Book Luxury Holiday Rentals in San Mateo County

Award-winning homes from £98

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Home spotlights in San Mateo County

The Viticulturalist

The Viticulturalist

  • 4 guests

  • 2 bedrooms

Paso Robles, San Luis Obispo County

In the centre of downtown Paso Robles, this stylish apartment puts you close to shops, restaurants and, of course, wine tasting rooms. The hills around Paso are filled with California’s best wineries where Zinfandel and Petit Sirah grapes grow plump on the vine.

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.

The White Cloud

The White Cloud

  • 4 guests

  • 1 bedrooms

Sonoma County, California

Get away from the everyday at this lovely riverside cottage, located on the shores of the Russian River in Forestville, Sonoma County. This home is sophisticated, warm and welcoming, with a covered terrace where you can admire the lush leafiness around you, as well as the views of the water.

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.


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

Explore the 120 most perfect homes in our collection

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Most popular homes in San Mateo County

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Amidst The Vines

Amidst The Vines

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Large Glass of Red

Large Glass of Red

  • 24 guests

  • 8 bedrooms

Napa County, California

Lake Days

Lake Days

  • 6 guests

  • 2 bedrooms

Truckee, Nevada County

Californian Cosy

Californian Cosy

  • 8 guests

  • 4 bedrooms

Sonoma County, California

Face the Music

Face the Music

  • 5 guests

  • 2 bedrooms

Menlo Park, San Mateo County

Wonder of the Waves

Wonder of the Waves

  • 4 guests

  • 2 bedrooms

Moss Beach, San Mateo County

The Valley Stream

The Valley Stream

  • 2 guests

  • 1 bedrooms

Healdsburg, Sonoma County

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in San Mateo County, California, United States. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that San Mateo County, California, United States has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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