San Mateo County Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Top Cities in San Mateo County

Our top choices for San Mateo County holiday rentals

Aparthotel in Menlo Park

Mint House – Menlo Park
4.0 star property
8.0 out of 10, Very good, (20)
"The hotel is fairly new, clean, and very conveniently located. The only downside is that it can be a bit loud if your room is next to the train tracks. During my first two nights, I was woken up in the middle of the night by trains honking as they passed by, though I eventually got used to it. Despite that, I would still choose to stay here again, but I’d recommend requesting a room as far from the train tracks as possible for a better night’s sleep."
Taiwan
Anonymous traveller
Mint House – Menlo Park
2.0 star property
6.2 out of 10, (27)
"Location for work was great but the room was cold"
United States
Paul
The price is NZ$251
includes taxes & fees
19 Dec - 20 Dec
Cozy and Affordable Homes in Santa Ana
9.6 out of 10, Exceptional, (168)
"Great experience!"
United States
Cole C.
Oceanview Family Retreat with Saltwater Hot Tub – Steps from the Beach
10.0 out of 10, Exceptional, (73)
"Great stay, it was clean, quiet, great parks nearby for hiking, and the owners were very responsive. Definitely will be staying here again when in the area!"
United States
CHERYL A.
The price is NZ$528
includes taxes & fees
4 Jan - 5 Jan 2026
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet

Holiday Home in Paradise Valley

Vintage San Francisco Bay Area Home
9.0 out of 10, Wonderful, (80)
"We have stayed here two times prior, Location is great, very nearby restaurants and shopping and very easy to get to. We will be back"
United States
Liz W.
Vintage San Francisco Bay Area Home

Apartment in Menlo Park

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."
United States
Felicia
Global Luxury Suites in Menlo Park
9.8 out of 10, Exceptional, (9)
"It was enough we love to be together when with have vacation."
United States
Esmeralda M.
Spacious 4BR Family Retreat with Indoor Pool, Jacuzzi & Movie Room – Near SFO

Holiday Home in Bayshore Heights

Large and Cozy Home 2BD 2BA Near SF
2.5 star property
The price is NZ$568
includes taxes & fees
28 Dec - 29 Dec
Large and Cozy Home 2BD 2BA Near SF
8.6 out of 10, Excellent, (43)
"Nice house with wonderful view of the ocean. User friendly kitchen. Great location for staying near to San Francisco. "
United States
Andrew P.
@ Marbella Lane - Home With Majestic Ocean Views
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. "
United States
Kiddy U.
The price is NZ$378
includes taxes & fees
17 Dec - 18 Dec
Charming 1-bedroom house with AC, WiFi in delightful San Bruno

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is NZ$582
includes taxes & fees
21 Dec - 22 Dec
Mid Century Garden View Home Parking
8.0 out of 10, Very good, (7)
"A nice little place to call home for a few days while we visited the surrounding area. "
United States
Daniel M.
The price is NZ$509
includes taxes & fees
18 Dec - 19 Dec
2 Beds, 1 Bath, Kitchen private space, Furnished Stanford, Palo Alto, Menlo Park
10.0 out of 10, Exceptional, (1)
"Mya was of great help getting us settled in and responding to any questions. She even brought us a little coffee cake from a local coffee shop we visited the following day!"
United States
Catherine Z.
Distinguished Oceanfront Point Estate with Iconic Beach + Mountain Vistas
8.0 out of 10, Very good, (1)
"Overall, I had a good stay at this property. House was super clean, spacious, and very modern. My only complaints were that the owner did not send the code to the house until 35 minutes after she had specified we she would send. Also I did not appreciate how there was no communication that owner's cousin would come to the house to fix the security. She showed up out of no where without my knowledge and spent roughly 20-30 minutes to fix the security then left. Outside of the communication,...
United States
Nasser A.
The price is NZ$3,880
includes taxes & fees
17 Dec - 18 Dec
Gorgeous entire house in a Safe & Quiet Neighborhood (SFO/SF/Bart)
10.0 out of 10, Exceptional, (2)
"The house was one of the best I've stayed in. There's a lot of space which and a beautiful back area to relax. Additionall"
United States
Adithya K.
Tranquil Big and Bright 3-bedroom Burlingame Hills Bay View Home
9.8 out of 10, Exceptional, (94)
"A private, extremely quiet retreat in a great neighborhood, overlooking Pillar Point and a great base for exploring along the coast from Pacifica to Half Moon Bay. Inland exploring was convenient also to Pescadero, Gregorio, Cystal Springs Reservoir and Pulgas Water Temple. Lots off great restaurants, coffee places, grocery stores and breweries. "
United States
Lynette V.
Private Studio , spectacular Ocean View , bathroom , kitchenette, Very Quiet
9.2 out of 10, Wonderful, (46)
"Great location and plenty of of space to be comfortable as a larger family or group."
United States
Simon O.
The price is NZ$1,206
includes taxes & fees
17 Dec - 18 Dec
Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities
10.0 out of 10, Exceptional, (8)
"We stayed here for a week and loved it. Would definitely come back again."
United States
David G.
Quaint 3-bedroom house fenced yard firepit, WiFi HalfMoonBay 3 blocks from beach
10.0 out of 10, Exceptional, (35)
"I loved this little place so much!!! I would definitely recommend this to a solo traveler or a couple! It was darling and the plants on the property were so amazingly beautiful! I wish I never had to leave! Bed was super comfy and the bathroom was super nice!Thank you for everything!Kimberly"
United States
Kimberly O.
The price is NZ$553
includes taxes & fees
18 Dec - 19 Dec
Oceanview Penthouse, Stylish & Walking to Beach

Holiday Home in Palm Park

Marbella Lane Duplex Redwood City
3.5 star property
7.2 out of 10, Good, (15)
"We appreciated the space for sleeping just a few things to make it more pleasant First the side gates did not close/lock giving complete access to the yard which was a concern for the safety of our young grandchildren. Second we didn’t realize that more towels were accessible in the garage so we purchased some towels Third there was no couch for gathering and hanging out Now the good …the beds and linen were very nice the space for being all together was exactly what was needed for our...
United States
Veronica
Marbella Lane Duplex Redwood City
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

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$251 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.