Book Luxury Short Stay Rentals in San Mateo County

We selected the 130 homes worth renting in this location!

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Home spotlights in San Mateo County

Dreams of a River

Dreams of a River

  • 4 guests

  • 2 bedrooms

Sonoma County, California

Nestled rather beautifully on the forested banks of the Russian River in the heart of Wine Country, this charming cottage awaits you, promising a restful and unforgettable stay. Just minutes away from the town of Healdsburg, you’ll enjoy peace and tranquillity here as well as the proximity to shops and great dining options – the best of both worlds.

Redwood Riverside

Redwood Riverside

  • 6 guests

  • 3 bedrooms

Sonoma County, California

Gain peace and perspective at this stunning Californian riverside home. This serene sanctuary is tucked away in a wooded knoll on North Fitch Mountain, and sits amongst the towering redwoods of this area, with its own direct path to the Russian River.

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 130 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

Run Russian River Run

Run Russian River Run

  • 4 guests

  • 2 bedrooms

Guerneville, California

Sugar Pine

Sugar Pine

  • 22 guests

  • 6 bedrooms

Truckee, Nevada County

Pinewood & Prints

Pinewood & Prints

  • 6 guests

  • 3 bedrooms

Golden Rectangle, Carmel-by-the-Sea

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

Silicon Cypress

Silicon Cypress

  • 4 guests

  • 3 bedrooms

Shoreline West, Mountain View

Polaris

Polaris

  • 8 guests

  • 3 bedrooms

Placer County, California

Red Robles

Red Robles

  • 3 guests

  • 1 bedrooms

San Luis Obispo 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. 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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