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San Mateo, CA vacation rentals
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Best Vacation rentals and Airbnb offers in San Mateo, CA

Discover Family-Friendly Vacation Rentals in San Mateo, CA

Ideal for family vacations, these San Mateo, CA rentals or Airbnbs offer spacious layouts near top city attractions.

Panoramic Bayview 4br · Single-level · 1gbps Wifi - San Mateo, CA
San Mateo, CA
08/21 – 08/24
$1172/nighttotal: $3516 (3 )

Panoramic Bayview 4br · Single-level · 1gbps Wifi

4 2
apartment , San Mateo
This 2,150 sq ft apartment in South San Mateo offers panoramic Bay views and is located 5 minutes from Laurelwood Park, 12 minutes from Seal Point, 15 minutes from SFO, and 20 minutes from Stanford.
This 4-bedroom, 2-bathroom rental accommodates up to 8 guests and features a chef-ready kitchen, a Zen garden, in-home laundry, and 1Gbps Wi-Fi, with street parking and a private driveway available.
Relaxing Backyard Retreat -Spacious + Bright Home - San Mateo, CA
9.7 109 reviews
San Mateo, CA
08/21 – 08/24
$462/nighttotal: $1386 (3 )

Relaxing Backyard Retreat -Spacious + Bright Home

1 2
apartment , San Mateo
This 3-bedroom apartment is located in San Mateo, a charming neighborhood just 15 minutes from SFO Airport, 25 minutes from Stanford University, and less than 45 minutes from San Francisco's Fisherman's Wharf. It has excellent user, location, and cleanliness ratings, making it a great choice for travelers. This modern rental has an open-concept layout with ample space for up to 8 guests. The apartment includes a fully equipped kitchen, a private patio with a fire pit, a BBQ grill, and convenient parking for 2-3 cars.
Spacious Comfy Renovated 4 Br 3 Bath, Quiet Location, Convenient To 101/280 - San Mateo, CA
9.6 68 reviews
San Mateo, CA
08/21 – 08/24
$801/nighttotal: $2403 (3 )

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

5 2
apartment , Belmont
This spacious home is located in Belmont, a quiet neighborhood just 20 minutes from San Francisco International Airport, Palo Alto, and Half Moon Bay. The property has received excellent ratings for user experience, location, and cleanliness.
The 2700 square foot house has four bedrooms and three bathrooms. Enjoy a fully equipped kitchen, high-speed internet, a 75-inch smart TV, an outdoor grill, electric car charging, a Jacuzzi hot tub, and a terrace or balcony.
Business-friendly 2/1. 
Walk To Caltrain/downtown. - San Mateo, CA
9.9 55 reviews
San Mateo, CA
08/21 – 08/24
$289/nighttotal: $867 (3 )

Business-friendly 2/1. Walk To Caltrain/downtown.

1 2
apartment , San Mateo
This San Mateo apartment is located in a quiet neighborhood, just a short walk from the Caltrain station and downtown San Mateo. It has earned excellent ratings for location, cleanliness, and user experience.
The two-bedroom, one-bathroom apartment can comfortably accommodate up to four guests. It features a fully equipped kitchen, a private outdoor space with a BBQ, a fireplace, a large TV, and a work desk in the master bedroom.

Best San Mateo, CA vacation rentals with parking

Marbella Lane Cozy 2br Studio Duplex Home - San Mateo, CA
San Mateo, CA
08/21 – 08/24
$898/nighttotal: $2694 (3 )

Marbella Lane Cozy 2br Studio Duplex Home

3 2
studio , San Mateo
This studio apartment is located in Hillsborough Park, San Mateo, 17 miles from Oracle Park and 18 miles from San Francisco City Hall.
This 500 square foot studio offers accommodation for up to 7 guests, featuring a full kitchen with a dishwasher and microwave, two bathrooms, complimentary on-site parking, and free high-speed WiFi.
\Nurban Airport Stay Sfo & Bart Access - San Mateo, CA
10 1 review
San Mateo, CA
06/27 – 07/04
$319/nighttotal: $2233 (7 )

\Nurban Airport Stay Sfo & Bart Access

3 6
apartment , Millbrae
This Millbrae apartment offers exceptional convenience for travelers, situated just a short drive from San Francisco International Airport (SFO) and providing direct BART access for swift transit to San Francisco, Silicon Valley, and the Peninsula. This 700-square-foot dwelling comfortably accommodates up to six guests with three bedrooms, two bathrooms, a full kitchen, central air conditioning, and a private garden, while its proximity to San Francisco Bay and Golden Gate Park allows for easy access to outdoor leisure.
Marbella Lane Cozy 2br Studio Duplex Home - San Mateo, CA
San Mateo, CA
07/02 – 07/09
$450/nighttotal: $3150 (7 )

Marbella Lane Cozy 2br Studio Duplex Home

3 2
studio , San Mateo
This San Mateo studio apartment is located in the Central San Mateo district, a 2-3 minute drive from Coyote Point Park and Central Park, and close to CuriOdyssey, Hillsdale Shopping Center, and Millbrae Square Shopping Center.
This 500 sq ft guest house accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a full kitchen, in-unit washer/dryer, Wi-Fi, a television, and an office space.
Lakefront 3 Bedroom Retreat With Beautiful Water Views - San Mateo, CA
9.0 2 reviews
San Mateo, CA
08/21 – 08/24
$583/nighttotal: $1749 (3 )

Lakefront 3 Bedroom Retreat With Beautiful Water Views

3 2
apartment , San Mateo
This San Mateo apartment is located 6.8 miles from San Francisco International Airport and offers convenient access to San Francisco landmarks such as the Moscone Center (21 miles) and Union Square (22 miles), with the Shoreline Amphitheatre 16 miles away.
This 1180 square foot residence accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring free Wi-Fi, free private parking, and a fully equipped kitchen, all within a non-smoking property boasting rare lakefront views.

Frequently Asked Questions about vacation rentals in San Mateo, CA

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

    The Bay Area Discovery Museum is a fantastic spot for kids of all ages, with interactive exhibits that teach about science and nature. The Japanese Tea Garden is also a great place for families to relax and enjoy the peaceful atmosphere. And, of course, no trip to San Mateo is complete without a visit to the San Mateo Central Park, a large green space with playgrounds, walking paths, and a beautiful rose garden.
  • What are the best Airbnb and vacation 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, like spring (April-May) or fall (September-October). You'll avoid the crowds and the prices tend to be more reasonable during these months.
  • What are the most popular Airbnbs in San Mateo, CA?

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

    You can enjoy a free walk along the San Mateo Creek Trail, which runs for about 7 miles and offers scenic views. You can also visit the free San Mateo Public Library, which has a variety of events and programs for all ages.
  • What are the best vacation rentals with a pool in San Mateo, CA?

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

    For a taste of local cuisine, check out the restaurants in the downtown area. Try the popular local favorite, The Old Pro, known for its classic American dishes and lively atmosphere.
  • What are the best rentals for families and kids in San Mateo, CA?

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

    The San Mateo Creek Trail is a great choice for a leisurely walk or bike ride, offering a scenic route along the creek. Another popular option is the Bay Trail, which runs along the San Francisco Bay and offers stunning views of the water.
  • What are the best rentals or Airbnbs with a jacuzzi in San Mateo, CA?

  • Are there pet-friendly attractions in San Mateo, CA?

    The San Mateo Central Park is a great place to take your furry friend for a walk or run. Many of the restaurants in the downtown area also have outdoor seating that is pet-friendly.
  • What are the benefits of choosing a vacation rental in San Mateo, CA?

    Vacation rentals can offer more space and privacy compared to hotels, and you often have access to a kitchen, which can be great for families or groups. You can also find rentals in different neighborhoods, allowing you to experience different parts of the city.
  • What are the top sports attractions and facilities in San Mateo, CA?

    San Mateo has a great selection of sports facilities, including the San Mateo Golf Course and the San Mateo Aquatic Park. There are also several parks with basketball courts, tennis courts, and baseball fields.

Destinations nearby

Top Vacation Rentals with Balconies in San Mateo, CA

Enjoy your own private terrace with city skyline views at these vacation rentals in San Mateo, CA.

@ Marbella Lane - Modern Refreshing Home - San Mateo, CA
9.0 1 review
San Mateo, CA
08/21 – 08/24
$1083/nighttotal: $3249 (3 )

@ Marbella Lane - Modern Refreshing Home

3 2
house , San Mateo
This modern home is located in San Mateo, just 18 miles from San Francisco City Hall and Moscone Center, and 3.7 miles from San Francisco International Airport, making it perfect for exploring the Bay Area. The surrounding area is quiet and peaceful, offering a welcome escape from the city's hustle and bustle.
This 3-bedroom, 2-bathroom vacation rental comfortably accommodates up to 6 guests. The kitchen is fully equipped for preparing meals, and you'll also enjoy free Wi-Fi, a flat-screen TV, and free private parking.
Hillsborough Haven: Private Pool, Hot Tub & Scenic Views In A Gated House. - San Mateo, CA
10 3 reviews
San Mateo, CA
08/21 – 08/24
$379/nighttotal: $1137 (3 )

Hillsborough Haven: Private Pool, Hot Tub & Scenic Views In A Gated House.

2 2
apartment , Hillsborough
This Hillsborough apartment is located just 15 minutes from the airport and 20 minutes from San Francisco, offering easy access to the city's attractions while still enjoying a peaceful and prestigious neighborhood. It's also just 10 minutes from San Mateo's downtown area, with a variety of restaurants to choose from.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy amenities like a private pool, Jacuzzi, and parking, along with a fully equipped kitchen and air conditioning for a relaxing and comfortable stay.
Peaceful Family Friendly 2-bed 2-bath Entire Apt Unit In Belmont Hill - San Mateo, CA
10 2 reviews
San Mateo, CA
08/28 – 12/18
$185/nighttotal: $20720 (112 )

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

2 1
apartment , Belmont
This Belmont apartment is located in a peaceful residential community in the hills, 14 miles from San Francisco International Airport (SFO) and moments from Belmont Downtown and Caltrain.
This entire apartment offers 2 bedrooms, 2 bathrooms, and accommodates up to 5 guests, featuring a kitchen with a fridge, microwave, and dishwasher, plus access to a swimming pool, terrace/balcony, and parking.
Panoramic Views Of Silicon Valley - San Mateo, CA
10 11 reviews
San Mateo, CA
06/24 – 08/08
$480/nighttotal: $21600 (45 )

Panoramic Views Of Silicon Valley

3 1
apartment , San Carlos
This charming San Carlos apartment is located in a mid-peninsula town between San Francisco and San Jose, close to Stanford University and Oracle. It has been rated excellent by previous guests. This home is perfect for families or groups of up to six people and features three bedrooms, two bathrooms, a well-equipped kitchen, and a spacious living room with a fireplace. Enjoy panoramic Silicon Valley views from the deck, relax in the spa, or take advantage of the nearby water adventures and outdoor recreation opportunities.

Best San Mateo, CA vacation rentals with air conditioning

Renovated 3b1.5b San Mateo Hill Near Sfo/stanford - San Mateo, CA
10 35 reviews
San Mateo, CA
08/21 – 08/24
$494/nighttotal: $1482 (3 )

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

1 2
apartment , San Mateo
This San Mateo house rental, located on a hill near Laurelwood Park and a 15-minute drive from San Francisco International Airport, offers easy access to US 101, I-280, SR 92, and Caltrain.
The 5,500-square-foot property features three bedrooms sleeping up to eight guests, a renovated interior with hardwood floors, a spacious eat-in kitchen, a tranquil backyard, and amenities including a fireplace, smart TV, and fast internet.
Charming Family House In A Great Location - San Mateo, CA
9.2 12 reviews
San Mateo, CA
06/24 – 07/17
$1274/nighttotal: $29302 (23 )

Charming Family House In A Great Location

1 2
apartment , Belmont
This Belmont house rental boasts a convenient Silicon Valley location, close to San Jose, Palo Alto, San Francisco International Airport (SFO), and Highway 101.
This four-bedroom, three-bathroom home sleeps seven guests and features a pool, jacuzzi, fitness center, and a well-equipped kitchen, plus nearby hiking trails and recreational facilities.
3br 2ba Spacious Sfh W/ Bay View - San Mateo, CA
9.3 3 reviews
San Mateo, CA
08/21 – 08/24
$390/nighttotal: $1170 (3 )

3br 2ba Spacious Sfh W/ Bay View

3 2
apartment , San Mateo
This San Mateo rental is located 1.5 miles from Hillsdale Mall and offers a 20-minute drive to San Francisco International Airport (SFO).
This 1700 sqft, 3-bedroom, 2-bathroom house accommodates up to 6 guests and features a full kitchen, on-site laundry, and a backyard with bay views.
Large In-law Room / Suite - San Mateo, CA
San Mateo, CA
06/24 – 08/08
$637/nighttotal: $28665 (45 )

Large In-law Room / Suite

1 1
house , Foster City
This cozy Foster City guesthouse, perfect for a weekend getaway, is centrally located and offers convenient access to Scottsdale's shopping, dining, and attractions, including a short 5-minute drive to Kierland and 20 minutes to Old Town Scottsdale.
The 1-bedroom, 1-bathroom unit comfortably sleeps 2 guests and features a private guest room, large bed, private bathroom, family area, Wi-Fi, refrigerator, climate control, and on-site parking.
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