Search Vacation 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
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for San Mateo holiday homes

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 HK$1,033
HK$2,756 total
includes taxes & fees
28 Feb - 1 Mar
Mid Century Garden View Home Parking
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 HK$1,091
HK$2,350 total
includes taxes & fees
3 Mar - 4 Mar
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
TV, offices

Holiday Home in Central San Mateo

Marbella Lane - Bright and Cozy Home near SFO
Marbella Lane - Bright and Cozy Home near SFO
3 bedrooms

Holiday Home in North Central

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
The price is HK$1,934
HK$3,850 total
includes taxes & fees
26 Feb - 27 Feb
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Interior

Holiday Home in East San Mateo

Mid Century Garden View Home Parking
The price is HK$1,306
HK$3,018 total
includes taxes & fees
28 Feb - 1 Mar
Mid Century Garden View Home Parking
Smart TV

Holiday Home in East San Mateo

20%OFF! Chic Home with Expansive big Backyard
8.8 out of 10, Excellent, (6 reviews)
"Perfect location."
United States
Kitiara C.
The price is HK$1,291
HK$2,625 total
includes taxes & fees
15 Mar - 16 Mar
20%OFF! Chic Home with Expansive big Backyard
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 HK$2,728
HK$5,668 total
includes taxes & fees
1 Mar - 2 Mar
Offsite family retreat property in the heart of Silicon Valley
TV

Holiday Home in Central San Mateo

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
The price is HK$1,501
HK$3,432 total
includes taxes & fees
3 Mar - 4 Mar
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
1 bedroom, iron/ironing board, free WiFi

Holiday Home in Central San Mateo

@ 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 HK$587
HK$2,243 total
includes taxes & fees
2 Mar - 3 Mar
@ Marbella Lane - Adorable and Quiet Studio
Fridge, microwave, oven, stovetop

Holiday Home in Edgemar - Pacific Manor

Ocean/Beach Front 🏖🌊w/ Sweeping Oceanviews🌅🐳🪂
10.0 out of 10, Exceptional, (42 reviews)
"Great place. Great location. "
United States
Frank P.
The price is HK$1,277
HK$2,793 total
includes taxes & fees
26 Feb - 27 Feb
Ocean/Beach Front 🏖🌊w/ Sweeping Oceanviews🌅🐳🪂
Exterior

Holiday Home in Miramar

Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities
9.2 out of 10, Wonderful, (47 reviews)
"Location was great! Walked to the beach, dinner and breakfast. Short drive to hiking and down town half moon bay. "
United States
Julie W.
Now Trending - Entire Beach Home Walk to Beaches, Restaurants, Activities
Beach nearby

Holiday Home in Moss Beach

Luxury Spa Retreat Guest House with Ocean View
9.8 out of 10, Exceptional, (37 reviews)
"Great place and a great location. We had a great time. Thanks "
United States
Justin B.
The price is HK$1,619
HK$2,673 total
includes taxes & fees
5 Mar - 6 Mar
Luxury Spa Retreat Guest House with Ocean View
Smart TV, offices

Holiday Home in West Oakland

Relax at a Charming West Oakland Victorian
9.8 out of 10, Exceptional, (13 reviews)
"We chose this over hotels for our work trip"
United States
Kihep P.
The price is HK$1,267
HK$2,602 total
includes taxes & fees
26 Feb - 27 Feb
Relax at a Charming West Oakland Victorian
Interior

Holiday Home in Palm Park

Brand New 2 br 3 full ba townhouse, sleeps 8, two car garage, gated complex
10.0 out of 10, Exceptional, (1 review)
"The property is in prime location! The entire place is very new. All the appliances are great and the place is very clean. The garage makes parking very easy. Host is very responsive. Will for sure stay again! "
United States
Altaf V.
The price is HK$1,710
HK$3,695 total
includes taxes & fees
3 Mar - 4 Mar
Brand New 2 br 3 full ba townhouse, sleeps 8, two car garage, gated complex
Smart TV, fireplace, books

Holiday Home in Arleta Park

Beach Cottage Near the Coastal Trail and the Ritz
9.8 out of 10, Exceptional, (34 reviews)
"We enjoyed this cozy house."
United States
Lori R.
The price is HK$1,561
HK$3,217 total
includes taxes & fees
26 Feb - 27 Feb
Beach Cottage Near the Coastal Trail and the Ritz
TV, fireplace, books, offices

Holiday Home in Sunset District

Golden Gate Park 4BR Home | Garage + Metro Access
9.8 out of 10, Exceptional, (91 reviews)
"Great location, a little more calm, lovely space!"
United States
Melissa A.
The price is HK$3,286
HK$6,728 total
includes taxes & fees
3 Mar - 4 Mar
Golden Gate Park 4BR Home | Garage + Metro Access
TV, offices

Holiday Home in Elmwood

Rare Luxury Berkeley Retreat w/ Hot Tub
10.0 out of 10, Exceptional, (13 reviews)
"This an amazing place to stay. The flat is light-filled, very clean, spacious and has one of the best locations you could ask for. I HIGHLY recommend this rental. Bit will not disappoint!"
United States
Nadira C.
The price is HK$2,167
HK$4,237 total
includes taxes & fees
4 Mar - 5 Mar
Rare Luxury Berkeley Retreat w/ Hot Tub
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)
"Great location. "
United States
Lea M.
The price is HK$391
HK$904 total
includes taxes & fees
18 Mar - 19 Mar
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
1 bedroom, desk, iron/ironing board, travel cot

Holiday Home in Suburban Park - Lorelei Manor - Flood Park Triangle

Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
The price is HK$2,098
HK$2,403 total
includes taxes & fees
2 Mar - 3 Mar
Brand-new deluxe guesthouse with king bed in MPK, 1mi to Meta, 3mi to Stanford
Smart TV

Holiday Home in San Bruno

Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet
10.0 out of 10, Exceptional, (79 reviews)
"House was comfortable, clean and in a good neighborhood."
United States
Nicole V.
The price is HK$1,658
HK$2,424 total
includes taxes & fees
4 Mar - 5 Mar
Entire 3 Bedroom 2 Bath house for 6 people Near SFO/SF/Bay Area Convenient Sweet
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

The Marker Union Square San Francisco

The Marker Union Square San Francisco

10/10 Excellent
"desk staff were fantastic! place has a great vibe"
Andrea 1-night trip
Posted 1 day ago
The Marker Union Square San Francisco

Find out more about San Mateo

San Mateo Vacation Homes information

Number of reviews
302
Accommodation
1207 Vacation Homes
Lowest Price
HK$904
Highest Price
HK$6,728

Explore a world of travel with Expedia