Luxury Long Stay Rentals in San Mateo County

We selected the 118 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Home spotlights in San Mateo County

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.

El Cielo

El Cielo

  • 12 guests

  • 5 bedrooms

San Luis Obispo County, California

Nestled in the hills of the Central California Coast, this private slice of heaven is yours to call home for a while. Though you’ll feel totally secluded with only deer as your neighbours, you’ll be just a fifteen-minute drive from Pismo Beach, fourteen minutes from Arroyo Grande, twenty-six minutes from the town of San Luis Obispo and surrounded by excellent wineries on all sides.

The Valley Stream

The Valley Stream

  • 2 guests

  • 1 bedrooms

Healdsburg, Sonoma County

One mile from the treelined Healdsburg Plaza, this home puts you within walking distance of shops and restaurants. The private terrace is perfect for alfresco lunches and fireside hangouts – why not fire up the Ooni pizza oven for dinner?

Crow's Nest

Crow's Nest

  • 6 guests

  • 3 bedrooms

Cambria, San Luis Obispo County

Seaside cabins don’t come much more charming than this. Nestled in the quiet neighbourhood of Cambria, and just steps away from the beach, you’ll find this gem of a home dating back to 1937.


We selected the top 3% holiday homes in San Mateo County Long Stay Rentals

Explore the 118 most perfect homes in our collection

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Most popular homes in San Mateo County

Vineyards & Verandas

Vineyards & Verandas

  • 6 guests

  • 3 bedrooms

Healdsburg, Sonoma County

Cabernet Cottage

Cabernet Cottage

  • 6 guests

  • 2 bedrooms

Sonoma County, California

Live Oak Cove

Live Oak Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Wonder of the Waves

Wonder of the Waves

  • 4 guests

  • 2 bedrooms

Moss Beach, San Mateo County

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

The Viticulturalist

The Viticulturalist

  • 4 guests

  • 2 bedrooms

Paso Robles, San Luis Obispo County

Polaris

Polaris

  • 8 guests

  • 3 bedrooms

Placer County, California

Californian Cosy

Californian Cosy

  • 9 guests

  • 4 bedrooms

Sonoma County, California

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Check upcoming rates & availability for San Mateo County Long Stay Rentals


Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in San Mateo County, California, United States. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our San Mateo County, California, United States collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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