San Mateo vacation rentals

KAYAK searches hundreds of travel sites at once for vacation home deals in San Mateo

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best San Mateo vacation rentals

Elegant charming unit close to everything - San Mateo
Elegant charming unit close to everything
San Mateo, CA
10Wonderful(2)
Apartment
$146+
Check availability
Stunning Views 3bedroom/3bathroom San Mateo San Francisco Bay Area House - San Mateo - Living room
Stunning Views 3bedroom/3bathroom San Mateo San Francisco Bay Area House
San Mateo, CA
9.5Wonderful(19)
House
Free Wi-Fi
$497+
Check availability
Charming Cozy Centralize Studio - San Mateo
Charming Cozy Centralize Studio
San Mateo, CA
7.0Good(2)
Apartment
$149+
Check availability
804 Sanmateo Comfortable 2br Home/Wifi & Free Parking - San Mateo - Living room
804 Sanmateo Comfortable 2br Home/Wifi & Free Parking
San Mateo, CA
House
$391+
Check availability
Beautiful centralized home away from home - San Mateo - Kitchen
Beautiful centralized home away from home
San Mateo, CA
8.0Very good(1)
Apartment
$164+
Check availability
Charming 2-bedroom house with WiFi and AC in San Mateo - San Mateo - Kitchen
Charming 2-bedroom house with WiFi and AC in San Mateo
San Mateo, CA
House
Free Wi-Fi
$237+
Check availability
Remodeled 2BR in Downtown San Mateo - San Mateo - Patio
Remodeled 2BR in Downtown San Mateo
San Mateo, CA
9.7Wonderful(57)
Apartment
Free Wi-Fi
$323+
Check availability
Fetching cozy studio close to everything - San Mateo - Kitchen
Fetching cozy studio close to everything
San Mateo, CA
10Wonderful(1)
Apartment
$151+
Check availability
Relaxing long term stay in hillside San Mateo, CA - San Mateo - Living room
Relaxing long term stay in hillside San Mateo, CA
San Mateo, CA
House
$342+
Check availability
@ Marbella Lane - Adorable and Quiet Studio - San Mateo
@ Marbella Lane - Adorable and Quiet Studio
San Mateo, CA
7.5Good(4)
House
Free Wi-Fi
$171+
Check availability
Mid Century Garden View Home Parking - San Mateo - Living room
Mid Century Garden View Home Parking
San Mateo, CA
6.2Okay(3)
House
Parking
Free Wi-Fi
Pet friendly
$281+
Check availability
@ Marbella Lane - 3BR w/sweeping views of Bay Area - San Mateo - Building
@ Marbella Lane - 3BR w/sweeping views of Bay Area
San Mateo, CA
8.6Very good(15)
Cottage
Parking
Free Wi-Fi
Pet friendly
$835+
Check availability
Fantastic Central Location in Downtown San Mateo - San Mateo - Bedroom
Fantastic Central Location in Downtown San Mateo
San Mateo, CA
9.4Wonderful(14)
Apartment
$295+
Check availability
@ Marbella Lane - Modern Refreshing Home - San Mateo - Living room
@ Marbella Lane - Modern Refreshing Home
San Mateo, CA
8.2Very good(5)
House
Parking
Free Wi-Fi
Pet friendly
$676+
Check availability
Bright and Beautiful Craftsman in downtown San Mateo - San Mateo - Living room
Bright and Beautiful Craftsman in downtown San Mateo
San Mateo, CA
10Wonderful(1)
House
$551+
Check availability
Nice and tranquil house 7 mins away from SFO - San Mateo
Nice and tranquil house 7 mins away from SFO
San Mateo, CA
8.9Very good(3)
Apartment
Parking
Free Wi-Fi
Pet friendly
$249+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
June
$377
$594
Cheapest month to stay with an average 77% drop in price.
Most expensive month to stay with an average 96% 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 48% more expensive than hotels on average. Search here to compare prices for all accommodation types in San Mateo.
  • The best vacation rental property in San Mateo is Remodeled 2BR in Downtown San Mateo (9.7, 57 reviews), 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 October and September.
  • The cheapest night for renting a vacation home in San Mateo is Tuesday. 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 28 days.

FAQs when booking a vacation home in San Mateo

  • 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 and homestays.

  • 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 8% allowing you to bring your pet along with you.

  • 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.

Everything you need to know for your stay in San Mateo