Book Family Friendly Rentals in San Mateo County

We selected the 122 homes worth renting in this location

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Home spotlights in San Mateo County

Climb the Vine

Climb the Vine

  • 4 guests

  • 2 bedrooms

Sonoma County, California

Escape to the (wine) country with a stay at this stunning single-storey home, complete with its own vineyard. Vast floor-to-ceiling sliding doors reflect that life here is best lived outside, while its single-storey layout and open living spaces encourage you to spend time together inside and out.

Californian Cosy

Californian Cosy

  • 9 guests

  • 4 bedrooms

Sonoma County, California

A visit to Wine Country is always a good idea, as is staying in this beautiful Healdsburg home. Your days will be filled with visits to nearby wineries – the house is close to Dry Creek and Alexander Valley – and journeys into Healdsburg.

Fair of Face

Fair of Face

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

In the business hub of Fair Oaks, near the Facebook HQ, this flash apartment sits in a building filled with amenities. If you’re not hitting the building’s private gym, perhaps take a jog through Bedwell Bayfront Park, a five-minute walk away.

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Wonderfully positioned to make the most of this coastal area – this home is a nine-minute walk from Pacifica State Beach. The jagged coastline caters to a whole range of visitors, from surfers who like to ride the bay's impressive waves to photographers keen on catching the beautiful light.


We selected the top 3% holiday homes in San Mateo County Family Friendly Rentals

Explore the 122 most perfect homes in our collection

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Most popular homes in San Mateo County

Life in the Valley

Life in the Valley

  • 16 guests

  • 6 bedrooms

Sonoma County, California

The Northstar

The Northstar

  • 6 guests

  • 3 bedrooms

Placer County, California

Sonoma Sanctuary

Sonoma Sanctuary

  • 8 guests

  • 4 bedrooms

Healdsburg, Sonoma County

Redwood Riverside

Redwood Riverside

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Coffee Shop Soundtrack

Coffee Shop Soundtrack

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

The Curve of the Moon

The Curve of the Moon

  • 10 guests

  • 4 bedrooms

El Granada, San Mateo County

Creek & Glen

Creek & Glen

  • 4 guests

  • 2 bedrooms

Incline Village, Washoe County

Run Russian River Run

Run Russian River Run

  • 4 guests

  • 2 bedrooms

Guerneville, California

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Check upcoming rates & availability for San Mateo County Family Friendly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in San Mateo County. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent San Mateo County Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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