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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for San Mateo holiday rentals

1. @ 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$1,121
HK$3,475 total
includes taxes & fees
30 Aug - 31 Aug
@ Marbella Lane - Bright and Cozy Home near SFO

2. 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 HK$1,234
HK$2,565 total
includes taxes & fees
2 Sept - 3 Sept
20%OFF! Chic Home with Expansive big Backyard

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$931
HK$2,507 total
includes taxes & fees
31 Aug - 1 Sept
LakeFront Lavender House

4. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is HK$1,298
HK$3,288 total
includes taxes & fees
30 Aug - 31 Aug
Lakefront Retreat WaterViews 3BR 1.5BA

5. 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 HK$1,220
HK$2,974 total
includes taxes & fees
9 Sept - 10 Sept
Mid Century Garden View Home Parking

6. Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
North Central
The price is HK$1,954
HK$3,833 total
includes taxes & fees
31 Aug - 1 Sept
Sanmateo Cozy Central 3b1b Home Garage Parking AC

7. 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$2,155
HK$4,251 total
includes taxes & fees
31 Aug - 1 Sept
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

8. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
North Central
The price is HK$1,755
HK$4,870 total
includes taxes & fees
2 Sept - 3 Sept
Marbella Lane - Bright and Cozy Home near SFO

9. 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$2,483
HK$5,385 total
includes taxes & fees
31 Aug - 1 Sept
Offsite family retreat property in the heart of Silicon Valley

10. Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi

Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi
South San Mateo
10.0 out of 10, Exceptional, (1 review)
"We stayed for almost two weeks and this stay exceeded all expectations! The space was immaculately clean—truly spotless—and felt like a luxury boutique hotel thanks to the host's thoughtful touches like provided slippers and robes. The bedding was incredibly comfortable, and the picture window offers a fabulous view that we loved waking up to. Plus, the location is unbeatable with Whole Foods and Trader Joe's just nearby. A perfect stay, highly recommend. Thanks Lili!"
United States
YX C.
The price is HK$5,848
HK$11,217 total
includes taxes & fees
13 Sept - 14 Sept
Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi

11. @ 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$1,943
HK$4,022 total
includes taxes & fees
30 Aug - 31 Aug
@ Marbella Lane - Bright and Cozy Home Near SFO

12. LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
Burlingame Terrace
9.6 out of 10, Exceptional, (11 reviews)
"Our host was excellent and the location of the unit was perfect"
United States
Maura Z.
LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry

13. Beachy 1BR Escape with SofaBed Golf

Beachy 1BR Escape with SofaBed Golf
2.0 star property
Sharp Park
8.0 out of 10, Very good, (2 reviews)
"Pet friendly, nice quiet neighborhood next to the beach."
United States
Amatullah
The price is HK$691
HK$1,715 total
includes taxes & fees
27 Aug - 28 Aug
Beachy 1BR Escape with SofaBed Golf

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 HK$1,284
HK$2,950 total
includes taxes & fees
30 Aug - 31 Aug
Coast PalmTree Yard 2BR Block from Beach

15. Private and charming Bay Area home. Centrally located to all Bay Area cities!

Private and charming Bay Area home. Centrally located to all Bay Area cities!
Avalon
10.0 out of 10, Exceptional, (10 reviews)
"I loved my stay here."
United States
Ann
The price is HK$1,254
HK$2,335 total
includes taxes & fees
30 Aug - 31 Aug
Private and charming Bay Area home. Centrally located to all Bay Area cities!

16. Coastal Palm Tree 2BR Retreat Ocean View

Coastal Palm Tree 2BR Retreat Ocean View
3.0 star property
Sharp Park
8.6 out of 10, Excellent, (9 reviews)
"I loved everything about the place. Really clean and homey vibe"
United States
Christian
The price is HK$1,749
HK$3,400 total
includes taxes & fees
1 Sept - 2 Sept
Coastal Palm Tree 2BR Retreat Ocean View

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

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.4 out of 10, Exceptional, (19 reviews)
"Great location and comfortable bed"
United States
Karly G.
The price is HK$946
HK$2,769 total
includes taxes & fees
8 Sept - 9 Sept
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

18. 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 HK$1,127
HK$2,944 total
includes taxes & fees
30 Aug - 31 Aug
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

19. Charming 2BR Coastal Getaway in Pacifica

Charming 2BR Coastal Getaway in Pacifica
2.0 star property
Westview
7.8 out of 10, Good, (6 reviews)
"Loved this quaint apartment with amazing views of the ocean! I would definitely stay here again."
United States
Daniel
The price is HK$1,178
HK$2,736 total
includes taxes & fees
25 Sept - 26 Sept
Charming 2BR Coastal Getaway in Pacifica

20. Sunny side Bayview heights

Sunny side Bayview heights
Bayview
9.6 out of 10, Exceptional, (58 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 HK$674
HK$1,509 total
includes taxes & fees
21 Sept - 22 Sept
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?

Absolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking: This holiday home rental outside of San Mateo is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in San Mateo?

Expedia has 44 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 The San Mateo Japanese Garden, 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.