I drove from San Jose through Half Moon Bay, the drive was the best and there're many vista points to enjoy the view. I also spotted couple of dolphins.

San Mateo County family rentals

We found 3,746 family rentals — enter your dates for availability

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December 2025

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January 2026

Find the best place to stay - San Mateo County

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Premier Host

Stunning California Coast Airstream

Sleeps 4 · 1 bedroom · 1+ bathroom

Beach

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Beach Villa Home - Walk to Beaches, Trails, Restaurants, Activities & more

Sleeps 6 · 2 bedrooms · 1 bathroom

Quick walk to the beach, restaurants, coastal trail from house

Premier Host

Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities

Sleeps 14 · 4 bedrooms · 2+ bathrooms

Exterior

Premier Host

Coastal Retreat - 3,000 sqft, Pets Ok, Walk 2 Beach & Tidepools, Surf, see Seals

Sleeps 18 · 5 bedrooms · 4 bathrooms

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Condo/Apartment

Holiday Rental options in San Mateo County

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