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

Discover Central Holiday Rentals in San Mateo, CA

Coordinate an unforgettable urban break using private, independent holiday rentals for couples situated close to vibrant San Mateo, CA landmarks.

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.
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
This one-bedroom flat is ideally situated in San Mateo, just 5km from the airport and train station, and within walking distance of local schools and a language school. The property has received excellent ratings for its location, cleanliness and overall experience.
The flat comfortably accommodates up to four guests and features a kitchen equipped with a fridge and microwave oven. Guests can also enjoy the convenience of on-site parking and a shared laundry room with washing machine and dryer.
Private Studio W A/c, Washer/dryer - San Mateo, CA
9.8 167 reviews

Private Studio W A/c, Washer/dryer

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.
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
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.

Best San Mateo, CA holiday rentals with air conditioning

1 King Bed - San Mateo, CA
8.0 1 review

1 King Bed

apartment, Belmont
This motel is located in Redwood City, 20.9 kilometres from San Francisco International Airport and 40.2 kilometres from the San Mateo County Event Centre.
This 19 square metre apartment offers air conditioning, a swimming pool, parking, and welcomes pets, accommodating up to two guests with a 7 AM to 11 AM check-out.
Sfo Recharge. Hilltop Guest House Nested In Nature - San Mateo, CA
9.7 103 reviews

Sfo Recharge. Hilltop Guest House Nested In Nature

house, Burlingame
This charming guest house is situated in a peaceful, wooded neighbourhood in Burlingame, just 10 kilometres from San Francisco International Airport. It has received excellent ratings for its location, cleanliness and overall experience.
The accommodation offers a private and spacious layout with its own entrance, perfect for two guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, a desk, Wi-Fi, a washing machine and dryer, and stunning views of the San Francisco Bay.
2026 Newly Renovated - Quiet, Hillsdale, Belmont - San Mateo, CA
10 2 reviews

2026 Newly Renovated - Quiet, Hillsdale, Belmont

apartment, San Mateo
This brand new, modern flat is located in the Hillsdale area of San Mateo, offering easy access to the Hillsdale Shopping Centre and the centres of Belmont and Downtown San Mateo.
This 84-square-meter apartment accommodates up to six guests and features three bathrooms, air conditioning, a garden, and a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, making it ideal for travellers seeking convenience and contemporary comfort.
Brand New | King Bed | Fully Furnished 2b 2b - San Mateo, CA
No reviews

Brand New | King Bed | Fully Furnished 2b 2b

apartment, San Mateo
This 2-bedroom, 2-bathroom flat in the San Mateo Hills offers convenient access to local amenities, being a 2-minute walk from Safeway, Starbucks, and CVS, and a 15-kilometre drive from San Francisco International Airport and Half Moon Bay Beach.
This well-appointed residence accommodates up to six guests, featuring a king-sized bed, complimentary fast Wi-Fi, free parking, a fully equipped kitchen, air conditioning, a swimming pool, a garden, and a fitness centre, providing a peaceful retreat surrounded by trees.

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.

Popular destinations

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.

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.

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.

Hidden French Gem For Fam/biz~near Caltrain,sfo - San Mateo, CA
9.8 400 reviews

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

house, Belmont
This European-style studio apartment is located in Belmont, a quiet neighbourhood with a secluded bay view, just 5 kilometres from the downtown area with its restaurants, Caltrain station, and a park. It is also conveniently located within a 10-13 minute drive to SFO airport and Stanford University, and 20-25 minutes to San Francisco. This studio apartment has received excellent ratings for its location, cleanliness, and user experience.
The apartment can comfortably accommodate up to three guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher. The studio also offers a private workspace, a keyless lock system, and a private gated parking space.
3 Bed 2 Bath San Mateo Home - San Mateo, CA
9.5 70 reviews

3 Bed 2 Bath San Mateo Home

apartment, San Mateo
This house is located in East San Mateo, just a short walk from Lakeshore Park Beach and within easy reach of San Francisco Bay, offering a peaceful retreat from the city. The house has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The house has three bedrooms and two bathrooms, accommodating up to six guests. Enjoy the convenience of a fully equipped kitchen, a private garden, and air conditioning, as well as easy access to public transport and nearby attractions.
Panoramic Bay View  Single-level  1gbps Wifi - San Mateo, CA
10 26 reviews

Panoramic Bay View Single-level 1gbps Wifi

apartment, San Mateo
This San Mateo flat, located on a peaceful Laurelwood hillside, offers calming Bay views and is situated in a quiet neighbourhood with abundant natural light and privacy.
This four-bedroom, two-bathroom property accommodates eight guests and features a modern open layout, a Zen-inspired garden, and a well-equipped kitchen, all complemented by indoor air filtration units and private two-car garage parking.
Spacious House Downtown San Mateo - San Mateo, CA
10 41 reviews

Spacious House Downtown San Mateo

apartment, San Mateo
This spacious home is conveniently located in San Mateo, just 1.5 kilometres from the town centre and 1.1 kilometres from the Caltrain station. It's also within a 48 kilometre drive of San Francisco and Silicon Valley.
The house has five bedrooms and four bathrooms, comfortably accommodating up to 12 guests. It offers a range of amenities including a fully equipped kitchen, a private garden with outdoor seating, and dedicated workspaces in each bedroom.

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.

Sweet Home | Quiet Hillside Home - San Mateo, CA
No reviews

Sweet Home | Quiet Hillside Home

apartment, Belmont
Cottage. 15 Mins To Train/dwntwn - San Mateo, CA
9.7 57 reviews

Cottage. 15 Mins To Train/dwntwn

cottage, Redwood City
Bright, Smartly Furnished Home Perfect For You - San Mateo, CA
9.5 84 reviews

Bright, Smartly Furnished Home Perfect For You

apartment, San Carlos
Chic Studio: King Bed, Walker's Paradise - San Mateo, CA
9.9 65 reviews

Chic Studio: King Bed, Walker's Paradise

apartment, San Carlos

Compare Luxury Holiday Rentals in San Mateo, CA

Upscale holiday rentals in San Mateo, CA offer a refined stay you will want to return to. Enjoy premium amenities and attentive service.

Brand New Modern Luxury Unit  | Walk To Downtown - San Mateo, CA
9.9 27 reviews

Brand New Modern Luxury Unit | Walk To Downtown

apartment, San Mateo

Explore Pet-Friendly Holiday Rentals in San Mateo, CA

Your dog is as welcome as you are. These pet-friendly holiday rental and Airbnbs in San Mateo, CA provide easy access to local dog parks and city walks. See what's available.

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

Cozy San Mateo, Close To 101, Downtown, Tech

apartment, San Mateo
1 Queen Bed  Mobil Acces Tub Nsmk Minifridg - San Mateo, CA
No reviews

1 Queen Bed Mobil Acces Tub Nsmk Minifridg

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

2 Full Beds Non-smoking Kitchen

apartment, Belmont
Stylish Home With Fenced Yard And Jacuzzi - Elegant Retreat - San Mateo, CA
No reviews

Stylish Home With Fenced Yard And Jacuzzi - Elegant Retreat

house, San Mateo

Find the Best Holiday Rentals with a Pool in San Mateo, CA

Pool access at your holiday rental makes a proper swim in the heart of the city part of your daily routine in San Mateo, CA.

Elegant Studio By Sfo Airport | *Free Snacks, Bike - San Mateo, CA
9.0 2 reviews

Elegant Studio By Sfo Airport | *Free Snacks, Bike

apartment, Burlingame
2 Queen Beds - San Mateo, CA
No reviews

2 Queen Beds

apartment, Belmont
2 Queen Beds  Mini Fridge - San Mateo, CA
No reviews

2 Queen Beds Mini Fridge

apartment, Belmont
1 King Bed  Non-smoking Mini Fridge - San Mateo, CA
No reviews

1 King Bed Non-smoking Mini Fridge

apartment, Belmont

Check Out Holiday Rentals with a Hot Tub in San Mateo, CA

A holiday rental with a hot tub in San Mateo, CA is perfect for unwinding in private after exploring the city. Browse our top-rated options.

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
Private Garden Cottage Belmont Hills*pool*hottub* - San Mateo, CA
9.8 293 reviews

Private Garden Cottage Belmont Hills*pool*hottub*

house, Belmont
2139 Sanmateo 3b Ac Home Parking Wifi Fully Fenced Yard - San Mateo, CA
No reviews

2139 Sanmateo 3b Ac Home Parking Wifi Fully Fenced Yard

house, San Mateo
Poplar House | 3br 2nd Floor | Near Downtown - San Mateo, CA
No reviews

Poplar House | 3br 2nd Floor | Near Downtown

apartment, San Mateo
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