San Mateo vacation rentals

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Booking Insights
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Best San Mateo vacation rentals

These are the best prices for Jun 9 - 10.
Booking Insights

KAYAK’s insights for vacation rentals in San Mateo

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in San Mateo with confidence.

Which month has the cheapest vacation rental rates in San Mateo?

Based on vacation rental prices in San Mateo found by KAYAK users over the last 12 months.

Vacation rentals are cheapest in San Mateo in February, with average rates of $46. In comparison, August is the most expensive month, with prices at $508.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

March
January
$323
$114
Cheapest month to stay with an average 69% drop in price.
Most expensive month to stay with an average 174% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding San Mateo vacation rental deals

  • Vacation rentals in San Mateo are around 19% cheaper than hotels on average. Search here to compare prices for all accommodation types in San Mateo.
  • The best vacation rental properties in San Mateo are Sparkling Clean Luxury 3 Br House Near Sf/Sfo/Caltrain/Bart+ev+free Parking+wifi (10.0, 44 reviews), Andulore Cottage - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat (9.8, 54), and Cozy 1 bedroom located at rustic boutique winery (9.8, 30), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in San Mateo, you should consider visiting during the low season. The cheapest vacation homes in San Mateo can be found in March and April.
  • The cheapest night for renting a vacation home in San Mateo is Friday. In contrast, the most expensive is Sunday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in San Mateo for 8 days.

FAQs when booking a vacation home in San Mateo

  • How much is a vacation rental for a week in San Mateo?

    The average price for a weekly San Mateo vacation rental found by KAYAK users in the last 2 weeks is $1,578.

  • How much is a vacation rental for a month in San Mateo?

    The average price for a monthly San Mateo vacation rental found by KAYAK users in the last 2 weeks is $6,764.

  • What types of vacation rentals are available in San Mateo?

    There are loads of different property types that you can make your vacation home in San Mateo. You’ll find apartments, cottages, houses, homestays and villas.

  • Are there any pet-friendly vacation rentals in San Mateo?

    There are a number of dog and pet-friendly San Mateo vacation rentals, with around 23% allowing you to bring your pet along with you.

  • How much is a vacation rental in San Mateo for tonight?

    In the last 72 hours, users have found San Mateo vacation rentals for tonight for as low as $446. Search here for similar prices

  • How much is a vacation rental in San Mateo for this weekend?

    In the last 72 hours, users have found San Mateo vacation rentals for this weekend for as low as $260 per night. Search here for similar prices

  • How can I find vacation rentals near me in San Mateo?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in San Mateo?

Our map will help you find the perfect place to stay in San Mateo by showing you the exact location of each vacation rental.