San Mateo Holiday Rentals

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Our top choices for San Mateo holiday rentals

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
8.8 out of 10, Excellent, (3 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AU$541
includes taxes & fees
21 Jan - 22 Jan
Mid Century Garden View Home Parking

Holiday Home in East San Mateo

20%OFF! Chic Home with Expansive big Backyard
8.4 out of 10, Very good, (5 reviews)
"Perfect location."
United States
Kitiara C.
The price is AU$475
includes taxes & fees
25 Jan - 26 Jan
20%OFF! Chic Home with Expansive big Backyard

Apartment in East San Mateo

LakeFront Lavender House
2.0 star property
The price is AU$606
includes taxes & fees
26 Jan - 27 Jan
LakeFront Lavender House
3.0 star property
The price is AU$535
includes taxes & fees
1 Feb - 2 Feb
@ Marbella Lane - Bright and Cozy Home Near SFO

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
The price is AU$612
includes taxes & fees
21 Jan - 22 Jan
Mid Century Garden View Home Parking
2.0 star property
The price is AU$728
includes taxes & fees
18 Jan - 19 Jan
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Apartment in East San Mateo

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
The price is AU$676
includes taxes & fees
18 Jan - 19 Jan
Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
The price is AU$875
includes taxes & fees
1 Feb - 2 Feb
@ Marbella Lane – Cozy 2BR + Studio Duplex Home
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
The price is AU$1,160
includes taxes & fees
1 Feb - 2 Feb
Offsite family retreat property in the heart of Silicon Valley
2.0 star property
The price is AU$711
includes taxes & fees
18 Jan - 19 Jan
Lakefront Retreat • Water Views.3Beds1.5Bath
8.8 out of 10, Excellent, (3 reviews)
"Great communication between owner, supplies provided, sf very close "
United States
Elita Y.
The price is AU$450
includes taxes & fees
21 Jan - 22 Jan
7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

Holiday Home in Central San Mateo

Marbella Lane - Bright and Cozy Home near SFO
2.0 star property
The price is AU$625
includes taxes & fees
20 Jan - 21 Jan
Marbella Lane - Bright and Cozy Home near SFO

Apartment in East San Mateo

LakeFront Lavender House
2.0 star property
The price is AU$645
includes taxes & fees
26 Jan - 27 Jan
LakeFront Lavender House

Holiday Home in Central San Mateo

Marbella Lane Cozy 2BR Studio Duplex Home
2.0 star property
Marbella Lane Cozy 2BR Studio Duplex Home
5.0 out of 10, (2 reviews)
"I was happy with everything except responsive time. I could ask a question and it’d take 4-8 hours for them to respond! Also no AC which wasn’t listed! And also it is an apartment not a house"
United States
Jaymar T.
The price is AU$608
includes taxes & fees
20 Jan - 21 Jan
@ Marbella Lane - Bright and Cozy Home near SFO
10.0 out of 10, Exceptional, (21 reviews)
"Very clean, comfortable and quiet."
United States
John
The price is AU$394
includes taxes & fees
20 Jan - 21 Jan
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
9.6 out of 10, Exceptional, (10 reviews)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is AU$320
includes taxes & fees
22 Jan - 23 Jan
Palo Alto Cottage: Privacy, Comfort & Convenience
2.0 star property
8.0 out of 10, Very good, (3 reviews)
"Die Unterkunft war nicht sauber. Badezimmer alt und schmutzig. Küche sehr alt. Wohnung ohne Heizung. Kontakt nur telefonisch möglich. Auf meine E-Mail wurde nicht reagiert. Einzig Positive war die Lage und der Meerblick. Die Wohnung ist für 6 Personen ausgeschrieben. Das Schlafsofa für 2 Erwachsene eine Zumutung. Zu klein, hart und schiebt sich während des Schlafens immer auseinander. Desweiteren war es total verschmutzt mit Flecken und ein Bettüberzug gab es nicht. Es war wirklich ecklih,...
Germany
Isabella
The price is AU$588
includes taxes & fees
12 Feb - 13 Feb
Stunning 2BR Ocean Mountain Sunset View

Holiday Home in Golden Gate

A Gem in the San Francisco Bay
9.4 out of 10, Exceptional, (68 reviews)
"Beautiful home. Very clean. Very nicely decorated. Extremely peaceful environment. Good vibes. "
United States
Jay L.
The price is AU$271
includes taxes & fees
19 Jan - 20 Jan
A Gem in the San Francisco Bay
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
The price is AU$470
includes taxes & fees
20 Jan - 21 Jan
Modern Coastal Retreat, Walk to Downtown HMB & Beach
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

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$147 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?

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. Our travellers also rate Sanmateo Cozy Central 3b1b Home Garage Parking AC as a favourite home for rent in San Mateo.

How many holiday rentals are there in San Mateo?

Expedia has 38 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 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.