Vacation Rentals in Half Moon Bay

Vacation Rentals in Half Moon Bay

Start comparing over 38 rentals in Half Moon Bay and book at the best price!

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Highlights Half Moon Bay

  • Sea-facing rentals
  • North California coastal town
  • Outdoor activities
  • Family-friendly festivals and events
  • Historic architecture

Best Vacation Rentals in Half Moon Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 8 Guests in Half Moon Bay, San Mateo County
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Half Moon Bay, San Mateo County
Vacation Rental • 1141 ft² • 3 Bedrooms
10.0
(177 reviews)
CUTE COASTAL HOME on the ocean side of Highway 1 only 40 yards to the entrance of Poplar St. Beach and Open Space. Our home is fully remodeled 3BR+/1 BA. A WALK ON THE BEACH is less than a 5 minute stroll.COVID-19 Update June 2021 - We continue to disinfect the home between guests. With the reduction of Covid in this area and the availability of vaccinations, we are no longer blocking a night between guests. Upon arrival, you will discover that just minutes outside your door that you can walk to the BEACH, run/hike OPEN SPACE TRAILS along ocean BLUFFS, and BICYCLE along the Half Moon Bay Co...
from $258 / night
Vacation Rental for 10 Guests in Half Moon Bay, San Mateo County
Vacation Rental for 10 Guests in Half Moon Bay, San Mateo County, Picture 1
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Half Moon Bay, San Mateo County
Vacation Rental • 2992 ft² • 5 Bedrooms
9.5
(30 reviews)
Experience the epitome of executive living with this meticulously crafted custom contractor-built home situated within a prestigious gated community. Boasting five bedrooms, this residence is just a short walk away from the pristine sandy shores of the Pacific Ocean, as well as the renowned Ritz-Carlton Half Moon Bay Hotel.Immerse yourself in the awe-inspiring ambiance of not one, but two ocean-view golf courses, each boasting 18 holes, enveloping the residence in breathtaking beauty.Take leisure to new heights by strolling down to the beach for an array of captivating activities or indulge...
from $900 / night
Vacation Rental for 6 Guests in Half Moon Bay, San Mateo County
Vacation Rental for 6 Guests in Half Moon Bay, San Mateo County, Picture 1
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Half Moon Bay, San Mateo County
Vacation Rental • 2390 ft² • 3 Bedrooms
9.8
(90 reviews)
Panoramic views and memorable ocean sunsets from a 2,600 square foot, three bedroom, three and a half bath residence located on Half Moon Bay’s 'Old Course' golf course next to the Ritz Carlton. Comments from past guests:'We just wanted to thank you for the use of your house in Half Moon Bay. We did many things while in the area, Alcatraz, Muir Woods, Wine Country, Fishermans Wharf Etc.But when I asked our family what was their favorite thing, they said 'where we stayed'It really is a nice place, and so peaceful. Everyone had their own space...'R.D. Kansas - 7 adultsFamily Gathering/Sightse...
from $531 / night

Other holiday ideas and property types in Half Moon Bay that might be interesting

Prices and availability

Current Vacation rental prices Half Moon Bay

$565for 25 May - 1 Jun
$558 annual average
Jun
Jul
Aug
Sep
Oct
Dec
Jan
Apr
Average price per week

Current vacation rental availability Half Moon Bay

13%for 25 May - 1 Jun
46% annual average
Jun
Jul
Aug
Sep
Oct
Dec
Jan
Apr
Percentage of available rentals

Vacation rentals in Half Moon Bay

Experience the magic of Half Moon Bay with a vacation rental

Just 30 miles south of San Francisco, Half Moon Bay (or HMB) is a picturesque little seaside town with miles of coastal trails and windswept beaches. Formerly known as Spanishtown, the bay also happens to be one of San Mateo County’s oldest settlements, and the vibe here is deeply nostalgic. Foggy skies, cool breezes, and a generally temperamental climate set this town apart from the rest of the sunny Californian coastal towns. Come for endless nature walks, whale-watching escapades, and the celebrated clam chowder preparations. A year-round festival line-up keeps visitors happy and entertained at all times. Enjoy Half Moon Bay with a vacation rental as your base.

Comfortable vacation properties for all

The coastal town has a range of vacation rentals that cater to all tastes and budgets. Most come fitted with amenities such as outdoor pools, sun terraces, air-conditioning, and best of all, direct beach access. Pet-friendly and child-friendly accommodation are in plenty making Half Moon Bay an attractive holiday destination not just for groups of friends but families with children too. Further up the coast, you’ll find a tidy selection of sea-facing rentals at beaches such as Miramar, El Granada, Montara, and Moss Beach. For big-city creature comforts, consider Holidu rentals at the equally charming cities of San Mateo, Palo Alto, and Redwood City, all of which are easily accessible from Half Moon Bay.

Vacations in Half Moon Bay

An artsy, culture trip

Wine and dine as locals do!

A good idea is to pick up a self-guided booklet at the Half Moon Bay History Association and set about exploring the town’s old residences, bridges, churches, and cemeteries - several date to the 1800s. A gateway of sorts to Half Moon Bay, Main Street is lined with art galleries, specialty stores, locally owned cafés, and historical landmarks such as the City Hall, and Johnston H0use. The town’s performing arts scene is equally vibrant, and visitors can enjoy extended jazz sessions in an intimate waterfront setting at the Bach Dancing & Dynamite Society venue – the short drive up north is worth it. For a truly local experience, chat up farmers and craftspeople at the bi-weekly Half Moon Bay Coast Farmer’s Market. The organic fruits, jams, and cheeses are delicious here.

Follow the food and wine trail

While Half Moon Bay is praised for its seafood delicacies, diners can also feast on Mayan, French, and Mediterranean cuisine here. Kick start your day with breakfast at Half Moon Bay Bakery, a fixture since 1929. Their apple strudel and chocolate chip cookies are outstanding. For hints of New England cooking, try the award-winning Sam’s Chowder H0use. This pet-friendly Half Moon gem serves fresh calamari, lobster rolls, crab, and clam preparations in a serene waterfront setting. Make time for a wine-tasting session at the locally owned Barterra Winery on Main Street. Further up north near Mavericks Beach is the Half Moon Bay Distillery. Their silky smooth vodka and gin made with 100% organic ingredients are impressive.

Travelers and activities

Festival fun at Half Moon Bay

A top-rated activity is the Half Moon Bay Coastal Trail which runs parallel to the ocean at most times. Wildlife and bird sightings are common so keep those eyes peeled. Tide pools at the JV Fitzgerald Marine Reserve meanwhile, are chock full of sea urchins, mussels, starfish, and barnacles among other curious sea creatures. To spot unique North American bird species, head to Pillar Point Marsh or the atmospheric Pescadero Marsh. Another mention-worthy outdoor distraction is a guided horse ride at the Sea Horse Ranch. You might just spot a rabbit or fox as you trot along the scenic coast. Finally, photographers and surfing enthusiasts should check out the surfers in action at Mavericks Beach – with the right conditions, some waves swell up to a massive sixty feet high! And in case you’re inspired, instructors here will gladly help out with the basics.

Festivals at Half Moon Bay

Among Half Moon Bay’s myriad festivals and events, the Portuguese Pentecost Festival stands out, having been celebrated for over 139 years. There are parades, holy processions, marching bands, and local eats to be enjoyed. The 4th of July Parade and Block Party sees the townsfolk come out in full force to enjoy live music, fireworks, and barbecue cookouts. October heats up with a slew of pumpkin festivals, and rentals are sold out during Halloween. Expect all things pumpkin from pumpkin runs to pumpkin weigh-offs! The year ends on a magical note with the Night of Lights parade in Half Moon Bay. Christmas trees and Nativity scenes are beautifully lit, and shops stay open until late.

Did you know that Half Moon Bay is the Pumpkin Capital of the World producing an excess of 3000 tons annually?

Top 5 travel tips for Half Moon Bay

1. Melancholy magic at the Pigeon Point Light H0use

Easily one of the most spectacular locales on the North Californian coast, this historic lighth0use offers sweeping views over the Pacific. Tune in to the sound of the waves, and go there with someone special. If you're in luck, you might catch some seals in action on the shores.

2. Time out at Pillar Point Harbor

Drive up north to the iconic fishing harbor to watch the fisherman at work. They are happy to chat with visitors, and you can even buy crab and salmon fresh off the boat! Then try local seafood at the nearby coastal cafes. The harbor is also a departure point for whale-watching tours that take place between December and April.

3. Coastal golf escapades

Practice your swing at one of California’s top-ranked courses, the Ocean Course which stays true to its name, offering golfers breathtaking ocean views from every hole. The Parkland-style Old Course is a classic American course surrounded by pretty cypress trees.

4. Pumpkin and sunflower patches

Spend time at Half Moon Bay’s fabled sunflower and pumpkin patches, and schedule a visit to the locally owned Andreotti Family Farms, which has been around since 1926. Grapes, jalapenos, and other seasonal produce can be bought from their store too.

5. Elephant Seals at Ano Nuevo State Park

If you are visiting between December to March, do not miss out on a once-in-a-lifetime opportunity to catch the spirited elephant seals give birth to their pups on the shores of the Ana Nuevo State Park. Docent-guided tours are required, and you’ll need to hike over sandy terrain to access the viewing point but it’s worth it.

FAQs: Vacation Rentals in Half Moon Bay

On average, how much do vacation rentals in Half Moon Bay cost?

Half Moon Bay is one of the most expensive cities in the USA. For a vacation rental here, you can expect to pay around $608 per night.

When are vacation rentals cheaper in Half Moon Bay?

Travelers who want to save as much as possible travel to Half Moon Bay in May, February, or August, which are the months that offer the most discount, with average prices of $530, $539, and $550 per night, respectively, based on the previous year.

When are vacation rentals more expensive in Half Moon Bay?

Last year, the month that had the highest annual average in Half Moon Bay was April, with an average price of $672 per night. This was followed by November, with an average of $656, and then January, with $645.

Are there usually many vacation rentals available in Half Moon Bay?

It's worthwhile if you can book your stay well in advance when visiting Half Moon Bay, as only 11% of our accommodations are usually available throughout the year.

What time of the year can I find more available vacation rentals?

Last year, the months with the largest number of accommodations available of the year in Half Moon Bay were October, September and January, with average availabilities of 34%, 30%, and 19%, respectively.

How many rentals are there in Half Moon Bay?

Holidu has 70 vacation rentals in Half Moon Bay, provided by 2 different partners.

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