Book Luxury Short Stay Rentals in San Mateo County

We selected the 128 homes worth renting in this location

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Age 13+

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Age 1 to 12

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Home spotlights in San Mateo County

The Circle Of Light

The Circle Of Light

  • 10 guests

  • 4 bedrooms

Incline Village, Washoe County

Families looking for outdoor adventures and scenic views will enthuse over this beautiful home. The sun-filled rooms and open-plan living space welcomes families to relax and enjoy each other's company, while the interior considers guests of all ages.

Cabernet Cottage

Cabernet Cottage

  • 6 guests

  • 2 bedrooms

Sonoma County, California

This delightful Wine Country home is a superb choice for a family or group of friends hoping to relax, unwind, and try some of California’s finest tipples. A newly built cottage, this home sits just eight miles from Healdsburg Plaza, and a few minutes from Lake Sonoma.

Academic Pursuits

Academic Pursuits

  • 8 guests

  • 4 bedrooms

College Terrace, Palo Alto

This home might be close to Stanford University, but it's a million miles away from your average student house. In fact, parts of it feel more like a learned professor's seminar room, from the shelves packed full of books and the grand piano, to the historic paintings hanging on the walls.

Face the Music

Face the Music

  • 5 guests

  • 2 bedrooms

Menlo Park, San Mateo County

With the Facebook HQ your neighbour, this stylish apartment is ideal for any business trip to Fair Oaks. It’s the perfect mix of business and downtime, with Bedwell Bayfront Park just across the road for a morning jog or leisurely stroll, and plenty of trendy eateries in the area.


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

Explore the 128 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

Baby It's Cold Outside

Baby It's Cold Outside

  • 8 guests

  • 3 bedrooms

Truckee, Nevada County

Dreams of a River

Dreams of a River

  • 4 guests

  • 2 bedrooms

Sonoma County, California

Redwood Riverside

Redwood Riverside

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

Silicon Cypress

Silicon Cypress

  • 4 guests

  • 3 bedrooms

Shoreline West, Mountain View

The Northstar

The Northstar

  • 6 guests

  • 3 bedrooms

Placer County, California

A Life On the Water

A Life On the Water

  • 8 guests

  • 3 bedrooms

Lake County, California

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


Frequently asked questions

Browse our curated collection of Short Stay Rentals in San Mateo County, California, United States. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the San Mateo County luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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