San Mateo Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for San Mateo holiday rentals

Living area

Apartment in East San Mateo

LakeFront Lavender House
2.0 star property
The price is HK$1,035
HK$2,626 total
includes taxes & fees
21 Mar - 22 Mar
LakeFront Lavender House
Living area

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is HK$900
HK$2,607 total
includes taxes & fees
21 Mar - 22 Mar
Mid Century Garden View Home Parking
Smart TV

Holiday Home in East San Mateo

20%OFF! Chic Home with Expansive big Backyard
9.0 out of 10, Wonderful, (7 reviews)
"Perfect location."
United States
Kitiara C.
The price is HK$1,058
HK$2,300 total
includes taxes & fees
24 Mar - 25 Mar
20%OFF! Chic Home with Expansive big Backyard
Interior

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
The price is HK$1,184
HK$2,900 total
includes taxes & fees
20 Mar - 21 Mar
Mid Century Garden View Home Parking
Living area

Apartment in East San Mateo

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
The price is HK$1,442
HK$3,454 total
includes taxes & fees
22 Mar - 23 Mar
Lakefront Retreat WaterViews 3BR 1.5BA
Living area

Apartment in North Central

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
The price is HK$2,704
HK$4,445 total
includes taxes & fees
23 Mar - 24 Mar
@ Marbella Lane - Bright and Cozy Home Near SFO
TV, offices

Apartment in East San Mateo

Lakefront Retreat • Water Views.3Beds1.5Bath
The price is HK$1,716
HK$3,707 total
includes taxes & fees
22 Mar - 23 Mar
Lakefront Retreat • Water Views.3Beds1.5Bath
TV

Holiday Home in North Central

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
The price is HK$1,505
HK$3,361 total
includes taxes & fees
22 Mar - 23 Mar
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
3 bedrooms

Holiday Home in North Central

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
The price is HK$2,280
HK$4,250 total
includes taxes & fees
29 Mar - 30 Mar
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Outdoor dining

Holiday Home in East San Mateo

Offsite family retreat property in the heart of Silicon Valley
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
The price is HK$2,992
HK$5,981 total
includes taxes & fees
1 Apr - 2 Apr
Offsite family retreat property in the heart of Silicon Valley
Microwave, oven, cookware/dishes/utensils, spices

Holiday Home in East San Mateo

7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
8.6 out of 10, Excellent, (4 reviews)
"Very welcoming and very clean. Little unclear on check out procedures . Consider adding a coffee pot and maybe a toaster :). Really great spot to stay."
United States
kelly L.
The price is HK$1,234
HK$2,557 total
includes taxes & fees
29 Mar - 30 Mar
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
1 bedroom, iron/ironing board, free WiFi

Holiday Home in North Central

@ Marbella Lane - Adorable and Quiet Studio
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.
@ Marbella Lane - Adorable and Quiet Studio
Exterior

Apartment in East San Mateo

LakeFront Lavender House
The price is HK$1,309
HK$2,931 total
includes taxes & fees
21 Mar - 22 Mar
LakeFront Lavender House
TV, offices

Apartment in North Central

@ Marbella Lane - Bright and Cozy Home near SFO
6.8 out of 10, (3 reviews)
"Very cute and cozy. Great location."
United States
Daisy V.
The price is HK$2,673
HK$6,828 total
includes taxes & fees
20 Mar - 21 Mar
@ Marbella Lane - Bright and Cozy Home near SFO
2 bedrooms, iron/ironing board, travel cot, WiFi

Cottage in Oakland

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
9.0 out of 10, Wonderful, (19 reviews)
"I really enjoyed my stay in this lovely and quiet cottage!"
United States
Tovah A.
The price is HK$1,481
HK$2,124 total
includes taxes & fees
23 Mar - 24 Mar
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
1 bedroom, iron/ironing board, WiFi, bed sheets

Cottage in Arleta Park

Small Beach Cottage near the Coastal Trail and The Ritz
9.8 out of 10, Exceptional, (117 reviews)
"The property was tucked away in a quiet neighborhood and it felt like a very private oasis all to myself. It was exceptionally clean and perfectly cozy for me to stay in for a few days. I would definitely stay again if I am ever in the area! "
United States
Courtney D.
The price is HK$1,389
HK$2,487 total
includes taxes & fees
24 Mar - 25 Mar
Small Beach Cottage near the Coastal Trail and The Ritz
Private kitchen

Holiday Home in Oakland

Charming 2-Bedroom Oakland Home Near BART – Flexible Lease
The price is HK$776
HK$1,900 total
includes taxes & fees
22 Mar - 23 Mar
Charming 2-Bedroom Oakland Home Near BART – Flexible Lease
Fridge, microwave, coffee/tea maker, toaster

Apartment in Bayview

Sunny side Bayview heights
9.4 out of 10, Exceptional, (47 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$588
HK$1,391 total
includes taxes & fees
22 Mar - 23 Mar
Sunny side Bayview heights
Smart TV, offices

Holiday Home in West Oakland

Relax at a Charming West Oakland Victorian
9.8 out of 10, Exceptional, (13 reviews)
"We chose this over hotels for our work trip"
United States
Kihep P.
The price is HK$1,411
HK$2,784 total
includes taxes & fees
22 Mar - 23 Mar
Relax at a Charming West Oakland Victorian
2 bedrooms, iron/ironing board, travel cot, WiFi

Holiday Home in Half Moon Bay

Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family
9.4 out of 10, Exceptional, (27 reviews)
"I was very pleased with my stay. The house was as described and the communication with the owners was fantastic. Would stay in this house or another of their properties without hesitation. "
United States
Melissa C.
The price is HK$1,332
HK$4,306 total
includes taxes & fees
23 Mar - 24 Mar
Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family
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

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

10/10 Excellent
"Great place, clean, amazing breakfast. Will come back for sure "
Juan Fernando 5-night trip
Posted 2 hours ago
Hotel Riu Plaza Fisherman's Wharf

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?

Vintage San Francisco Bay Area Home: This holiday home rental outside of San Mateo offers a garden, a selection of books and cable TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a stovetop, a microwave and kitchenware, so that you can cook with friends or family.

How many holiday rentals are there in San Mateo?

Expedia has 41 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 Parkside Aquatic Park, whereas San Francisco Bay and Shoreview 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.