Photo by Lifang Yu

San Mateo Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for San Mateo holiday rentals

Exterior
Mid Century Garden View Home Parking

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 star property
East San Mateo
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is S$494
includes taxes & fees
6 Jan - 7 Jan, 2026
Mid Century Garden View Home Parking
3 bedrooms
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
Central San Mateo
The price is S$658
includes taxes & fees
4 Jan - 5 Jan, 2026
Sanmateo Cozy Central 3b1b Home Garage Parking AC
View from property
Stunning 2BR Ocean Mountain Sunset View

Stunning 2BR Ocean Mountain Sunset View

Stunning 2BR Ocean Mountain Sunset View
2.0 star property
Westview
10.0 out of 10, Exceptional, (2)
"Beautiful place quiet and peaceful the view is amazing in the morning. "
United States
Astrid
The price is S$411
includes taxes & fees
31 Dec - 1 Jan, 2026
Stunning 2BR Ocean Mountain Sunset View
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top San Mateo Hotel Reviews

Handlery Union Square Hotel

Handlery Union Square Hotel

10/10 Excellent
"Was able to get early check-in with no added cost Place is nice. Environment is San Francisco good location near public transportation will definitely stay again"
Zev 1-night trip
Posted 1 day ago
Handlery Union Square Hotel

Frequently asked questions

Can I find a holiday rental in San Mateo?

Yes, there are holiday rentals in San Mateo close to Coyote Point Park, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in San Mateo. You can also check out the festivals while you're visiting.

What are some of the best holiday rentals that San Mateo has to offer?

Mid Century Garden View Home Parking: This highly rated holiday home rental in San Mateo offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in San Mateo?

Expedia has 34 holiday rentals for your stay in San Mateo.

What’s there to see and do in San Mateo?

Family-friendly attractions include Coyote Point Park and CuriOdyssey, whereas San Francisco Bay and Sawyer Camp Trail are a couple of great spots to enjoy the outdoors. In the wider area, you’ll find popular places such as Chase Center and Oracle Park.

What’s a holiday rental in San Mateo like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Mateo. Holiday rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family getaway.