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San Mateo Vacation Rentals

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  4. San Mateo

Our Favorite Vacation Rentals in San Mateo

  • Posh Waterfront Home w/ Marina Views!
     3br Home/Apartment
    RedAwning
    From
    $584
  • SF Bay Stays
    NiceHome/Apartment
    Booking.com
    From
    $180
  • Cozy Modern 3bed 1bath
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $406
  • Cozy Lagoon Room#1 - Great views & Private entry!
     Family Stay
    Booking.com
    From
    $168
  • Quiet, Well-Lit 1Br/1Ba Duplex Unit with Large Private Garden
     Home/Apartment
    HolidayLettings
    From
    $337
  • Panda Family 823
    OkayCountry House
    Booking.com
    From
    $81
  • Villa La Strada
     4br Home/Apartment
    HolidayLettings
    From
    $2,469
  • 2BR House near Downtown Redwood City - Sleeps 5
     Home/Apartment
    Booking.com
    From
    $139
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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
    $212
  • San Mateo Spacious SM 1bd Gym+Pool+Apple TV! (II)
    ExcellentHome/Apartment
    Airbnb
    From
    $202
  • Guest House in Serene Hillsborough
     Home/Apartment
    Airbnb
    From
    $1,130
  • ❤️of Silicon Valley large dream home near SFO/280
    Excellent4br Home/Apartment
    Airbnb
    From
    $579
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San Mateo Vacation Rentals with Wi-Fi

  • Sweet Home
    Good2br Home/Apartment
    Airbnb
    From
    $195
  • Beautiful San Mateo Garden Apartment - Bay Area!
    ExcellentHome/Apartment
    Airbnb
    From
    $235
  • Luxury Suite, 1min to Downtown Caltrain
    GoodHome/Apartment
    Airbnb
    From
    $130
  • Downtown San Mateo - Close to Everything & Parking
    GoodHome/Apartment
    Airbnb
    From
    $212
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San Mateo Pet-Friendly Vacation Rentals

  • Private Studio Suite in the heart of the Peninsula
    ExcellentHome/Apartment
    Airbnb
    From
    $151
  • Home Away from Home - RV
    ExcellentHome/Apartment
    Airbnb
    From
    $137
  • 2BR/1BA House Big Backyard Walk to Dntwn&Cal-Train
    Excellent2br Home/Apartment
    Airbnb
    From
    $354
  • Cozy quiet pool house 1 BR
    ExcellentHome/Apartment
    Airbnb
    From
    $281
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
82 º48
0
81 º48
0
81 º41
3
63 º38
1
66 º39
5
76 º34
0
80 º36
4
76 º42
2
78 º47
0
87 º48
0
81 º53
0
91 º51
0
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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.

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What Expert Travelers Think

  • — I love All the Rooms because instead of having to check one place for home rentals, another for hotel, another for bed and breakfasts, and yet another for a room rental in a private residence, I can finally see EVERYTHING at one site; saving me considerable time

    Jeff Campbell
    Jeff CampbellMiddle Class Dad
    Middle Class Dad

  • — I love AllTheRooms because it enables me to compare a range of providers in just one search. I'd normally spend time checking prices across a range of platforms by visiting different websites one-by-one, so this helps me to save time on my accommodation searches while planning my upcoming trips

    Kacie Morgan
    Kacie MorganThe Rare Welsh Bit
    The Rare Welsh Bit

  • — 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

    Clwyd Probert
    Clwyd ProbertWhitehat
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Vacation Rentals in San Mateo

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Agoda, Priceline and many more. AllTheRooms has 262 rentals, hotels and other great places to stay during your time in San Mateo, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. When traveling on a budget, the cheapest place to stay in San Mateo is available at $10 per night. In general, an accommodation in San Mateo will cost you $267 per night.

If you need to stay connected during your vacation, then you can choose from over 137 accommodations in San Mateo that have WiFi. 12 of our accommodations include a breakfast in the price. Fitness fanatics can get a workout in during their stay by choosing from 32 accommodations that have gyms. If you are driving to San Mateo, you'll want to pick from 121 places to stay that provide parking. We have 35 vacation rentals that have a pool or jacuzzi.

If you're traveling with your best friend, then be sure to select one of the 16 pet-friendly accommodations available.

AllTheRooms compares vacation rentals, hotels and other bespoke accommodation types from many providers in San Mateo, including 129 places to stay from Airbnb, 7 accommodations from Agoda and 3 places to stay from Priceline

170 accommodations in San Mateo have been reviewed; 68% are rated highly. 31 accommodations allow instant booking.

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