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Holiday rentals in San Mateo County

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Popular amenities for San Mateo County holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Homes with more space

Top guest favourite
A charming tiny house is nestled among towering redwood trees, featuring a red door and a large window. Potted plants line the front steps, and a small patio area with red chairs and a table invites outdoor relaxation.
Tiny home in La Honda
4.92 out of 5 average rating, 174 reviews

Delightful Tiny Home in the Redwoods !

Top guest favourite
The guest house is presented with a charming Tudor-style exterior, featuring a pitched roof and decorative wooden beams. Large glass doors provide a view into the interior space, framed by a covered porch supported by sturdy beams. Lush landscaping and a vibrant red entry gate enhance the inviting ambiance.
Home in San Carlos
4.96 out of 5 average rating, 287 reviews

The Perfectly Appointed Modern English Guest House

Top guest favourite
The exterior of the home is presented with distinct mid-century architecture, featuring large glass windows framed by dark walls. Lush landscaping, including tall grasses and shrubs, surround a smooth stone pathway leading to the entrance.
Home in San Mateo
4.95 out of 5 average rating, 137 reviews

Calm retreat w/ fireplace & fenced yard

Guest favourite
A well-appointed bedroom features a spacious bed with decorative pillows, flanked by bedside tables and lamps. French doors open to a peaceful backyard with views of greenery. A study table and a cozy rug add to the inviting atmosphere.
Guest suite in Emerald Hills
4.93 out of 5 average rating, 201 reviews

Elegant retreat in Redwood City

Destinations to explore