Book Holiday Homes in San Mateo

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Featured Holiday Homes in San Mateo

Tranquil house with beautiful garden in Emeryville

Tranquil house with beautiful garden in Emeryville

Emeryville CA
The price is NZ$519 per night from 2 May to 3 May
NZ$519
2 May - 3 May
includes taxes & fees
Stay at this holiday home in Emeryville. Enjoy a garden, laundry facilities and patios. Popular attractions Jack London Square and Paramount Theatre are located ...
Opens in a new windowTranquil house with beautiful garden in Emeryville
Test Property - E2E Vrbo

Test Property - E2E Vrbo

Oakland CA
The price is NZ$36 per night from 11 May to 12 May
NZ$36
11 May - 12 May
includes taxes & fees
Stay at this holiday home in Oakland. Enjoy laundry facilities and air conditioning. Popular attractions Jack London Square and Oakland Arena are located ...
Opens in a new windowTest Property - E2E Vrbo
West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen

West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen

Oakland CA
Stay at this holiday home in Oakland. Enjoy laundry facilities and an in-room coffee maker. Popular attractions Oracle Park and Jack London Square are located ...
Opens in a new windowWest Oakland Home Minutes from San Francisco - 3BR with Full Kitchen
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Beautiful, cozy and well furnished

Beautiful, cozy and well furnished

San Francisco CA
Stay at this holiday home in San Francisco. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Golden Gate Park and Golden ...
Opens in a new windowBeautiful, cozy and well furnished
Spacious Pacifica Beach Home  Sleeps 14 Game Room

Spacious Pacifica Beach Home Sleeps 14 Game Room

Pacifica CA
Stay at this family-friendly holiday home in Pacifica. Enjoy a garden, laundry facilities and a pool table. Popular attractions Pacifica State Beach and Rockaway ...
Opens in a new windowSpacious Pacifica Beach Home Sleeps 14 Game Room
Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️

Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️

Oakland CA
Stay at this holiday home in Emeryville. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Jack London Square and Fox Theater are located ...
Opens in a new windowModern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️
Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View

Moss Beach CA
The price is NZ$652 per night from 3 May to 4 May
NZ$652
3 May - 4 May
includes taxes & fees
Stay at this holiday home in Moss Beach. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Miramar Beach and JV Fitzgerald Marine Reserve ...
Opens in a new windowLuxury Spa Retreat Guest House with Ocean View
Cute totally remodeled Cottage 100 feet from Beach

Cute totally remodeled Cottage 100 feet from Beach

Pacifica CA
Stay at this holiday home in Pacifica. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Rockaway Beach and Pacifica State Beach are ...
Opens in a new windowCute totally remodeled Cottage 100 feet from Beach
Pacific Oceanfront Retreat🏖, 15 mins to SF🌉 and SFO✈️

Pacific Oceanfront Retreat🏖, 15 mins to SF🌉 and SFO✈️

Pacifica CA
Stay at this beach holiday home in Pacifica. Enjoy a beach locale, a garden and laundry facilities. Popular attractions Serramonte Center and Rockaway Beach ...
Opens in a new windowPacific Oceanfront Retreat🏖, 15 mins to SF🌉 and SFO✈️
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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.

San Mateo Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Mateo vacation homes are the perfect way for you to wing it.

Holiday houses in San Mateo let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Mateo in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Mateo adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Mateo with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Mateo vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Mateo Holiday Homes essential information

Accommodation
1113 Holiday Homes
Lowest Price
NZ$36
Highest Price
NZ$652
Popular accommodation
Tranquil house with beautiful garden in Emeryville, Test Property - E2E Vrbo, West Oakland Home Minutes from San Francisco - 3BR with Full Kitchen, Beautiful, cozy and well furnished, Spacious Pacifica Beach Home Sleeps 14 Game Room, Modern 3BR Urban Oasis 🌿 Close to SF & Oakland Ballers 🏟️, Luxury Spa Retreat Guest House with Ocean View, Cute totally remodeled Cottage 100 feet from Beach , Pacific Oceanfront Retreat🏖, 15 mins to SF🌉 and SFO✈️

Top trending hotels in San Mateo

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is NZ$296 per night from 3 May to 4 May
NZ$296
3 May - 4 May
includes taxes & fees
Stay at this business-friendly hotel in San Francisco. Enjoy free breakfast, free Wi-Fi and a 24-hour fitness centre. Our guests praise the breakfast and the ...
Opens in a new windowHotel Riu Plaza Fisherman's Wharf
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
The price is NZ$256 per night from 25 May to 26 May
NZ$256
25 May - 26 May
includes taxes & fees
Stay at this business-friendly hotel in San Francisco. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the pool and the ...
Opens in a new windowHoliday Inn Golden Gateway by IHG
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is NZ$216 per night from 10 May to 11 May
NZ$216
10 May - 11 May
includes taxes & fees
Stay at this business-friendly hotel in San Francisco. Enjoy breakfast (surcharge), a fitness centre and Wi-Fi (surcharge). Our guests praise the helpful staff ...
Opens in a new windowHilton San Francisco Financial District
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Club Quarters Hotel in San Francisco

Club Quarters Hotel in San Francisco

4 out of 5
424 Clay St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is NZ$254 per night from 25 May to 26 May
NZ$254
25 May - 26 May
includes taxes & fees
Stay at this business-friendly hotel in San Francisco. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff and the ...
Opens in a new windowClub Quarters Hotel in San Francisco
Don't see what you're looking for?
See all available properties in San Mateo
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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.

Top Picks

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^Subject to availability and chosen travel dates.