Search Holiday Rentals in San Mateo County

Start date: Check-in selected.
End date: Check-out
    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

San Mateo County Accommodation: Most Popular Cities to Stay

Top Holiday Rentals in San Mateo County

Our top choices for San Mateo County holiday rentals

Mint House – Menlo Park

4.0 star property
8.0 out of 10, Very good, (15)
"Great spot"
The price is £638
includes taxes & fees
17 Sept - 18 Sept
Mint House – Menlo Park

Cozy and Affordable Homes in Santa Ana

2.0 star property
6.4 out of 10, (24)
"Overall a great place to stay. It was very clean and the bad was very comfortable. Having a private bathroom is a luxury. My only dislike was the paper thin door which didn't block out any sounds in or out. "
The price is £102
includes taxes & fees
17 Sept - 18 Sept
Cozy and Affordable Homes in Santa Ana

2BR Mountain Retreat with Private Deck

2.0 star property
8.0 out of 10, Very good, (4)
"Great stay great location. Would recommend this place. Spacious and comfortable."
The price is £268
includes taxes & fees
8 Oct - 9 Oct
2BR Mountain Retreat with Private Deck

Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

9.6 out of 10, Exceptional, (164)
"Great place to stay. Close to everything. Views were amazing!"
Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach

Sparkling Clean Newly Built Luxury Ocean View 5 BR/3 BA Near SF/SFO+Free Parking

10.0 out of 10, Exceptional, (107)
"The house was clean and we had a comfortable stay. Would come back!"
The price is £427
includes taxes & fees
21 Sept - 22 Sept
Sparkling Clean Newly Built Luxury Ocean View 5 BR/3 BA Near SF/SFO+Free Parking

Global Luxury Suites in Menlo Park

4.0 star property
7.8 out of 10, Good, (127)
"The property was beautiful, well maintained and fun to relax. The kitchen was huge! I loved the secluded feeling but still close to city."
Global Luxury Suites in Menlo Park

Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF

9.8 out of 10, Exceptional, (32)
"Wonderful house. Beautiful scenery! Description wasn’t entirely accurate but overall we loved our stay and will definitely be back!"
Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF

Vintage San Francisco Bay Area Home

9.0 out of 10, Wonderful, (76)
"We had a great time Cleanliness wasn't perfect but managed Kitchen need some upgrade "
Vintage San Francisco Bay Area Home

Stylish Seaside Cottage - Walking to Beach

9.4 out of 10, Exceptional, (46)
"Great tiny place. "
The price is £211
includes taxes & fees
23 Sept - 24 Sept
Stylish Seaside Cottage - Walking to Beach

Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

9.8 out of 10, Exceptional, (68)
"Was a great place to stay, we had a group of 3 couples, was nice that each of us had a room to use with adequate space and the distance being just a 20min drive from events we were attending in SF made this a prime location for us. Also was nice to have stores just a few minutes away. Property was nice, easy to access and clean "
The price is £179
includes taxes & fees
14 Sept - 15 Sept
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Seaside Retreat near Surfers Beach NEWLY REMODELED

9.8 out of 10, Exceptional, (129)
"Clean and comfortable with extras! Check-in easy and owners very reachable."
Seaside Retreat near Surfers Beach NEWLY REMODELED

@ Marbella Lane - Modern Refreshing Home

3.0 star property
@ Marbella Lane - Modern Refreshing Home

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

9.2 out of 10, Wonderful, (77)
"loved the property. Would stay again."
The price is £239
includes taxes & fees
2 Oct - 3 Oct
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Maddux Homes near Westlake

2.5 star property
5.6 out of 10, (4)
"The place was a little dusty and not fully clean. Also, the drain in the shower was backed up but wasn’t terrible. "
The price is £200
includes taxes & fees
18 Sept - 19 Sept
Maddux Homes near Westlake

New renovation 7bd/3ba whole house -Deck Views!

8.4 out of 10, Very good, (29)
"The house was spacious, easy parking and kitchen well equipped. We didn’t have enough towels for our party of 14 and all bathroom sinks were really slow draining. It’s very noisy at night, from the airport, highway and garbage trucks early in the morning."
New renovation 7bd/3ba whole house -Deck Views!

Bluebird Suites near Facebook HQ

4.0 star property
7.2 out of 10, Good, (17)
"Lot of dogs were barking most of the time. "
Bluebird Suites near Facebook HQ

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

8.0 out of 10, Very good, (1)
"Very good location, close to airport and literally next to the train that goes to San Francisco. Host is very responsive. "
The price is £166
includes taxes & fees
15 Sept - 16 Sept
Charming 1-bedroom house with AC, WiFi in delightful San Bruno

Beautiful newly remodeled home near SFO

9.0 out of 10, Wonderful, (22)
"This clean little spot was a great fit for our family of 5, and I loved having an attached private garage. Despite being close to the airport, it was surprisingly quiet. "
Beautiful newly remodeled home near SFO

Luxury Beachfront Penthouse / Walk to the Beach, Restaurants, Entertainment

9.8 out of 10, Exceptional, (30)
"Wondeful property, enjoyed the stay thoroughly"
Luxury Beachfront Penthouse / Walk to the Beach, Restaurants, Entertainment

Miramar Beach oceanfront home w/ amazing deck views & just steps from the beach

10.0 out of 10, Exceptional, (153)
"The beach house is awesome. We will probably make it a yearly adventure. "
Miramar Beach oceanfront home w/ amazing deck views & just steps from the 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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Mateo County Hotel Reviews

Find out more about San Mateo County

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, apart-hotels, 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 favourite 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 £102 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.