Book Luxury Holiday Rentals in San Mateo County

Award-winning homes from £98

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Home spotlights in San Mateo County

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?

If You Come Back to California

If You Come Back to California

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Some places have the power to seduce you at first sight, and this exceptional home nestled in the gorgeous rural setting of Napa Valley is certainly one such place. Offering both the tranquillity of nature and close proximity to the town of Calistoga, you’ll get the best of both worlds here, and with all the exciting activities to be enjoyed in the area, you don’t have to be a wine connoisseur to have a fantastic time.

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.

Wonder of the Waves

Wonder of the Waves

  • 4 guests

  • 2 bedrooms

Moss Beach, San Mateo County

Enjoy mesmerising views and direct beach access from this Pacific Ocean retreat. You’ll also find a private hot tub overlooking the water, a putting green and a fire pit for magical evenings under the stars.


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

Explore the 118 most perfect homes in our collection

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Most popular homes in San Mateo County

Black Walnut Cove

Black Walnut Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Cherries & Plums

Cherries & Plums

  • 4 guests

  • 2 bedrooms

Fetters Hot Springs-Agua Caliente, 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

Coffee Shop Soundtrack

Coffee Shop Soundtrack

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

Live Oak Cove

Live Oak Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Red Robles

Red Robles

  • 3 guests

  • 1 bedrooms

San Luis Obispo County, California

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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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