San Mateo vacation rentals

We found 3,350 vacation rentals — enter your dates for availability

Find the perfect place for your stay in San Mateo by choosing from 43 houses, 44 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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Find out more about San Mateo

Find out more about San Mateo

Why visit San Mateo

  1. Beautiful Outdoor Spaces: San Mateo boasts stunning parks and nearby beaches, perfect for relaxation and exploration.
  2. Charming Downtown: The vibrant downtown area is filled with shops, restaurants, and a welcoming atmosphere.
  3. Family-Friendly Activities: Enjoy various attractions suitable for all ages, ensuring fun for the whole family.
  4. Art and Culture: Discover an art-filled environment with galleries and cultural events throughout the city.
  5. Diverse Accommodation Options: Choose from a range of cozy vacation rentals to suit any traveller's needs.

Popular types of accommodation in San Mateo

At our vacation rental platform, we offer a variety of accommodations in San Mateo to suit your needs. Whether you're looking for houses, spacious apartments, or modern condos, you'll find the perfect fit. From cozy one-bedroom apartments to larger rental properties, our listings cater to all types of travellers. Explore San Mateo’s charm while enjoying the comfort of your home away from home.

  • Houses: The top choice for visitors seeking spacious and comfortable lodging, perfect for families or groups looking to enjoy a home-like atmosphere in San Mateo.
  • Apartments: A popular option for travellers seeking convenience and a central location, ideal for both short and long stays in the city.
  • Condos: Offering a blend of luxury and practicality, condos provide modern amenities and are often located in desirable areas.
  • Cottages: Charming and quaint, cottages offer a cozy retreat for those looking for a peaceful getaway.
  • Villas: For a more upscale experience, villas provide spacious accommodations with luxurious touches, perfect for a relaxing escape.**

Top attractions in San Mateo

San Mateo, California, offers a delightful mix of family-friendly activities, outdoor adventures, and business opportunities. Visitors can explore the beautiful beaches, urban parks, and historic college campuses that define the area. With a focus on culture and outdoor experiences, San Mateo caters to diverse travellers seeking a memorable vacation, whether for relaxation or exploration.

  1. San Francisco Bay: Experience the vibrant atmosphere of San Francisco Bay, only 11.3km from San Mateo. Enjoy stunning waterfront views, diverse dining options, and recreational activities that embody the spirit of city life.
  2. San Mateo County Event Center: Located in the heart of San Mateo, this venue offers a professional environment ideal for conferences and events, showcasing the city's business-friendly vibes.
  3. Stanford University: A mere 20.9km away, Stanford University offers a rich cultural experience with its historic architecture, beautiful gardens, and renowned museums, perfect for those who appreciate academia and art.

Things to do recommended for couples

Looking for a romantic getaway in San Mateo? Indulge in a soothing treatment at Oceanic Foot Spa, ride the waves at University of Surfing, or enjoy a captivating performance at Bing Concert Hall. These experiences promise to create unforgettable memories together!

Things to do recommended for families

Your family will have a blast at GoKart Racer, just 4.8km from San Mateo for thrilling karting adventures. For sports and entertainment, visit the Ice Center at San Mateo for some fun ice skating. A trip to Oracle Park, 24.1km away, offers exciting sports vibes!

Things to do recommended for groups

Groups visiting San Mateo can enjoy shopping at Hillsdale Shopping Center, play a round at Crystal Springs Golf Course, and explore the scenic Sawyer Camp Trail for a delightful outdoor adventure.

What do I need to keep in mind when booking a vacation in San Mateo

When planning your trip, whether you’re travelling with a group, family, pets, or looking for extended stays, be sure to prioritise your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to San Mateo with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to San Mateo with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, while also looking for age-appropriate amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to San Mateo: For many, a family getaway wouldn’t be the same without their furry companion. If you can relate, explore the Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting San Mateo: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in San Mateo

San Mateo, California, is a fantastic destination for Canadian travellers seeking a mix of family-friendly activities and vibrant urban experiences. Explore the charming downtown, unwind in Bay Terrace, and discover the art-filled atmosphere around the city. Nearby cities also offer a warm, welcoming vibe, making it ideal for both business and leisure. Whether you're enjoying a leisurely stroll or indulging in local cuisine, San Mateo ensures a memorable vacation for everyone.

  • Burlingame: Burlingame is a charming city located 3.2km from San Mateo, known for its family-friendly atmosphere and outdoor experiences. This picturesque community boasts a variety of popular attractions, including a bustling shopping mall and educational facilities. Visitors can enjoy leisurely strolls through its lovely parks or catch a game at the local sports facility stadium. The scenic views of the Bay provide a beautiful backdrop for your exploration, making Burlingame an ideal destination for those seeking a blend of city life and natural beauty.
  • Central San Mateo: Central San Mateo is a vibrant neighborhood that embodies the heart of the city. It offers visitors a perfect blend of family activities, outdoor adventures, and urban experiences. The area is well-known for its shopping centre and educational opportunities, making it an appealing spot for travelers of all ages. Notable landmarks include an event conference venue and an urban park, where you can unwind and enjoy outdoor events. With a lively atmosphere and plenty of amenities, Central San Mateo is a great place to immerse yourself in local culture.
  • East San Mateo: East San Mateo is a dynamic neighborhood that provides a unique blend of business, outdoor activities, and family experiences. Located in the vicinity of San Mateo, it is known for its convenient shopping mall and educational institutions. Key attractions include an event conference venue and beautiful waterfront views of the Bay, making it an engaging destination for both leisure and business travelers. With a variety of dining options and recreational activities, East San Mateo offers something for everyone, ensuring a memorable visit.

Best time to go to San Mateo

If you're planning a trip to San Mateo, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January52.3°F (11.3°C)Light RainMostly SunnyAverageSlightly Low
February52.9°F (11.6°C)Light RainMostly SunnyAverageSlightly Low
March54.0°F (12.2°C)Light RainMostly SunnyAverageSlightly Low
April55.9°F (13.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
May58.1°F (14.5°C)No Rain (Dry)SunnyAverageAverage
June62.2°F (16.8°C)No Rain (Dry)SunnyAverageSlightly High
July64.0°F (17.8°C)No Rain (Dry)SunnySlightly HighSlightly High
August65.1°F (18.4°C)No Rain (Dry)SunnyAverageSlightly High
September65.3°F (18.5°C)No Rain (Dry)SunnySlightly HighAverage
October62.6°F (17.0°C)No Rain (Dry)SunnySlightly LowAverage
November56.7°F (13.7°C)Light RainSunnySlightly LowAverage
December52.3°F (11.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, and keep track of your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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. Oracle Park and San Francisco Bay 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)
  • Half Moon Bay Golf Links (10.8 mi / 17.5 km)
  • Olympic Club (13.7 mi / 22.1 km)
  • Harding Park Golf Course (14.5 mi / 23.3 km)
  • San Francisco Zoo (15.2 mi / 24.5 km)
  • Oakland Zoo (16.3 mi / 26.3 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)
  • Coyote Point Park (1.9 mi / 3 km)
  • Miramar Beach (8.8 mi / 14.2 km)
  • Naples Beach (8.8 mi / 14.2 km)
  • Dunes Beach (8.9 mi / 14.3 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 San Carlos, CA (SQL), which is 5.3 mi (8.5 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.
Are there vacation rentals with WiFi in San Mateo?
San Mateo has 23 vacation rentals with WiFi, so you’ll be able to stay connected while you’re on vacation. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to catching up on social media, these Vrbo homes make it a breeze to go online.
How can I find vacation rentals with air conditioning in San Mateo?
San Mateo has 112 vacation rentals where you’ll be able to wind down in air-conditioned comfort. To find a stay on Vrbo that comes with this perk, choose your travel dates and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in San Mateo?
The minimum age can differ between properties on Vrbo, so be sure to look at the rules of the vacation home in San Mateo you want. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in San Mateo for?
It’s up to the San Mateo property. To view all available options offering extended stays, simply enter your travel dates and guest number into the Vrbo search page. You can enjoy having the property to yourself, along with home comforts such as a fully-equipped kitchen, air conditioning and a yard to run around in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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