San Mateo Vacation Homes

A coastal landscape with a sandy beach, rocky cliffs, and the ocean.

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Our top choices for San Mateo holiday homes

A modern living room with a grey sofa, green chairs, and a marble coffee table.

1. Mid Century Garden View Home Parking

East San Mateo

Serena

HK$3,134 total

includes taxes & fees

12 Oct - 13 Oct

A modern living room with a grey sofa, green chairs, a coffee table, and large windows with a view of palm trees and a clear sky.

2. Mid Century Garden View Home Parking

East San Mateo

HK$2,550 total

includes taxes & fees

12 Oct - 13 Oct

A living room with a flat-screen TV, grey sofas, a coffee table, and a small side table with a vase of flowers.

3. Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

North Central

Jan H.

HK$3,811 total

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

4. Marbella Lane - Bright and Cozy Home near SFO

North Central

HK$5,403 total

includes taxes & fees

8 Oct - 9 Oct

A coastal landscape with a beach, rocky cliffs, and vegetation.

5. Seaside Escape: 1 block to Beach, Private Hot Tub, Fire Pit & BBQ

Miramar

Alec H.

HK$3,279 total

includes taxes & fees

18 Oct - 19 Oct

A spacious living area with a wooden dining table, grey chairs, and a white sofa. There is a flat-screen TV mounted on the wall and a potted plant on the windowsill.

6. New! Modern & Sleek 4BR home w/high ceilings

San Mateo

Shauna Z.

HK$6,003 total

includes taxes & fees

13 Oct - 14 Oct

A modern living room with a brown sofa, a white coffee table, a black office chair, and a small white desk. There are two wall-mounted mirrors and a ceiling light.

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

San Bruno

Max

HK$1,720 total

includes taxes & fees

7 Oct - 8 Oct

A spacious living room with a large wooden coffee table, a sofa with patterned cushions, and a view of the outside through a large window.

8. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Heritage Downtown

Luz

HK$2,654 total

includes taxes & fees

26 Oct - 27 Oct

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Top San Mateo Hotel Reviews

Hilton San Francisco Airport Bayfront

10/10 Excellent

"The room was clean and well kept, the staff were delightful as well. The breakfast was excellent and had a variety of options. The restaurant was excellent as well."

Parc 55 San Francisco - A Hilton Hotel

8/10 Good

"I had some difficulties getting my room. I had reserved in May and it took the hotel until six o'clock to get it resolved. It would be worse if I hadn't run into friends staying there at the same time. The hotel manager did comp me the breakfast buffet as consolation for the lengthy check-in so I am grateful. Another complaint I had was the hotel had HBO channels locked for some reason. Every time I tried watching thrm, it brought up a Direct TV notice. I am not sure if there was this was meant to be an upgrade or something, but I've stayed at other hotels in the area before and they've freely provided premium channels, it was just unusual for the stay. I only really watched TV for the first night of my stay so it's not that bad. Otherwise, I did like the hotel and its amenities. I did love taking a bath again and the faucet was made for either bath or shower. Makeup mirror came in handy for before venturing out on the big day and the AV setup of the TV, while not used, was appreciated. I will stay again, just hoping they make improvements on the check-in process."

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