Holiday Homes in San Mateo

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 June - 14 June
In four months
10 July - 12 July

Our top choices for San Mateo holiday homes

Smart TV

Holiday Home in East San Mateo

20%OFF! Chic Home with Expansive big Backyard
9.0 out of 10, Wonderful, (7 reviews)
"Perfect location."
United States
Kitiara C.
The price is AU$428
includes taxes & fees
24 Mar - 25 Mar
20%OFF! Chic Home with Expansive big Backyard
Classic House | Living area

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AU$526
includes taxes & fees
28 Mar - 29 Mar
Mid Century Garden View Home Parking
Interior

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
The price is AU$588
includes taxes & fees
27 Mar - 28 Mar
Mid Century Garden View Home Parking
House

Holiday Home in North Central

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
The price is AU$705
includes taxes & fees
29 Mar - 30 Mar
Sanmateo Cozy Central 3b1b Home Garage Parking AC
TV

Holiday Home in North Central

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
The price is AU$640
includes taxes & fees
30 Mar - 31 Mar
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
Outdoor dining

Holiday Home in East San Mateo

Offsite family retreat property in the heart of Silicon Valley
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
The price is AU$1,050
includes taxes & fees
1 Apr - 2 Apr
Offsite family retreat property in the heart of Silicon Valley
1 bedroom, iron/ironing board, free WiFi

Holiday Home in North Central

@ Marbella Lane - Adorable and Quiet Studio
4.0 out of 10, (4 reviews)
"I rented this unit for my son who is visiting from New York. It workedc out perfect for us. We would run it again."
United States
Bob S.
The price is AU$607
includes taxes & fees
23 Mar - 24 Mar
@ Marbella Lane - Adorable and Quiet Studio
Microwave, oven, cookware/dishes/utensils, spices

Holiday Home in East San Mateo

7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
8.6 out of 10, Excellent, (4 reviews)
"Very welcoming and very clean. Little unclear on check out procedures . Consider adding a coffee pot and maybe a toaster :). Really great spot to stay."
United States
kelly L.
The price is AU$468
includes taxes & fees
29 Mar - 30 Mar
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
Interior

Holiday Home in West of Twin Peaks

Cozy 1bedroom unit CCSF Bart New
9.0 out of 10, Wonderful, (4 reviews)
"The place is super clean and spacious for one person or a couple. Very quit neighborhood and street parking was no problem. Everything looks brand new, nice bathroom and kitchenette. Mild foot traffic overhead but not loud."
United States
John
The price is AU$483
includes taxes & fees
23 Mar - 24 Mar
Cozy 1bedroom unit CCSF Bart New
Terrace/patio

Holiday Home in Triangle

Tranquil house with beautiful garden in Emeryville
9.6 out of 10, Exceptional, (19 reviews)
"House was very clean, and it was a very quiet, comfortable stay."
United States
Paul
The price is AU$404
includes taxes & fees
16 Apr - 17 Apr
Tranquil house with beautiful garden in Emeryville
Beach nearby

Holiday Home in Moss Beach

Luxury Spa Retreat Guest House with Ocean View
9.8 out of 10, Exceptional, (38 reviews)
"Excellent stay. Yolanda was very communicative and helpful. The property itself is well kept and has great amenities such i.e., the hot tub and sauna. The location is also ideal"
United States
Imran A.
The price is AU$491
includes taxes & fees
26 Mar - 27 Mar
Luxury Spa Retreat Guest House with Ocean View
Beach nearby

Holiday Home in Montara

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
9.2 out of 10, Wonderful, (83 reviews)
"Home was very clean--had everything we needed.Thank you"
United States
Bonnie R.
The price is AU$622
includes taxes & fees
28 Mar - 29 Mar
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Interior

Holiday Home in Daly City

Stunning 2 Bedroom 1 Bath Home near BART
3.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is AU$471
includes taxes & fees
30 Mar - 31 Mar
Stunning 2 Bedroom 1 Bath Home near BART
Beach

Holiday Home in Miramar

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
7.4 out of 10, Good, (13 reviews)
"Very clean, host was a great communicator."
United States
Nicolaus O.
The price is AU$167
includes taxes & fees
5 Apr - 6 Apr
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Smart TV

Holiday Home in Outer Mission

Spacious 1BR/1BA Guest Suite with Kitchen +Parking
9.2 out of 10, Wonderful, (7 reviews)
"Clean place and great for the area. There was no espresso machine as listed, but other than that a great place!"
United States
Elizar A.
The price is AU$295
includes taxes & fees
13 Apr - 14 Apr
Spacious 1BR/1BA Guest Suite with Kitchen +Parking
Private kitchen

Holiday Home in Oakland

Charming 2-Bedroom Oakland Home Near BART – Flexible Lease
The price is AU$348
includes taxes & fees
31 Mar - 1 Apr
Charming 2-Bedroom Oakland Home Near BART – Flexible Lease
Beach nearby

Holiday Home in Miramar

Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
9.0 out of 10, Wonderful, (20 reviews)
"Great location near the bluffs - beautiful sunsets, sounds of the surf, walks on bluffs and beaches. Nice interior with treehouse-like feel - looking out the large north windows into the branches."
United States
Andrew L.
The price is AU$590
includes taxes & fees
8 Apr - 9 Apr
Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ
Outdoor dining

Holiday Home in Pedro Point

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
9.4 out of 10, Exceptional, (10 reviews)
"This place had a great location beautiful view of the ocean it was very cozy "
United States
tammy k.
The price is AU$471
includes taxes & fees
23 Mar - 24 Mar
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Exterior detail

Holiday Home in Pescadero

lx51 History in Pescadero
10.0 out of 10, Exceptional, (1 review)
"Great location and the backyard was so relaxing. It was a lovely getaway and we look forward to staying there in the future "
United States
jess w.
The price is AU$681
includes taxes & fees
3 Apr - 4 Apr
lx51 History in Pescadero
Living area

Holiday Home in San Miguel

Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
The price is AU$1,072
includes taxes & fees
23 Mar - 24 Mar
Charming 3-bedroom Guesthouse with WiFi in Sunnyvale
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Mateo Hotel Reviews

Hotel Julian

Hotel Julian

10/10 Excellent
"Our stay was great! Our room was clean, the staff was SO friendly and accommodating which truly made our entire stay. We appreciated that so so much. They gave us recs of things to do/where to eat and were so helpful when we needed to extend our room stay an extra night. Close to many things we did in the city and felt safe since we needed our key cards to get into the lobby! Would not mind staying here again!"
Tehlor 2-night trip
Posted 6 hours ago
Hotel Julian

Find out more about San Mateo

San Mateo Holiday Homes information

Number of reviews
185
Accommodation
1207 Holiday Homes
Lowest Price
AU$167
Highest Price
AU$1,072

Explore a world of travel with Expedia