Search Vacation Homes in San Mateo

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7
In one month
Dec 19 - Dec 21
In two months
Jan 16 - Jan 18

Vacation Homes in San Mateo

Exterior
Mid Century Garden View Home Parking

Mid Century Garden View Home Parking

2.0 star property
East San Mateo
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
$254 nightly
The price is $291
Nov 21 - Nov 22
Total with taxes and fees
Mid Century Garden View Home Parking
Interior
20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard

East San Mateo
8.4 out of 10, Very Good, (5)
"Perfect location."
United States
Kitiara C.
$298 nightly
The price is $313
Nov 23 - Nov 24
Total with taxes and fees
20%OFF! Chic Home with Expansive big Backyard
House | 3 bedrooms
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC

2.0 star property
North Central
$444 nightly
The price is $509
Nov 30 - Dec 1
Total with taxes and fees
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Exterior detail
Mid Century Garden View Home Parking

Mid Century Garden View Home Parking

2.0 star property
East San Mateo
$375 nightly
The price is $375
Nov 21 - Nov 22
Total with taxes and fees
Mid Century Garden View Home Parking
Property grounds
Offsite family retreat property in the heart of Silicon Valley

Offsite family retreat property in the heart of Silicon Valley

East San Mateo
10.0 out of 10, Exceptional, (5)
"This property easily accommodates large groups and families. Beautiful, private, and it has everything you need and more."
United States
Denise S.
$783 nightly
The price is $848
Nov 23 - Nov 24
Total with taxes and fees
Offsite family retreat property in the heart of Silicon Valley
Outdoor dining
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence

7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence

East San Mateo
8.8 out of 10, Excellent, (3)
"Great communication between owner, supplies provided, sf very close "
United States
Elita Y.
$301 nightly
The price is $316
Nov 23 - Nov 24
Total with taxes and fees
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
2 bedrooms, desk, iron/ironing board, travel crib
Modern & Urban Oasis Steps to BART- 3Beds

Modern & Urban Oasis Steps to BART- 3Beds

Lower Bal
10.0 out of 10, Exceptional, (1)
$293 nightly
The price is $293
Dec 3 - Dec 4
Total with taxes and fees
Modern & Urban Oasis Steps to BART- 3Beds
Private kitchen
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House

Half Moon Bay
9.0 out of 10, Wonderful, (4)
"Location, clean rooms,"
United States
Sheridan D.
$170 nightly
The price is $170
Nov 23 - Nov 24
Total with taxes and fees
Affordable Ground Floor Unit In The Heart Of HMB Downtown: Former Mayor's House
Terrace/patio
RUSTIC/MODERN DESIGN, OASIS CITY GETAWAY/NEAR SFO

RUSTIC/MODERN DESIGN, OASIS CITY GETAWAY/NEAR SFO

Downtown South San Francisco
9.6 out of 10, Exceptional, (18)
"This is the second time I booked this place, great location, close to the airport, very clean and comfortable. "
United States
Jeremy M.
$283 nightly
The price is $298
Dec 15 - Dec 16
Total with taxes and fees
RUSTIC/MODERN DESIGN, OASIS CITY GETAWAY/NEAR SFO
Outdoor dining
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Half Moon Bay
9.8 out of 10, Exceptional, (7)
"Great place "
United States
Marie S.
$231 nightly
The price is $236
Nov 25 - Nov 26
Total with taxes and fees
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Exterior
A Gem in the San Francisco Bay

A Gem in the San Francisco Bay

Golden Gate
9.2 out of 10, Wonderful, (66)
"Home was clean, nicely decorated, charming, and very spacious. Everything was as pictured. Perfect place to relax during my trip. Thanks again for a great stay! "
United States
Nicholas S.
$160 nightly
The price is $173
Nov 21 - Nov 22
Total with taxes and fees
A Gem in the San Francisco Bay
Exterior detail
lx51 History in Pescadero

lx51 History in Pescadero

Pescadero
10.0 out of 10, Exceptional, (1)
"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.
$459 nightly
The price is $498
Nov 30 - Dec 1
Total with taxes and fees
lx51 History in Pescadero
Outdoor dining
Relax at a Charming West Oakland Victorian

Relax at a Charming West Oakland Victorian

West Oakland
9.8 out of 10, Exceptional, (12)
"We chose this over hotels for our work trip"
United States
Kihep P.
$277 nightly
The price is $296
Nov 23 - Nov 24
Total with taxes and fees
Relax at a Charming West Oakland Victorian
Deluxe House | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker
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)
$277 nightly
The price is $313
Nov 23 - Nov 24
Total with taxes and fees
Stunning 2 Bedroom 1 Bath Home near BART
Exterior
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Pedro Point
9.4 out of 10, Exceptional, (3)
"This place had a great location beautiful view of the ocean it was very cozy "
United States
tammy k.
$350 nightly
The price is $371
Nov 26 - Nov 27
Total with taxes and fees
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Apartment, 2 Bedrooms | Private kitchen
Large and Cozy Home 2BD 2BA Near SF

Large and Cozy Home 2BD 2BA Near SF

2.5 star property
Bayshore Heights
$282 nightly
The price is $319
Nov 22 - Nov 23
Total with taxes and fees
Large and Cozy Home 2BD 2BA Near SF
Terrace/patio
Tranquil house with beautiful garden in Emeryville

Tranquil house with beautiful garden in Emeryville

Triangle
9.4 out of 10, Exceptional, (10)
"Clean room and kitchen. Location was good for exploring the area. Outdoor lighting in both front and back was lacking upon arrival. Driveway to parking spot is extremely narrow. Second bedroom had no lighting whatsoever and cleaning supplies were stored next to bed. It should be noted hot tub is shared with another property and requires advance reservation. On the whole, the place was cute and well stocked with exception of lamps and working outdoor lighting."
United States
Sarah
$219 nightly
The price is $219
Nov 21 - Nov 22
Total with taxes and fees
Tranquil house with beautiful garden in Emeryville
Fridge, microwave, stovetop, coffee/tea maker
Spacious 1BR/1BA Guest Suite with Kitchen +Parking

Spacious 1BR/1BA Guest Suite with Kitchen +Parking

Outer Mission
9.0 out of 10, Wonderful, (6)
"Location was close and convenient to our son and family."
United States
Ronald K.
$244 nightly
The price is $255
Dec 2 - Dec 3
Total with taxes and fees
Spacious 1BR/1BA Guest Suite with Kitchen +Parking
Beach nearby
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Stunning Oceanview Coastal Home – Beach, Trails, Family Activities

Montara
9.2 out of 10, Wonderful, (78)
"Nice area to be with beaches and hiking. 20-30 minutes to San Francisco. Quiet area for a restful sleep 2 of us. Room for kids also."
United States
Bob And Polly G.
$264 nightly
The price is $273
Dec 2 - Dec 3
Total with taxes and fees
Stunning Oceanview Coastal Home – Beach, Trails, Family Activities
Fridge, microwave, oven, stovetop
Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Half Moon Bay
9.8 out of 10, Exceptional, (54)
"Cute little place Clean and comfortable Great location Walking distance to downtown "
United States
Ron
$490 nightly
The price is $523
Nov 21 - Nov 22
Total with taxes and fees
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
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 Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

10/10 Excellent
"Great breakfast. If you got a deal which includes the breakfast it is a steal. It is easily worth $20 to $25 a person if you have to pay for it."
Patrick 1-night trip
Posted 1 day ago
Hotel Riu Plaza Fisherman's Wharf

Find out more about San Mateo

San Mateo Vacation Homes information

Number of reviews
264
Accommodation
1220 Vacation Homes
Lowest Price
$170
Highest Price
$848

Explore a world of travel with Expedia