Cabin vacation rentals in Woodside

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Top-rated cabin rentals in Woodside

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Guest favorite

A quaint A-Frame cabin blends harmoniously with the surrounding greenery. Its dark exterior is contrasted by a vibrant red door, while stone pathways and lush plants lead up to the entrance, creating an inviting approach to the home.

Cabin in Felton

4.93 out of 5 average rating, 75 reviews

Santa Cruz A-Frame

This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame

Top guest favorite

The custom-built guesthouse is nestled among towering redwoods, displaying a welcoming green exterior. The entrance features a large window that allows natural light to brighten the interior, while a gravel pathway leads up to the front door, surrounded by pine needles and foliage.

Cabin in Los Gatos

4.99 out of 5 average rating, 927 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.

Guest favorite

A two-story wooden retreat is framed by towering redwood trees. The exterior features multiple balconies with railings, large windows, and a set of stairs leading to the main entrance, providing a harmonious blend with the surrounding nature.

Cabin in Bonny Doon

5 out of 5 average rating, 20 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 favorite

A two-story cabin is nestled among towering redwoods, featuring warm outdoor lighting that enhances its rustic charm. The front porch is framed by stone pillars and provides access to the inviting entrance. Natural greenery surrounds the home, creating a tranquil atmosphere.

Cabin in Boulder Creek

4.94 out of 5 average rating, 94 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.

Superhost

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

4.92 out of 5 average rating, 95 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 favorite

The exterior of the cozy cabin is highlighted with warm string lights, casting a gentle glow over the private yard. A hot tub is positioned on a wooden deck, with an inviting hammock and Adirondack chairs nearby, surrounded by wooden fencing and lush trees.

Cabin in Boulder Creek

5 out of 5 average rating, 21 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 favorite

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

4.94 out of 5 average rating, 17 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.

Guest favorite

A spacious living area features wooden beams and warm-toned walls. A wood-burning stove is positioned on a stone base, while a dining area with high-backed chairs is visible in the background. Natural light filters through the windows, enhancing the cabin's cozy interior.

Cabin in Felton

4.92 out of 5 average rating, 218 reviews

Artsy Cabin in Half-acre Serene Redwoods

PLEASE READ THOROUGHLY BEFORE BOOKING 😊 Take it easy at this private, unique and tranquil getaway. This modern mountain cabin is on a half-acre land toward the end of a private road, amongst the redwoods; with two over-sized patios wrapped around. Stylish interiors and upgraded facilities. Hang out on the huge patio with soaring redwoods as the backdrop. Cozy up by the fire pit and enjoy the starry sky at night. Close to downtown and various attractions in Santa Cruz County.

Superhost

The inviting living area features a vaulted wooden ceiling and a large sectional sofa, complemented by subtle decorative pillows. A natural stone fireplace serves as a focal point, while a coffee table holds a magazine. Warm lighting enhances the cozy atmosphere.

Cabin in Los Gatos

4.84 out of 5 average rating, 122 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 favorite

A tiered outdoor view deck is highlighted, featuring comfortable seating facing the expansive landscape. The modern cabin is visible in the background, emphasizing large windows that offer a connection to nature. Scenic views of the surrounding area complete the tranquil setting.

Cabin in Oakland

4.93 out of 5 average rating, 300 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 favorite

A welcoming cabin is nestled among towering redwood trees, accessible via a paved pathway. The exterior features light-colored siding with a red door and multiple windows, allowing natural light to filter into the interior. Lush greenery surrounds the home, enhancing the serene setting.

Cabin in Boulder Creek

4.92 out of 5 average rating, 155 reviews

Forest bathing amongst towering coastal redwoods

Enjoy a respite amongst towering redwoods. The clean air will immediately make you pause, breathe and look up. 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 fenced yard with a swingset, board games, and the beach and wineries not far away.

Guest favorite

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

4.96 out of 5 average rating, 80 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!