Holiday rentals in Half Moon Bay

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Top-rated holiday rentals in Half Moon Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Half Moon Bay
4.91 out of 5 average rating, 403 reviews

Poplar Beach Getaway - Special Pricing!

Family-friendly, relaxed home located in a quiet residential neighborhood - 1/2 block from the coastal open space, a 10-minute walk to lovely Poplar Beach, and 1/2 mile from scenic Main Street restaurants, shops and cafes. 3 bedrooms with queen beds, two baths, living area, well-equipped kitchen, spacious kid-friendly den and backyard with deck ensure that you have room to spread out and relax after a fun day at the beach or exploring the area. Short drive to San Francisco, Santa Cruz, San Jose.

Top guest favourite
A modern living area features a sectional sofa complemented by a glass coffee table. Large sliding doors provide natural light and a view of the outdoor space. A sleek fireplace adds warmth to the room, with a stylish area rug enhancing the comfortable setting.
Home in Half Moon Bay
5 out of 5 average rating, 151 reviews

Fabulous Beach Get Away - Brand New Beach House

Amazing Newly Built Beach House. Wake-up in this beautiful beach house in a tranquil neighborhood just a short stroll to the beach, walking trails, and restaurants. This beautifully decorated, two story home is perfect for your next beach get away! This house is fully equipped with TV, fireplace, new cozy beds, outdoor fire pit and BBQ, and much more. Enjoy this town which features horseback riding, fishing, boating, surfing, quaint downtown with shops, wine tasting, restaurants and much more.

Top guest favourite
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
4.96 out of 5 average rating, 181 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 favourite
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
4.99 out of 5 average rating, 143 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 favourite
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, 399 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 favourite
A vibrant sunset sky displays shades of purple and orange, casting a warm glow over the ocean waves below. Silhouetted trees frame the view, adding depth to the picturesque coastal landscape with distant mountains visible under the evening light.
Home in Montara
4.98 out of 5 average rating, 132 reviews

Extraordinary Ocean Views from Modern Abode

Tranquility awaits in our ocean view home. Enjoy beautiful ocean and mountain views from the living room, deck, kitchen and primary bedroom of this new, modern home. The beach is a brief 2-block walk away. Watch the surf and hear the soothing ocean waves from the deck and from the interior. Hardwood floors throughout the home are warm and inviting, enhanced by the maple quilted or birdseye veneer walls. A modern gas fireplace adds that extra touch of coziness.

Top guest favourite
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.
Guest house in El Granada
4.97 out of 5 average rating, 127 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 favourite
An aerial view captures the expansive coastline of Half Moon Bay, with golden beaches meeting the turquoise ocean. The landscape features a blend of residential areas, fields, and distant rolling mountains, creating a serene and open atmosphere.
Flat in Half Moon Bay
4.99 out of 5 average rating, 104 reviews

Steps to Beach Ocean Retreat / Private Entrance 2

You'll be just steps from Francis State Beach and the Coastal Trail and blocks from downtown Half Moon Bay with its various restaurants, bars and shops. Park your car for a few days and relax in a quiet setting with views of the ocean and mountains and the sounds of the waves. The ground floor of the house will be yours with its large private bedroom suite, living room/bar, outdoor patio and large backyard. (Please note that there is no kitchen.)

Superhost
The image showcases a modern Airstream parked on a sandy area overlooking the ocean. A large retractable awning extends over an outdoor seating arrangement that includes a fire pit surrounded by chairs. Lush green grass and a wooden fence frame the scene, highlighting the coastal setting.
Camper van/Motorhome in Half Moon Bay
4.95 out of 5 average rating, 231 reviews

Beachfront California Coast Airstream_Luxury (NEW)

This spectacular location comes fully equipped with the 'top of the line' 28 foot' Airstream, (Big Sur & Tommy Bahama class limited edition) with horizontal flip rear tail door for seamless indoor/outdoor living. Overlooking a stunning beach, perched high on a cliff this one of a kind experience boasts breathtaking views of the California coastline and Pacific Ocean to create an unforgettable magical experience of a lifetime.

Top guest favourite
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, 129 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.

Guest favourite
Home in Montara
4.92 out of 5 average rating, 166 reviews

Entire Private Coastal Retreat - Spectacular Ocean

Guest will enjoy the privacy of being the only residence on the premises - Your own private coastal retreat with spectacular ocean front views. A fully stocked gourmet kitchen with chef’s appliances, ample cookware, basic spices and condiments, luxurious linens and bedding, beach towels, blankets, board games, Apple TV and Netflix, and toiletries for your stay.

Guest favourite
The modern two-story home is designed with a striking wooden exterior and large glass windows. A spacious patio area is visible at the ground level, featuring a stone-paved surface. Lush trees surround the property, contributing to the coastal ambiance.
Home in Half Moon Bay
4.78 out of 5 average rating, 178 reviews

Spectacular Coastal Half Moon Bay Home

This is a beautiful home for your next coastal vacation. Featuring a modern design and aesthetics, with sweeping views of Pillar Point Harbor and Half Moon Bay, you won't find a more relaxing or spectacular place to stay for your next coastal adventure. Easy beach access steps away from the property will treat you to breathtaking sunsets at the Pacific Ocean.

Popular amenities for Half Moon Bay holiday rentals

When is the best time to visit Half Moon Bay?

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Avg. price$312 SGD$310 SGD$328 SGD$321 SGD$361 SGD$349 SGD$362 SGD$358 SGD$332 SGD$332 SGD$348 SGD$322 SGD
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Frequently Asked Questions

  • What are the best places to stay in Half Moon Bay?

    Frequently suggested areas include downtown for walkable shops and dining, neighborhoods near the State Beach for direct coastal access, and locations around Pillar Point Harbor for waterfront scenery and nearby eateries.

  • What are the best things to do in Half Moon Bay with kids?

    Families often explore Half Moon Bay State Beach, look for wildlife at Fitzgerald Marine Reserve, and enjoy picnic spots at local parks. Visiting farmers markets and participating in seasonal events are also frequently suggested.

  • What are some of the best things to do in Half Moon Bay?

    Explore scenic beaches, visit the Fitzgerald Marine Reserve for tidepooling, and stroll downtown’s shops and galleries. Seasonal festivals and outdoor activities make the area vibrant throughout the year.

  • How is the weather in Half Moon Bay?

    Half Moon Bay has mild coastal weather, with winter temperatures around 45–58°F (7–15°C) and more rainfall, and summer afternoons near 55–73°F (13–23°C) with little precipitation but frequent fog. Breezes and damp air are common year-round.

  • When is the best time to visit Half Moon Bay?

    Late spring through early fall is often recommended for Half Moon Bay, with mild temperatures around 52–75°F (11–24°C) and little rainfall. Cooler months bring fog and breezes, making layered clothing useful year-round.

  • What are the best places to visit in Half Moon Bay?

    Popular places to explore include Half Moon Bay State Beach, Fitzgerald Marine Reserve, and downtown with its local shops and galleries. Pillar Point Harbor is often suggested for watching fishing boats and waterfront strolls.

  • What are some hiking trails in Half Moon Bay?

    Explore the Coastal Trail along the bluffs for ocean views, follow shaded paths at Purisima Creek Redwoods, or wander Burleigh Murray Ranch State Park’s historic route. Trails range from easy beach walks to forested hikes.

  • What are some family activities we can do in Half Moon Bay?

    Families can explore beaches, visit marine reserves, enjoy horseback rides, and try local ice cream shops. Picnics at parks and attending community events are also often suggested.

  • What are some of the best day trip ideas from Half Moon Bay?

    Day trips from Half Moon Bay can include visiting nearby redwood parks, exploring local wineries, or discovering historic districts in neighboring coastal towns. Whale watching and tidepool excursions are also frequently suggested.

  • Are there any pet friendly accommodations available in Half Moon Bay?

    Many accommodations in Half Moon Bay welcome pets, with options such as cottages and rental homes that offer nearby access to outdoor spaces and walking trails. Always check individual pet policies before booking.

  • What are some local tips for visiting Half Moon Bay?

    Layers are helpful as coastal weather can change quickly. Early mornings often bring fog, while afternoons have clearer skies. Popular spots fill up on weekends, so weekday visits and reservations are sometimes suggested.

  • What is Half Moon Bay known for?

    Half Moon Bay is known for its scenic coastline, pumpkin farms, and annual Pumpkin Festival. Locally rooted surfing culture, vibrant art community, and tidepools also shape its character.

  • What are the best hidden gems to explore in Half Moon Bay?

    Half Moon Bay has lesser-known trails at Burleigh Murray Ranch, artists’ studios tucked around downtown, and quiet stretches of Cowell Ranch Beach. These spots invite a peaceful escape and a different perspective on local culture.

  • What are the best foods to try in Half Moon Bay?

    Half Moon Bay has seasonal seafood like Dungeness crab, clam chowder at waterfront restaurants, and locally grown produce from area farms. Pumpkin-based treats and artisanal baked goods are frequently suggested, especially during autumn.

  • What should I bring for a trip to Half Moon Bay?

    Pack layered clothing, comfortable shoes for walking, and sun protection for changing coastal weather. A reusable water bottle, camera, and jacket for cooler evenings can make exploring more enjoyable.

  • What is the nightlife in Half Moon Bay like?

    Half Moon Bay has a laid-back nightlife scene, with casual pubs, wine bars, and live music venues mainly near downtown. Evening walks by the harbor and local eateries create a relaxed, welcoming atmosphere.

  • What are the most popular events or festivals in Half Moon Bay?

    Half Moon Bay is known for the Pumpkin Festival in mid-autumn, celebrating local harvests and pumpkin-themed activities. Community farmers markets and art fairs, especially during spring and summer, are also frequently suggested.

  • Are there family friendly vacation rentals in Half Moon Bay?

    Half Moon Bay has many vacation rentals suitable for families, including spacious homes near the beach and cozy cottages. Amenities like full kitchens, outdoor spaces, and proximity to parks are frequently available.

Quick stats about holiday rentals in Half Moon Bay

  • Total holiday rentals

    Explore 150 holiday rentals in Half Moon Bay

  • Nightly prices starting at

    Half Moon Bay holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 15,880 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    150 of Half Moon Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Gym across Half Moon Bay rentals

  • 4.9 Average rating

    Half Moon Bay stays are highly rated by guests – averaging 4.9 out of 5!