Pescadero vacation rentals

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Top-rated vacation rentals in Pescadero

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Los Gatos

4.99 out of 5 average rating, 788 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.

Mar 13 – 20

R3,284 ZAR per night

Guest favorite

Guesthouse in Half Moon Bay

4.82 out of 5 average rating, 424 reviews

Near harbor & Surfer’s beach, with outdoor Firepit

Guest cottage in village of El Granada w/ocean view from property. 5-minute walk to Surfer’s beach & 2-minute drive to harbor. Go biking or take a stroll on the paved coastal bluff trail. Hiking in the hills behind the cottage in Quarry Park. Full kitchen with attached covered deck. Cable TV & WIFI, Queen size memory foam bed. Sit around the outdoor firepit at night-see the stars & hear the ocean waves. Boat harbor nearby with seafood restaurants, brew pubs & live music. 5-min drive to Main St.

Jun 6 – 13

R2,921 ZAR per night

Guest favorite

Guest suite in Boulder Creek

4.98 out of 5 average rating, 428 reviews

Enjoy Private Redwoods from Your Bed or the Deck

Come and visit our own private slice of the REDWOOD FOREST with over 40 trees and large deck to enjoy them. Wake up to fresh mountain air, a view of nature and coffee. After a day of WINE tasting, HIKING, BEACHES, or exploration, bring a bottle back and sprawl in comfort reflecting, chatting, or sipping on the deck. The perfect little getaway spot. Treat yourself to some nature with us. A winter fireplace, easy walking and parking makes this scene. 1.5 miles to downtown Boulder Creek and fun!

Jun 25 – Jul 2

R2,798 ZAR per night

Guest favorite

Camper/RV in La Honda

4.99 out of 5 average rating, 112 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.

May 7 – 14

R2,936 ZAR per night

Guest favorite

Apartment in Felton

4.98 out of 5 average rating, 412 reviews

Private Suite in the Redwoods with a View

Our location is on a quiet dead-end street in the beautiful redwood forested mountains above Felton. We have an intimate private suite (bedroom with Queen bed, sitting room and bath), with its own entrance. We have a wide view of the San Lorenzo Valley, and are only 2 miles from downtown Felton. Access to hiking, mountain biking, coast trail and surfing is within minutes. We are taking the current coronavirus situation very seriously, and have implemented advanced cleaning procedures.

Nov 3 – 10

R2,300 ZAR per night

Guest favorite

Camper/RV in Half Moon Bay

4.98 out of 5 average rating, 205 reviews

Airstream Coastal Hideaway (Sunset)

On 9 private acres overlooking the stunning Beach and Pacific ocean from a breathtaking cliff top view. Stunning sunrises and sunset greet you in this fully equipped new 2023 Airstream. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, A/C and fully stocked kitchen. Comes will full bathroom with shower. Truly a rare experience and located within 10 mins of Half Moon Bay shopping. Beach access short walk or drive.

Dec 14 – 21

R5,865 ZAR per night

Guest favorite

Guesthouse in Woodside

4.97 out of 5 average rating, 152 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.

Aug 10 – 17

R3,646 ZAR per night

Guest favorite

Guest suite in Half Moon Bay

4.94 out of 5 average rating, 321 reviews

Separate Studio with Ocean View private/Quiet

You enter through your own private lit stairway of 15 steps down heads up (NO RAILING) You must be agile! On the South side of the home is access your private 300 SF studio. You will be greeted by spectacular ocean views and manicured private garden. If you enjoy indoor/outdoor living you will appreciate the vast MULTI LEVEL decking, lovingly manicured garden and your own weber gas grill. The space is very private and quiet , say hi if you see me in garden.

Nov 6 – 13

R3,169 ZAR per night

Guest favorite

Apartment in Half Moon Bay

4.9 out of 5 average rating, 391 reviews

Coastal Zen Cottage - Walk To Beach!

Fully equipped private studio apartment in Half Moon Bay. Walking distance to beaches (0.4 miles to Surfers Beach), harbor, restaurants, shops, and the coastal trail. Right across the street from Quarry Park and miles of hiking trails. Private zen patio and bamboo garden. Private access with dedicated parking. Beach Cruisers on hand for local exploration! Enjoy the lawn and backyard waterfalls (this area is a shared space with us).

Oct 2 – 9

R3,622 ZAR per night

Guest favorite

Guesthouse in La Honda

4.95 out of 5 average rating, 382 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.

Nov 14 – 21

R2,213 ZAR per night

Guest favorite

Guest suite in Pescadero

4.99 out of 5 average rating, 120 reviews

Night & Day Cabin, a National Park like experience

Night and Day Cabin is located within a gated conservation community in the Coastal Redwood Forest of Pescadero, California. Originally deemed “Little Yosemite” this one-of-a-kind neighborhood inspired us to create a sanctuary to escape and create, to immerse ourselves with nature and connect with each other. Everything you need to relax, unwind or adventure.

May 8 – 15

R4,575 ZAR per night

Guest favorite

Camper/RV in Half Moon Bay

4.97 out of 5 average rating, 119 reviews

Stunning California Coast Airstream (New Listing)

One of a kind Airstream overlooking a stunning beach, Pacific Ocean and California Coastline, perched high on a cliff to create an unforgettable magical experience of a lifetime. If you can’t find availability for the date you are interested, check out our second newer unit here https://www.airbnb.com/h/luxurycaliforniacoastairstream

Oct 25 – Nov 1

R8,309 ZAR per night