Photo by Lifang Yu

San Mateo Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

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 HK$1,018
HK$2,734 total
includes taxes & fees
14 Jan - 15 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 HK$968
HK$2,203 total
includes taxes & fees
13 Jan - 14 Jan
20%OFF! Chic Home with Expansive big Backyard

Apartment in East San Mateo

LakeFront Lavender House
2.0 star property
The price is HK$1,465
HK$3,113 total
includes taxes & fees
15 Jan - 16 Jan
LakeFront Lavender House

Apartment in East San Mateo

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
The price is HK$2,050
HK$4,141 total
includes taxes & fees
14 Jan - 15 Jan
Lakefront Retreat WaterViews 3BR 1.5BA

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
The price is HK$1,380
HK$3,133 total
includes taxes & fees
14 Jan - 15 Jan
Mid Century Garden View Home Parking

Holiday Home in Central San Mateo

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
The price is HK$1,910
HK$3,803 total
includes taxes & fees
19 Jan - 20 Jan
Sanmateo Cozy Central 3b1b Home Garage Parking AC
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
The price is HK$3,584
HK$6,596 total
includes taxes & fees
1 Feb - 2 Feb
Offsite family retreat property in the heart of Silicon Valley
2.0 star property
The price is HK$2,323
HK$4,326 total
includes taxes & fees
14 Jan - 15 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 HK$1,087
HK$2,365 total
includes taxes & fees
21 Jan - 22 Jan
7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

Apartment in East San Mateo

LakeFront Lavender House
2.0 star property
The price is HK$1,738
HK$3,375 total
includes taxes & fees
15 Jan - 16 Jan
LakeFront Lavender House
10.0 out of 10, Exceptional, (21 reviews)
"Very clean, comfortable and quiet."
United States
John
The price is HK$1,105
HK$2,027 total
includes taxes & fees
11 Jan - 12 Jan
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Aparthotel in East End

Coral Reef Inn & Suites
2.5 star property
6.8 out of 10, (2,886 reviews)
"all good. real nice breakfast bar"
United States
William U
The price is HK$688
HK$784 total
includes taxes & fees
10 Feb - 11 Feb
Coral Reef Inn & Suites
9.4 out of 10, Exceptional, (38 reviews)
"The stay was great, would recommend for quick getaway. "
United States
Kiera E.
The price is HK$1,281
HK$4,121 total
includes taxes & fees
4 Feb - 5 Feb
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
9.8 out of 10, Exceptional, (8 reviews)
"Great place "
United States
Marie S.
The price is HK$510
HK$2,134 total
includes taxes & fees
19 Jan - 20 Jan
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Holiday Home in Golden Gate

A Gem in the San Francisco Bay
9.2 out of 10, Wonderful, (67 reviews)
"Beautiful home. Very clean. Very nicely decorated. Extremely peaceful environment. Good vibes. "
United States
Jay L.
The price is HK$701
HK$1,399 total
includes taxes & fees
16 Jan - 17 Jan
A Gem in the San Francisco Bay
6.8 out of 10, (11 reviews)
"Great location. "
United States
Lea M.
The price is HK$390
HK$900 total
includes taxes & fees
11 Jan - 12 Jan
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
3.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,107
HK$2,440 total
includes taxes & fees
11 Jan - 12 Jan
Stunning 2 Bedroom 1 Bath Home near BART
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 HK$1,158
HK$2,341 total
includes taxes & fees
14 Jan - 15 Jan
Modern Coastal Retreat, Walk to Downtown HMB & Beach
10.0 out of 10, Exceptional, (36 reviews)
"The studio is in a great location and is centrally located within walking distance to shops and restaurants. Pictures were accurate and the place was spotless; would definitely stay here again."
United States
Steven D.
The price is HK$1,707
HK$2,494 total
includes taxes & fees
11 Jan - 12 Jan
Oceanview Penthouse, Stylish & Walking to Beach

Apartment in Bayview

Sunny side Bayview heights
9.4 out of 10, Exceptional, (44 reviews)
"Easy parking close enough to the city center, hot shower, fridge, microwave, everything we needed for our dogs and a comfortable bed. Happy with our stay, will stay again. "
United States
Esmeralda
The price is HK$787
HK$1,645 total
includes taxes & fees
1 Feb - 2 Feb
Sunny side Bayview heights
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Mateo Hotel Reviews

Find out more about San Mateo

Search for holiday rentals in San Mateo on Expedia! You can easily find your home rentals, villas, holiday apartments in San Mateo using one of the methods below:

  • View our selection of featured holiday rentals in San Mateo
  • Use the map to find apartments and other holiday homes in the San Mateo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Mateo while they last

Look no further and take a look at our great range of rental properties in San Mateo!

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.