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.

Japanese Gardens And Spacious Deck - Cozy Modern Haven - San Mateo, CA
9.8 84 reviews

Japanese Gardens And Spacious Deck - Cozy Modern Haven

house, San Mateo
This San Mateo detached house is located in a tranquil district, a short drive from Downtown San Mateo, and within minutes of Coyote Point and Seal Point parks.
This pet-friendly accommodation offers 3 bedrooms, sleeping up to 6 guests, with amenities including a kitchen, Wi-Fi, a fireplace, and a screened-in deck, all within 10 kilometres of Bridgepointe Shopping Centre and major grocery stores.
Relaxing Backyard Retreat -Spacious + Bright Home - San Mateo, CA
9.7 121 reviews

Relaxing Backyard Retreat -Spacious + Bright Home

apartment, 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.
Renovated 3b1.5b San Mateo Hill Near Sfo/stanford - San Mateo, CA
10 48 reviews

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

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.
Charming And Safe Tiny Chalet - San Mateo, CA
9.9 62 reviews

Charming And Safe Tiny Chalet

cabin, San Carlos
This charming cottage is located in San Carlos, just a short walk from the town centre and walking trails, and a 19km drive from San Francisco International Airport. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The cottage features a comfortable living space with a queen-sized bed, an en-suite bathroom, and a well-equipped kitchen with a washer/dryer, perfect for a couple or small family of up to three guests. You can enjoy a private garden with a barbecue, fire pit, and dining table, making it ideal for relaxing evenings and outdoor meals.

Best San Mateo, CA holiday rentals with 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.
Private Studio In Burlingables - San Mateo, CA
9.9 39 reviews

Private Studio In Burlingables

apartment, Burlingame
This Burlingame studio flat is conveniently located near the Caltrain station, offering easy access to San Francisco and Silicon Valley.
The self-contained apartment sleeps three, includes a kitchen with fridge, freezer, and microwave, parking, and boasts proximity to Burlingame's parks and shops.
Modern San Mateo Home | Near Sfo & Downtown - San Mateo, CA
No reviews

Modern San Mateo Home | Near Sfo & Downtown

apartment, San Mateo
This one-bedroom flat in San Mateo is ideally situated just 300 metres from Hillsdale Shopping Centre, offering convenient access to Whole Foods, Trader Joe's, and a variety of dining options, with Caltrain and major routes such as the A92 and US-101 a short distance away for straightforward travel to SFO airport.
This modernised apartment accommodates up to four guests and includes a fridge and microwave oven in its kitchen, alongside Wi-Fi and dedicated parking, making it a practical choice for those seeking a Bay Area base.
King Bed Silicon Valley Haven W/ Pool And Parking! - San Mateo, CA
9.7 66 reviews

King Bed Silicon Valley Haven W/ Pool And Parking!

apartment, Redwood City
This Redwood City apartment, ideally located near El Camino Real and Whipple Avenue, offers easy access to major freeways (I-101, I-280), the Caltrain station, and is within walking distance of Trader Joe's, Whole Foods, Target, and Costco.
The two-bedroom, two-bathroom dwelling sleeps five, boasts ultra-fast 10 GB internet, a fully equipped kitchen, in-unit laundry, a private balcony, reserved parking, and access to a swimming pool and jacuzzi; all situated within a top-rated school district.

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 - 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
9.0 1 review

@ Marbella Lane - Modern Refreshing Home

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.
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 - 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.

Best San Mateo, CA holiday rentals with air conditioning

Marbella Lane - 3br W Sweeping Views Of Bay Area - San Mateo, CA
No reviews

Marbella Lane - 3br W Sweeping Views Of Bay Area

house, San Mateo
This San Mateo property, situated in Laurel, offers sweeping Bay Area views and is located approximately 35 kilometres from Oracle Park and San Francisco City Hall, and 26 kilometres from Shoreline Amphitheatre.
This 46 square metre dwelling provides accommodation for up to seven guests, featuring air conditioning, complimentary WiFi, a fully equipped kitchen with a dishwasher and microwave, a garden, and a fireplace.
2 Bed W/parking In San Mateo - San Mateo, CA
10 2 reviews

2 Bed W/parking In San Mateo

apartment, San Mateo
This recently remodelled two-bedroom flat is situated near San Mateo's medical centre district, a 1.6km walk from the Caltrain station offering a swift 15-20 minute commute to San Francisco.
The spacious, open-plan property sleeps four, boasting a fully equipped kitchen with dishwasher, private parking, and a garden, alongside double-glazed windows and modern stainless steel appliances.
Andulore Cottage - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat - San Mateo, CA
9.9 291 reviews

Andulore Cottage - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat

apartment, San Mateo
This charming cottage is situated in a peaceful neighbourhood in Burlingame, just a short walk from the shops, restaurants, and Caltrain Station on Burlingame Avenue. The property has received excellent ratings for its location, cleanliness, and overall experience.
The three-bedroom home spans 93 square metres and comfortably accommodates up to six guests. The property offers a range of amenities including a fully equipped kitchen, a spacious backyard with a patio and BBQ, a Jacuzzi, and a private parking space.
San Mateo Sanctuary | Central  Near Sfo  Quiet - San Mateo, CA
9.8 17 reviews

San Mateo Sanctuary | Central Near Sfo Quiet

apartment, San Mateo
This three-bedroom, two-bathroom flat in San Mateo offers a quiet residential setting with swift access to the town centre, Hillsdale Shopping Centre, and the Caltrain station, facilitating commutes to San Francisco and Silicon Valley.
This residence, accommodating up to six guests, boasts a fully equipped kitchen, in-unit laundry, fast Wi-Fi, a smart TV, and a private garden patio, perfect for exploring the local area or relaxing at home.

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.

Hidden French Gem For Fam/biz~near Caltrain,sfo - San Mateo, CA
9.8 401 reviews

Hidden French Gem For Fam/biz~near Caltrain,sfo

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.

804- Sanmateo Comfortable 2br Home Wifi And Free Parking - San Mateo, CA
9.0 1 review

804- Sanmateo Comfortable 2br Home Wifi And Free Parking

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

Welcoming Downtown Flat In San Mateo

apartment, San Mateo
Sanmateo Comfortable 2br Home/wifi & Free Parking - San Mateo, CA
9.7 99 reviews

Sanmateo Comfortable 2br Home/wifi & Free Parking

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

Graceful Flat In Downtown San Mateo

apartment, San Mateo
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