San Mateo vacation rentals

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Find the perfect place for your stay in San Mateo by choosing from 43 houses, 61 apartments, and other vacation rentals. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. Whatever you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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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.

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.

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.

Traveling to and around San Mateo

Fly into San Francisco Intl. Airport (SFO), the closest airport, located 5 mi (8.1 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Oakland Intl. Airport (OAK), which is 12 mi (19.3 km) away.

If you're traveling by train, San Mateo Station, Hayward Park Station and Hillsdale Station are the main stations in the area.

Frequently asked questions

What is the best area to stay in San Mateo when booking a vacation rental?

Among the most sought-after locations to book a vacation property in San Mateo is Beresford Park. Find your ideal stay on Vrbo and experience this area just like a local.

What is the most popular type of vacation rental accommodation in San Mateo?

The most popular types of vacation rentals in San Mateo are apartments. Ready for more choices? Vrbo has plenty of options to match our guests' unique requirements, so you'll see vacation properties in all shapes and sizes. The ideal fit is ready and waiting for you — find yours today.

How much does it cost to rent a vacation rental in San Mateo?

Several factors can affect the price of a vacation rental in San Mateo, such as the type of property, length of stay and season. Still, all of our vacation homes have one thing in common — exceptional value. Simply enter your travel dates to find your ideal fit.

How much does it cost to rent a beach house in San Mateo?

The average price for a vacation rental by the beach in San Mateo will depend on when you'll be there and the size and style of property you're searching for. Find prices easily on Vrbo by entering your travel dates. Then make use of the filter tool to pick the number of bedrooms and amenities that you prefer, such as a pool, WiFi and air conditioning.

Are there pet-friendly vacation rentals in San Mateo?

Pack a travel bag and a bone for the pooch in your life because San Mateo has 168 properties that throw out the welcome mat to pets. Let your furriest friend enjoy the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.

Can I rent a house with a pool in San Mateo?

Pack your swimsuit and swim ring, because there are 65 houses with a private pool in San Mateo. Stay at one of these sought-after vacation rentals and make every day a pool day. Simply enter your dates into Vrbo, then check the "pool" filter to find the perfect place for a splashing good time!

What are popular rental amenities in San Mateo?

When it comes to rental amenities that people search for in San Mateo, tennis, an electric car charging station and a firepit are the most popular. With Vrbo vacation rentals, you'll enjoy options to fit your taste and style, whether you're on a trip with family, friends or even pets.

Are there large group vacation rentals in San Mateo?

San Mateo has three vacation homes that can cater to 10 or more people. These stays come with all the space you need to share good times with loved ones.

Are there vacation rentals in San Mateo that welcome kids?

Bring the whole group together for fun-filled adventures in San Mateo at one of our 167 family-friendly vacation homes. Many of these stays offer conveniences that are ideal for trips with the kids, including dining rooms, multiple bedrooms and entertainment units. Just check the "Properties good for families" filter and book your favorite.

What are the top attractions for families in San Mateo?

Keep the kids occupied at these top family-friendly attractions in San Mateo:

  • Coyote Point Park
  • Hiller Aviation Museum
  • GoKart Racer

Are there one-bedroom vacation rentals in San Mateo?

You'll find 53 one-bedroom properties in San Mateo to select from. A one-bedroom vacation property is a wonderful option if it's just the two of you or if you're vacationing solo. Toss in more convenience, space and privacy than a standard hotel, and you've got yourself a trip to remember.

Can I find two-bedroom vacation rentals in San Mateo?

San Mateo has 30 two-bedroom vacation rentals that you can choose from. Find a vacation home with all the privacy and comfort you want at an attractive price on Vrbo.

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