Vacation rentals in Pescadero

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Top-rated vacation rentals in Pescadero

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Top guest favourite
A charming cottage entrance is framed by natural wood shingles and surrounded by lush greenery. A small porch is adorned with a wicker chair and colorful cushion, inviting guests to enjoy the serene outdoor space. Sunlight filters through the trees, illuminating the pathway.
Guesthouse in Redwood City
4.93 out of 5 average rating, 353 reviews

Soak up the Serenity on the Patio of a Charming Cottage

Light the fire pit and dress for dinner in the vine-covered garden at a peaceful retreat with a soothing waterfall. Zen beachy decor and coastal paintings set the scene indoors, with abundant natural light enhancing easy open-plan living. Pets are welcome with a small cleaning fee of a $50 (one time fee) and additional pets $25 (one time fee). The main room is 12'x17'. Closet is 6 1/2' long. Bathroom 4'x5 1/2' + shower 3'3" x 3'3". kitchen 4 1/2' x 8". Simple breakfast served. Your own private entrance, plenty of parking on the street, nice neighborhood. We are available if you have any questions or need information on the area. 2 night minimum please. The cottage is tucked away off the street in a quiet, safe neighborhood where residents walk their dogs in pleasant weather. Nearby downtown Redwood City is home to shops and groceries and freeways and public transportation are within easy reach. There is a bus that runs at the corner of our block, it would take you to downtown Redwood City or travel down the El Camino Real. There is a train depot downtown as well. Pets - 2 small dogs in the main house, 2 outdoor cats.

Top guest favourite
A wooden deck extends out to a scenic view, framed by two trees. Adirondack chairs surround a central fire pit, and a surfboard rests against a tree, suggesting outdoor relaxation. Ocean waves can be seen in the distance under a clear blue sky.
Camper/RV in Half Moon Bay
4.97 out of 5 average rating, 263 reviews

Coastal Airstream (Sunrise) - new listing

On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Famous surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. Within 10 mins of Half Moon Bay shopping. Beach access short walk or drive. If this one is booked, there are three other equally similar Airstreams on the property.

Top guest favourite
The cabin is positioned among towering redwood trees, surrounded by lush greenery. A walkway with steps leads to the entrance, framed by ferns and soft moss. The structure features large windows and a welcoming porch, evoking a sense of connection with nature.
Guest suite in Felton
4.99 out of 5 average rating, 278 reviews

Cozy Coastal Redwood Cabin

Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.

Top guest favourite
A cozy RV is set amidst towering redwood trees, featuring an outdoor seating area with a table and chairs shaded by a large umbrella. A barbecue grill is nearby, and decorative barrels are placed alongside. The gravel area provides ample space for relaxation.
Camper/RV in La Honda
4.99 out of 5 average rating, 212 reviews

40 Acre Redwood Forest With Private Trails

We are the descendants of an old San Mateo County pioneer family. We have been passed down and live on a 40 acre redwood forest, backed by 1000 acres of parkland. We would like to share our forest with you. Take a walk and learn of the history behind La Honda's Woodwardia Lodge built in 1913. Walk on private 150 year old logging trails at this historic getaway. Enjoy the natural beauty of the surrounding Redwood forest. Cozy up in a 40' New 2024 RV. All proceeds go to restoring WJS Log Cabin.

Top guest favourite
A tranquil pond is featured, with a fountain creating playful water spray that catches glimmers of sunlight. Surrounding greenery and trees are visible, while the ocean horizon is faintly seen in the distance, blending with the soft hues of a sunset.
Cottage in Pescadero
4.97 out of 5 average rating, 122 reviews

Bean Hollow West Cottage

This lovely 2 bedroom 2 bath cozy cottage is a great place to stay while exploring the beautiful coast of No. California. The cottage is tucked away in silence interrupted only by the faint sound of the distant ocean. It has a spectacular ocean view surrounded by a peaceful pond, incredible sunsets, lots of trees and wildlife. Sits 5 minutes from Bean Hollow Beach and many others minutes away between Half Moon Bay and Santa Cruz. This cottage is safe and private with beautiful outdoor living.

Top guest favourite
The guesthouse, nestled among tall redwoods, features a wooden exterior with multiple windows allowing natural light to filter in. A welcoming entrance is present, flanked by greenery, while a small raised wooden structure is visible in the foreground, blending harmoniously with the surrounding landscape.
Guesthouse in Woodside
4.97 out of 5 average rating, 329 reviews

SkyHigh Redwoods Retreat with Bay Views

Inhale. Exhale. Relax in this cozy, romantic guesthouse retreat nestled in the redwoods of the Santa Cruz Mountains, overlooking the bay and conveniently located near the famous Alice’s Restaurant on Skyline Blvd in Woodside. The 1 acre gated property has ample parking and privacy. Snuggle in with the wood burning fireplace, prepare meals in the full size kitchen and take in the views of the majestic redwoods right outside the windows with bay views peeking through the trees.

Top guest favourite
A colorful tiny home is seen surrounded by tall redwood trees. The exterior showcases vibrant blue and yellow walls, contrasted by natural wood planters filled with greenery. Sunlight filters through the trees, enhancing the inviting outdoor space.
Tiny homes in Boulder Creek
4.96 out of 5 average rating, 209 reviews

Custom Cabin Retreat in the Redwoods

This retreat offers guests a unique experience of living in a well designed, minimalist space while having all one really needs. From the nautically-inspired curved ceiling w/ skylights to the custom redwood trim, this cozy retreat will inspire. Relax on the private deck with the fire pit, walk to the river or enjoy the local trails thru the towering redwoods. Santa Cruz beaches are just 35 min away, 25 min to Big Basin and Henry Cowell, and 35 min to fine dining in Saratoga.

Top guest favourite
The studio apartment features an open layout, showcasing a full kitchen with wooden cabinetry and a dining area. A comfortable window seat offers serene views, while light wood flooring adds warmth to the space. Modern lighting fixtures complement the overall aesthetic.
Home in Montara
4.98 out of 5 average rating, 380 reviews

A private beachy pad in Montara

Welcome to Chez Sage! Your own private apartment get-away, with a private deck and ocean views, is just 30 minutes south of San Francisco. The entrance to your private apartment leads you up the stairs to a deck with an ocean peek. Enter your home away from home and relax in the window seat to gaze at Montara Mountain or eat breakfast on the island with peeks of the ocean. Once you're settled, it's just a short stroll to watch the sunset from the beach.

Top guest favourite
Guesthouse in Portola Valley
4.94 out of 5 average rating, 215 reviews

Woodsy Silicon Valley Cottage

Discover a laid-back side of Silicon Valley in a cozy, cedar-shake guesthouse surrounded by mature trees. Walking distance from a great network of destination hiking and biking trails. 15-30 minutes from Stanford, Sand Hill Road, and major tech companies. This 400 square foot space is on top of our garage and next to our home. There is no public transportation nearby and ride share services are available but not always reliable so you'll need a car.

Top guest favourite
Guesthouse in La Honda
4.95 out of 5 average rating, 470 reviews

Bicycle Shack @ La Honda Pottery

My place is close to miles of hiking and biking trails in county parks and openspace, great views, the beach and not far from the Peninsula, S.F. and Santa Cruz. You’ll love my place because of the location, the people, the ambiance, the outdoors space and that it is a self contained small cabin with a tiny deck.. My place is good for couples, solo adventurers, and furry friends (pets). Perfect for hikers and bikers.

Top guest favourite
The exterior of a red cottage is showcased, surrounded by lush greenery. A wooden deck with a sturdy railing leads to the front door, which is centered beneath a soft light fixture. Colorful flowers in pots are arranged at the base of the porch.
Guesthouse in Woodside
4.99 out of 5 average rating, 570 reviews

Guest House in the Woods

Our guest house is located close to La Honda and Woodside in the North Santa Cruz Mountains. Located in the Redwood forest and looks down onto a beautiful creek from a lovely deck. There are many open space hiking and biking trails within a short drive, and the beach. 5 miles from Alice's Resturant. San Francisco and Santa Cruz are easily accessible. The house has vaulted ceilings and a full kitchen, and laundry.

Superhost
Home in Miramar
4.79 out of 5 average rating, 100 reviews

Seaside Art Gallery Loft Inspire Your Creativity

Discover a one-of-a-kind space in our inspiring, oceanfront art gallery loft! Modern touches throughout with a King bed, grand piano, and breathtaking ocean views. The open living area sparks creativity, while the kitchenette, coffee bar, and washer/dryer provide home conveniences. Enjoy the unique ambiance in our artistic retreat!

Popular amenities for Pescadero vacation rentals

Quick stats about vacation rentals in Pescadero

  • Nightly prices starting at

    Pescadero vacation rentals start at $274 CAD per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Pescadero rentals

  • 5 Average rating

    Pescadero stays are highly rated by guests—averaging 5 out of 5!

  1. Airbnb
  2. United States
  3. California
  4. San Mateo County
  5. Pescadero