A coastal landscape with a sandy beach, rocky cliffs, and the ocean.

Search Holiday Rentals in San Mateo

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for San Mateo holiday rentals

Living area

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
North Central
The price is 4.410.504 ₫
9.556.223 ₫ total
includes taxes & fees
26 Jul - 27 Jul
@ Marbella Lane - Bright and Cozy Home Near SFO
Classic House | Living area

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is 6.119.574 ₫
12.294.141 ₫ total
includes taxes & fees
29 Jul - 30 Jul
Mid Century Garden View Home Parking
House | 3 bedrooms

Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
North Central
The price is 6.822.616 ₫
13.262.772 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Sanmateo Cozy Central 3b1b Home Garage Parking AC
House, 2 Bedrooms, Patio, Lake View | Exterior

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
8.0 out of 10, Very good, (1 review)
"The listing provided showed a listing of a differently painted house, although the inside was clean the outside needs cleaning. The inside smelled like strong cleaning supplies so airing it out was necessary. The door for one of the bedrooms was locked and were told to find a way to open it on our own, so if you need immediate support for anything related to the house, expect you will need to do it yourself. The futon couch that they have is broken and don’t let them charge for it. If it’s a...
United States
Luis
The price is 4.646.781 ₫
10.152.232 ₫ total
includes taxes & fees
16 Aug - 17 Aug
LakeFront Lavender House
House, 3 Bedrooms, Patio, Lake View | Living area | 55-inch LED TV with digital channels

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is 7.035.804 ₫
14.098.649 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Lakefront Retreat WaterViews 3BR 1.5BA
Family Apartment, 2 Bedrooms | 2 bedrooms, iron/ironing board, free WiFi, individually furnished

Coast PalmTree Yard 2BR Block from Beach

Coast PalmTree Yard 2BR Block from Beach
2.5 star property
Sharp Park
10.0 out of 10, Exceptional, (1 review)
The price is 4.784.780 ₫
10.452.247 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Coast PalmTree Yard 2BR Block from Beach
View from room

Coral Reef Inn & Suites

Coral Reef Inn & Suites
2.5 star property
East End
6.8 out of 10, (3,003 reviews)
"Parking was easy. Super convenient and close to things and it was nice to have an actual kitchen. Anytime I saw the staff and had a question they were very nice and helpful"
United States
Heather
The price is 2.155.726 ₫
2.457.527 ₫ total
includes taxes & fees
15 Aug - 16 Aug
Coral Reef Inn & Suites
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Mateo Hotel Reviews

Fairmont San Francisco

Fairmont San Francisco

10/10 Excellent
"Incredible property! Professional staff! One of our favorite rooms in a suite on an upper floor with views of Alcatraz and the bridge!"
Lyndsey 3-night trip
Posted 3 hours ago
Fairmont San Francisco

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.

How many holiday rentals are there in San Mateo?

Expedia has 45 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 JoinVille Park are a couple of great spots to enjoy the outdoors. In the wider area, you’ll find popular places such as Oracle Park and Pier 39.

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.