A coastal landscape with a sandy beach, rocky cliffs, and the ocean.

San Mateo Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for San Mateo holiday rentals

A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

1. @ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
North Central
The price is HK$1,946
HK$4,026 total
includes taxes & fees
30 Nov - 1 Dec
@ Marbella Lane - Bright and Cozy Home Near SFO
A modern living room with a grey sofa, green chairs, and a marble coffee table.

2. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, Good, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
Mid Century Garden View Home Parking
A modern house with large windows, a wooden deck, and a cozy seating area.

3. LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
8.0 out of 10, Very good, (1 review)
"The listing provided showed a listing of a differently painted house, although the inside was clean the outside needs cleaning. The inside smelled like strong cleaning supplies so airing it out was necessary. The door for one of the bedrooms was locked and were told to find a way to open it on our own, so if you need immediate support for anything related to the house, expect you will need to do it yourself. The futon couch that they have is broken and don’t let them charge for it. If it’s a...
United States
Luis
The price is HK$1,710
HK$3,403 total
includes taxes & fees
20 Nov - 21 Nov
LakeFront Lavender House
A living room with a flat-screen TV, grey sofas, a coffee table, and a small side table with a vase of flowers.

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

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
North Central
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is HK$1,779
HK$3,677 total
includes taxes & fees
7 Nov - 8 Nov
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

5. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
North Central
The price is HK$1,891
HK$5,669 total
includes taxes & fees
30 Nov - 1 Dec
Marbella Lane - Bright and Cozy Home near SFO
A modern living room with a grey sofa, green chairs, a coffee table, and large windows with a view of palm trees and a clear sky.

6. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
10.0 out of 10, Exceptional, (1 review)
"A beautiful space that is quiet and clean, perfect for our needs after arriving in California. Highly recommend!"
United States
Jeff&Melissa W.
Mid Century Garden View Home Parking
A bedroom with a bed, a window with curtains, a bedside table, and a view of greenery outside.

7. Lakefront Retreat • Water Views.3Beds1.5Bath

Lakefront Retreat • Water Views.3Beds1.5Bath
East San Mateo
The price is HK$1,592
HK$4,064 total
includes taxes & fees
8 Nov - 9 Nov
Lakefront Retreat • Water Views.3Beds1.5Bath
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

8. @ Marbella Lane - Bright and Cozy Home near SFO

@ Marbella Lane - Bright and Cozy Home near SFO
North Central
7.0 out of 10, Good, (4 reviews)
"Very cute and cozy. Great location."
United States
Daisy V.
The price is HK$1,514
HK$3,781 total
includes taxes & fees
14 Nov - 15 Nov
@ Marbella Lane - Bright and Cozy Home near SFO
A room with a green sofa, a round table, and a door.

9. LakeFront Lavender House

LakeFront Lavender House
East San Mateo
LakeFront Lavender House
A modern living room with a fireplace, a television, and a view of a lake through large sliding doors.

10. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
4.0 out of 10, (1 review)
"Poor coordination"
United States
Aigars
The price is HK$1,577
HK$3,610 total
includes taxes & fees
2 Nov - 3 Nov
Lakefront Retreat WaterViews 3BR 1.5BA
An outdoor seating area with a fire feature and a mural.

11. Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,543 reviews)
"Excelent option for families. Clean, close to main attractions, staff very friendly. Would stay again."
United States
Jose Ignacio
The price is HK$996
HK$1,173 total
includes taxes & fees
29 Nov - 30 Nov
Marriott Vacation Club®, San Francisco
Lounge

12. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.4 out of 10, Good, (39 reviews)
"The property was beautiful and looked exactly like the photos. It was in a very nice clean area, pet friendly, and had a lot of space to work. We did not get to check out the gym but it looked very nice as well! Definitely looking forward to staying at other Kasa properties in the future!"
United States
Tiffanie
The price is HK$1,169
HK$1,353 total
includes taxes & fees
13 Nov - 14 Nov
Mint House Menlo Park by Kasa
A couple on a balcony with a table, chairs, and a view of the sea.

13. Oceanview Penthouse, Stylish, Walking to Beach

Oceanview Penthouse, Stylish, Walking to Beach
El Granada
9.8 out of 10, Exceptional, (52 reviews)
"Everything was absolutely perfect. It was the perfect getaway perfect area thank you so much."
United States
Don
The price is HK$865
HK$1,792 total
includes taxes & fees
2 Nov - 3 Nov
Oceanview Penthouse, Stylish, Walking to Beach
A coastal view with a rocky shoreline, waves crashing onto the beach, and a clear sky.

14. Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (33 reviews)
"Excellent host and house! Home was exceptionally clean, amazing bathroom, and short walk to the beach. We truly loved our stay!"
United States
Cortney P.
The price is HK$1,483
HK$2,594 total
includes taxes & fees
9 Nov - 10 Nov
Modern Coastal Retreat, Walk to Downtown HMB & Beach
Several Brewing restaurants and distilleries

15. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (58 reviews)
"Clean and cozy, enjoyed our stay.Rollyn"
United States
Rollyn K.
The price is HK$794
HK$1,699 total
includes taxes & fees
2 Nov - 3 Nov
Stylish Seaside Cottage - Walking to Beach
A staircase with wooden beams and large windows overlooking a beach.

16. Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Miramar
9.8 out of 10, Exceptional, (26 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is HK$664
HK$2,319 total
includes taxes & fees
2 Nov - 3 Nov
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
A courtyard with outdoor seating, a bicycle, and a building with a shop entrance.

17. Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (21 reviews)
"Great location and comfortable bed"
United States
Karly G.
The price is HK$788
HK$2,502 total
includes taxes & fees
4 Nov - 5 Nov
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
A spacious loft-style room with a high ceiling, a wooden staircase, a bed with a blue upholstered headboard, a kitchen area with a wooden countertop, and a skylight.

18. Small Beach Cottage near the Coastal Trail and The Ritz

Small Beach Cottage near the Coastal Trail and The Ritz
Arleta Park
9.8 out of 10, Exceptional, (138 reviews)
"Great little place!"
United States
Jeffrey B.
The price is HK$1,570
HK$2,896 total
includes taxes & fees
2 Nov - 3 Nov
Small Beach Cottage near the Coastal Trail and The Ritz
A coastal landscape with a beach, a path, and distant mountains.

19. 4Beds Private Unit Near BeachWalk Golf

4Beds Private Unit Near BeachWalk Golf
2.0 star property
Sharp Park
9.0 out of 10, Wonderful, (8 reviews)
"very nice stay for group or family very nice location "
United States
vincent
The price is HK$1,094
HK$3,096 total
includes taxes & fees
3 Nov - 4 Nov
4Beds Private Unit Near BeachWalk Golf
A coastal landscape with a pebble beach, a grassy area, and a view of the ocean.

20. Oceanview 2BR 1Bath Balcony Sunset Views

Oceanview 2BR 1Bath Balcony Sunset Views
2.5 star property
Westview
Oceanview 2BR 1Bath Balcony Sunset Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Mateo Hotel Reviews

Parc 55 San Francisco - A Hilton Hotel

Parc 55 San Francisco - A Hilton Hotel

10/10 Excellent
"The staff was lovely. The restaurant was expensive $36 for breakfast buffet. Could not beat the valet service. They were awesome. The room was nice. The only problem I saw was the fact that they did not have thick curtains on the window. It was only sheers across the middle part of the window."
Carrie 2-night trip
Posted 1 hour ago
Parc 55 San Francisco - A Hilton 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?

Spacious 4BR Family Retreat with Indoor Pool, Jacuzzi & Movie Room – Near SFO: This holiday home rental outside of San Mateo offers an indoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a pool table and 1 hot tub.

How many holiday rentals are there in San Mateo?

Expedia has 45 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.