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Vacation rentals in Pillar Point

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Top-rated vacation rentals in Pillar Point

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Top guest favorite
A light-filled living room features a comfortable sofa, an inviting fireplace, and a wall-mounted flatscreen TV. A mix of seating options, including an armchair and a recliner, are arranged around a coffee table. Large windows provide views and natural light.
Home in Half Moon Bay
4.99 out of 5 average rating, 343 reviews

Stairway to Heaven - 1 bedroom

PLEASE NOTE- we live in a 3 story home and this unit is on the lower level of our home. 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.

Top guest favorite
A spacious living area is shown, featuring a modern desk and a unique chair. Natural light fills the room through large windows, which are complemented by dark curtains. Decorative elements include a wall clock and a circular mirror, enhancing the overall inviting feel.
Apartment in Half Moon Bay
4.99 out of 5 average rating, 168 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
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
4.95 out of 5 average rating, 153 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, 422 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
Home in Moss Beach
4.87 out of 5 average rating, 235 reviews

Seal Cove Beach House - Shelter Here

A great place to relax. Beautiful views, scenic hikes on quiet trails, tide pool exploration. Newly rebuilt house above Seal Cove Beach in Moss Beach, CA. 2 bedrooms, 2 full baths, a large great room, fully equipped modern kitchen and large deck all with expansive ocean views. Beach access and beautiful Fitzgerald Marine Reserve Park one block north of house. WiFi, 2 TV's, ample street parking. Moss Beach is between Pacifica and Half Moon Bay with great beaches and hiking.

Top guest favorite
A cozy outdoor seating area features two rattan chairs positioned on a deck. A small table rests between them, with a scenic ocean view visible in the background. Sunrise colors illuminate the sky, and a vibrant pink flamingo adds a playful touch to the greenery.
Guest suite in Half Moon Bay
4.96 out of 5 average rating, 372 reviews

Oceanview Penthouse, Stylish, 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 person stands on the sandy beach holding a surfboard, facing the ocean. The sun sets in the background, casting golden reflections on the water and creating long shadows on the sand.
Home in El Granada
5 out of 5 average rating, 111 reviews

Beach House - Studio in El Granada

Adventure awaits you in this beach studio, nestled in the heart of El Granada-fondly known as Paradise. Just steps away from Surfers and Mavericks beaches and our vibrant working harbor, this is your gateway to unforgettable coastal adventures. Set sail, go whale watching, rent paddle boards, kayaks, and surfboards; all minutes from your door. Explore our breathtaking coastal trails by bike or on foot. Ideal for 1-2 adult guests. We are unable to accommodate children or pets.

Top guest favorite
A serene sunset is displayed over a calm bay, with vibrant hues of orange and pink blending into the blue sky. Silhouetted boats are anchored in the water, and the outline of a hill and a prominent structure can be seen in the distance.
Guest suite in El Granada
4.98 out of 5 average rating, 319 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.

Top guest favorite
The studio apartment features an open layout, showcasing a full kitchen with wooden cabinetry and a dining area. A comfortable window seat offers serene views, while light wood flooring adds warmth to the space. Modern lighting fixtures complement the overall aesthetic.
Home in Montara
4.98 out of 5 average rating, 388 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 serene beach scene at sunset is captured, featuring gentle waves reflecting the hues of orange and blue in the sky. Silhouettes of people can be seen walking along the shoreline, while lights from the distant marina twinkle against the darkening landscape.
Guesthouse in El Granada
4.96 out of 5 average rating, 114 reviews

Coastal Cottage Guest House

Guest house is attached to our primary residence but has a separate exterior entrance. The interior is separated by double doors that lock from both sides, similar to adjoining hotel rooms. The backyard is shared by us, the owners. There’s a very real chance you’ll be greeted by our friendly Australian Shepherd, Gracie, during your stay! You may see us in the yard during your stay. Feel free to say hi! Otherwise, we like to give our guests privacy.

Top guest favorite
A seating area is filled with natural light from large windows, showcasing a sunset over the ocean. Two plush chairs are positioned around a circular coffee table, while a telescope invites exploration of the coastal views. Greenery can be seen in the background.
Home in Moss Beach
4.95 out of 5 average rating, 199 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.

Top guest favorite
A coastal cabin is situated on rugged cliffs overlooking the ocean. The structure features large windows, allowing for expansive views of the water. Lush greenery surrounds the home, highlighting its natural setting against a cloudy sky.
Home in Montara
4.99 out of 5 average rating, 122 reviews

Sea Wolf Bungalow

If you're looking for the most spectacular views on the San Mateo Coast, come to Sea Wolf Bungalow. Located just 20 minutes southwest of San Francisco and 7 miles north of Half Moon Bay, this historic cabin sits on its on own point with sweeping views of the Pacific. Enjoy whale watching, the beach, surfing, fishing, golf, hiking and the fabulous dining of the coastal area.

Popular amenities for Pillar Point vacation rentals

  1. Airbnb
  2. United States
  3. California
  4. San Mateo County
  5. Moss Beach
  6. Pillar Point