Best Holiday rentals and Airbnb offers in San Mateo, CA
10 6 reviews
San Mateo, CA
30/06 – 01/07
£1094/nightfor 1 night
Offsite Family Retreat Property In The Heart Of Silicon Valley
5 5
apartment , San Mateo
This spacious 325 square metre five-bedroom, four-bathroom flat in East San Mateo offers excellent connectivity, being just 16 kilometres from San Francisco International Airport and 40 kilometres from San Francisco city centre, with other Silicon Valley hubs also within a 40-kilometre drive. This family-friendly property boasts a large garden with a deck, sauna, barbecue area, pizza oven, and direct water access with Stand-Up Paddleboards, alongside high-speed internet throughout and maid services, comfortably accommodating up to ten guests.
9.7 29 reviews
San Mateo, CA
21/08 – 24/08
£314/nighttotal: £942 (3 )
M&j Spacious 3b2b Home/san Mateo|104
1 4
apartment , San Mateo
This three-bedroom, two-bathroom house in San Mateo offers excellent location, within walking distance of San Mateo's downtown area and its numerous restaurants and cafes. Sleeping six, this spacious property boasts a fully equipped kitchen (fridge, microwave, dishwasher), fast Wi-Fi, parking, and is ideal for families or business travellers seeking a convenient base to explore San Mateo's parks and trails.
San Mateo, CA
27/06 – 27/07
£176/nighttotal: £5280 (30 )
Monthly Furnished 3br/2ba Condo Sleeps 8
1 2
apartment , San Carlos
This San Carlos condo is situated in a lagoon-side community offering private beach access and resort amenities, located approximately 32 kilometres from Levi's Stadium with convenient Caltrain connectivity for exploring the San Francisco Peninsula. This fully furnished 218 square metre, three-bedroom apartment sleeps up to eight guests and features two bathrooms, in-unit laundry, air conditioning, a kitchen with a fridge, and access to four swimming pools and tennis courts, ideal for longer stays with a 31-night minimum.
9.4 130 reviews
San Mateo, CA
30/06 – 01/07
£310/nightfor 1 night
Spacious Bright Renovated 2 Bedroom 2 Bath Central
2 5
house , San Carlos
This private guest house is located in the San Carlos foothills, just a short drive from the town centre and Redwood City, offering a peaceful retreat in a quiet neighbourhood. The property has consistently received excellent ratings for its cleanliness, location and overall experience. The self-catering accommodation has two bedrooms and two bathrooms, spanning 100 square metres. Guests can enjoy a range of amenities including a private entrance, air conditioning, a large deck with a backyard view, high-speed internet and a fully equipped kitchen.
San Mateo, CA
24/06 – 08/08
£300/nighttotal: £13500 (45 )
Queen Studio Near Bayside Manor Park San
1 1
studio , Millbrae
This Millbrae studio apartment, conveniently located in [Insert specific district or area in Millbrae if available, otherwise remove this section], offers a comfortable stay for two guests. The self-contained unit features a private bathroom, free Wi-Fi, a fitness centre, swimming pool, and daily breakfast, complemented by on-site parking (charges apply).
9.8 124 reviews
San Mateo, CA
21/08 – 24/08
£145/nighttotal: £435 (3 )
Cottage On The Water -Sup,kayaking,canoeing
1 2
apartment , San Mateo
This San Mateo waterfront studio is situated near Downtown San Mateo (8km) and San Francisco Airport (16km), offering easy access to Target and Trader Joe's supermarkets. The self-catering property sleeps two guests and boasts a fully equipped kitchenette, private entrance with smartlock, Wi-Fi, and free use of a stand-up paddleboard, kayak, and canoe.
San Mateo, CA
10/07 – 10/01
£142/nighttotal: £26128 (184 )
Blueground | Foster City, Pool, Nr Lagoon
1 1
apartment , Foster City
This furnished one-bedroom flat is situated in Foster City, offering convenient access to local attractions and amenities. This pet-friendly apartment accommodates up to two guests and features a fully equipped kitchen, in-apartment laundry, and on-site amenities including a swimming pool, BBQ area, and playground.
9.8 165 reviews
San Mateo, CA
28/08 – 18/12
£106/nighttotal: £11872 (112 )
Private Studio W A/c, Washer/dryer
1 1
house , San Mateo
This comfortable studio apartment is located in San Mateo, just a 15-minute walk from the town centre and 1.8km from the Caltrain station, offering easy access to both San Francisco and San Jose. It has received excellent ratings for location, cleanliness, and overall experience. The studio comfortably sleeps two guests and features a well-equipped kitchenette with a fridge and microwave. Guests can also enjoy amenities such as high-speed internet, a coffee maker, a toaster, and a hairdryer, ensuring a comfortable and convenient stay.
9.9 98 reviews
San Mateo, CA
30/06 – 01/07
£855/nightfor 1 night
Lagoon Living Offsite + Family Retreat!
1 5
apartment , San Mateo
This five-bedroom, four-bathroom San Mateo property boasts a waterfront location on a lagoon, offering private dock access and stand-up paddleboards, situated approximately 16km from San Francisco International Airport (SFO). Sleeping up to ten guests, this spacious home features a well-equipped kitchen, jacuzzi, sauna, fitness centre, EV charger, and expansive backyard with a deck, BBQ, pizza oven, and casita; complimentary maid service is provided for stays exceeding four days.
9.9 53 reviews
San Mateo, CA
21/08 – 24/08
£452/nighttotal: £1356 (3 )
Bright And Sunny Central San Mateo 3/2.5 Craftsman
1 4
apartment , San Mateo
This charming Craftsman-style home is situated on the San Francisco Peninsula, just a short 3km walk from downtown San Mateo and the Caltrain station, making it convenient for exploring the city and beyond. The property has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay. The apartment offers three bedrooms and two bathrooms, comfortably accommodating up to 10 guests. It boasts a fully equipped kitchen with all the necessary appliances and amenities for preparing meals, as well as a private backyard for relaxing and enjoying the outdoors.
9.8 104 reviews
San Mateo, CA
21/08 – 24/08
£170/nighttotal: £510 (3 )
Delightful Stay
1 2
apartment , Redwood City
This Redwood City home is located just a short walk from the lively downtown area, offering easy access to shops, restaurants, and attractions. It has received excellent ratings for cleanliness and location, making it a great choice for travellers. The property has one bedroom and one bathroom, comfortably accommodating up to two guests. The home is equipped with a kitchen, air conditioning, a garden, parking, and high-speed internet, ensuring a comfortable and convenient stay.
San Mateo, CA
21/08 – 24/08
£209/nighttotal: £627 (3 )
Lakefront Lavender House 2br W/ Water Views & Backyard Near Sf
1 4
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.
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.
9.6 34 reviews
San Mateo, CA
21/08 – 24/08
£255/nighttotal: £765 (3 )
Eagle Hill Home Centrally Located Between Sf And San Jose
2 2
apartment , Redwood City
This Redwood City apartment is located in the Roosevelt neighbourhood, a short walk from the city centre and close to Sequoia Hospital, offering a peaceful retreat in a quiet residential area. The property has received excellent reviews from previous guests and is ideal for families or groups of up to five people. The apartment is spacious, with 125 square metres of living space, and includes two bedrooms and one bathroom. Guests can enjoy a fully equipped kitchen, a private garden with a barbecue area, and a comfortable living room, perfect for relaxing after a day exploring the local area.
San Mateo, CA
10/07 – 10/01
£148/nighttotal: £27232 (184 )
Blueground | Foster City, Pool, Nr Bay Trail
1 1
apartment , Foster City
This furnished one-bedroom Blueground flat is located in Foster City, offering direct access to local amenities and entertainment. This property includes a swimming pool, fitness centre, and BBQ area, with parking available, and welcomes pets, offering flexible lease terms from one month to over a year.
10 8 reviews
San Mateo, CA
15/07 – 31/08
£265/nighttotal: £12455 (47 )
Fully Furnished 2b 2b | Fast Wifi, Free Parking
1 1
apartment , San Mateo
This two-bedroom, two-bathroom apartment in the San Mateo Hills offers convenient access to Safeway, Starbucks, and CVS, all within a 0.3km walk, and is situated approximately 24km from San Francisco International Airport and 24km from Half Moon Bay Beach. The self-catering property sleeps seven guests comfortably across a king, queen, and two twin beds, boasting a fully equipped kitchen (including dishwasher), free parking, fast Wi-Fi, air conditioning, a swimming pool, garden, and fitness centre; nearby attractions include Stanford University, approximately 16km away.
9.7 109 reviews
San Mateo, CA
21/08 – 24/08
£345/nighttotal: £1035 (3 )
Relaxing Backyard Retreat -Spacious + Bright Home
1 2
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.
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.
San Mateo, CA
21/08 – 24/08
£446/nighttotal: £1338 (3 )
Marbella Lane - Bright And Cozy Home Near Sfo
2 2
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.
9.5 94 reviews
San Mateo, CA
21/08 – 24/08
£548/nighttotal: £1644 (3 )
@ Marbella Lane - Modern Refreshing Home
3 2
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.
San Mateo, CA
21/08 – 24/08
£484/nighttotal: £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.
8.4 5 reviews
San Mateo, CA
21/08 – 24/08
£192/nighttotal: £576 (3 )
7 Minutes Away From Sfo！experience A Freshly Remodeled Modern Tranquil Residence
2 2
apartment , San Mateo
This two-bedroom apartment is located in East San Mateo, just 30 kilometres from San Francisco City Hall and the Moscone Center, and 7 kilometres from San Francisco International Airport. The property is situated in a quiet residential area, making it a peaceful retreat after a day of exploring the city. The 93 square metre apartment can comfortably accommodate up to six guests and features a modern kitchen, a hot tub, a fireplace, and a spacious backyard with an outdoor dining area. Guests also have access to shared laundry facilities and free private parking.
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.
8.8 2493 reviews
San Mateo, CA
30/06 – 01/07
£417/nightfor 1 night
Best Western Inn & Suites San Mateo - San Francisco Airport
2 5
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.
10 11 reviews
San Mateo, CA
24/06 – 08/08
£358/nighttotal: £16110 (45 )
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.
San Mateo, CA
21/08 – 24/08
£579/nighttotal: £1737 (3 )
Walkable Gem, Views & Amenities, 1 Br, Parking
1 2
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.
9.1 8 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.
Best San Mateo, CA holiday rentals with air conditioning
San Mateo, CA
24/06 – 08/08
£186/nighttotal: £8370 (45 )
Classic King Or Twin Room Near Tennis Courts San
1 1
apartment , Redwood City
This Redwood City apartment, situated near a lagoon and pool in an unspecified location, offers convenient access to local amenities. The 1-bedroom, 1-bathroom flat sleeps 2 guests, features a work desk and coffee machine, and benefits from on-site facilities including a gym, swimming pool, and the Waterside Grill and Lounge.
9.3 3 reviews
San Mateo, CA
21/08 – 24/08
£311/nighttotal: £933 (3 )
3br 2ba Spacious Sfh W/ Bay View
1 4
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.
San Mateo, CA
21/08 – 24/08
£785/nighttotal: £2355 (3 )
Panoramic Bayview 4br · Single-level · 1gbps Wifi
4 2
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.
9.6 52 reviews
San Mateo, CA
21/08 – 24/08
£403/nighttotal: £1209 (3 )
Hidden & Quiet Home Up On The Hill W/ Private Yard
1 4
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.
