Vacation Rentals in San Mateo, CA

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San Mateo, CA holiday rentals
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410 Holiday rentals and Airbnb in San Mateo, CA

Best family friendly San Mateo, CA holiday rentals

Among the 410 accommodations in San Mateo, CA, here are the 4 best family friendly rentals

Life House - San Mateo, CA
9.2 63 reviews
San Mateo, CA
01/07 – 31/07
A$1096/nighttotal: A$32880 (30 )

Life House

3 2
apartment , San Mateo
This contemporary home is situated in a rural setting near San Mateo, offering panoramic views of San Francisco Bay and the surrounding mountains, and is within easy reach of both San Francisco and Silicon Valley. The property features a spacious living area, a private garden with a swimming pool and Jacuzzi, and a fully equipped kitchen with a fridge, microwave oven, and dishwasher, making it ideal for families and groups of up to eight guests.
Chic Home With Expansive Backyard- Duplex Back Unit - San Mateo, CA
9.4 6 reviews
San Mateo, CA
21/08 – 24/08
A$355/nighttotal: A$1065 (3 )

Chic Home With Expansive Backyard- Duplex Back Unit

2 2
house , San Mateo
This charming house is located in a quiet neighbourhood in San Mateo, just 2 kilometres from the San Mateo County History Museum and a 10-minute drive from the town centre.
The property has 2 bedrooms and 1 bathroom, with a total floor area of 91 square metres, comfortably accommodating up to 6 guests. Enjoy a private balcony, a spacious garden, free parking, and a fully equipped kitchen, perfect for a relaxing stay.
Quiet 3ba/2ba House With Backyard Orchard. 🏡 - San Mateo, CA
9.7 221 reviews
San Mateo, CA
02/07 – 09/07
A$615/nighttotal: A$4305 (7 )

Quiet 3ba/2ba House With Backyard Orchard. 🏡

3 2
apartment , San Mateo
This comfortable apartment is situated in a pleasant neighbourhood in San Mateo, just 10 kilometres from San Francisco International Airport (SFO), 7 kilometres from the Caltrain station, and 11 kilometres from the BART station. The property has received excellent ratings for location, cleanliness, and overall user experience.
This spacious home features three bedrooms and two bathrooms, comfortably accommodating up to six guests. The apartment is well-equipped with a kitchen including a fridge, freezer, and microwave, air conditioning, a garden with orange and lemon trees, and reliable internet access.
Panoramic Bay View 4br • Single-level · 1gbps Wifi - San Mateo, CA
10 18 reviews
San Mateo, CA
07/12 – 18/12
A$1010/nighttotal: A$11110 (11 )

Panoramic Bay View 4br • Single-level · 1gbps Wifi

1 4
apartment , San Mateo
This San Mateo flat, located on a peaceful Laurelwood hillside, offers calming Bay views and is situated in a quiet neighbourhood with abundant natural light and privacy.
This four-bedroom, two-bathroom property accommodates eight guests and features a modern open layout, a Zen-inspired garden, and a well-equipped kitchen, all complemented by indoor air filtration units and private two-car garage parking.

Best San Mateo, CA holiday rentals with parking

20%off! Chic Home With Expansive Big Backyard - San Mateo, CA
8.0 9 reviews
San Mateo, CA
21/08 – 24/08
A$384/nighttotal: A$1152 (3 )

20%off! Chic Home With Expansive Big Backyard

2 2
apartment , San Mateo
This two-bedroom flat in East San Mateo is located just 6 km from Coyote Point Park and 9 km from the Peninsula Museum of Art, offering a quiet escape within easy reach of local attractions. The property has received very good user ratings, indicating a positive experience for previous guests.
The 84 square metre flat can accommodate up to four guests and features a fully equipped kitchen, a private garden, free parking, and a washing machine. Guests can enjoy the convenience of free Wi-Fi, comfortable amenities, and a shared jacuzzi with the front unit.
115 -Waterfront Oasis, Dock & Sunroom, Grand Piano - San Mateo, CA
9.7 14 reviews
San Mateo, CA
27/06 – 04/07
A$753/nighttotal: A$5271 (7 )

115 -Waterfront Oasis, Dock & Sunroom, Grand Piano

1 2
apartment , Foster City
This waterfront holiday let in Foster City offers direct lagoon access with a private dock and deck, conveniently located near Highways 92 and 101 for easy travel.
This spacious four-bedroom flat sleeps up to eight guests and features an expansive sunroom with panoramic lagoon views, a fully equipped kitchen with double ovens, a smart TV, central heating, and an in-unit washer and dryer, alongside access to a communal fitness centre and parking.
Bright Spanish-style Home In Burlingame - San Mateo, CA
9.9 68 reviews
San Mateo, CA
07/12 – 18/12
A$757/nighttotal: A$8327 (11 )

Bright Spanish-style Home In Burlingame

2 4
apartment , Burlingame
This Spanish-style house in Burlingame, on the San Francisco Peninsula, provides convenient access to both San Francisco and Silicon Valley, being ideally located for exploring the region.
The two-bedroom, one-bathroom property sleeps up to six guests, offering a fully equipped kitchen, private backyard with gas grill, and a 65-inch Smart TV, alongside self check-in and driveway parking for two cars.
3b Ac | Ev Charging| Jacuzzi| Fence Yard| Wifi - San Mateo, CA
9.6 57 reviews
San Mateo, CA
07/12 – 18/12
A$410/nighttotal: A$4510 (11 )

3b Ac | Ev Charging| Jacuzzi| Fence Yard| Wifi

1 4
apartment , San Mateo
This centrally located three-bedroom house in San Mateo is just a short drive from the city centre, the Seal Point district, and a grocery store, and within 16 kilometres of San Francisco International Airport.
The property boasts a fully equipped kitchen, a private backyard with a BBQ grill, and a spacious front yard, making it ideal for families and groups of up to six people.

Frequently asked questions about holiday rentals in San Mateo, CA

  • Which neighborhood in San Mateo, CA should you consider for a vacation rental?

    The neighbourhood of Hillsborough is a good choice for a vacation rental, especially if you're looking for a quiet and upscale area with easy access to the city centre. It's known for its beautiful homes and leafy streets.
  • What are the best Airbnb and holiday rentals in San Mateo, CA?

  • What are the top family-friendly attractions in San Mateo, CA?

    The Bay Trail, a network of trails along the San Francisco Bay, is fantastic for a family day out. The Children's Discovery Museum of San Jose, just a short drive from San Mateo, offers interactive exhibits for all ages. And for a fun day out, the California Academy of Sciences in San Francisco is a great option.
  • What are the most popular Airbnbs in San Mateo, CA?

  • When is the best time to book a vacation rental in San Mateo, CA?

    The best time to book a vacation rental in San Mateo is during the shoulder seasons, from April to May or September to October, when the weather is pleasant, and the crowds are smaller. You'll find better deals and availability during these months.
  • What are the best holiday rentals with a pool in San Mateo, CA?

  • What events or festivals should visitors check out in and around San Mateo, CA?

    The San Mateo County Fair, held annually in June, is a popular event with live music, carnival rides, and local food. The Half Moon Bay Art & Pumpkin Festival in October is a fun, family-friendly event with pumpkin carving competitions and art displays.
  • What are the best rentals for families and kids in San Mateo, CA?

  • What are the best budget-friendly activities in San Mateo, CA?

    You can enjoy a scenic stroll along the San Mateo waterfront, which offers beautiful views of the bay. The San Mateo Public Library is free to enter and offers a variety of events and programmes. You can also visit the Japanese Tea Garden for a peaceful and affordable experience.
  • What are the best rentals or Airbnbs with a jacuzzi in San Mateo, CA?

  • What are the best restaurants with local dishes in San Mateo, CA?

    For a taste of local cuisine, try The Village Pub in Woodside, known for its farm-to-table dishes and its award-winning wine list. The Half Moon Bay Brewing Company, located in Half Moon Bay, offers a relaxed atmosphere and a menu featuring fresh seafood and local ingredients.
  • What are the best walking or cycling routes in San Mateo, CA?

    The Bay Trail is a great option for walking or cycling, offering scenic views of the San Francisco Bay. The San Mateo Creek Trail, a paved trail that runs along the creek, is another popular choice for a leisurely walk or bike ride.
  • Are there pet-friendly attractions in San Mateo, CA?

    Yes, there are many pet-friendly attractions in San Mateo. The Japanese Tea Garden welcomes well-behaved dogs on leash. The San Mateo Central Park is also a great place to take your dog for a walk or play.
  • What are the benefits of choosing a vacation rental in San Mateo, CA?

    Vacation rentals often offer more space and privacy than hotels, and they are typically more affordable for families or groups. You can also often find rentals with unique features, such as a backyard or a fireplace.
  • What are the top sports attractions and facilities in San Mateo, CA?

    The San Mateo County Event Center hosts a variety of sporting events, including concerts and conferences. The nearby Oracle Park is home to the San Francisco Giants baseball team, and the Levi's Stadium in Santa Clara is home to the San Francisco 49ers football team.

Destinations nearby

Best San Mateo, CA holiday rentals with a balcony

Marbella Lane - Modern Refreshing Home - San Mateo, CA
San Mateo, CA
21/08 – 24/08
A$1590/nighttotal: A$4770 (3 )

Marbella Lane - Modern Refreshing Home

3 2
apartment , San Mateo
This non-smoking flat is located in downtown San Mateo, a 2-3 minute drive from Coyote Point Park and Central Park, and a 15-minute walk to San Mateo Station, offering proximity to fishing activities and entertainment venues such as Nazareth Ice Oasis.
This 46 square metre apartment with 2 bedrooms and 2 bathrooms accommodates up to 6 guests, featuring a kitchen with a fridge, microwave oven, and dishwasher, a terrace or balcony, garden, Wi-Fi, and in-unit laundry facilities.
@ Marbella Lane - Modern Refreshing Home - San Mateo, CA
9.5 94 reviews
San Mateo, CA
21/08 – 24/08
A$1045/nighttotal: A$3135 (3 )

@ Marbella Lane - Modern Refreshing Home

3 2
apartment , San Mateo
This comfortable house is located in Central San Mateo, just 1.6km from Mills Health Center, Central Park, and Coyote Point Park. It has received excellent ratings for location, cleanliness, and user experience.
The property is a 3-bedroom, 2-bathroom home with a floor area of 114 square metres, suitable for up to 6 guests. It features a fully equipped kitchen, a garden, free Wi-Fi, and parking.
@ Marbella Lane - 3br W/sweeping Views Of Bay Area - San Mateo, CA
9.4 19 reviews
San Mateo, CA
21/08 – 24/08
A$1033/nighttotal: A$3099 (3 )

@ Marbella Lane - 3br W/sweeping Views Of Bay Area

3 2
house , San Mateo
This San Mateo holiday home is situated approximately 14 kilometres from San Francisco International Airport, offering stunning Bay Area views and convenient access to attractions such as the University of San Francisco and Oakland Coliseum, all within a 40-kilometre radius.
The 170-square-metre property boasts three bedrooms, three bathrooms, a fully equipped kitchen including a dishwasher, private parking, Wi-Fi, and a relaxing outdoor area with a terrace and garden, comfortably accommodating families or groups.
Hillsborough Haven: Private Pool, Hot Tub & Scenic Views In A Gated House. - San Mateo, CA
10 3 reviews
San Mateo, CA
21/08 – 24/08
A$560/nighttotal: A$1680 (3 )

Hillsborough Haven: Private Pool, Hot Tub & Scenic Views In A Gated House.

2 2
apartment , Hillsborough
This two-bedroom apartment is located in Hillsborough, a quiet and prestigious neighbourhood in Burlingame, just 15 kilometres from the airport and 20 kilometres from San Francisco. The area is also close to Filoli, a stunning estate and garden, and the Stanford Theatre, a historic movie palace.
The apartment can accommodate up to four guests and comes with a fully equipped kitchen including a fridge, microwave oven, and dishwasher. It also boasts a private swimming pool and jacuzzi, as well as parking and internet access.

Best San Mateo, CA holiday rentals with air conditioning

Guesthouse By Mills Canyon - San Mateo, CA
9.5 4 reviews
San Mateo, CA
02/07 – 09/07
A$323/nighttotal: A$2261 (7 )

Guesthouse By Mills Canyon

1 2
house , Burlingame
This Burlingame guest house, a short distance from Mills Canyon Nature Reserve and conveniently located midway between San Francisco and Palo Alto (approximately 30km from each), offers a private retreat. This self-contained unit, newly built in 2022, sleeps two guests in one bedroom and one bathroom, boasting a balcony with sunset views, high-speed Wi-Fi, parking across the street, and a garden; pets are welcome.
Jane's Home (Rb) | Private Guest Suite W Bath+hvac - San Mateo, CA
9.3 3 reviews
San Mateo, CA
15/07 – 31/08
A$207/nighttotal: A$9729 (47 )

Jane's Home (Rb) | Private Guest Suite W Bath+hvac

1 1
house , San Mateo
This San Mateo private guest suite is located a mere 10-minute walk from shops and dining, including La Carreta and Safeway, 500 meters from Parkside Aquatic Park, and one block from the waterfront.
This accommodation offers a private suite with one bedroom and bathroom, a mini kitchen equipped with a portable electric stove, microwave, and coffee maker, high-speed WiFi, air conditioning, and shared access to a garden and driveway, ideal for professionals seeking convenience to tech companies and SFO airport, which is a 10-minute drive away.
Sfo 10 Min • Family 2br + Patio Games • Baby-ready - San Mateo, CA
9.8 138 reviews
San Mateo, CA
07/12 – 18/12
A$453/nighttotal: A$4983 (11 )

Sfo 10 Min • Family 2br + Patio Games • Baby-ready

1 4
apartment , San Mateo
This two-bedroom flat is situated in a peaceful residential area of San Mateo, just 5 kilometres from the city centre and 10 kilometres from San Francisco International Airport. It has received excellent ratings for its location, cleanliness, and overall experience.
The property comfortably sleeps up to five guests and features a fully equipped kitchen, a spacious living area with a smart TV, and a private garden. Guests can enjoy modern amenities such as air conditioning, a washing machine and dryer, and ample parking, as well as explore nearby parks and attractions.
Spacious Bright Renovated 2 Bedroom 2 Bath Central - San Mateo, CA
9.4 130 reviews
San Mateo, CA
27/06 – 04/07
A$591/nighttotal: A$4137 (7 )

Spacious Bright Renovated 2 Bedroom 2 Bath Central

2 6
house , San Carlos
This private guest house is located in the San Carlos foothills, just a short drive from the town centre and Redwood City, offering a peaceful retreat in a quiet neighbourhood. The property has consistently received excellent ratings for its cleanliness, location and overall experience.
The self-catering accommodation has two bedrooms and two bathrooms, spanning 100 square metres. Guests can enjoy a range of amenities including a private entrance, air conditioning, a large deck with a backyard view, high-speed internet and a fully equipped kitchen.
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