Vacation rentals in Pillar Point

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Top-rated vacation rentals in Pillar Point

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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, 130 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.

Superhost

The exterior of the property is showcased, highlighting its unique architectural design with wooden paneling and large windows. A staircase leads to the entrance, and lush greenery is visible in the background, enhancing the coastal 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

A distant view of the ocean is framed by lush greenery and trees, with clouds casting a soft light over the water. The coastline stretches into the horizon, creating a serene landscape with varying shades of blue and gray in the sky.

Guest suite in El Granada

5 out of 5 average rating, 377 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.

Guest favorite

Guest suite in Half Moon Bay

4.95 out of 5 average rating, 292 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.

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 spacious multi-level deck is adorned with greenery and outdoor lighting, providing unobstructed views of the ocean. A large dining table is positioned under string lights, inviting outdoor gatherings. Manicured garden spaces surround the deck, enhancing the natural setting.

Guest suite in Half Moon Bay

4.95 out of 5 average rating, 346 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.

Top guest favorite

A comfortable window seat offers a view of Montara Mountain, surrounded by built-in shelving displaying various glassware. A cozy circular chair with a textured fabric sits nearby, inviting relaxation in the warm natural light that filters through the window.

Home in Montara

4.97 out of 5 average rating, 339 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.

Guest favorite

A wooden deck extends towards the ocean, featuring a fire pit surrounded by Adirondack chairs. The expansive view reveals the coastline and ocean, with grassy hills in the background under a clear blue sky.

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, 327 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.