San Mateo holiday rentals

We found 3,443 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
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Find the perfect place for you stay in San Mateo by choosing from 42 houses, 62 apartments and other holiday rentals. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why people love visiting arty San Mateo

The area's festivals and art galleries are just some of the reasons to come on holiday to San Mateo. This city's restaurants, sporting events and shopping draw many visitors. Oracle Park and Pier 39 are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around San Mateo

Are you hoping to find attractions to visit in the city? Venture out of your holiday home and check out everything that San Mateo has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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 an outdoor enthusiast or just want to spend some time taking in the scenery, San Mateo is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • 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)

Travelling to and around San Mateo

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

If you're travelling by train, San Mateo Station, Hayward Park Station and Hillsdale Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in San Mateo when booking a holiday home?

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

What is the most popular type of holiday home accommodation in San Mateo?

The most popular types of holiday homes in San Mateo are apartments. Ready for more choices? Stayz has plenty of options to match our guests' unique requirements, so you'll see holiday 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 holiday home in San Mateo?

Several factors can affect the price of a holiday home in San Mateo, such as the type of property, length of stay and season. Still, all of our holiday 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 holiday home 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 Stayz 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 holiday homes 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 holiday homes on Stayz. 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 holiday homes and make every day a pool day. Simply enter your dates into Stayz, then check the "pool" filter to find the perfect place for a splashing good time!

What are popular home amenities in San Mateo?

When it comes to home amenities that people search for in San Mateo, tennis, an electric car charging station and a firepit are the most popular. With Stayz holiday homes, 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 holiday homes in San Mateo?

San Mateo has three holiday 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 holiday homes 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 holiday 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 favourite.

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 holiday homes in San Mateo?

You'll find 53 one-bedroom properties in San Mateo to select from. A one-bedroom holiday property is a wonderful option if it's just the two of you or if you're holidaying 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 holiday homes in San Mateo?

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

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