Book Luxury Monthly Rentals in San Mateo County

We selected the 128 homes worth renting in this location

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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?

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.

Lake Days

Lake Days

  • 6 guests

  • 2 bedrooms

Truckee, Nevada County

Overlooking beautiful Donner Lake, which sits on the eastern slope of the Sierra Nevada, guests will find a home that will perfectly suit a small family. The first bedroom has a king-size bed, while bedroom two is made up of a queen-size bunk bed.

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.


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

Explore the 128 most perfect homes in our collection

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Most popular homes in San Mateo County

Wonder of the Waves

Wonder of the Waves

  • 4 guests

  • 2 bedrooms

Moss Beach, San Mateo County

Pinewood & Prints

Pinewood & Prints

  • 6 guests

  • 3 bedrooms

Golden Rectangle, Carmel-by-the-Sea

Down by the Shoreline

Down by the Shoreline

  • 8 guests

  • 4 bedrooms

Placer County, California

Large Glass of Red

Large Glass of Red

  • 24 guests

  • 8 bedrooms

Napa County, California

Utmost Taste

Utmost Taste

  • 4 guests

  • 2 bedrooms

Healdsburg, Sonoma County

Vineyards & Verandas

Vineyards & Verandas

  • 6 guests

  • 3 bedrooms

Healdsburg, Sonoma County

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

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in San Mateo County, California, United States, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect San Mateo County Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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