Vacation Rentals in San Mateo, CA

410 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
San Mateo, CA holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Blueground | Foster City, Pool, Nr Bay Trail - San Mateo, CA
San Mateo, CA
10/07 – 10/01
A$282/nighttotal: A$51888 (184 )

Blueground | Foster City, Pool, Nr Bay Trail

1 1
apartment , Foster City
This furnished one-bedroom Blueground flat is located in Foster City, offering direct access to local amenities and entertainment.
This property includes a swimming pool, fitness centre, and BBQ area, with parking available, and welcomes pets, offering flexible lease terms from one month to over a year.
Elegant Two-story Home In A Resort-style Community - San Mateo, CA
9.6 5 reviews
San Mateo, CA
01/07 – 31/07
A$745/nighttotal: A$22350 (30 )

Elegant Two-story Home In A Resort-style Community

1 2
house , Foster City
This three-bedroom home is located in the Plum Island community of Foster City, a waterfront area just 15 kilometres from San Francisco International Airport and close to major Bay Area attractions. The property has received excellent user, location and cleanliness ratings.
The house is spacious and can comfortably accommodate up to six guests. It features a modern kitchen, a fireplace, a swimming pool, a garden, and a large driveway for parking. There is also access to a clubhouse, tennis courts, and a waterfront area, providing plenty of opportunities for relaxation and recreation.
Renovated 3b1.5b San Mateo Hill Near Sfo/stanford - San Mateo, CA
10 35 reviews
San Mateo, CA
21/08 – 24/08
A$703/nighttotal: A$2109 (3 )

Renovated 3b1.5b San Mateo Hill Near Sfo/stanford

1 2
apartment , San Mateo
This three-bedroom San Mateo house, situated on a hilltop within walking distance of Laurelwood Park and a short drive (approx. 24km) from San Francisco International Airport, offers convenient access to major freeways (US 101, I-280, SR 92) and the Caltrain station.
The 506 square metre property boasts a renovated interior with new furniture, a spacious eat-in kitchen, a large backyard, and accommodates up to six guests with three bedrooms (King, Queen, and two Twin XL beds convertible to King), one bathroom, and amenities including Wi-Fi, parking, and air conditioning.
@ Marbella Lane - Modern Refreshing Home - San Mateo, CA
9.0 1 review
San Mateo, CA
21/08 – 24/08
A$1541/nighttotal: A$4623 (3 )

@ Marbella Lane - Modern Refreshing Home

3 2
house , San Mateo
This modern home is located in San Mateo, just 29 kilometres from San Francisco City Hall and 29 kilometres from Moscone Center, offering a convenient base for exploring both San Francisco and the surrounding Bay Area. The house is situated in a quiet and peaceful neighbourhood, providing a relaxing retreat after a day of exploring.
The house has three bedrooms, making it ideal for families or groups of friends, and spans 114 square metres, comfortably accommodating up to six guests. The property comes with a fully equipped kitchen, free Wi-Fi, a flat-screen TV, and free private parking, ensuring a comfortable and convenient stay.

Best San Mateo, CA holiday rentals with parking

@ Marbella Lane  Cozy 2br + Studio Duplex Home - San Mateo, CA
San Mateo, CA
21/08 – 24/08
A$923/nighttotal: A$2769 (3 )

@ Marbella Lane Cozy 2br + Studio Duplex Home

3 2
studio , San Mateo
This private studio apartment is situated in San Mateo's North Central district, offering easy access to Hillsdale Shopping Centre and Millbrae Square, with San Francisco Bay and Edgewood Park & Natural Preserve nearby, and SFO airport just 16 kilometres away.
This remodelled duplex unit spans 93 square metres, featuring three bedrooms, two bathrooms, and accommodation for six guests, complete with a full kitchen, washer/dryer, and Wi-Fi, with a garden and parking also available.
Hillsborough Haven: Private Pool, Hot Tub & Scenic Views In A Gated House. - San Mateo, CA
10 3 reviews
San Mateo, CA
15/07 – 31/08
A$372/nighttotal: A$17484 (47 )

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

2 1
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.
Dreamy Downtown Flat - San Mateo, CA
9.6 116 reviews
San Mateo, CA
28/08 – 18/12
A$221/nighttotal: A$24752 (112 )

Dreamy Downtown Flat

1 1
apartment , Burlingame
This Burlingame flat is ideally located just 8km from San Francisco International Airport and a short walk from the shops and restaurants of Burlingame Avenue. The apartment has received excellent user ratings for its location, cleanliness, and overall experience.
The flat is spacious and can comfortably accommodate up to three guests. The kitchen is fully equipped with a fridge, freezer, microwave oven, and dishwasher, allowing guests to prepare their own meals. The apartment also offers amenities such as air conditioning, parking, and internet access.
Lakefront Retreat • Water Views.3beds1.5bath - San Mateo, CA
10 9 reviews
San Mateo, CA
21/08 – 24/08
A$736/nighttotal: A$2208 (3 )

Lakefront Retreat • Water Views.3beds1.5bath

1 4
apartment , San Mateo
This three-bedroom flat offers a tranquil lakefront setting in San Mateo, providing convenient access to both Silicon Valley and San Francisco, with a local plaza just a short walk away.
This property accommodates up to six guests and features a kitchen, parking, and internet, ideal for business travellers or families seeking a peaceful retreat with water views.

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

Best Western Inn & Suites San Mateo - San Francisco Airport - San Mateo, CA
8.8 2493 reviews
San Mateo, CA
30/06 – 01/07
A$795/nightfor 1 night

Best Western Inn & Suites San Mateo - San Francisco Airport

2 5
hotel , San Mateo
The Best Western Coyote Point Inn is located in San Mateo, just 10 kilometres from San Francisco International Airport and a short distance from Coyote Point Recreation Area and Poplar Creek Golf Course. This 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The accommodation offers a range of amenities, including free parking, Wi-Fi, and an expanded hot buffet breakfast. Guests can enjoy the outdoor jacuzzi, fitness centre, and a variety of activities and attractions in the surrounding area.
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.
Walkable Gem, Views & Amenities, 1 Br, Parking - San Mateo, CA
San Mateo, CA
10/07 – 10/01
A$800/nighttotal: A$147200 (184 )

Walkable Gem, Views & Amenities, 1 Br, Parking

1 1
apartment , Belmont
This Belmont flat is situated a 7-minute walk from Belmont train station, offering convenient access to the Hillsdale Shopping Centre, which is a 4-minute drive away, and proximity to attractions such as the Hiller Aviation Museum.
This one-bedroom, one-bathroom flat accommodates up to three guests and includes a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside in-unit laundry facilities, Wi-Fi, and on-site parking.
Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit In Belmont Hill - San Mateo, CA
10 2 reviews
San Mateo, CA
28/08 – 18/12
A$263/nighttotal: A$29456 (112 )

Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit In Belmont Hill

2 1
apartment , Belmont
This two-bedroom flat in Belmont offers a peaceful retreat within a low-traffic residential area, providing easy access to Belmont Downtown, Caltrain for Silicon Valley commutes, and is located 22 kilometres from San Francisco International Airport (SFO).
This entire apartment, suitable for five guests, features a kitchen with a fridge, microwave oven, and dishwasher, alongside a swimming pool, terrace/balcony, and parking, with nearby attractions including the Museum of San Carlos History and Hiller Aviation Museum.

Best San Mateo, CA holiday rentals with air conditioning

Queen Studio Near Bayside Manor Park San - San Mateo, CA
San Mateo, CA
24/06 – 08/08
A$572/nighttotal: A$25740 (45 )

Queen Studio Near Bayside Manor Park San

1 1
studio , Millbrae
This Millbrae studio apartment, conveniently located in [Insert specific district or area in Millbrae if available, otherwise remove this section], offers a comfortable stay for two guests.
The self-contained unit features a private bathroom, free Wi-Fi, a fitness centre, swimming pool, and daily breakfast, complemented by on-site parking (charges apply).
3br 2ba Spacious Sfh W/ Bay View - San Mateo, CA
9.3 3 reviews
San Mateo, CA
21/08 – 24/08
A$593/nighttotal: A$1779 (3 )

3br 2ba Spacious Sfh W/ Bay View

1 4
apartment , San Mateo
This San Mateo residence is situated in a peaceful neighbourhood, a 32-kilometre drive from San Francisco International Airport (SFO), and within walking distance of Hillsdale Mall's dining and entertainment.
This 158-square-metre, three-bedroom, two-bathroom house accommodates up to six guests and features a fully equipped kitchen, air conditioning, a garden with a bay view, and on-site laundry facilities.
Private Cottage Near Redwood City And San Carlos Downtowns - San Mateo, CA
10 122 reviews
San Mateo, CA
21/08 – 24/08
A$431/nighttotal: A$1293 (3 )

Private Cottage Near Redwood City And San Carlos Downtowns

1 2
house , Redwood City
This charming cottage is situated in a residential neighbourhood in Redwood City, just a 2.4 kilometre walk from the town centre and a 2.4 kilometre walk from San Carlos, offering easy access to restaurants, bars, and nightlife. The property has received excellent user, location, and cleanliness ratings.
The cottage offers a private and secluded experience with a shared backyard featuring a garden, patio, fire pit, and hot tub. The cottage comes with a fully equipped kitchen, high-speed Wi-Fi, a 48" 4K TV with Chromecast, YouTubeTV, and Apple TV for streaming, and a washer and dryer.
Cozy House 4br/3ba With Laundry & Garage Parking - San Mateo, CA
9.5 187 reviews
San Mateo, CA
21/08 – 24/08
A$800/nighttotal: A$2400 (3 )

Cozy House 4br/3ba With Laundry & Garage Parking

1 4
apartment , San Mateo
This four-bedroom apartment in San Mateo is ideally located just 500 metres from the train station, 2.4 kilometres from the town centre, and 8 kilometres from San Francisco International Airport. It has received excellent reviews for its cleanliness, location, and overall quality.
The apartment can comfortably accommodate up to eight guests with its three bathrooms and a queen bed and desk in each room. It is fully equipped with a modern kitchen, a living room with a smart TV, a laundry room, and a two-car garage.
©2026 cozycozy.com