377+ Half Moon Bay Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Half Moon Bay

Discover more than 377 holiday rentals in Half Moon Bay. PickleTrip™ holiday homes has everything you need to find a place to stay near Half Moon Bay, .

Whether you are looking for luxury villas in Half Moon Bay, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartment for family holidays, or stylish accommodation for a business trip, we can help you find the perfect place with private pickleball courts or nearby facilities. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Half Moon Bay with a whole family or group, PickleTrip™ holiday accommodations can make your trip more memorable. We have plenty of places to stay in Half Moon Bay for families, large parties, or private owner accommodations for long or short trips. Pet-friendly holiday rentals are available as well. Book your favorite vacation rentals in Half Moon Bay with PickleTrip™. Stay and play pickleball when you travel.

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Frequently Asked Questions About Half Moon Bay Holiday Rentals

There are a lot of options in Half Moon Bay. If you plan on staying in the Half Moon Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Half Moon Bay:

There are many holiday rentals available in Half Moon Bay; however, here are a few of the most popular holiday homes listed in Half Moon Bay on our website:
At PickleTrip most of our places to stay are perfect for families. Check out the complete list of holiday homes in Half Moon Bay to find one that works for you.
Yes, there are 377 self-catering family homes and holiday rentals in Half Moon Bay.
There are more than 377 luxury holiday homes in or near Half Moon Bay, according to 2025 data from PickleTrip. Consider these homes for your next holiday:
Yes, there are 377 pet friendly rentals that are available in Half Moon Bay.