Luxury Long Stay Rentals in San Mateo County

We selected the 126 homes worth renting in this location

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Home spotlights in San Mateo County

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.

Sonoma Sanctuary

Sonoma Sanctuary

  • 8 guests

  • 4 bedrooms

Healdsburg, Sonoma County

Go off grid at this luxury private estate villa amid the magnificence of California’s towering Redwoods, across 120 private acres of rolling hills and verdant farmland. It's easy to see why Travel + Leisure included this Healdsburg hideaway in their "50 Best Places to Stay" in 2021.

Down by the Shoreline

Down by the Shoreline

  • 8 guests

  • 4 bedrooms

Placer County, California

This comfortable North Lake Tahoe home couldn't be better placed to enjoy the lake in the summer and surrounding mountains during the colder months. Watercraft rentals are available to pick up literally seconds away - plus there's access to a private part of the beach with fire pits and loungers available for guests in the complex.

Large Glass of Red

Large Glass of Red

  • 24 guests

  • 8 bedrooms

Napa County, California

Just outside of the village of Calistoga in the northernmost tip of the Napa Valley, you'll encounter this rustic yet refined retreat surrounded by acres of verdant vineyards and lush gardens. With no nearby neighbours, enjoy that all-too-rare feeling of seclusion, yet the convenience of only being a mile and a half from downtown Calistoga.


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

Explore the 126 most perfect homes in our collection

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Most popular homes in San Mateo County

Creek & Glen

Creek & Glen

  • 4 guests

  • 2 bedrooms

Incline Village, Washoe County

Utmost Taste

Utmost Taste

  • 4 guests

  • 2 bedrooms

Healdsburg, Sonoma County

Sycamore Cove

Sycamore Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Fair of Face

Fair of Face

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

The Valley Stream

The Valley Stream

  • 2 guests

  • 1 bedrooms

Healdsburg, Sonoma County

The Viticulturalist

The Viticulturalist

  • 4 guests

  • 2 bedrooms

Paso Robles, San Luis Obispo County

Californian Cosy

Californian Cosy

  • 9 guests

  • 4 bedrooms

Sonoma County, California

If You Come Back to California

If You Come Back to California

  • 6 guests

  • 3 bedrooms

Sonoma County, California

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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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