San Mateo Vacation Rentals

Our Favorite Vacation Rentals in San Mateo

  • Vintage 1918 Loft off Broadway Burlingame
     Country House
    Booking.com
    From
    $229
  • Cozy Modern 3bed 1bath
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $406
  • Stone Villa Inn San Mateo
     Country House
    NextTrip
    From
    $126
  • 3B2B House near SFO, Caltrain, BART & Freeway
     Country House
    Booking.com
    From
    $261
  • Quiet, Well-Lit 1Br/1Ba Duplex Unit with Large Private Garden
     Home/Apartment
    HolidayLettings
    From
    $290
  • E&book
     Home/Apartment
    Booking.com
    From
    $120
  • Cozy Studio near Hillsdale Mall & Train Station
     -1br Studio
    HolidayLettings
    From
    $242
  • Luxury 5 Bedroom Home near SFO
     Country House
    Booking.com
    From
    $400

Check prices for these upcoming dates

San Mateo Vacation Rentals with a Pool

  • The Cozy little Suite, with Pool and Jacuzzi.
    GoodHome/Apartment
    Airbnb
    From
    $182
  • San Mateo Spacious 1bd Gym+Pool+Apple TV!! (3)
    ExcellentHome/Apartment
    Airbnb
    From
    $186
  • SM 1bd Great location! Gym+Pool+Smart TV!(II)
    ExcellentHome/Apartment
    Airbnb
    From
    $209
  • Guest House in Serene Hillsborough
     Home/Apartment
    Airbnb
    From
    $1,130

San Mateo Vacation Rentals with Wi-Fi

  • Charming Private Quiet Backyard Studio
    ExcellentHome/Apartment
    Airbnb
    From
    $147
  • Sweet Home
    Good2br Home/Apartment
    Airbnb
    From
    $195
  • Luxury Suite, 1min to Downtown Caltrain
    GoodHome/Apartment
    Airbnb
    From
    $130
  • Walk to Downtown San Mateo- Includes Parking
    ExcellentHome/Apartment
    Airbnb
    From
    $223

San Mateo Pet-Friendly Vacation Rentals

  • Global Luxury Suites in Menlo Park
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $394
  • Global Luxury Suites in Menlo Park
     Home/Apartment
    HolidayLettings
    From
    $421
  • Newly Built Townhome
    Excellent2br Home/Apartment
    Airbnb
    From
    $418
  • Private Studio Suite in the heart of the Peninsula
    ExcellentHome/Apartment
    Airbnb
    From
    $153

San Mateo Travel Guide

San Mateo is a wonderful seaside city, only a few miles south of San Francisco. San Mateo is an important city in the Silicon Valley and in the San Francisco Bay as well. This area was a Spanish colonial part, and the earliest records date back to 1789, and in 1810 the area was started to be a home to many new summer houses on the shore. This nice beach city offers a large variety of things to do and sights to see to both adults and children, and it has lots of family friendly options. San Mateo has over 15 parks, which are great for trekking, hiking, some even features swimming pools, and most of them has playground for children. There are lots of landmarks and sights to see, because the architecture reflects on the long history, however, there are many modern buildings as well, since San Mateo is part of the Silicon Valley.

Things to Do in San Mateo

Top things to do include hiking among trees, lakes, and wildlife at Sawyer Camp Trail, relaxing at the San Mateo Japanese Garden, playing sports at Central Park, hiking and swimming at Coyote Point Recreation Area, and golfing Popular Creek Golf Course, Peninsula Golf & Country Club, or Mariners Point Golf Center.

Best Time to Visit San Mateo

Peak travel season is September to December.

Price and Availability in San Mateo

Most expensive
Most availability
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Powered by:
The cheapest day to stay at a vacation rental in San Mateo tends to be Monday, while the most expensive day tends to be Saturday. Vacation homes in San Mateo tend to be busiest on Tuesdays, while it tends to be much quieter on Sundays.
The most expensive month to stay in a vacation rental in San Mateo is in July, while the cheapest month is in April. The most popular time to book a vacation rental in San Mateo is in the high season in July. San Mateo has its low season in December, when less people are visiting and the vacation home occupancy rate drops.

The Weather in San Mateo

Rainy days
81° 41°
3
63° 38°
1
66° 39°
5
76° 34°
0
80° 36°
4
76° 42°
2
78° 47°
0
87° 48°
0
81° 53°
0
91° 51°
0
82° 48°
0
81° 48°
0
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in San Mateo. The warmest months in San Mateo are May and July, when temperatures reach 91 ˚F. The coolest month is November, when temperatures drop to 34 ˚F. The wettest month in San Mateo is December with 4.7 inches of rain, while the driest month is November with 0.27 inches of rain.

What Expert Travelers Think

  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

    ArtMatters.Info
    ArtMatters.InfoArtMatters.Info
  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker

Vacation Rentals in San Mateo

Pick the perfect accommodation for your trip at AllTheRooms.com. We compare Airbnb, Agoda, Priceline and many more. San Mateo has 266 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. For those trying to save money, the lowest priced place to stay in San Mateo is just $10 per night. In general, a place to stay in San Mateo will cost you $265 per night.

If you need internet access during your stay in San Mateo, then you can choose from over 134 accommodations that provide WiFi internet. We have 12 accommodations that come with breakfast included. You can keep up with your workout regime by staying at one of 33 accommodations that provide gym facilities. If you're planning on getting to San Mateo by car, be sure to choose from 119 accommodations that provide parking. 37 accommodations have a a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 17 accommodations that are designated as pet-friendly.

In San Mateo AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 3 providers, including 133 places to stay from Airbnb, 3 accommodations from Agoda and 3 places to stay from Priceline.

165 of our rentals in San Mateo have been rated by previous guests. They rated 68% as excellent or good. You can instantly book any of 30 places to stay right now.

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