Vacation Rentals in San Mateo, CA

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San Mateo, CA holiday rentals
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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.

Serene Oasis In The Midst Of Silicon Valley - San Mateo, CA
9.9 137 reviews

Serene Oasis In The Midst Of Silicon Valley

apartment, San Carlos
This one-bedroom apartment is located in the San Carlos hills, offering stunning views of the canyon and easy access to both San Jose and San Francisco via highways 280 and 101. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The self-catering apartment can comfortably accommodate up to four guests and features a fully equipped kitchen, a balcony, and a dedicated deck/BBQ lounge area. Guests can enjoy the Californian sunshine, explore nearby hiking trails, or simply relax and enjoy the minimalist design.
Relaxing Backyard Retreat -Spacious + Bright Home - San Mateo, CA
9.7 119 reviews

Relaxing Backyard Retreat -Spacious + Bright Home

house, San Mateo
This three-bedroom property is located in the charming neighbourhood of San Mateo, just 16 kilometres from San Francisco International Airport, 40 kilometres from Stanford University and less than 70 kilometres from Fisherman's Wharf. This apartment has received excellent ratings for its cleanliness, location and overall user experience.
The property is spacious and modern, comfortably sleeping up to eight guests. The apartment features a fully equipped kitchen, a relaxing living room with a large smart TV, a private garden with a patio, a fireplace and a barbecue grill, and parking for two to three cars.
Panoramic Bayview 4br · Single-level · 1gbps Wifi - San Mateo, CA
10 1 review

Panoramic Bayview 4br · Single-level · 1gbps Wifi

apartment, San Mateo
This four-bedroom, two-bathroom flat is located in the South San Mateo district, offering convenient car access to Los Prados Park and Leo J. Ryan Park, both within a 5-minute drive, and the San Francisco Bay a mere 8-minute drive away.
This property accommodates up to eight guests and includes essential amenities such as Wi-Fi and air conditioning, with nearby attractions including the Hiller Aviation Museum, Coyote Point Park, and the Hillsdale Shopping Centre.
Apartment ∙ 1 Bedroom ∙ 6 Guests - San Mateo, CA
No reviews

Apartment ∙ 1 Bedroom ∙ 6 Guests

apartment, San Mateo
This recently renovated three-bedroom, two-bathroom house in San Mateo is situated a 4.5km drive from Seal Point, offering scenic waterfront walks and bay views, and within 11km of San Francisco International Airport (SFO).
The property, sleeping up to six guests, features a fully equipped kitchen, a garden with a barbecue, a Jacuzzi, in-house laundry facilities, fast Wi-Fi, and a self check-in process.

Best San Mateo, CA holiday rentals with parking

Marbella Lane - Bright And Cozy Home Near Sfo - San Mateo, CA
No reviews

Marbella Lane - Bright And Cozy Home Near Sfo

house, San Mateo
This detached house in Hillsborough Park offers convenient access to San Francisco International Airport, located 5 kilometres away, with Oracle Park 27 kilometres and San Francisco City Hall 29 kilometres distant.
This 46 square metre residence accommodates up to five guests and features a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, and on-site parking.
3b Ac | Ev Charging| Jacuzzi| Fence Yard| Wifi - San Mateo, CA
9.6 62 reviews

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

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.
Delightful Beauty! Large Apartment In San Carlos - San Mateo, CA
9.9 55 reviews

Delightful Beauty! Large Apartment In San Carlos

apartment, San Carlos
This San Carlos flat is conveniently located near Caltrain, offering easy access to both San Francisco (approx. 48km) and San Jose (approx. 48km), and is within walking distance of shops, restaurants, and parks.
The one-bedroom apartment sleeps two guests and includes a fully equipped kitchen with fridge, microwave, and dishwasher, plus parking; Levi's Stadium is also nearby.
Marbella Lane - Bright And Cozy Home Near Sfo - San Mateo, CA
No reviews

Marbella Lane - Bright And Cozy Home Near Sfo

apartment, San Mateo
This San Mateo flat is located in the Central San Mateo district, offering convenient access to Coyote Point Park (a 5-minute drive) and Central Park (a 3-minute drive).
This one-bedroom apartment, covering 46 square metres and accommodating up to four guests, features a fully equipped kitchen with a fridge, microwave, and dishwasher, along with complimentary Wi-Fi and on-site parking.

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.

Best Western Inn & Suites San Mateo - San Francisco Airport - San Mateo, CA
8.7 2545 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.

Best San Mateo, CA holiday rentals with air conditioning

Cozy San Mateo, Close To 101, Downtown, Tech - San Mateo, CA
No reviews

Cozy San Mateo, Close To 101, Downtown, Tech

apartment, San Mateo
This San Mateo flat offers excellent connectivity, located just off Highway 101, providing swift access to Downtown San Mateo and major Peninsula tech hubs, with Caltrain also within easy reach for further travel. This 3-bedroom, 2-bathroom residence accommodates up to six guests, featuring air conditioning, a fridge, and two-car parking, making it a practical base for exploring the region.
Serene Haven In San Carlos - San Mateo, CA
10 3 reviews

Serene Haven In San Carlos

house, San Carlos
This two-bedroom, two-bathroom guest house offers a peaceful retreat in a quiet San Carlos neighbourhood, just 1.5 kilometers from the amenities of downtown San Carlos and with excellent access to major transport routes for Bay Area exploration.
With a guest capacity of four, this accommodation features a kitchen, air conditioning, and internet, providing a comfortable base for relaxation and access to local dining, shopping, and cultural attractions.
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.
2139 3b Achome /Parking/wifi Fully Fenced Yard /Jacuzzi/ev Charger - San Mateo, CA
9.6 9 reviews

2139 3b Achome /Parking/wifi Fully Fenced Yard /Jacuzzi/ev Charger

apartment, San Mateo
This three-bedroom, two-bathroom house in East San Mateo offers convenient access to San Mateo city centre, Silicon Valley, and is within 10-13 minutes' drive (approximately 8-10 km) of San Francisco International Airport and attractions such as Coyote Point Park.
The property, sleeping up to six guests, features a fully equipped kitchen, private yard with jacuzzi and BBQ, driveway and garage parking, washer/dryer, fast Wi-Fi, and Smart TV with Netflix; nearby amenities include Hillsdale Shopping Centre.

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.

2 Full Beds  Non-smoking Kitchen - San Mateo, CA
No reviews

2 Full Beds Non-smoking Kitchen

apartment, Belmont

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
Bright And Sunny Central San Mateo 3/2.5 Craftsman - San Mateo, CA
9.9 56 reviews

Bright And Sunny Central San Mateo 3/2.5 Craftsman

apartment, San Mateo
Private Studio W A/c, Washer/dryer - San Mateo, CA
9.8 167 reviews

Private Studio W A/c, Washer/dryer

house, San Mateo
San Mateo Family Home欢迎入住! - San Mateo, CA
8.9 103 reviews

San Mateo Family Home欢迎入住!

house, San Mateo
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