Book Luxury Holiday Rentals in San Mateo County

Award-winning homes from £98

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Home spotlights in San Mateo County

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.

Creek & Glen

Creek & Glen

  • 4 guests

  • 2 bedrooms

Incline Village, Washoe County

Breathe in the fresh outdoors when you stay in this home. This down-to-earth two-bedroom home instantly feels cosy on arrival and the two sitting rooms make it ideal for a family.

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.

Sycamore Cove

Sycamore Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Petite yet perfectly equipped with everything you need for a relaxing stay, this bright home in Pacifica is ready to welcome you into a blissful coastal break. With its large windows, there’s plenty of California sun that pours in creating a dazzling effect against the neutral decor that’s sprinkled with reclaimed wood.


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

Explore the 126 most perfect homes in our collection

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Most popular homes in San Mateo County

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

Coffee Shop Soundtrack

Coffee Shop Soundtrack

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

Willow Cove

Willow Cove

  • 2 guests

  • 1 bedrooms

Pedro Point, Pacifica

Life in the Valley

Life in the Valley

  • 16 guests

  • 6 bedrooms

Sonoma 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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