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.

Spacious Comfy Renovated 4 Br 3 Bath, Quiet Location, Convenient To 101/280 - San Mateo, CA
9.6 68 reviews
San Mateo, CA
21/08 – 24/08
£598/nighttotal: Â£1794 (3 )

Spacious Comfy Renovated 4 Br 3 Bath, Quiet Location, Convenient To 101/280

5 2
apartment , Belmont
This property is located in Belmont, a peaceful neighbourhood just 12 kilometres from San Francisco International Airport, Palo Alto, and Half Moon Bay. It boasts excellent ratings for user experience, location, and cleanliness.
The home spans 232 square metres and features four bedrooms and three bathrooms. Guests can enjoy a fully equipped kitchen, a spacious living area, a private garden, a terrace, and a jacuzzi.
8 Br 8 Bath, Great For Groups/retreats, Complete New Renovation, Walk Downtown - San Mateo, CA
10 81 reviews
San Mateo, CA
21/08 – 24/08
£1358/nighttotal: Â£4074 (3 )

8 Br 8 Bath, Great For Groups/retreats, Complete New Renovation, Walk Downtown

8 2
apartment , Hillsborough
This 8-bedroom house is located in a quiet neighbourhood in lower Baywood, San Mateo, a short walk from the downtown area and within 10 minutes of SFO. The property consistently receives excellent ratings for user experience, location, and cleanliness.
The house spans 320 square metres and features a large "Great Room" for group gatherings, eight en-suite bedrooms with smart TVs, two outdoor patios, a fully equipped kitchen, and a garden. Guests can enjoy amenities such as high-speed Wi-Fi, air conditioning, electric car charging, and 24/7 security.
Renovated 3b1.5b San Mateo Hill Near Sfo/stanford - San Mateo, CA
10 35 reviews
San Mateo, CA
21/08 – 24/08
£369/nighttotal: Â£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.
Newly Remodeled 2bed/1bath Close To Sfo - San Mateo, CA
9.6 188 reviews
San Mateo, CA
27/06 – 04/07
£188/nighttotal: Â£1316 (7 )

Newly Remodeled 2bed/1bath Close To Sfo

1 6
apartment , San Mateo
This comfortable apartment is located in a quiet neighbourhood in San Mateo, just 3 kilometres from the city centre and 3 kilometres from San Francisco International Airport. The property has consistently received excellent ratings for its location, cleanliness, and user experience.
The accommodation offers two bedrooms and one bathroom, comfortably sleeping up to six guests. The apartment features a private entrance, a well-equipped kitchen with a fridge and microwave, a laundry room with a washing machine and dryer, and modern amenities such as free Wi-Fi and keyless access.

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.

Lovely Gorgeous View Walkable Location! - San Mateo, CA
9.7 34 reviews
San Mateo, CA
02/07 – 09/07
£267/nighttotal: Â£1869 (7 )

Lovely Gorgeous View Walkable Location!

1 2
apartment , San Mateo
This San Mateo apartment, situated a short distance from San Mateo's city centre, offers easy access to Central Park and the Japanese Garden, as well as excellent public transport links, including the SamTrans bus and Caltrain.
The one-bedroom, one-bathroom flat sleeps two guests and boasts a fully equipped kitchen, high-speed internet (300 Mbps), stunning mountain views from floor-to-ceiling windows, and secure underground parking; a shared laundry is conveniently located on the same floor.
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
£138/nighttotal: Â£15456 (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.
Lavender Lakefront Home - San Mateo, CA
San Mateo, CA
28/08 – 18/12
£181/nighttotal: Â£20272 (112 )

Lavender Lakefront Home

2 1
apartment , San Mateo
This two-bedroom flat in San Mateo offers a tranquil waterfront setting, just 6 minutes by car from Roblox HQ and a short walk to the plaza, supermarkets, cafes, and eateries.
This apartment accommodates up to six guests and features a kitchen, internet access, and parking, with a calming lavender-themed interior designed for comfort.
@ Marbella Lane  Cozy 2br + Studio Duplex Home - San Mateo, CA
San Mateo, CA
21/08 – 24/08
£484/nighttotal: Â£1452 (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.

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.

Nice And Tranquil House 7 Mins Away From Sfo - San Mateo, CA
9.1 8 reviews
San Mateo, CA
21/08 – 24/08
£175/nighttotal: Â£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.
@ Marbella Lane - Modern Refreshing Home - San Mateo, CA
9.0 1 review
San Mateo, CA
21/08 – 24/08
£808/nighttotal: Â£2424 (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.
Marbella Lane - Modern Refreshing Home - San Mateo, CA
San Mateo, CA
21/08 – 24/08
£834/nighttotal: Â£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.
Walkable Gem, Views & Amenities, 1 Br, Parking - San Mateo, CA
San Mateo, CA
28/08 – 18/12
£368/nighttotal: Â£41216 (112 )

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.

Best San Mateo, CA holiday rentals with air conditioning

Luxostays L! ! Lovely 2br #Sfo #Train #Laundry - San Mateo, CA
9.6 219 reviews
San Mateo, CA
02/07 – 09/07
£257/nighttotal: Â£1799 (7 )

Luxostays L! ! Lovely 2br #Sfo #Train #Laundry

1 2
apartment , Burlingame
This apartment is located in the Burlingame Terrace neighbourhood, just 8 kilometres from Downtown Burlingame and a short walk from shops, restaurants, and cafes. It has been consistently rated excellent for location, cleanliness, and overall guest experience.
The apartment has two bedrooms, each with a queen-size bed, and can comfortably accommodate up to five guests. It includes a well-equipped kitchen, a washer and dryer, central heating, air conditioning, and a private garden with parking.
Cottage. 15 Mins To Train/dwntwn - San Mateo, CA
9.8 50 reviews
San Mateo, CA
02/07 – 09/07
£204/nighttotal: Â£1428 (7 )

Cottage. 15 Mins To Train/dwntwn

1 2
cottage , Redwood City
This Redwood City cottage, a 10-minute walk (1.6km) from the downtown area and train station, offers easy access to Redwood City's amenities and public transport, with San Francisco International Airport (SFO) and San Jose International Airport (SJC) within a short drive.
The one-bedroom, one-bathroom property sleeps two guests and includes a modern kitchen with dishwasher, private patio, 45" smart TV, high-speed Wi-Fi, laundry facilities, and a workspace; enjoying a peaceful setting.
Beautiful And Cozy - San Mateo, CA
San Mateo, CA
24/06 – 08/08
£259/nighttotal: Â£11655 (45 )

Beautiful And Cozy

1 1
apartment , San Mateo
This San Mateo flat is centrally located, offering convenient access to local amenities and attractions, though precise distances to specific landmarks remain unspecified.
The self-catering apartment sleeps two guests in one bedroom and one bathroom, featuring air conditioning, parking, and internet access, providing a peaceful base for exploring San Mateo.
Eichler Home W/ Atrium, Bbq & Fire Pit - San Mateo, CA
9.9 144 reviews
San Mateo, CA
21/08 – 24/08
£638/nighttotal: Â£1914 (3 )

Eichler Home W/ Atrium, Bbq & Fire Pit

1 2
apartment , San Mateo
This three-bedroom home is situated in San Mateo's Highlands neighbourhood, a 20-minute drive from downtown San Francisco and 15 minutes from the airport. The property has received excellent ratings for location, cleanliness, and overall experience.
The apartment is perfect for families or groups of up to six people, offering a spacious living area with a fireplace, a well-equipped kitchen, and a private office. Guests can enjoy the large outdoor dining area, the deck overlooking open space, and the fire pit, all while being surrounded by the beauty of the surrounding fruit trees.
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