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Holiday houses in Pillar Point

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Top-rated holiday rentals in Pillar Point

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Home in Half Moon Bay

4.85 out of 5 average rating, 268 reviews

* BEACHFRONT PARADISE *

This private and magical property has direct beach access! The grounds are gorgeous with lush gardens and an expansive lawn. It's walking distance to restaurants, music venues & galleries. Enjoy ocean views while you relax in the hot tub or snuggle by the fire pit! Surfer's Beach + Princeton Harbor are just to the north. The Coastal Trail passes by and is perfect for biking or walking. Enjoy surfing, golfing, horse back riding, swimming or just relaxing with a cocktail while watching the sunset!

15–22 Aug

$1,156 NZD 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.

29 May – 5 Jun

$298 NZD per night

Guest favourite

Guest suite in El Granada

5.0 out of 5 average rating, 326 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.

7–14 May

$343 NZD per night

Guest suite in Pacifica

4.83 out of 5 average rating, 243 reviews

Beach Getaway with Jacuzzi | Forest View| Near SF

Great location at the base of Montara Mountain with fantastic hiking and biking trails! Pacifica Beach, restaurants and shops are just a 15 minute walk along a beautiful paved path. Our spacious suite is part of a main house and has a separate entrance with private use of our Jacuzzi, huge deck and backyard. We are in a quiet neighborhood with plenty of free parking. Perfect place to make as your base for sightseeing or a business trip. San Francisco and the airport are 20 minutes by car.

26 Nov – 3 Dec

$191 NZD per night

Guest favourite

Home in Moss Beach

4.92 out of 5 average rating, 111 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.

1–8 Jan

$284 NZD per night

Guest favourite

Guest suite in Half Moon Bay

4.94 out of 5 average rating, 177 reviews

New! Oceanview Penthouse, Walking to Beach

A perfect romantic getaways to this stylish indoor/outdoor Penthouse! We are 10 mins walk to beaches and 15 mins walk to award winning restaurants. There are a lot of fun activities: spending your days on the beach, exploring the hiking, biking, golfing, surfing, kayaking, paddle boarding or just simply kick back relax in this quiet and picturesque property with a panoramic ocean view, enjoying the sunset and the beautiful garden. We are 30 mins to SF or 60 mins to Santa Cruz.

21–28 Nov

$412 NZD per night

Home in Half Moon Bay

4.97 out of 5 average rating, 108 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.

21–28 Jun

$1,363 NZD 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!

3–10 Sep

$251 NZD 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.

10–17 Sep

$277 NZD 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.

2–9 Oct

$294 NZD per night

Guest favourite

Home in Montara

4.97 out of 5 average rating, 273 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.

10–17 Jul

$285 NZD per night

Guest favourite

Apartment in Half Moon Bay

4.9 out of 5 average rating, 390 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).

25 Sep – 2 Oct

$372 NZD per night

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Other great holiday rentals in Pillar Point

Guest favourite

Home in Half Moon Bay

4.98 out of 5 average rating, 313 reviews

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

26 Oct – 2 Nov

$889 NZD per night

Guest favourite

Home in Moss Beach

4.94 out of 5 average rating, 142 reviews

Relaxing Getaway with Breathtaking Ocean Views

28 Oct – 4 Nov

$1,160 NZD 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!

5–12 Jul

$286 NZD per night

Guest favourite

Home in Half Moon Bay

4.99 out of 5 average rating, 288 reviews

Stairway to Heaven - 1 bedroom

31 Jul – 7 Aug

$446 NZD per night

Home in Montara

4.94 out of 5 average rating, 130 reviews

Modern indoor-outdoor living w Hot Tub Walk to

12–19 Mar

$1,648 NZD per night

Guest favourite

Home in Moss Beach

4.95 out of 5 average rating, 132 reviews

Tranquil Oceanfront Retreat w/ Breathtaking Views

22–29 Aug

$1,834 NZD per night

Guest suite in Half Moon Bay

4.85 out of 5 average rating, 39 reviews

Surfers Coastal Delight

4–11 Jun

$221 NZD per night

Guest favourite

Home in El Granada

5.0 out of 5 average rating, 19 reviews

Casita de la Playa - Studio in El Granada

7–14 Feb

$298 NZD per night

Destinations to explore