San Mateo Homes with Free Cancellation

Award-winning homes from £98

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Age 1 to 12

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Home spotlights in San Mateo

The Curve of the Moon

The Curve of the Moon

  • 10 guests

  • 4 bedrooms

El Granada, San Mateo County

With the magic of the sea, sun, and stars surrounding you at Half Moon Bay, this incredible home is the perfect weekend retreat for a family, only twenty minutes away from San Fransisco. Charge the Tesla at the EV charging station and then explore the trails of the National Forest backing the house or pack your beach bag and stop by the Pacific Ocean, a fifteen-minute stroll away.

Sycamore Cove

Sycamore Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Petite yet perfectly equipped with everything you need for a relaxing stay, this bright home in Pacifica is ready to welcome you into a blissful coastal break. With its large windows, there’s plenty of California sun that pours in creating a dazzling effect against the neutral decor that’s sprinkled with reclaimed wood.

Vintage Inclined

Vintage Inclined

  • 4 guests

  • 2 bedrooms

Dolores Heights, San Francisco

For those creative souls who revel in unique beauty from a bygone era, this elegant, art-filled home visually delights from every angle while offering all the modern conveniences. Situated on the top floor of a two-unit condominium in the sought-after Noe Valley neighbourhood, this home with Mediterranean influences benefits from garden views as well as views out to the iconic Twin Peaks and Sutro Tower.

Live Oak Cove

Live Oak Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Compact yet strikingly chic, this bright studio in Pacifica is an ideal base for those looking to be within walking distance of the beach in a quiet, residential community. You’ll immediately be drawn to the home’s stylish architecture – from its wood panelling to its cool wraparound balcony.


We selected the top 3% holiday homes in San Mateo Free Cancellation

Explore the 36 most perfect homes in our collection

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Most popular homes in San Mateo

Wonder of the Waves

Wonder of the Waves

  • 4 guests

  • 2 bedrooms

Moss Beach, San Mateo County

Golden Gate

Golden Gate

  • 5 guests

  • 3 bedrooms

Panhandle, San Francisco

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Check upcoming rates & availability for San Mateo Free Cancellation


Frequently asked questions

Explore our selection of the finest homes in San Mateo with free cancellation for your peace of mind. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Our friendly team of Plum Experts are on-hand 24/7 to help you book a short or extended stay with free cancellation options in the best rentals that San Mateo has to offer.

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