Find offers
Vacation Rentals in San Mateo
1 bedroom
from $214 / night
1 bedroom
from $158 / night
1 bedroom
from $114 / night
1 bedroom
from $161 / nightPopular Vacation Rentals in San Mateo
1 bedroom
4.3
5.0
4.0
1 bedroom
from $131 / nightVacation rentals with free cancellation
3 bedrooms
5.0
2 bedrooms
from $299 / nightFREE cancellation
3 bedrooms
5.0
3 bedrooms
5.0
Pet-friendly vacation rentals
Pets allowed
1 bedroom
from $209 / night
Pets allowed
1 bedroom
from $196 / night
Pets allowed
1 bedroom
from $242 / night
Pets allowed
1 bedroom
from $137 / nightVacation Rentals with Pool
Pool
1 bedroom
from $207 / night
Pool
1 bedroom
from $217 / night
Pool
1 bedroom
from $153 / night
Pool
1 bedroom
4.2
Vacation Rentals with Internet
Internet
1 bedroom
from $123 / nightFREE cancellation
Internet
1 bedroom
5.0
Internet
1 bedroom
from $242 / night
Internet
4.0
Find Vacation Rentals in San Mateo
Best Vacation Rentals in San Mateo
Guests agree: these stays are highly rated for location, cleanliness, and more.
See property
more...
San Mateo, San Mateo County
Vacation Rental • 2 Guests • 1 Bedroom
San Mateo, San Mateo County
5.0
Roomie private bedroom, luxury standards, shared bathroom. This fun Craftsman is within walking to downtown San Mateo and a few blocks from CalTrain. Perfect for commuting, just off 3rd Avenue exit 101. Dogs are welcome for daily fee $10, but sorry, no unneutered pets, pee pads or cats.Rosie is my sweet-natured lab mix who is a bit shy but loves other dogs. This 1890's home is in a convenient location on busy street leading to 101. Lots of space and privacy in this is a friendly home. Decorated with spicy colors, fun artwork and plenty of love!Listed as Bed & Breakfast because VRBO does...
from $95 / night
See property
more...
San Mateo, Silicon Valley
Vacation Rental • 4 Guests • 2 Bedrooms
San Mateo, Silicon Valley
5.0
Charming two bedrooms, one bath, newly renovated home in a great location. Home is fully equipped with brand new furniture, appliances, linens, kitchenware, and much more. The house is located in a quiet hilly street in San Mateo and the observation deck has spectacular S.F. Bay views. It is 20-30 minutes drive to San Francisco, Stanford, and Half Moon Bay. Very close proximity to Hillsdale Shopping Center, great restaurants and train station.
from $225 / night
See property
more...
San Mateo, San Mateo County
Vacation Rental • 2788 ft² • 3 Bedrooms
San Mateo, San Mateo County
5.0
About this listing:Enjoy casual and elegant living in this 1928 Spanish home in the extremely safe and charming neighborhood of Baywood. It has an updated and fully equipped gourmet kitchen with Wolf Range, Thermador built-in refrigerator, two full baths plus formal living and dining rooms. Plus, enjoy the private outdoor courtyard for indoor/outdoor entertaining.Ample street parking is readily available.The neighborhood:Enjoy the old world 1920's charm of the neighborhood, stroll to downtown restaurants by foot, see a movie, do some shopping and then take an Uber back home! Or, enjoy the g...
from $985 / night
FAQs: Vacation Rentals in San Mateo
How much did it cost for a vacation rental in San Mateo last year?
San Mateo is one of the cheapest cities in the USA. For a stay here you pay around $303 per night.
What time of year offers, on average, the best vacation rental prices in San Mateo?
After analyzing our data from last year, the months at the lowest possible cost in San Mateo are November, December and February, with average prices of $173, $191, and $214, respectively.
When does the price of vacation rentals in San Mateo go up the most?
Last year, the month that had the highest annual average in San Mateo was October, with an average price of $492 per night. This was followed by June, with an average of $488, and then May, with $350.
Are there usually many vacation rentals available in San Mateo?
So you don't run out of accommodation options in San Mateo, it is necessary to plan ahead as 86% of rentals are usually booked, according to last year's data.
What are the best months for a spontaneous getaway?
The most available months are, on average, December (with an availability of 30%), November (29%), and January (20%), according to the trends observed in the prior year.
How many rentals does Holidu have in San Mateo?
Holidu offers around 170 accommodations in San Mateo from 2 different partners, so find the perfect type of accommodation you are looking for. We have everything you need!
Vacation destinations nearby
Holidu compares hundreds of websites to find your perfect holiday rental for the best price.
500+ more