San Mateo holiday lettings

We found 3,267 holiday rentals — enter your dates for availability

Find the perfect place for you stay in San Mateo by choosing from 35 houses, 40 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.

Holiday rentals with weekly discounts - San Mateo

Showing deals for:7 Nov - 14 Nov
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Why visit San Mateo

  • Family-friendly attractions: San Mateo boasts a variety of activities suitable for families, ensuring fun for all ages.
  • Charming downtown: Stroll through the picturesque downtown area with local shops, cafes, and scenic parks.
  • Outdoor adventures: Enjoy numerous parks and outdoor spaces, including the inviting Firepit San Mateo for relaxation.
  • Historic colleges: Explore notable historic colleges that add cultural depth to your visit.
  • Diverse accommodation options: Choose from a range of comfortable vacation rentals, including private homes and stylish apartments.

Popular types of accommodation in San Mateo

Vrbo offers a variety of accommodation options in San Mateo, perfect for British travellers seeking comfort and convenience. Whether you prefer houses, charming cottages, or stylish apartments, you'll find an array of rental properties to suit your needs. Explore our available rentals in San Mateo and discover the ideal apartment for rent that fits your holiday plans.

  • Houses: The top choice for visitors to San Mateo, offering spacious accommodations perfect for families or groups.
  • Flats: A popular option for those seeking comfort and convenience, ideal for couples or solo travellers.
  • Cottages: A lovely selection for a quaint and homely experience, perfect for a serene getaway.
  • Condos: A sought-after choice that combines modern amenities with a community feel.
  • Villas: Elegant and luxurious options for those wanting a touch of opulence during their stay.**

Top attractions in and around San Mateo

San Mateo is an ideal destination for families and outdoor enthusiasts, offering a delightful blend of beach activities, urban parks, and historic colleges. Visitors can immerse themselves in the local culture while enjoying a variety of attractions that cater to both relaxation and adventure. Whether you're seeking a leisurely day out or a business-themed trip, San Mateo promises experiences that will create lasting memories.

  • San Francisco Bay: A vibrant area just 4.3km from San Mateo, offering stunning waterfront views, bustling city life, and a variety of recreational activities. Explore parks, enjoy water sports, or simply take in the scenic beauty of this iconic bay.
  • Stanford University: Located 8.1km away, this historic institution boasts beautiful architecture and lush gardens. Immerse yourself in its rich culture, visit the Cantor Arts Center, and stroll through the picturesque campus.
  • San Mateo County Event Center: Situated within San Mateo, this versatile venue hosts a range of events and conferences. Enjoy the dynamic atmosphere and discover local exhibitions, fairs, and activities.

Things to do recommended for couples

For a romantic getaway in San Mateo, indulge in relaxation at the Oceanic Foot Spa, embark on an adventurous surf lesson at the University of Surfing, or enjoy an enchanting evening at the Bing Concert Hall. These experiences promise to create lasting memories for you and your partner.

Things to do recommended for families

During your family visit to San Mateo, enjoy thrilling karting at GoKart Racer, only 1.9km away. Dive into fun at Parkside Aquatic Park right in San Mateo, or experience the excitement of a game at Oracle Park, just 9.3km from your base.

Things to do recommended for groups

Groups visiting San Mateo can indulge in retail therapy at the Hillsdale Shopping Center, enjoy a round at the Crystal Springs Golf Course, or embark on an adventure along the scenic Sawyer Camp Trail, perfect for embracing the outdoors together.

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

No matter if you’re travelling with friends, family, pets, or planning an extended stay, it’s essential to prioritise your preferences when filtering your options. Here are some helpful booking tips for Vrbo.

  • Traveling to San Mateo with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and much more on Vrbo.
  • Traveling to San Mateo with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to San Mateo: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting San Mateo: If you're seeking holiday rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly locate and save on monthly accommodations. Don't forget to consider including amenities such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around San Mateo

San Mateo offers a delightful blend of family-friendly attractions and vibrant urban experiences. Explore the charming downtown area, where you can find local shops, cafes, and scenic parks. The city is perfect for outdoor enthusiasts, with inviting spots like the Firepit San Mateo for relaxation. Whether you're here for business or leisure, the friendly atmosphere and beautiful surroundings make for an unforgettable holiday in and around this captivating Californian city.

  • Burlingame: Burlingame is a charming city located a mere 1.2km from San Mateo, offering a delightful blend of family-friendly and outdoor activities. With its picturesque tree-lined streets, visitors can indulge in shopping at the local mall and explore various educational venues. The city boasts notable attractions such as a sports facility stadium, providing ample entertainment options. Additionally, the stunning views of the bay make Burlingame a lovely spot for leisurely strolls and enjoying the coastal scenery.
  • Central San Mateo: Central San Mateo is a vibrant neighbourhood situated in the heart of San Mateo. It caters to families and outdoor enthusiasts alike, with numerous attractions and activities available. Visitors can enjoy the convenience of local shopping centres and educational facilities. Central San Mateo is home to an urban park and an event conference venue, making it an ideal location for both recreation and community gatherings. Whether you’re looking to relax in the park or shop at the bustling centre, Central San Mateo offers a welcoming atmosphere.
  • East San Mateo: East San Mateo is a dynamic neighbourhood that appeals to both business travellers and families. It features a range of educational and shopping options, including a nearby shopping mall and centre. The area is rich with attractions, such as an event conference venue and access to the bay, perfect for exploring the scenic waterfront. East San Mateo's tourist precinct is also a highlight, offering a variety of dining and entertainment choices, ensuring a memorable experience for all who 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Are you aiming to save on your next getaway? Being flexible with your travel dates can make a considerable difference, as prices often fluctuate. Additionally, you may enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform where you can design new trips, refine your plans, or manage your bookings with ease. Your saved or booked properties are thoughtfully categorised into Potential, Upcoming, or Current Trips. To discover Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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. Pier 39 and San Francisco Bay 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)
  • 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 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:

  • Golden Gate Park (16.3 mi / 26.2 km)
  • San Francisco Bay (10 mi / 16 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 San Carlos, CA (SQL), which is 5.3 mi (8.5 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 rental?
Among the most sought-after locations to book a holiday 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 holiday rental accommodation in San Mateo?
The most popular types of holiday 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 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 rental in San Mateo?
Several factors can affect the price of a holiday rental 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 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 holiday 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 holiday 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 holiday 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 holiday 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 holiday rentals 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 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 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 rentals 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 rentals in San Mateo?
San Mateo has 30 two-bedroom holiday rentals that you can choose from. Find a holiday home with all the privacy and comfort you want at an attractive price on Vrbo.
Are there holiday rentals with WiFi in San Mateo?
San Mateo has 23 holiday rentals with WiFi, so you'll be able to stay connected while you're on holiday. 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 holiday rentals with air conditioning in San Mateo?
San Mateo has 112 holiday 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 holiday rental in San Mateo?
The minimum age can differ between properties on Vrbo, so be sure to look at the rules of the holiday home in San Mateo you want. But normally, it's 16, 18 or 21.
How long can I rent a holiday 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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