Holiday Rentals in San Mateo, CA

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San Mateo, CA holiday rentals
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Best Holiday rentals and Airbnb offers in San Mateo, CA

Popular Family-Friendly Holiday Rentals in San Mateo, CA

Family holidays in San Mateo, CA work best when your holiday rental is properly set up with space and city attractions within easy reach.

Private Garden Cottage Belmont Hills*pool*hottub* - San Mateo, CA
9.8 280 reviews
San Mateo, CA
07/12 – 18/12
£188/nighttotal: £2068 (11 )

Private Garden Cottage Belmont Hills*pool*hottub*

1 4
house , Belmont
This charming cottage is situated in the Belmont hills, just 20 kilometres from Stanford University and 30 kilometres from San Francisco, offering a peaceful retreat in a quiet neighbourhood surrounded by oak trees. The property has received excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
This two-bedroom, one-bathroom property comfortably accommodates up to five guests. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, garden, and a tree house for children, perfect for relaxing and creating lasting memories.
Apartment ∙ 1 Bedroom ∙ 6 Guests - San Mateo, CA
San Mateo, CA
07/12 – 18/12
£269/nighttotal: £2959 (11 )

Apartment ∙ 1 Bedroom ∙ 6 Guests

1 4
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.
Renovated 3b1.5b San Mateo Hill Near Sfo/stanford - San Mateo, CA
10 35 reviews
San Mateo, CA
21/08 – 24/08
£369/nighttotal: £1107 (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.
20%off! Chic Home With Expansive Big Backyard - San Mateo, CA
8.0 9 reviews
San Mateo, CA
21/08 – 24/08
£201/nighttotal: £603 (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.

Handpicked Self-Catering Rentals with Parking in San Mateo, CA

Park up and enjoy the city centre. These holiday rentals in San Mateo, CA come with a free car park on-site. Start comparing now.

Lakefront Lavender House  2br W/ Water Views & Backyard  Near Sf - San Mateo, CA
San Mateo, CA
21/08 – 24/08
£208/nighttotal: £624 (3 )

Lakefront Lavender House 2br W/ Water Views & Backyard Near Sf

1 2
apartment , San Mateo
This East San Mateo flat offers easy access to the San Francisco Bay, just a 5-minute drive away, and is only 3 minutes by car from Hillsdale Shopping Centre and 4 minutes from Central Park.
This apartment sleeps six guests and includes Wi-Fi, television, and dedicated workspace, with covered parking provided and proximity to attractions like Filoli and Stanford Theatre, as well as Edgewood Park & Natural Preserve.
Nice And Tranquil House 7 Mins Away From Sfo - San Mateo, CA
9.5 9 reviews
San Mateo, CA
21/08 – 24/08
£175/nighttotal: £525 (3 )

Nice And Tranquil House 7 Mins Away From Sfo

2 2
apartment , San Mateo
This two-bedroom flat is located just 7km from San Francisco International Airport (SFO) in a peaceful garden setting. The apartment is conveniently situated near a garden with outdoor seating, perfect for enjoying a relaxing afternoon.
The 93 square metre flat comfortably accommodates up to 11 guests and comes equipped with a fully fitted kitchen, a washing machine, free private parking, a terrace, and a garden with a picnic area. Enjoy the convenience of a dishwasher, a microwave oven, and a private entrance with soundproofing for a peaceful stay.
804- Sanmateo Comfortable 2br Home Wifi And Free Parking - San Mateo, CA
9.0 1 review
San Mateo, CA
07/12 – 18/12
£223/nighttotal: £2453 (11 )

804- Sanmateo Comfortable 2br Home Wifi And Free Parking

2 4
house , San Mateo
This comfortable 2-bedroom property is situated in San Mateo, just 30km from San Francisco's Moscone Center and Union Square, providing easy access to the city while being located in a more relaxed suburban setting. The house has consistently received excellent ratings for location, cleanliness and user experience.
The property offers ample space for families or groups of friends, accommodating up to 7 guests. It provides amenities such as free parking, Wi-Fi access, and is a non-smoking accommodation.
Marbella Lane - Modern Refreshing Home - San Mateo, CA
San Mateo, CA
21/08 – 24/08
£834/nighttotal: £2502 (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.

Frequently asked questions about holiday rentals in San Mateo, CA

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

    The San Mateo County Fair is a great option for families, with rides, games, and live entertainment. The Exploratorium is a hands-on science museum that's perfect for kids of all ages. The Central Park is a great place for a family picnic or to let the kids run around.
  • What are the best Airbnb and holiday rentals 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 prices are more affordable. You can avoid the crowds and enjoy a more relaxed experience.
  • What are the most popular Airbnbs in San Mateo, CA?

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

    The San Mateo County Fair is a popular event held annually in June, offering a variety of entertainment and attractions. The Half Moon Bay Art & Pumpkin Festival is another popular event, held in October, with art, crafts, and pumpkins galore.
  • What are the best holiday rentals with a pool in San Mateo, CA?

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

    Take a walk or cycle along the San Francisco Bay Trail, which offers stunning views of the bay. Visit the San Mateo Public Library, which offers free events and programs. Enjoy a picnic in the Central Park, a beautiful green space in the heart of the city.
  • What are the best rentals for families and kids in San Mateo, CA?

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

    For a taste of authentic Filipino cuisine, try Balay Dako. The Creamery is a local favourite for its delicious burgers and milkshakes. The Old Pro is a classic American restaurant with a warm and inviting atmosphere.
  • What are the best rentals or Airbnbs with a jacuzzi in San Mateo, CA?

  • What are the best walking or cycling routes in San Mateo, CA?

    The San Francisco Bay Trail is a popular option for walking or cycling, offering scenic views of the bay and access to various parks and attractions. The Central Park is a great place for a leisurely stroll or a bike ride.
  • Are there pet-friendly attractions in San Mateo, CA?

    The Central Park is a great place to take your dog for a walk or to play fetch. The San Mateo County Fair is also pet-friendly, allowing well-behaved dogs on leashes.
  • What are the benefits of choosing a vacation rental in San Mateo, CA?

    Vacation rentals offer more space and privacy compared to hotels. They often come with kitchen facilities, allowing you to prepare your own meals. You can also find rentals in different locations, giving you more flexibility to explore the area.
  • What are the top sports attractions and facilities in San Mateo, CA?

    The College of San Mateo has a variety of sporting facilities, including a football stadium, baseball field, and tennis courts. The San Mateo Recreation Center offers a range of fitness classes, a swimming pool, and other amenities.

Destinations nearby

Choose the Right Holiday Rentals with a Balcony in San Mateo, CA

A terrace with city skyline views is a fantastic reason to book a holiday rental in San Mateo, CA. View our top picks and start comparing now.

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
£294/nighttotal: £882 (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.
Panoramic Views Of Silicon Valley - San Mateo, CA
10 11 reviews
San Mateo, CA
15/07 – 31/08
£354/nighttotal: £16638 (47 )

Panoramic Views Of Silicon Valley

3 1
apartment , San Carlos
This charming apartment is situated in San Carlos, a town just 10km from Stanford University and 15km from Oracle headquarters, offering a peaceful setting close to Silicon Valley’s heart. With excellent user ratings, this property is a popular choice for travellers seeking a comfortable and convenient base.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a well-equipped kitchen, a relaxing living area with a fireplace, and a spacious terrace with panoramic views of the Silicon Valley landscape.
Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit In Belmont Hill - San Mateo, CA
9.4 3 reviews
San Mateo, CA
07/12 – 18/12
£158/nighttotal: £1738 (11 )

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

2 4
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
9.5 94 reviews
San Mateo, CA
07/12 – 18/12
£300/nighttotal: £3300 (11 )

@ Marbella Lane - Modern Refreshing Home

3 4
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

Apartment ∙ 1 Bedroom ∙ 6 Guests - San Mateo, CA
San Mateo, CA
21/08 – 24/08
£285/nighttotal: £855 (3 )

Apartment ∙ 1 Bedroom ∙ 6 Guests

1 2
apartment , San Mateo
This San Mateo house, situated minutes from downtown, Central Park/Japanese Garden, and Seal Point, offers easy access to San Francisco International Airport and various shopping centres.
The newly remodelled three-bedroom, one-bathroom property sleeps six guests and features a full kitchen, free Wi-Fi, a washer/dryer, and ample parking; nearby attractions include Laurelwood and Hillsdale shopping centres, Coyote Point, and Crystal Springs Reservoir.
Modern Guest House In Great Location - San Mateo, CA
10 235 reviews
San Mateo, CA
21/08 – 24/08
£149/nighttotal: £447 (3 )

Modern Guest House In Great Location

1 2
house , San Mateo
This private room and en-suite bathroom is situated in a peaceful neighbourhood in San Mateo, just 1.6 kilometres from San Mateo Central Park and 3.2 kilometres from the San Mateo Farmers Market. This accommodation has received excellent ratings for its cleanliness, location, and overall experience.
The room can comfortably accommodate two guests and features a king-size bed, a standing desk, a modern bathroom with a rainfall shower and heated towel rack, and a 55-inch smart TV. Guests can enjoy free parking on-site, high-speed WiFi, and a private entrance with a digital lock for self-check-in.
Papillon ~ Renovated Home In Downtown San Carlos - San Mateo, CA
9.9 145 reviews
San Mateo, CA
07/12 – 18/12
£208/nighttotal: £2288 (11 )

Papillon ~ Renovated Home In Downtown San Carlos

1 4
apartment , San Carlos
This upscale two-bedroom house is located in downtown San Carlos, on the San Francisco Peninsula, a short walk from restaurants and shops, and approximately 32 kilometres south of San Francisco International Airport. The accommodation has excellent user, location, and cleanliness ratings.
The house offers two bedrooms, a large kitchen, a living room with a sofa bed, and a private balcony, providing ample space for up to six guests. The property features a fully equipped kitchen, a washer and dryer, a television with Netflix and Amazon Prime, a relaxing balcony with a view of the peninsula hills, and a bathroom stocked with premium shampoos, conditioners, soaps, and lotions.
3br 2ba Spacious Sfh W/ Bay View - San Mateo, CA
9.3 3 reviews
San Mateo, CA
21/08 – 24/08
£291/nighttotal: £873 (3 )

3br 2ba Spacious Sfh W/ Bay View

3 2
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.
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