Book Luxury Short Stay Rentals in San Mateo County

We selected the 120 homes worth renting in this location

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Home spotlights in San Mateo County

Wine Country Rhapsody

Wine Country Rhapsody

  • 12 guests

  • 6 bedrooms

Sonoma County, California

Surrounded by the stunning nature of Bennett Valley, this one-acre compound is nestled between two seasonal creeks and surrounded by heritage oaks and acreage. Made up of three separate buildings with their own private outdoor spaces, this is the perfect location for large groups or multiple families to have enough room to stretch their legs while still being in close proximity to one another.

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.

Under the Fruit Trees

Under the Fruit Trees

  • 4 guests

  • 2 bedrooms

Professorville, Palo Alto

Nestled just a few blocks from the centre of Palo Alto, with the shops, restaurants and grocery stores within walking distance, this pleasant spot also puts you within easy reach of sought-after locations such as Silicon Valley Baylands Nature Reserve. Packed with heaps of original charm, this charming home has been brought up to ultra-modern standards to ensure comfort and practicality without compromising on character.

Fair of Face

Fair of Face

  • 4 guests

  • 2 bedrooms

Menlo Park, San Mateo County

In the business hub of Fair Oaks, near the Facebook HQ, this flash apartment sits in a building filled with amenities. If you’re not hitting the building’s private gym, perhaps take a jog through Bedwell Bayfront Park, a five-minute walk away.


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

Explore the 120 most perfect homes in our collection

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Most popular homes in San Mateo County

Run Russian River Run

Run Russian River Run

  • 4 guests

  • 2 bedrooms

Guerneville, Sonoma County

Pinewood & Prints

Pinewood & Prints

  • 6 guests

  • 3 bedrooms

Golden Rectangle, Carmel-by-the-Sea

Climb the Vine

Climb the Vine

  • 4 guests

  • 2 bedrooms

Sonoma County, California

Creek & Glen

Creek & Glen

  • 4 guests

  • 2 bedrooms

Incline Village, Washoe County

Redwood & Palm

Redwood & Palm

  • 6 guests

  • 3 bedrooms

Santa Cruz County, California

Academic Pursuits

Academic Pursuits

  • 8 guests

  • 4 bedrooms

College Terrace, Palo Alto

Red Robles

Red Robles

  • 3 guests

  • 1 bedrooms

San Luis Obispo County, California

The Northstar

The Northstar

  • 6 guests

  • 3 bedrooms

Placer County, California

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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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