Vacation rentals in Pillar Point

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Top-rated vacation rentals in Pillar Point

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Guest favourite

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

$291 CAD per night

Guest favourite

Apartment in El Granada

4.96 out of 5 average rating, 276 reviews

Studio G - Garden Views, Walk to Pillar Pt Harbor!

Our place is one of destination adventure on the magnificent Pacific coast in El Granada, a 2 minute drive or a 10 minute walk to Pillar Pt Harbor, Half Moon Bay and just 30 minutes south of San Francisco and SFO international airport. Visit us here, where Mavericks surf waves ignite, whales migrate, and sealife explodes with lively chatter. Our place is great for couples, solo adventurers, and business travelers. This is a quiet comfort zone where you will delight and will not wish to leave.

May 9 – 16

$234 CAD per night

Guest favourite

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. 7 – 14

$246 CAD per night

Guest favourite

Guest suite in El Granada

5.0 out of 5 average rating, 328 reviews

Private Modern Coastal Retreat With Ocean Views

Modern private studio suite, under a mile from the beach, hiking trails, Pillar Point Harbor, restaurants, activities & Maverick’s Beach. 4 miles from historical Half Moon Bay, 30 mins from San Francisco & 25 mins from the 280-freeway; leading to Silicon Valley. Enjoy hill top ocean views from your private garden while enjoying your morning coffee or afternoon glass of wine. Fully equipped for a long term stay or weekend getaway. Ideal for 1-2 adult guests only. We can not accommodate children.

Jun. 23 – 30

$277 CAD per night

Guest favourite

Home in Moss Beach

4.92 out of 5 average rating, 112 reviews

Studio with Private Entrance / Patio / Hot Tub

Relax in this peaceful, private studio after a fun day at the beach or exploring our beautiful coast. 1/2 mile from beach & 7-minute drive to Half Moon Bay or Pacifica! Features include a private fenced patio with access to hot tub, new hybrid queen bed, 55" TV, ceiling fan, central heat/air, kitchenette and private bath/separate shower. The new loveseat is also a comfy sleeper - $50.00 for each additional guest, up to 2 with 4 guests max in unit. Note: EV Charger is $25.00 per use.

Jan. 27 – Feb. 3

$241 CAD per night

Guest favourite

Home in Half Moon Bay

4.97 out of 5 average rating, 109 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 20 – 27

$1,108 CAD per night

Guest favourite

Guesthouse in Pacifica

4.98 out of 5 average rating, 370 reviews

NEW Private Studio! Close to SF/SFO/Beach Sanitize

Built in 2020, our guesthouse is a perfect place for romantic getaways and road trips. It has a private entrance, smart lock, whole room UV light sanitizers, hotel-quality bedding, brand-new furniture, and the latest interior designer selection. Staying in the sunbelt of beautiful Pacifica, there are a lot of fun activities nearby: spending your day on the beach, exploring the hiking trails, or road trip along Highway 1. Half Moon Bay, SF, and SFO are around 20 minutes away!

Sep. 23 – 30

$203 CAD per night

Guest favourite

Apartment in Pacifica

4.94 out of 5 average rating, 664 reviews

Seaside Private Studio! Near SFO, SF and Beach!

Clean Modern Studio apartment with all new furnishings! Completely private studio and private entrance, desk and work area, The Apartment really is beautiful with lots of light. Tons of free parking. Only 10 min walk to the ocean/beach and Pacifica Pier. 14 minute drive to SFO airport and to San Francisco. Close to Highway 1 and 280. Easy walk to bus stop and shopping center with upscale grocery store. Sorry- microwave not available. Not suitable for children.

Jul. 13 – 20

$168 CAD per night

Guest favourite

Guest suite in El Granada

4.97 out of 5 average rating, 213 reviews

Cozy, creekside guest suite with private entrance

Cozy, creekside guest suite just blocks from the beach and the picturesque harbor. This one bedroom unit has been completely remodeled with a fully stocked kitchen, a separate eating/work space and a bathroom with a walk in shower. Drink your morning coffee (host provided) on the furnished deck while listening to the sounds of the running creek and the fog horn in the distance. This unit has its own private entrance and is closed off from the rest of the house.

Sep. 19 – 26

$224 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.

Feb. 12 – 19

$238 CAD per night

Guest favourite

Home in Montara

4.97 out of 5 average rating, 274 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.

Jul. 13 – 20

$237 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. 8 – 15

$301 CAD per night