Rustic Home

Tranquil Creek Mountain House
Private cabin rentals

Wit’s End · Perfect Stinson Beach Cabin

King Suite Cabin | Santa Cruz Mountains

Epic Santa Cruz Mountain Views in Rustic Home

Tranquil Creek Mountain House

Private Cabin by Lake Merritt

Willow Glen Charmer

Guesthouse in woodside -

Coastal Redwood Getaway on a Creek
Destinations to explore
- San Francisco Holiday rentals
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- Stanford University
- Golden Gate Park
- Santa Cruz Beach
- Muir Woods National Monument
- Capitola Beach
- Oracle Park
- Golden Gate Bridge
- Santa Cruz Beach Boardwalk
- Moscone Center
- Levi's Stadium
- University of California-Berkeley
- SAP Center
- Henry Cowell Redwoods State Park
- Mission Dolores Park
- Rio Del Mar Beach
- Pier 39
- Six Flags Discovery Kingdom
- Chase Center
- Seacliff State Beach
- University of California San Francisco
- California’S Great America
- Palace of Fine Arts
- Rodeo Beach
- Montara Beach




