Rent Luxury Accommodation for Groups in San Mateo County

We selected the 130 homes worth renting in this location!

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Age 1 to 12

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Home spotlights in San Mateo County

Utmost Taste

Utmost Taste

  • 4 guests

  • 2 bedrooms

Healdsburg, Sonoma County

Sitting in the middle of California's Wine Country, you might picture homes here to lie on the rustic side of things, but that couldn't be further from the truth at this address. Behind the sliding glass doors, guests will find an interior that is exquisitely put together – whitewashed walls are adorned with tasteful artwork, the furnishings hark back to mid-century trends, and the glossy bathrooms wouldn't look out of place in a spa.

Vineyards & Verandas

Vineyards & Verandas

  • 6 guests

  • 3 bedrooms

Healdsburg, Sonoma County

Live the Dry Creek Valley dream in this magnificent modern farmhouse. Boasting unbeatable vineyard Views, a wrap-around veranda, and a private garden complete with patio, outdoor seating and barbecue station, this immaculate home is the ultimate Californian wine country destination.

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.

Black Walnut Cove

Black Walnut Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Tucked away in the serene coastal community of Pedro Point, this modern cabin offers the perfect escape to the shores of the Pacific Ocean. Located just a nine-minute walk from Pacifica State Beach and a six-minute stroll from Shelter Cove Beach – you'll be blown away by the bay's beauty, making it a popular spot for photographers.


We selected the top 3% holiday homes in San Mateo County Accommodation for Groups

Explore the 130 most perfect homes in our collection

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Most popular homes in San Mateo County

The Northstar

The Northstar

  • 6 guests

  • 3 bedrooms

Placer County, California

Amidst The Vines

Amidst The Vines

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Wine Country Rhapsody

Wine Country Rhapsody

  • 12 guests

  • 6 bedrooms

Sonoma County, California

If You Come Back to California

If You Come Back to California

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Fair of Face

Fair of Face

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

The Viticulturalist

The Viticulturalist

  • 4 guests

  • 2 bedrooms

Paso Robles, San Luis Obispo County

A Life On the Water

A Life On the Water

  • 8 guests

  • 3 bedrooms

Lake County, California

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Check upcoming rates & availability for San Mateo County Accommodation for Groups


Frequently asked questions

Reserve a stay in one of the impeccable homes in our collection of luxury Group Holiday Accommodation in San Mateo County. You won't find such consistent quality anywhere else, as every single Plum Guide home comes fully furnished with all linens, a brilliantly-equipped kitchen, and essential bathroom toiletries included. Our experts really do obsess over the smallest details, with shower pressure and a bedroom's decibel levels being tested to ensure absolute quality in your hunt for the perfect home. Rent San Mateo County Accommodation for Groups today, and learn the true meaning of luxury. Call on our team of experts too, who can help you through the booking process and guarantee that you end up with the ultimate home for you.

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