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San Mateo Holiday Rentals

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Holiday Rentals in San Mateo

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 AU$504
includes taxes & fees
3 Dec - 4 Dec
Mid Century Garden View Home Parking

Sanmateo Cozy Central 3b1b Home Garage Parking AC

2.0 star property
Central San Mateo
The price is AU$731
includes taxes & fees
3 Dec - 4 Dec
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Coral Reef Inn & Suites

2.5 star property
East End
6.8 out of 10, (2868)
"Good "
United States
Khellaf
The price is AU$112
includes taxes & fees
6 Dec - 7 Dec
Coral Reef Inn & Suites

Charming 2BR Ocean Getaway in Pacifica

2.0 star property
Westview
9.0 out of 10, Wonderful, (4)
"it was clean and quiet. "
United States
Nader
The price is AU$473
includes taxes & fees
9 Dec - 10 Dec
Charming 2BR Ocean Getaway in Pacifica

Peaceful 1BR Stay - Golf & Beach

2.0 star property
Sharp Park
The price is AU$281
includes taxes & fees
7 Dec - 8 Dec
Peaceful 1BR Stay - Golf & Beach

Stunning 2 Bedroom 1 Bath Home near BART

3.0 star property
Daly City
10.0 out of 10, Exceptional, (1)
The price is AU$461
includes taxes & fees
3 Dec - 4 Dec
Stunning 2 Bedroom 1 Bath Home near BART

Cozy and Affordable Homes in Santa Ana

2.0 star property
St. Francis
6.2 out of 10, (27)
"Location for work was great but the room was cold"
United States
Paul
The price is AU$201
includes taxes & fees
5 Dec - 6 Dec
Cozy and Affordable Homes in Santa Ana

Coastal Palm Tree 2BR Retreat Ocean View

3.0 star property
Sharp Park
9.0 out of 10, Wonderful, (6)
"Clean,great location,super comfortable bed."
United States
michael
The price is AU$590
includes taxes & fees
2 Jan - 3 Jan 2026
Coastal Palm Tree 2BR Retreat Ocean View

Oceanview Sunset View 3BR Luxe Home Yard

3.0 star property
Westview
8.0 out of 10, Very good, (1)
"place is very good. Also area is really great. Very close to the ocean."
United States
Ajit
The price is AU$665
includes taxes & fees
3 Dec - 4 Dec
Oceanview Sunset View 3BR Luxe Home Yard

Coast PalmTree Yard 2BR Block from Beach

2.5 star property
Sharp Park
The price is AU$519
includes taxes & fees
3 Dec - 4 Dec
Coast PalmTree Yard 2BR Block from Beach

Beachy 1BR Escape with SofaBed Golf

2.0 star property
Sharp Park
6.0 out of 10, (1)
"We booked the "Beachy" unit in this home, but were given the smaller "Peaceful" unit on arrival. That left us with a single bed for four people. Two of us had to sleep on the floor (Pacifica was booked up for an archery event). We contacted the host, and they were willing to cancel the second night, but we were left with the full first night for a more expensive unit and a host fee that was higher than the cost of the room. The host blamed Expedia/Hotels.com for the mistake, but neither is...
United States
Anonymous traveller
The price is AU$327
includes taxes & fees
8 Dec - 9 Dec
Beachy 1BR Escape with SofaBed Golf

Charming 2BR Coastal Getaway in Pacifica

2.0 star property
Westview
9.6 out of 10, Exceptional, (4)
"Loved this quaint apartment with amazing views of the ocean! I would definitely stay here again."
United States
Daniel
The price is AU$453
includes taxes & fees
20 Dec - 21 Dec
Charming 2BR Coastal Getaway in Pacifica

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 AU$490
includes taxes & fees
31 Dec - 1 Jan 2026
Stunning 2BR Ocean Mountain Sunset View

Maddux Homes near Westlake

2.5 star property
Broadmoor
5.6 out of 10, (4)
"The place was a little dusty and not fully clean. Also, the drain in the shower was backed up but wasn’t terrible. "
United States
Jaime
The price is AU$442
includes taxes & fees
10 Dec - 11 Dec
Maddux Homes near Westlake

Sunnyvale 3B2b Super Big House

3.5 star property
Sunnyvale
8.0 out of 10, Very good, (1)
The price is AU$587
includes taxes & fees
3 Dec - 4 Dec
Sunnyvale 3B2b Super Big House

Large and Cozy Home 2BD 2BA Near SF

2.5 star property
Bayshore Heights
The price is AU$504
includes taxes & fees
28 Dec - 29 Dec
Large and Cozy Home 2BD 2BA Near SF

Cozy 2-Bedroom Retreat in Pacifica

3.0 star property
Westview
6.8 out of 10, (3)
"Staff was only responsive while I was in the unit. As soon as I had questions about being "
United States
Sharifa
The price is AU$482
includes taxes & fees
4 Dec - 5 Dec
Cozy 2-Bedroom Retreat in Pacifica

New 3b3b Home Gogle Speed Wifi

2.0 star property
SNAIL
The price is AU$724
includes taxes & fees
3 Dec - 4 Dec
New 3b3b Home Gogle Speed Wifi

4Beds Private Unit Near BeachWalk Golf

2.0 star property
Sharp Park
6.0 out of 10, (2)
"Super Kommunikation, schnelle Rückmeldungen, die Wohnung war sehr sauber, geräumig und die Umgebung ist wunderschön! "
Germany
Henriette
The price is AU$620
includes taxes & fees
13 Dec - 14 Dec
4Beds Private Unit Near BeachWalk Golf

Walk to Google 3BR Home Yard & Kitchen

2.0 star property
North Whisman
The price is AU$1,923
includes taxes & fees
3 Dec - 4 Dec
Walk to Google 3BR Home Yard & Kitchen
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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Find out more about San Mateo

Everything you need to know about San Mateo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Mateo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Mateo holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Mateo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Mateo. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Mateo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Mateo holiday rentals we have selected for you start as low as AU$112 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Mateo rentals

At Expedia, we put the best San Mateo holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Mateo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Mateo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Mateo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Large and Cozy Home 2BD 2BA Near SF: This holiday home rental outside of San Mateo comes with free WiFi so that you can feel at home during your trip.

How many holiday rentals are there in San Mateo?

Expedia has 36 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 The San Mateo Japanese Garden, 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.