Discover a selection of 2,000 vacation rentals in San Mateo that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and kitchens. Prices start at $91 per night, and condos and houses are popular options for a stay in San Mateo. Either way, you'll find a rental for everyone's needs.
Destination guide

San Mateo and the heart of Silicon Valley

Nestled deep between the hi-tech industries and computer firms of Silicon Valley, San Mateo offers a dash of classic California culture and living. Its downtown area is packed with charming bookshops, and is still buzzing from the days when it was a major arrival point for Japanese immigrants across the Pacific – think plenty of sake, sushi, and sashimi. San Mateo vacation rentals are also coveted for their sweeping views over the San Francisco Bay Area, and that wonderful backdrop: The Rancho Corral de Tierra, with its wildflower meadows, chaparral, and sinewy mountain ridges.

Things to do

Japanese gardens and kitchens galore in San Mateo

It's between the fir trees of Central Park that San Mateo's iconic Japanese Tea Garden makes its home, offering respite from the bustle of the surrounding San Francisco sprawl. Once you're done meditating, consider getting back into the material world with some fashion searching in the Hillsdale Shopping Center, or just head to the downtown area to taste a medley of Mongolian hotpots and Japanese mains. There are also acclaimed golf courses at Poplar Creek, and oodles of hiking in the rugged Rancho Corral de Tierra.


Find your inner zen in San Mateo

Chilled and laid-back San Mateo is a welcome break from the buzzing business energy of greater Silicon Valley. With its smiling locals and breezy streets, it's the perfect place to come and unwind after sightseeing your way through the rest of the Bay Area. You can kick back in the cherry blossom-blanketed parks, pull yoga poses in Oriental fountain gardens, and be able to hit 18 holes overlooking the waters of the Pacific Ocean. Shopping and sampling sushi in the Japanese cookhouses is also right on the doorstep of most San Mateo vacation rentals.


Summer’s sizzling in San Mateo

Transport yourself to the breezy peninsulas of the Bay Area during the summertime to enjoy the warm and pleasant months between June and August. This is high time to hit the bustling breweries and coffee shops of downtown San Mateo, and there's not a better season to wax up the walking boots and explore the winding trials of the Golden Gate National Recreation Area. What's more, San Mateo vacation rentals with gardens and decks are often well-primed for the al fresco dining and living that the warmer times bring.

Natural features

Clutching the San Francisco Bay Area in San Mateo

Cast your gaze to the west of San Mateo and you'll see where the rugged rises of the Rancho Corral de Tierra host old farmsteads and slopes of manzanita blooms. Hiking trails there lead to the top of Sweeny Ridge, marking the point where Spanish explorers first set foot on the San Francisco Bay Area back in the 1700s. Walking routes like the San Andreas Trail shoot straight up the spine of the peninsula to the big city, too, while on the coast, there are boating spots at Coyote Point and the rolling salt ponds of the Don Edwards Wildlife Refuge – perfect for bird watchers.

How to get there

How to get to and around San Mateo

The nearest airport is in San Carlos, CA (SQL), located 4 mi (6.4 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into San Francisco, CA (SFO-San Francisco Intl.), which is 6.3 mi (10.1 km) away.

If you prefer to travel by train, San Mateo Hayward Park Station, San Mateo Hillsdale Station and San Mateo Station are the main stations in the city.

How many vacation rentals are available around San Mateo?

Our 2020 property listings offer a large selection of 1,835 vacation rentals around San Mateo. From 915 condo and apartment rentals to 573 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a city-center property in San Mateo?

If you're a fan of staying near all the action, consider setting up shop someplace central. Vrbo has 161 city center vacation rentals available. Want to give something else a go? See if any of our other properties float your boat. Our options here include:

  • 128 seaside vacation rentals.
  • 119 ocean-view vacation rentals.
  • 108 water-view vacation rentals.

Can I rent an apartment in San Mateo?

Having space to spread out your things, cooking with local flavors, lofty views — if any of this appeals to you, an apartment could be an excellent choice. Vrbo has 662 for you to choose from here. How does $55 a night sound? That's what you're looking at spending if you don't dilly dally! Or perhaps you'd rather choose one of the area's other sought-after property options, like:

  • House: 606 vacation homes. Prices start from $50 per night.
  • Hotel: 279 vacation homes. Prices start from $27 per night.
  • Condo: 166 vacation homes. Prices start from $92 per night.

Can I stay in San Mateo in a large group?

It can be difficult finding the time to unwind with close friends and family. A trip away is a great way to come together. If you were planning to stay under the same roof, Vrbo has places to suit. House vacation homes are the leading option here for large groups of guests. Our database currently has 141 available. If you're traveling in a large group, the vacation rentals that can cater to you include:

  • On the lookout for vacation homes that can sleep 6 of you? We have 538 that will suit. Prices start from $55 per night.
  • Keen to find somewhere for 8 people? We have 238 that will serve you well. You can get one for as little as $150 per night.
  • Trying to find rental properties to suit 5 guests? You'll be thrilled to learn we have 196 that'll be ideal. You can bag one for as little as $129 a night.

You and your crew will be well catered to when you organize your San Mateo getaway with us!

Where are the cheapest rentals in San Mateo?

Those cramped hotel rooms are no place to spend those precious vacation moments! Explore our value-for-money rentals now and ensure everyone has room to spread out. Beresford Park has bargain written all over it. And with 22 Vrbo rentals at an average price of $250 a night, it's not difficult to see why. Central San Mateo is another place to check out. We've got 39 rentals here, and the average price is around $255 per night.

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