San Mateo Holiday Rentals

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Our top choices for San Mateo holiday rentals

Sunny Private Escape Gated, Peaceful & Safe

Sunny Private Escape Gated, Peaceful & Safe
Central San Mateo
The price is NZ$651
includes taxes & fees
4 Feb - 5 Feb
Sunny Private Escape Gated, Peaceful & Safe

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 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 NZ$615
includes taxes & fees
29 Jan - 30 Jan
Mid Century Garden View Home Parking

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is NZ$657
includes taxes & fees
25 Jan - 26 Jan
LakeFront Lavender House

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
The price is NZ$557
includes taxes & fees
29 Jan - 30 Jan
@ Marbella Lane - Bright and Cozy Home Near SFO

20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard
East San Mateo
8.4 out of 10, Very good, (5 reviews)
"Perfect location."
United States
Kitiara C.
The price is NZ$571
includes taxes & fees
23 Feb - 24 Feb
20%OFF! Chic Home with Expansive big Backyard

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is NZ$772
includes taxes & fees
24 Jan - 25 Jan
Lakefront Retreat WaterViews 3BR 1.5BA

Marbella Lane - Adorable and Quiet Studio

Marbella Lane - Adorable and Quiet Studio
Central San Mateo
The price is NZ$1,083
includes taxes & fees
5 Feb - 6 Feb
Marbella Lane - Adorable and Quiet Studio

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 NZ$825
includes taxes & fees
2 Feb - 3 Feb
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is NZ$689
includes taxes & fees
5 Feb - 6 Feb
Mid Century Garden View Home Parking

Offsite family retreat property in the heart of Silicon Valley

Offsite family retreat property in the heart of Silicon Valley
East San Mateo
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
The price is NZ$1,263
includes taxes & fees
1 Feb - 2 Feb
Offsite family retreat property in the heart of Silicon Valley

Lakefront Retreat • Water Views.3Beds1.5Bath

Lakefront Retreat • Water Views.3Beds1.5Bath
East San Mateo
The price is NZ$909
includes taxes & fees
23 Feb - 24 Feb
Lakefront Retreat • Water Views.3Beds1.5Bath

7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence
East San Mateo
8.8 out of 10, Excellent, (3 reviews)
"Great communication between owner, supplies provided, sf very close "
United States
Elita Y.
The price is NZ$516
includes taxes & fees
5 Feb - 6 Feb
7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

LakeFront Lavender House

LakeFront Lavender House
East San Mateo
LakeFront Lavender House

@ Marbella Lane – Cozy 2BR + Studio Duplex Home

@ Marbella Lane – Cozy 2BR + Studio Duplex Home
Central San Mateo
The price is NZ$1,786
includes taxes & fees
5 Feb - 6 Feb
@ Marbella Lane – Cozy 2BR + Studio Duplex Home

Marbella Lane Cozy 2BR Studio Duplex Home

Marbella Lane Cozy 2BR Studio Duplex Home
Central San Mateo
The price is NZ$1,409
includes taxes & fees
9 Feb - 10 Feb
Marbella Lane Cozy 2BR Studio Duplex Home

@ Marbella Lane - Adorable and Quiet Studio

@ Marbella Lane - Adorable and Quiet Studio
Central San Mateo
4.0 out of 10, (4 reviews)
"I rented this unit for my son who is visiting from New York. It workedc out perfect for us. We would run it again."
United States
Bob S.
The price is NZ$856
includes taxes & fees
5 Feb - 6 Feb
@ Marbella Lane - Adorable and Quiet Studio

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
Arleta Park
10.0 out of 10, Exceptional, (21 reviews)
"Very clean, comfortable and quiet."
United States
John
The price is NZ$438
includes taxes & fees
25 Jan - 26 Jan
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Coral Reef Inn & Suites

Coral Reef Inn & Suites
2.5 star property
East End
6.8 out of 10, (2,893 reviews)
"I stay there whenever I go to Alameda. It's right across the street from the beach and shopping mall."
United States
Natalie
The price is NZ$170
includes taxes & fees
25 Jan - 26 Jan
Coral Reef Inn & Suites

A Gem in the San Francisco Bay

A Gem in the San Francisco Bay
Golden Gate
9.4 out of 10, Exceptional, (69 reviews)
"Beautiful home. Very clean. Very nicely decorated. Extremely peaceful environment. Good vibes. "
United States
Jay L.
The price is NZ$304
includes taxes & fees
24 Jan - 25 Jan
A Gem in the San Francisco Bay

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
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 NZ$521
includes taxes & fees
25 Jan - 26 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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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 favorite 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 depends 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 NZ$170 per night. Entering your travel dates in the search wizard you might find 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.

How many holiday rentals are there in San Mateo?

Expedia has 40 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.