Vacation rentals in Pillar Point

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Top-rated vacation rentals in Pillar Point

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Guest favorite

The studio features a cozy seating area with a leather couch, accented by a red pillow, and a modern coffee table. A well-equipped kitchen is visible, complemented by granite countertops. A vibrant rug adds warmth, while a queen bed is positioned in the background.

Apartment in El Granada

4.95 out of 5 average rating, 310 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.

Top guest favorite

A bright living room is visible, featuring a comfortable sofa with striped accents, a coffee table made of natural wood, and an inviting fireplace below a flatscreen TV. Large windows provide natural light and views of the outside, complemented by tasteful wall art and decorative elements.

Home in Half Moon Bay

4.95 out of 5 average rating, 144 reviews

Stairway to Heaven - 2 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 1 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 welcoming living room features high ceilings and large windows allowing natural light to fill the space. A comfortable sofa with blue and yellow pillows faces a wooden coffee table, while decorative armchairs and a flat-screen TV complete the inviting atmosphere.

Home in Half Moon Bay

4.99 out of 5 average rating, 372 reviews

Half Moon Bay Coastal Home Walk Beach & Harbor SPA

Coastal Vacation House is a short 10 minute walk to Surfers Beach, Pillar Point Harbor & Sam's Chowder House! 15 miles/ 30 mins to San Francisco! Just a few blocks from the best restaurants, shops & Marina! Near ocean bluffs ( Mavericks) & Coastal Trail perfect for hiking, walking, bike riding. Short drive to downtown Half Moon Bay shops! Ideal for holidays & entertaining family on vacation! Fun for everyone including kids! The 2,100 sq ft home is cozy & roomy for a relaxing weekend in HMB!

Superhost

The entrance is marked by red steps leading up to a wooden door, framed by lush greenery and bamboo. A colorful mat inscribed with 'HELLO' welcomes guests at the threshold, contributing to the inviting atmosphere of the cottage.

Guesthouse in Half Moon Bay

4.82 out of 5 average rating, 527 reviews

Cabin with firepit-near Coastal 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

A bright interior space features large windows allowing natural light to fill the area. Colorful cushions in various shades are arranged on the floor, complemented by wooden accents and an open ceiling design that highlights the natural surroundings.

Treehouse in Half Moon Bay

4.98 out of 5 average rating, 128 reviews

Paradise Treehouse & Heavenly Cabin

A soulful and energetic paradise. Beautiful, private, peaceful & wild surroundings complimented with modern luxuries and comfort. A stunning, unique, & unrivaled experience sure to impact you deeply. Soak in the outdoor tub while you plan your next adventure. Just minutes from the beach, amazing hiking, views and biking. Outfitted with organic latex mattresses, down comforters, top of the line appliances, smoking fast internet and a spectacular wifi sound system with world class acoustics.

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, 151 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.

Top guest favorite

A comfortable living area showcases a white sofa and two black armchairs arranged around a glass coffee table. A series of ocean-themed canvases adorn the wall, with a flat-screen TV mounted nearby, providing a relaxing space for guests.

Townhouse in Half Moon Bay

4.96 out of 5 average rating, 333 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.

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, 150 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, 401 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 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

4.95 out of 5 average rating, 332 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 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, 301 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, 361 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.