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

San Mateo Holiday Rentals

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Our top choices for San Mateo holiday rentals

1. 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
The price is AU$451
includes taxes & fees
26 Sept - 27 Sept
Mid Century Garden View Home Parking

2. 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 AU$444
includes taxes & fees
8 Sept - 9 Sept
LakeFront Lavender House

3. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is AU$392
includes taxes & fees
26 Sept - 27 Sept
Mid Century Garden View Home Parking

4. 20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard
East San Mateo
8.0 out of 10, Very good, (9 reviews)
"Complimentary goodies, clean, warm, departure gift. "
United States
Osvaldo D.
The price is AU$448
includes taxes & fees
9 Sept - 10 Sept
20%OFF! Chic Home with Expansive big Backyard

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

@ Marbella Lane - Bright and Cozy Home near SFO
Central San Mateo
7.0 out of 10, Good, (4 reviews)
"Very cute and cozy. Great location."
United States
Daisy V.
The price is AU$609
includes taxes & fees
7 Sept - 8 Sept
@ Marbella Lane - Bright and Cozy Home near SFO

6. 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 AU$702
includes taxes & fees
5 Oct - 6 Oct
Sanmateo Cozy Central 3b1b Home Garage Parking AC

7. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is AU$545
includes taxes & fees
8 Sept - 9 Sept
Lakefront Retreat WaterViews 3BR 1.5BA

8. 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, (3 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is AU$744
includes taxes & fees
29 Sept - 30 Sept
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

9. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
Central San Mateo
The price is AU$864
includes taxes & fees
7 Sept - 8 Sept
Marbella Lane - Bright and Cozy Home near SFO

10. @ 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 AU$716
includes taxes & fees
7 Sept - 8 Sept
@ Marbella Lane - Bright and Cozy Home Near SFO

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

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
East San Mateo
The price is AU$507
includes taxes & fees
8 Sept - 9 Sept
Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF

12. 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
8.0 out of 10, Very good, (1 review)
"the housekeeper was there when we arrived and slowed our check-in. the floors looked clean but weren't. the pillows are horrible. be sure to bring your own. the location is convenient and the view is lovely."
United States
Kymberly G.
The price is AU$619
includes taxes & fees
7 Sept - 8 Sept
Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF

13. Beachfront California Coast Airstream_Luxury

Beachfront California Coast Airstream_Luxury
Heritage Downtown
9.6 out of 10, Exceptional, (13 reviews)
"Beautiful property with stunning ocean views. It was the perfect pet friendly space to relax and enjoy a few days away."
United States
Kristin
Beachfront California Coast Airstream_Luxury

14. Coast PalmTree Yard 2BR Block from Beach

Coast PalmTree Yard 2BR Block from Beach
2.5 star property
Sharp Park
10.0 out of 10, Exceptional, (1 review)
The price is AU$461
includes taxes & fees
9 Sept - 10 Sept
Coast PalmTree Yard 2BR Block from Beach

15. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (13 reviews)
"Great place, would stay again!"
United States
Marianna F.
The price is AU$352
includes taxes & fees
9 Sept - 10 Sept
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

16. Sunny side Bayview heights

Sunny side Bayview heights
Bayview
9.6 out of 10, Exceptional, (59 reviews)
"Great value for a good size suite close to downtown SF. Having laundry was nice and the bunk beds in the separate closet room was ideal for a child. Excellent suite overall and only minor issue was we could hear a lot of footsteps upstairs at night and early morning."
Canada
hong dean
The price is AU$266
includes taxes & fees
29 Sept - 30 Sept
Sunny side Bayview heights

17. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.6 out of 10, Good, (35 reviews)
"nice place"
United States
Thanh
The price is AU$320
includes taxes & fees
5 Sept - 6 Sept
Mint House Menlo Park by Kasa

18. Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Montara
9.2 out of 10, Wonderful, (86 reviews)
"The sounds of the ocean as you look at the stars from your room…enough said. Thank you! "
United States
NATALIE T.
The price is AU$456
includes taxes & fees
16 Sept - 17 Sept
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

19. 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, (25 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AU$455
includes taxes & fees
10 Sept - 11 Sept
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

20. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (57 reviews)
"Clean, cozy, comfortable and as described. Very comfortable bed too! Close to HMB restaurants and shops, will stay again!"
United States
Chase T.
Stylish Seaside Cottage - Walking to 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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Top San Mateo Hotel Reviews

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 favourite 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 depend 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 AU$129 per night. Entering your travel dates in the search wizard might find you 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. 

Explore a world of travel with Expedia

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 a Smart 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 an electric kettle, so that you can cook with friends or family.

How many holiday rentals are there in San Mateo?

Expedia has 43 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 JoinVille Park are a couple of great spots to enjoy the outdoors. In the wider area, you’ll find popular places such as Pier 39 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.