Vacation Rentals in San Mateo, CA

525 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

525 Holiday rentals and Airbnb in San Mateo, CA

Popular Family-Friendly Holiday Rentals in San Mateo, CA, United States

Give everyone their own space to unwind after a long day of sightseeing at spacious family holiday rentals in San Mateo, CA, United States.

️Charming Best Location 2b/2b Near Sfo - San Mateo, CA
9.7 246 reviews

️Charming Best Location 2b/2b Near Sfo

apartment, San Mateo
This ground floor duplex is located in San Mateo, just 10 kilometres from San Francisco International Airport and within walking distance of Roblox's office and the San Mateo Event Center. The property has received excellent ratings for its location, cleanliness, and overall experience.
The home has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It offers a fully equipped kitchen, a garden, parking, and a range of amenities including a washer and dryer, central heating, high-speed internet, and a smart TV.
Comfortable Stay And Convenient Location - Charming Independent Haven - San Mateo, CA
9.4 38 reviews

Comfortable Stay And Convenient Location - Charming Independent Haven

house, San Mateo
This detached studio apartment in San Mateo offers convenient access to public transport, situated 10 minutes by car from San Francisco International Airport (SFO) and 20 minutes from downtown San Francisco and Half Moon Bay.
This family-friendly accommodation for two guests features a kitchenette with a fridge and microwave, free Wi-Fi, and a quiet environment thanks to NoiseAware technology and exterior security cameras, with a check-out time of 11:00 AM.
Sfo 10 Min  Family 2br + Patio Games  Baby-ready - San Mateo, CA
9.8 148 reviews

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

house, 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.
Brand New Remodel · Waterfront 2b1b · 15 Mins Sfo - San Mateo, CA
No reviews

Brand New Remodel · Waterfront 2b1b · 15 Mins Sfo

apartment, San Mateo
This modernised two-bedroom flat in East San Mateo offers prime waterfront living on Marina Lagoon, just a short drive from San Francisco International Airport and a convenient commute to San Francisco and Silicon Valley.
This family-friendly apartment, accommodating up to five guests, features a fully equipped kitchen, dedicated study spaces, a waterfront deck for enjoying lagoon views, and is close to Miramar Beach and opportunities for boating.

Best San Mateo, CA holiday rentals with parking

Beautiful And Private Modern Cottage Close To Silicon Valley - San Mateo, CA
9.9 279 reviews

Beautiful And Private Modern Cottage Close To Silicon Valley

house, Redwood City
This Redwood City cottage, situated in the peaceful Mount Carmel neighbourhood, is less than 1km from Redwood City's centre and the Caltrain station, offering easy access to Highway 101 and 280.
The 70 square metre self-contained property features a queen-size bed in a sleeping loft, a queen-size sofa bed, a well-equipped kitchenette with a convection microwave and mini-fridge, and accommodates up to four guests.
1br Close To San Mateo Restaurants Caltrain (A/c) - San Mateo, CA
10 5 reviews

1br Close To San Mateo Restaurants Caltrain (A/c)

apartment, San Mateo
This one-bedroom flat in San Mateo is situated just 480 metres from the town's restaurant district and the CalTrain station, offering excellent access to the Bay Area's transport network.
This apartment provides a comfortable stay for two guests, featuring a well-equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning and a shared back patio with barbecue facilities for outdoor dining.
Sunny House In The Middle Of Bay Area - San Mateo, CA
9.1 17 reviews

Sunny House In The Middle Of Bay Area

apartment, San Mateo
This four-bedroom, two-bathroom flat in San Mateo offers excellent access to key transport links including the M101, M92 and M82 motorways, as well as CalTrain, placing Hillsdale Mall, Stanford University (approximately 24 kilometres away) and the airport (approximately 24 kilometres away) within easy reach.
This spacious residence accommodates up to eight guests and features on-site parking for three vehicles, alongside ample street parking, with a delightful garden and a modern kitchen and bathroom.
Best Western Inn & Suites San Mateo - San Francisco Airport - San Mateo, CA
8.7 2558 reviews

Best Western Inn & Suites San Mateo - San Francisco Airport

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.

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.

Popular destinations

Popular Holiday Rentals with a Terrace in San Mateo, CA, United States

Browse holiday rentals with balconies in San Mateo, CA, United States and enjoy sweeping city views from your own space.

Marbella Lane - Modern Refreshing Home - San Mateo, CA
No reviews

Marbella Lane - Modern Refreshing Home

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.
Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit In Belmont Hill - San Mateo, CA
9.6 4 reviews

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

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.
@ Marbella Lane - 3br W/sweeping Views Of Bay Area - San Mateo, CA
9.6 21 reviews

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

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.
@ Marbella Lane - Modern Refreshing Home - San Mateo, CA
9.5 97 reviews

@ Marbella Lane - Modern Refreshing Home

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.

Best San Mateo, CA holiday rentals with air conditioning

Marbella Lane - Adorable And Quiet Studio - San Mateo, CA
No reviews

Marbella Lane - Adorable And Quiet Studio

studio, San Mateo
This studio apartment is located in Hillsborough Park, 5 kilometres from San Francisco International Airport and 27 kilometres from San Francisco City Hall and Moscone Centre.
This 46 square metre studio offers a kitchenette with a fridge and microwave, a private entrance, and parking for up to three guests, with free WiFi available throughout.
Cheerful 2 Bedroom Home With Backyard And Patio - San Mateo, CA
10 7 reviews

Cheerful 2 Bedroom Home With Backyard And Patio

apartment, San Carlos
This brand new, two-bedroom cottage in San Carlos offers a tranquil retreat in a quiet neighbourhood, its precise location within San Carlos unspecified but suggested to be a short drive from the town's amenities.
The 2-bathroom property sleeps four, boasting a modern kitchen with stainless steel appliances, air conditioning, a garden, and even an electric car charger; nearby attractions and their distances are not detailed.
Private Room Close To Caltrain & Hillsdale Mall - San Mateo, CA
9.5 51 reviews

Private Room Close To Caltrain & Hillsdale Mall

house, San Mateo
The Sunflower Room is a private room and bathroom located in a central area of San Mateo, just a short walk from the downtown area and a short drive from the San Mateo Caltrain station. This accommodation has received excellent ratings for its cleanliness, location and user experience.
The room comfortably sleeps two guests and can be adapted to accommodate up to four guests. The Sunflower Room offers a private entrance and backyard access, a firepit, a shared laundry, and a unique sunflower theme, along with Wi-Fi and Ethernet internet access.
Hidden & Quiet Home Up On The Hill W/ Private Yard - San Mateo, CA
9.5 61 reviews

Hidden & Quiet Home Up On The Hill W/ Private Yard

apartment, Belmont
This Belmont home is situated in a peaceful neighbourhood, just a short distance from miles of scenic hiking trails. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The spacious house has three bedrooms and one bathroom, comfortably accommodating up to eight guests. Amenities include a fully equipped kitchen, air conditioning, a garden, a fitness centre, parking, and complimentary Wi-Fi, ensuring a comfortable and enjoyable stay.

The Most Loved High-End Holiday Rentals in San Mateo, CA, United States

Treat yourself to smart-home features, high-end interiors, and curated artwork at luxury holiday rentals in San Mateo, CA, United States.

@ Marbella Lane - Adorable And Quiet Studio - San Mateo, CA
9.6 10 reviews

@ Marbella Lane - Adorable And Quiet Studio

apartment, San Mateo

Popular Holiday Rentals in the CBD of San Mateo, CA, United States

Spend less time on public transport and more time visiting nearby sights from centrally located holiday rentals in San Mateo, CA, United States.

Fantastic Central Location In Downtown San Mateo - San Mateo, CA
9.8 86 reviews

Fantastic Central Location In Downtown San Mateo

apartment, San Mateo
2br Renovated | Downtown San Mateo | Caltrain - San Mateo, CA
10 3 reviews

2br Renovated | Downtown San Mateo | Caltrain

apartment, San Mateo
Graceful Flat In Downtown San Mateo - San Mateo, CA
9.4 143 reviews

Graceful Flat In Downtown San Mateo

apartment, San Mateo
Welcoming Downtown Flat In San Mateo - San Mateo, CA
9.5 92 reviews

Welcoming Downtown Flat In San Mateo

apartment, San Mateo
©2026 cozycozy.com