Vacation rentals in Pillar Point

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Top-rated vacation rentals in Pillar Point

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Guest favorite

A serene view of the coastline captures gentle waves lapping against the sandy shore during sunset. Soft hues of orange and purple reflect on the water's surface, while a distant hill with illuminated structures is visible against the twilight sky.

Guesthouse in Half Moon Bay

4.9 out of 5 average rating, 293 reviews

Stylish Spacious Seaside Retreat, Walking to Beach

A perfect getaway on the coast with fresh air, sandy beaches, biking/hiking trails, and quaint restaurants, our place is 10minutes walk to the famous Maverick Beach, Sam Chowder House, and the Harbor. This stylish guest house is the 1st floor of our seldom used beach house in El Granada, 4 miles north of Half Moon Bay. It has a private entry, a fully equipped kitchen, w/ a laundry/mud room & on-site parking. Large decks have splendid ocean view! Come and enjoy this quiet and comfortable home.

Superhost

The image depicts a coastal scene featuring a lighthouse beside a light-colored cottage. Waves can be seen in the distance under a clear blue sky, with greenery lining the pathway leading to the lighthouse. The area reflects a calm, inviting coastal atmosphere.

Guesthouse in Half Moon Bay

4.82 out of 5 average rating, 507 reviews

Coastal Cabin-outdoor Firepit near Trails & Harbor

Beach cottage in village of El Granada w/ocean view from property. Walk to Surfer’s beach, 2-minute drive to harbor. Bike or stroll on the paved coastal bluff trail. Kayak in the harbor. Hiking in the hills behind the cottage in Quarry Park. Full kitchen. 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. 3 miles drive to Main St.

Top guest favorite

An open living area is depicted with a modern kitchen and a dining space. The kitchen features white cabinetry and a large island with bar stools. A dining table is set nearby, while a comfortable seating area includes a dark ottoman and a large television on the wall.

Apartment in Half Moon Bay

4.99 out of 5 average rating, 129 reviews

Modern Oceanview 2-Bed Apartment Home

Located in just 5mins walk from the beach, this freshly renovated apartment home has a style of its own. Yet, it is the Pacific Ocean views and all of its marine life, that captures your attention from the moment you open the front door. Beautiful, fully equipped modern kitchen, with large aisle, from where you could enjoy a cup of morning coffee while gazing at the ocean waves. Spend your evenings on the large outdoor patio with electric BBQ grill while enjoying timeless Pacific sunsets.

Guest favorite

A hot tub is situated on a wooden deck, surrounded by a semi-fenced area for privacy. The bubbling water creates a serene atmosphere, while steam rises softly in the air, suggesting warmth and relaxation amidst the lush greenery of nearby trees.

Guest suite in Moss Beach

4.93 out of 5 average rating, 186 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 semi-fenced patio with access to hot tub, new hybrid queen bed, 55" TV, ceiling fan, central heat, 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.

Top guest favorite

Townhouse in Half Moon Bay

4.96 out of 5 average rating, 327 reviews

Seaside Retreat - newly remodeled!

Our spacious vacation home is located in a quiet neighborhood within walking distance to Surfer's Beach, the Coastal Trail, Princeton Harbor and restaurants, a short drive to Half Moon Bay, 40 minutes to San Francisco and 45 minutes to Silicon Valley. This private, ground-floor duplex unit, the perfect base for working and playing in the Bay Area, features a bright, comfortable living room, well-equipped kitchen, dining area for six, two well-appointed bedrooms, and a large patio.

Superhost

A seating area features a modern chaise lounge beside a side table. Floor-to-ceiling glass doors provide access to a deck with views of Pillar Point Harbor, where sailboats can be seen in the distance, along with trees framing the picturesque setting.

Home in Half Moon Bay

4.96 out of 5 average rating, 137 reviews

Luxury Ocean Front & Harbor View Home

Nestled in the quaint fishing village of Princeton by the Sea, just a mile north of Half Moon Bay, this stunning 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 Half Moon Bay throughout the common areas and bedrooms. This is the ultimate in coastal luxury, featuring modern appliances and an open floor plan through all the common areas.

Top guest favorite

Guest suite in El Granada

5 out of 5 average rating, 376 reviews

Private Modern Coastal Retreat With Ocean Views

Modern private studio suite, close to the beaches, Maverick's, hiking trails, Pillar Point Harbor, restaurants, activities. 4 miles from historical Half Moon Bay, 30 mins from San Francisco & 25 mins from the 280-freeway; leading to Silicon Valley. Enjoy hilltop 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.

Top guest favorite

A coastal view features gentle waves lapping against a sandy beach, bordered by rocky cliffs. In the distance, a structure is visible atop a prominent bluff, surrounded by greenery under a clear blue sky.

Guest suite in El Granada

4.98 out of 5 average rating, 285 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.

Guest favorite

A coastal view showcases a sandy beach bordered by gentle waves. Colorful wildflowers, including vibrant orange poppies, frame the foreground, while rolling green hills rise in the background. The ocean sparkles under clear blue skies, with surfers visible in the distance.

Guesthouse in Pacifica

4.97 out of 5 average rating, 468 reviews

Elegant Guesthouse in Garden Close to SF/SFO/Beach

Built in 2020, our guesthouse is the perfect place for couples or solo travelers. It has a private entrance, smart lock, hotel-quality bedding, brand-new furniture, and the latest interior design selections. 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!

Guest favorite

The sleek Airstream is positioned on a wooden deck overlooking the beach and ocean, surrounded by lush hills. Cozy seating is provided with Adirondack chairs near a fire pit, creating a tranquil outdoor area for relaxation while enjoying the captivating coastal views.

Camper/RV in Half Moon Bay

4.98 out of 5 average rating, 126 reviews

Airstream Beach View (Dream) - New Listing

On 9 private acres overlooking the stunning Beach and Ocean from a breathtaking cliff top view. Stunning sunsets. Surf views with large windows. Fully loaded with all the amenities to make your glamping experience perfect. Fire pit, outside BBQ, outside griddle, Heat, A/C and fully stocked kitchen. Full bathroom with shower. If this one is booked, there are three other equally similar Airstreams on the property.

Top guest favorite

Home in Half Moon Bay

4.99 out of 5 average rating, 326 reviews

Stairway to Heaven - 1 bedroom

Also available in a 2 bedroom, this suite features a spacious living room with a fire place, flatscreen TV & a kitchenette with most everything you will need to feel at home. A nice large bedroom with a quality queen bed & linens, a large bathroom with a double sink, tub and shower. The private entrance leads to a patio with stunning views and quiet space. There is a second sunning patio do dine and rest.

Guest favorite

Home in Moss Beach

4.95 out of 5 average rating, 176 reviews

Relaxing Getaway with Breathtaking Ocean Views

Enjoy living in this beautiful coastal neighborhood. This west side Moss Beach (Seal Cove) 2310sqft house has whitewater ocean views from nearly every room and hillside views from the other rooms. Moments away from the coastal trail (toward Mavericks) or Fitzgerald Marine Reserve (toward The Distillery). Centrally located. Ideal for a commuters retreat. 30 minutes from San Francisco, SFO and San Mateo.