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

Home in Half Moon Bay

4.99 out of 5 average rating, 291 reviews

Stairway to Heaven - 1 bedroom

*UPDATE* this unit is available for 1 or 2 bedrooms. A spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home including Pete's French Roast Coffee, tea's, etc. A nice large bedroom with a Westin Hotel quality queen bed and lux linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. We will never be the cheapest, but we do strive to be one of the best!

Aug 24 – 31

G$42,568 GYD per night

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.

Jan 10 – 17

G$35,968 GYD 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.

May 29 – Jun 5

G$31,385 GYD 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!

Jul 15 – 22

G$30,341 GYD 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.

Aug 9 – 16

G$32,155 GYD 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.

Apr 1 – 8

G$24,478 GYD 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.

Dec 28 – Jan 4

G$39,929 GYD 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.

Feb 12 – 19

G$34,708 GYD 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 8 – 15

G$39,869 GYD per night

Guest favorite

Guesthouse in La Honda

4.95 out of 5 average rating, 381 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.

Apr 5 – 12

G$24,237 GYD 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

G$50,108 GYD per night

Guest favorite

Camper/RV in Half Moon Bay

4.97 out of 5 average rating, 118 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

Aug 10 – 17

G$94,158 GYD per night