San Mateo holiday rentals

We found 2,738 holiday rentals — enter your dates for availability
Find the perfect place for you stay in San Mateo by choosing from 45 houses, 33 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:6 Nov - 13 Nov

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Why visit San Mateo

  • Charming urban atmosphere: San Mateo boasts a vibrant downtown filled with shops, cafés, and cultural experiences.
  • Scenic parks: Explore lush urban parks and green spaces, perfect for leisurely strolls and family outings.
  • Waterfront recreation: Enjoy activities along the picturesque waterfront, offering relaxation and stunning views.
  • Family-friendly attractions: Engage in a variety of activities suitable for visitors of all ages, ensuring fun for everyone.
  • Welcoming neighbourhoods: Experience the friendly atmosphere and local charm that make San Mateo a delightful place to visit.

Popular types of accommodation in San Mateo

Welcome to San Mateo holiday rentals, where discerning travellers find the perfect blend of comfort and convenience. Nestled in San Mateo, California, this charming city offers a range of private holiday homes, apartments, and cottages. Immerse yourself in local attractions and landmarks, and experience the delightful mix of urban sophistication and relaxed Californian charm. Choose your ideal house rental and enjoy a memorable stay in San Mateo.

  • Private Holiday Homes: Enjoy an exclusive stay in a secluded retreat with complete privacy, the top selection in San Mateo.
  • Apartments: Experience comfort and convenience with modern apartments, offering urban living in a cosy setting.
  • Cottages: Embrace a quaint and charming cottage getaway, perfect for a relaxed holiday in San Mateo.
  • Condos: Stay in a stylish and contemporary condo, blending comfort with a touch of sophistication.
  • House Boats: Enjoy a unique maritime experience with a house boat retreat, offering a memorable stay on the water.**

Top attractions in and around San Mateo

San Mateo, California, offers a delightful blend of outdoor adventures and family-friendly activities. Visitors can explore beautiful beaches, urban parks, and picturesque nature reserves, making it a perfect destination for those seeking cultural experiences and leisure. Whether you're enjoying a leisurely stroll in a park or engaging in family activities, San Mateo provides a welcoming atmosphere for a memorable holiday.

  • Bay Meadows Park: A delightful urban park in San Mateo, Bay Meadows Park offers a vibrant atmosphere perfect for families. Enjoy spacious green areas, walking trails, and playgrounds, making it an ideal spot for relaxation and outdoor activities.
  • San Francisco Bay: While technically a neighbourhood nearby, it provides stunning views of the bay's natural beauty and a lively city vibe. Engage in water sports or simply enjoy a scenic stroll along the waterfront.
  • Miramar Beach: A short drive away, this picturesque beach boasts golden sands and a serene coastal experience. Perfect for sunbathing, picnicking, or taking in breathtaking ocean views.

Things to do recommended for couples

Discover charming San Mateo, California. Relish a leisurely stroll through its quaint streets and indulge in a delightful dinner at an intimate local bistro. Enjoy scenic views and a romantic ambience perfect for couples seeking a memorable holiday escape.

Things to do recommended for families

Families visiting San Mateo can enjoy a delightful day at Coyote Point Recreation Area, where kids can explore nature trails and a sandy beach. Additionally, the San Mateo County History Museum offers engaging exhibits that spark curiosity in young minds.

Things to do recommended for groups

Groups in San Mateo can immerse themselves in local culture by exploring scenic parks and vibrant markets, followed by sampling artisanal cuisine and local brews at boutique eateries for a memorable experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

Whether travelling in a group, as a family, with your pets or planning an extended stay, be sure to apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to San Mateo with a group: Consider how many bedrooms you require, as well as features like a fully equipped kitchen or a private outdoor area for group get-togethers. Thankfully, you can refine your search to include these and a host of other options on Stayz.
  • Traveling to San Mateo with young kids: Traveling with young children can present its challenges. It is important to prioritise their comfort and safety, ensuring that age-appropriate facilities are available, such as a private swimming pool. Additionally, it is wise to consider the travel distance to family-friendly attractions.
  • Taking your pets with you to San Mateo: For many, a family holiday simply isn’t complete without their four-legged companion. If you share this sentiment, then explore Stayz properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting San Mateo: If you are seeking holiday lets with special offers for extended stays, you've come to the right place. By applying the appropriate filter, you can effortlessly locate and save on monthly rentals. You might also want to include options such as a designated parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in San Mateo

San Mateo offers a delightful blend of urban charm and waterfront recreation, ideal for family and business travellers. Explore its vibrant downtown, scenic parks, and the county’s best recreational spots, all set against a backdrop of friendly neighbourhoods and bustling city life. Experience the unique atmosphere of this urban gem, where modernity meets the serene waterfront.

  • San Francisco: Nestled within the vibrant embrace of the Bay Area, San Francisco offers a dynamic urban experience with family-friendly, outdoor and city-themed attractions. This metropolis boasts easy access to an array of shopping centres and specialised education venues, making it ideal for diverse interests. Explore its urban parks and sports facilities, or immerse yourself in the bustling tourist precincts that reflect the city's rich cultural tapestry.
  • Burlingame: Just 3km from San Mateo, Burlingame is a charming city that promises a blend of family-oriented and outdoor experiences within a city-themed backdrop. The locale features several shopping centres and educational hubs, with scenic views of the bay and nearby sports facilities. Ideal for leisurely strolls and cultural explorations, it offers a refreshing escape close to San Mateo.
  • Downtown San Mateo: Situated in the heart of San Mateo, Downtown San Mateo is a vibrant neighbourhood that caters to city, family and business themes. Its central location provides easy access to shopping centres and educational venues, complemented by the presence of urban parks and versatile event spaces. Whether you are seeking a relaxed day out or a stimulating urban environment, Downtown San Mateo delivers a well-rounded experience.

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 Stayz is a breeze

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

Stayz Trips: Effortless planning

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up from where you last stopped, or manage and organise your itineraries. You can easily access the properties you've previously saved or booked within the sections for Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.stayz.com.au/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. Oracle Park and Moscone Convention Center 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)
  • Palo Alto Junior Museum and Zoo (12.9 mi / 20.8 km)
  • The Midway (13.3 mi / 21.4 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:

  • 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)
  • Bayfront Park (4 mi / 6.4 km)
  • Miramar 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 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.
Are there holiday homes with WiFi in San Mateo?
San Mateo has 23 holiday homes 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 Stayz homes make it a breeze to go online.
How can I find holiday homes with air conditioning in San Mateo?
San Mateo has 112 holiday homes where you'll be able to wind down in air-conditioned comfort. To find a stay on Stayz 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 home in San Mateo?
The minimum age can differ between properties on Stayz, 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 home 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 Stayz 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.