Vacation rentals in Pescadero

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Top-rated vacation rentals in Pescadero

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Guest favourite

Home in Half Moon Bay

4.99 out of 5 average rating, 292 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!

Sep. 4 – 11

$287 CAD per night

Superhost

Guesthouse in Half Moon Bay

4.82 out of 5 average rating, 426 reviews

Cottage by the Sea-walk to Beach & Trails-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. 17 – 24

$233 CAD per night

Guest favourite

Guesthouse in Woodside

4.99 out of 5 average rating, 275 reviews

Rustic Cabin in the Redwoods

Tucked among the redwood trees on top of King's Mountain, this 1 bedroom cabin offers both rustic charm and modern luxury. Property owners live onsite in the main house about 30 feet away from the cabin. Located just 20 minutes off HWY 280, this cabin is the perfect weekend retreat for those looking to get away from the bay area without actually leaving. Spend time relaxing in the pool, hiking or biking one of the nearby trails, or just reading a book while sitting among the redwood trees.

Oct. 9 – 16

$470 CAD per night

Guest favourite

Guest suite in Boulder Creek

4.98 out of 5 average rating, 433 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!

Oct. 4 – 11

$238 CAD per night

Guest favourite

Camper/RV in La Honda

4.99 out of 5 average rating, 113 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.

Oct. 25 – Nov. 1

$211 CAD per night

Guest favourite

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. 5 – 12

$511 CAD per night

Superhost

Home in Half Moon Bay

4.96 out of 5 average rating, 110 reviews

Luxury Ocean Front & Harbor View Home

Nestled in the quaint fishing village of Princeton by the Sea, just a mile north of Halfmoon Bay, this stunning new property is the perfect destination for your next coastal retreat. The two bedroom, three bathroom beautiful space sleeps up to 6 people and features spectacular views of Pillar Point Harbor and Halfmoon Bay throughout the common areas and bedroooms. Featuring modern appliances and open floor through all the common areas, this is the ultimate in coastal luxury.

May 9 – 16

$1,101 CAD per night

Guest favourite

Guesthouse in Woodside

4.97 out of 5 average rating, 156 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.

Nov. 7 – 14

$300 CAD per night

Guest favourite

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.

Mar. 14 – 21

$238 CAD per night

Guest favourite

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. 12 – 19

$292 CAD per night

Guest favourite

Guesthouse in La Honda

4.95 out of 5 average rating, 383 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.

Dec. 21 – 28

$164 CAD per night

Guest favourite

Guest suite in Pescadero

4.99 out of 5 average rating, 121 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.

Jun. 6 – 13

$453 CAD per night