San Mateo Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for San Mateo holiday rentals

Living area

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 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 HK$1,421
HK$3,204 total
includes taxes & fees
8 May - 9 May
Mid Century Garden View Home Parking
Lake view

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is HK$1,387
HK$3,030 total
includes taxes & fees
5 May - 6 May
LakeFront Lavender House
Living area

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is HK$1,935
HK$4,019 total
includes taxes & fees
5 May - 6 May
Lakefront Retreat WaterViews 3BR 1.5BA
Living area

@ 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 HK$887
HK$2,360 total
includes taxes & fees
5 May - 6 May
@ Marbella Lane - Bright and Cozy Home Near SFO
Microwave, oven, cookware/dishes/utensils, spices

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
8.4 out of 10, Very good, (5 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.
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
Property grounds

ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat

ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat
Central San Mateo
10.0 out of 10, Exceptional, (84 reviews)
"Great place! "
United States
Madison M.
The price is HK$1,849
HK$3,839 total
includes taxes & fees
10 May - 11 May
ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat
3 bedrooms

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 HK$2,221
HK$4,225 total
includes taxes & fees
6 May - 7 May
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Interior

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is HK$1,802
HK$3,580 total
includes taxes & fees
8 May - 9 May
Mid Century Garden View Home Parking
TV

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
Central San Mateo
10.0 out of 10, Exceptional, (2 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is HK$1,880
HK$3,875 total
includes taxes & fees
10 May - 11 May
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
Outdoor dining

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 HK$3,309
HK$6,405 total
includes taxes & fees
31 May - 1 Jun
Offsite family retreat property in the heart of Silicon Valley
TV, offices

Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF

Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF
East San Mateo
The price is HK$2,209
HK$4,286 total
includes taxes & fees
5 May - 6 May
Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF
1 bedroom, iron/ironing board, free WiFi, bed sheets

@ 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 HK$627
HK$2,323 total
includes taxes & fees
5 May - 6 May
@ Marbella Lane - Adorable and Quiet Studio
Exterior

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
East San Mateo
Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
Outdoor dining

Beachfront California Coast Airstream_Luxury

Beachfront California Coast Airstream_Luxury
Heritage Downtown
9.6 out of 10, Exceptional, (8 reviews)
"This place is amazing, we had a great time and definitely will book this place again. "
United States
Theng X.
The price is HK$2,530
HK$3,823 total
includes taxes & fees
5 May - 6 May
Beachfront California Coast Airstream_Luxury
Property amenity

Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,227 reviews)
"Excellent location "
United States
Laura
The price is HK$1,402
HK$1,651 total
includes taxes & fees
28 May - 29 May
Marriott Vacation Club®, San Francisco
Exterior

4Beds Private Unit Near BeachWalk Golf

4Beds Private Unit Near BeachWalk Golf
2.0 star property
Sharp Park
7.4 out of 10, Good, (3 reviews)
"very nice stay for group or family very nice location "
United States
vincent
The price is HK$1,188
HK$2,975 total
includes taxes & fees
5 May - 6 May
4Beds Private Unit Near BeachWalk Golf
Interior

Stunning 2 Bedroom 1 Bath Home near BART

Stunning 2 Bedroom 1 Bath Home near BART
3.0 star property
Daly City
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,542
HK$2,938 total
includes taxes & fees
24 May - 25 May
Stunning 2 Bedroom 1 Bath Home near BART
Smart TV, offices

Relax at a Charming West Oakland Victorian

Relax at a Charming West Oakland Victorian
West Oakland
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$1,269
HK$2,606 total
includes taxes & fees
5 May - 6 May
Relax at a Charming West Oakland Victorian
View from property

Charming 2BR Ocean Getaway in Pacifica

Charming 2BR Ocean Getaway in Pacifica
2.0 star property
Westview
8.8 out of 10, Excellent, (5 reviews)
"it was clean and quiet. "
United States
Nader
The price is HK$1,528
HK$3,142 total
includes taxes & fees
7 May - 8 May
Charming 2BR Ocean Getaway in Pacifica
2 bedrooms, iron/ironing board, travel cot, WiFi

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Oakland
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$2,131 total
includes taxes & fees
5 May - 6 May
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
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

Handlery Union Square Hotel

Handlery Union Square Hotel

8/10 Good
"The workout room and pool were great features. The pool area was nice to hang out in at the end of the day."
David 3-night trip
Posted 5 hours ago
Handlery Union Square Hotel

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?

Beautiful, cozy and well furnished: This holiday home rental outside of San Mateo has WiFi and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a microwave.

How many holiday rentals are there in San Mateo?

Expedia has 47 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 JoinVille 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.