A lighthouse on a cliff by the sea during sunset.

San Mateo County Holiday Rentals

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Top Cities in San Mateo County

Our top choices for San Mateo County holiday rentals

1. 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 NZ$365
includes taxes & fees
31 July - 1 Aug
Beachy 1BR Escape with SofaBed Golf

2. 214A - Cozy Studio with AC & Kitchen near Stanford

214A - Cozy Studio with AC & Kitchen near Stanford
Redwood City
9.0 out of 10, Wonderful, (6 reviews)
"Perfect stay for a quick get away! "
United States
Sylvia L.
The price is NZ$341
includes taxes & fees
27 Aug - 28 Aug
214A - Cozy Studio with AC & Kitchen near Stanford

3. Modern Pacifica Studio Near Beaches & SF

Modern Pacifica Studio Near Beaches & SF
2.5 star property
Westview
The price is NZ$418
includes taxes & fees
31 July - 1 Aug
Modern Pacifica Studio Near Beaches & SF

4. 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 NZ$585
includes taxes & fees
2 Aug - 3 Aug
Stunning 2 Bedroom 1 Bath Home near BART

5. 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 NZ$768
includes taxes & fees
3 Aug - 4 Aug
Coast PalmTree Yard 2BR Block from Beach

6. 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 NZ$748
includes taxes & fees
2 Aug - 3 Aug
Coastal Palm Tree 2BR Retreat Ocean View

7. Cozy 2-Bedroom Retreat in Pacifica

Cozy 2-Bedroom Retreat in Pacifica
3.0 star property
Westview
7.6 out of 10, Good, (4 reviews)
"So good"
South Korea
ha jeong
Cozy 2-Bedroom Retreat in Pacifica

8. Stunning Ocean Mountain View Near SF/SFO/Beaches

Stunning Ocean Mountain View Near SF/SFO/Beaches
Sharp Park
9.0 out of 10, Wonderful, (2 reviews)
"Really great checkin directions. Great location. It’s very close to Moon Raker. "
United States
Crispus P.
The price is NZ$433
includes taxes & fees
12 Aug - 13 Aug
Stunning Ocean Mountain View Near SF/SFO/Beaches

9. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is NZ$688
includes taxes & fees
30 Aug - 31 Aug
Mid Century Garden View Home Parking

10. Luxo Stays |Modern Studio| Near SFO, Westlake BART

Luxo Stays |Modern Studio| Near SFO, Westlake BART
Westlake
9.2 out of 10, Wonderful, (11 reviews)
"Wonderful host!"
United States
Lynne M.
Luxo Stays |Modern Studio| Near SFO, Westlake BART

11. Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (58 reviews)
"The cabin was perfect for the two of us. The soothing sound of the stream and view of redwoods from the deck was wonderful."
United States
Jay
The price is NZ$578
includes taxes & fees
4 Aug - 5 Aug
Cottage In The Woods

12. Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (45 reviews)
"Great little spot, awesome view and location. "
United States
Jessie k.
The price is NZ$546
includes taxes & fees
5 Aug - 6 Aug
Oceanview Penthouse, Stylish & Walking to Beach

13. Maddux Homes near Westlake

Maddux Homes near Westlake
3.0 star property
Broadmoor
5.6 out of 10, (4 reviews)
"The place was a little dusty and not fully clean. Also, the drain in the shower was backed up but wasn’t terrible. "
United States
Jaime
The price is NZ$558
includes taxes & fees
2 Aug - 3 Aug
Maddux Homes near Westlake

14. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (55 reviews)
"Super cute! Close to the beach and restaurants. Very clean and the bed is cozy. We enjoyed our short stay"
United States
Lauren V.
The price is NZ$470
includes taxes & fees
3 Aug - 4 Aug
Stylish Seaside Cottage - Walking to 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, (9 reviews)
"I loved my stay here."
United States
Ann
The price is NZ$481
includes taxes & fees
31 July - 1 Aug
Private and charming Bay Area home. Centrally located to all Bay Area cities!

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

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (23 reviews)
"Clean, cute quiet close to the beach"
United States
Sharee C.
The price is NZ$558
includes taxes & fees
4 Aug - 5 Aug
Modern Coastal Retreat, Walk to Downtown HMB & Beach

17. Charming 1-bedroom house with AC, WiFi in delightful San Bruno

Charming 1-bedroom house with AC, WiFi in delightful San Bruno
San Bruno
7.6 out of 10, Good, (4 reviews)
"Recommend."
United States
Max
The price is NZ$378
includes taxes & fees
2 Aug - 3 Aug
Charming 1-bedroom house with AC, WiFi in delightful San Bruno

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, (130 reviews)
"A beautiful place perfect for our stay in Half Moon Bay. Convenient to the beach, cute, clean and very comfortable. We will definitely stay here again!"
United States
Tami S.
The price is NZ$641
includes taxes & fees
3 Aug - 4 Aug
Small Beach Cottage near the Coastal Trail and The Ritz

19. 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 NZ$807
includes taxes & fees
30 Aug - 31 Aug
Mid Century Garden View Home Parking

20. 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.
The price is NZ$989
includes taxes & fees
4 Aug - 5 Aug
LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
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 County Hotel Reviews

Find out more about San Mateo County

Everything you need to know about San Mateo County 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 County 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 County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Mateo County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Mateo County. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Mateo County 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 County holiday rentals we have selected for you start as low as NZ$378 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Mateo County rentals

At Expedia, we put the best San Mateo County 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 County 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 County 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 County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.