San Mateo vacation rentals

We found 3,393 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Find the perfect place for your stay in San Mateo by choosing from 39 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.

Earn rewards to use when you book your next getaway on Vrbo, Expedia, and Hotels.com

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Why people love visiting artsy San Mateo

The area's festivals and art galleries are just a few of the reasons to vacation in San Mateo. This city's restaurants, sporting events and shopping draw many visitors. San Francisco Bay and Chase Center are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around San Mateo

Do you want to discover things to do in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes San Mateo a fun place to get away. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Crystal Springs Golf Course (3.1 mi / 5 km)
  • GoKart Racer (3.3 mi / 5.3 km)
  • Half Moon Bay Golf Links (10.8 mi / 17.5 km)
  • Palo Alto Junior Museum and Zoo (12.9 mi / 20.8 km)
  • Olympic Club (13.7 mi / 22.1 km)
  • Harding Park Golf Course (14.5 mi / 23.3 km)

Exploring the natural landscape of San Mateo

Whether you're looking for exciting outdoor activities or just want to take in the scenery, San Mateo is a great spot to appreciate mother nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • San Francisco Bay (10 mi / 16 km)
  • Golden Gate Park (16.3 mi / 26.2 km)
  • Presidio of San Francisco (18 mi / 29 km)
  • Coyote Point Park (1.9 mi / 3 km)
  • Miramar Beach (8.8 mi / 14.2 km)
  • Naples Beach (8.8 mi / 14.2 km)

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.

Explore destinations around San Mateo

More Vacation Rentals ideas

People also search for