Cabin holiday rentals in San Mateo

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Top-rated cabin rentals in San Mateo

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Guest favourite

Cabin in Bolinas

4.95 out of 5 average rating, 65 reviews

The Biggest, Little, Surf Cabin

The Biggest, Little, Surf Cabin is a perfect vacation getaway, in the highly desirable coastal community of Bolinas. This bright sunny spot has a fenced off yard, private entrance and all the modern amenities for a relaxing stay. A charming one bedroom cottage, with an extra loft area, perfect for kids, along with a cozy pull out sofa . The rental is perfect for a couple or small family. With a shaded hammock right outside your door, and plenty of peace and quiet, you will never want to leave.

Top guest favourite

Cabin in Los Gatos

4.99 out of 5 average rating, 909 reviews

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.

Superhost

Cabin in Felton

4.91 out of 5 average rating, 488 reviews

Tranquility Base Redwood Mountain Tree House

This 85 year old remodeled cabin is in Felton, close to Roaring Camp Railroad, Loch Lomond Rec Area, Henry Cowell's State Park, Mount Hermon Conference Center, Felton Covered Bridge Park. The Boardwalk and beaches of Santa Cruz are a 25 minute drive from the cabin. You will be deep in the heart of redwoods and ferns with sounds of a trinkling creek. A moonlit night in the hot tub tops it all off! Fun for couples, girlfriends getaways, writers, poets, solo adventurers, and families . NO PETS

Guest favourite

Cabin in Boulder Creek

4.92 out of 5 average rating, 146 reviews

Cozy cabin the Redwoods - Dogs Welcome!

Enjoy a respite amongst towering redwoods. If you are in a close by city, a short drive brings you home to the woods. The clean air will immediately make you pause and breathe. There are televisions and high speed internet to keep you connected, as well as an office with a desk should you need to get some work done. There is also everything you need to help you disconnect- redwood trees, mountain air, a nearby creek; a fully fenced yard with a swingset, board games, and the beach close by.

Guest favourite

Cabin in Woodacre

4.89 out of 5 average rating, 44 reviews

Tiny cabin eco retreat

Charming, light filled, minimalist cabin in serene garden setting. Located in Woodacre close to Spirit Rock Meditation Center, just 10 minutes from to the vibrant town of Fairfax, 20 minutes to Point Reyes National seashore, and 45 minutes from San Francisco. Great access to hiking, mountain biking, beaches, shops and restaurants. Full bed in the loft accessible by a ladder. Twin sofa bed is on the ground floor. Friendly hosts in a separate house on the property if you need anything.

Guest favourite

Cabin in Mill Valley

4.94 out of 5 average rating, 183 reviews

The Mt. Tam Boho Cabin—SF Bay View, Walk to Trails

Commune with nature all around you. The Mt. Tam Boho Cabin is a one-bedroom, one-bathroom retreat in a forested setting—perched above the fog line with expansive views of Mt. Tam and the San Francisco Bay. Boho magical decor. Natural light. Have to work a bit? Enjoy a private office with high speed fiber Wifi. Dining room. 180+ degree views. Fully equipped kitchen. Walk-in closet. House is up big hill; 150 stairs to front door. Reserved parking. Not suitable for children under 12.

Superhost

Cabin in Los Gatos

4.84 out of 5 average rating, 116 reviews

Tranquil creek mountain house

The main house is 1 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.

Guest favourite

Cabin in Oakland

4.93 out of 5 average rating, 280 reviews

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.

Guest favourite

Cabin in Boulder Creek

4.9 out of 5 average rating, 10 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

Cabin in Stinson Beach

4.98 out of 5 average rating, 108 reviews

Wit's End, Stinson Beach

The best rental in all Stinson Beach! Read the reviews! 3 bedroom beach house. Brightly lit and professionally decorated. 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!

Guest favourite

Cabin in Woodside

4.96 out of 5 average rating, 69 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!

Top guest favourite

Cabin in Adams Point

4.94 out of 5 average rating, 660 reviews

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.