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San Mateo Vacation Rentals

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  2. United States of America
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  4. San Mateo

Our Favorite Vacation Rentals in San Mateo

  • Stylish Harbor Home w/ Marina Views!
     3br Home/Apartment
    RedAwning
    From
    $580
  • Vintage 1918 Loft off Broadway Burlingame
     Country House
    Booking.com
    From
    $229
  • Cozy Modern 3bed 1bath
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $406
  • E&book
     Home/Apartment
    Booking.com
    From
    $120
  • Location Location Location
     Home/Apartment
    HolidayLettings
    From
    $232
  • Luxury 5 Bedroom Home near SFO
     Country House
    Booking.com
    From
    $400
  • NEW!Executive Waterfront Property | Marina Lagoon | Laundry + Parking
     5br Home/Apartment
    HolidayLettings
    From
    $597
  • Panda Family 823
     Country House
    Booking.com
    From
    $67
Show all

Check prices for these upcoming dates

San Mateo Vacation Rentals with a Pool

  • Beautiful San Mateo 1bd! Pool+Gym+Game Room!!
    ExcellentHome/Apartment
    Airbnb
    From
    $266
  • San Mateo Spacious 1bd Gym+Pool+Apple TV!! (3)
    ExcellentHome/Apartment
    Airbnb
    From
    $186
  • SM 1bd Great location! Gym+Pool+Smart TV!(II)
    GoodHome/Apartment
    Airbnb
    From
    $209
  • Extension with twin beds in a big 2-story house
    GoodHome/Apartment
    Airbnb
    From
    $113
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San Mateo Vacation Rentals with Wi-Fi

  • Kasa Menlo Park North Apartments
    Good5br 5-star Home/Apartment
    Booking.com
    From
    $188
  • 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
Show all

San Mateo Pet-Friendly Vacation Rentals

  • NEW! San Mateo Home w/Patio - Gateway to San Fran!
     4br Home/Apartment
    HolidayLettings
    From
    $380
  • Cute Bungalow near San Francisco and SFO
     2br Home/Apartment
    HolidayLettings
    From
    $182
  • Cozy Pacifica Apt w/Patio- Walk 2 Blocks to Beach!
     Home/Apartment
    HolidayLettings
    From
    $358
  • Global Luxury Suites in Menlo Park
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $273
Show all

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.

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Price and Availability in San Mateo

Most expensive
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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.
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The Weather in San Mateo

Rainy days
65° 36°
4
63° 36°
6
74° 40°
4
86° 47°
0
70° 47°
2
96° 51°
0
81° 54°
0
91° 55°
0
94° 51°
0
85° 44°
0
74° 36°
2
66° 37°
3
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Rainy days

This climate histogram shows you the weather patterns in San Mateo. The hottest month in San Mateo is July, when temperatures peak at 96 ˚F. The coolest month is February, when temperatures drop to 36 ˚F. The wettest month in San Mateo is November with 6.36 inches of rain, while the driest month is September with 0.26 inches of rain.

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What Expert Travelers Think

  • — 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

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    JazThe Life of a Social Butterfly
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  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
    LTL Mandarin School

  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

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Vacation Rentals in San Mateo

Browse rentals from all the best providers including Airbnb, Agoda, Priceline and many more at AllTheRooms.com. AllTheRooms has 249 rentals, hotels and other great places to stay during your time in San Mateo, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. If you are wanting to keep costs down, the lowest priced place to stay in San Mateo is only $10 per night. In general, a place to stay in San Mateo will cost you $260 per night.

If you need internet access during your stay in San Mateo, then you can choose from over 126 places to stay that provide WiFi internet. We have 14 accommodations that include a breakfast included. Choose from 31 accommodations that provide gym options, so you won't miss a single workout. Driving to San Mateo? Then choose one of the 115 places to stay that comes with a parking spot included. 33 vacation rentals come with a pool or jacuzzi

AllTheRooms has 16 pet-friendly places to stay in San Mateo, so if you're traveling with your pet you won't have any problems.

We combine a wide variety of San Mateo accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 3 providers, including 122 places to stay from Airbnb, 7 accommodations from Agoda and 4 places to stay from Priceline.

156 of our accommodations in San Mateo have been reviewed and rated. 68% are rated great. You can instantly book any of 23 places to stay right now.

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