Book Holiday Homes in San Mateo

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Featured Holiday Homes in San Mateo

Ocean/Beach Front 🏖🌊w/ Sweeping Oceanviews🌅🐳🪂

Ocean/Beach Front 🏖🌊w/ Sweeping Oceanviews🌅🐳🪂

Pacifica CA
Stay at this beach holiday home in Pacifica. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Rockaway Beach and Pacifica State Beach are located ...
Opens in a new windowOcean/Beach Front 🏖🌊w/ Sweeping Oceanviews🌅🐳🪂
Vintage San Francisco Bay Area Home

Vintage San Francisco Bay Area Home

South San Francisco CA
Stay at this holiday home in South San Francisco. Enjoy free Wi-Fi, a garden and cable/satellite TV service. Popular attractions Artichoke Joe's Casino and Cow ...
Opens in a new windowVintage San Francisco Bay Area Home
Explore ocean beach and San Francisco Zoo  Private 3BD/1BA<br>

Explore ocean beach and San Francisco Zoo Private 3BD/1BA<br>

San Francisco CA
Stay at this holiday home in San Francisco. Enjoy free Wi-Fi and an in-room coffee maker. Popular attractions Golden Gate Park and Golden Gate Bridge are located ...
Opens in a new windowExplore ocean beach and San Francisco Zoo Private 3BD/1BA<br>
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Tranquil house with beautiful garden in Emeryville

Tranquil house with beautiful garden in Emeryville

Emeryville CA
The price is NZ$457 per night from 17 Mar to 18 Mar
NZ$457
17 Mar - 18 Mar
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
Beach Front 6000SF  10b/6bth  7 Miles  to SF Moscone Center

Beach Front 6000SF 10b/6bth 7 Miles to SF Moscone Center

Pacifica CA
Stay at this family-friendly holiday home in Pacifica. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Rockaway Beach and Pacifica State ...
Opens in a new windowBeach Front 6000SF 10b/6bth 7 Miles to SF Moscone Center
Pacific Heights Grand Elegant Studio

Pacific Heights Grand Elegant Studio

San Francisco CA
Stay at this holiday home in San Francisco. Enjoy cable/satellite TV service, an in-room coffee maker and in-room fireplaces. Popular attractions Golden Gate ...
Opens in a new windowPacific Heights Grand Elegant Studio
Oceanview Coastal Retreat Sauna, Hot Tub & Fire Pit
STR Permit Number: 14614430

Oceanview Coastal Retreat Sauna, Hot Tub & Fire Pit STR Permit Number: 14614430

Pacifica CA
Stay at this holiday home in Pacifica. Enjoy a sauna, a garden and laundry facilities. Popular attractions Rockaway Beach and Pacifica State Beach are located ...
Opens in a new windowOceanview Coastal Retreat Sauna, Hot Tub & Fire Pit STR Permit Number: 14614430
Charming 3-bedroom house in excellent Alameda with AC, WiFi

Charming 3-bedroom house in excellent Alameda with AC, WiFi

Alameda CA
Stay at this holiday home in Alameda. Enjoy free Wi-Fi, an in-room coffee maker and air conditioning. Popular attractions Jack London Square and Oakland Arena ...
Opens in a new windowCharming 3-bedroom house in excellent Alameda with AC, WiFi
COZY 3Br2Ba and a living room with Big  screen Movie & Sunny patio

COZY 3Br2Ba and a living room with Big screen Movie & Sunny patio

San Francisco CA
Stay at this holiday home in San Francisco. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Oracle Park and Golden Gate Park are located ...
Opens in a new windowCOZY 3Br2Ba and a living room with Big screen Movie & Sunny patio
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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
1207 Holiday Homes
Lowest Price
NZ$219
Highest Price
NZ$457
Popular accommodation
Ocean/Beach Front 🏖🌊w/ Sweeping Oceanviews🌅🐳🪂, Vintage San Francisco Bay Area Home, Explore ocean beach and San Francisco Zoo Private 3BD/1BA
, Tranquil house with beautiful garden in Emeryville, Beach Front 6000SF 10b/6bth 7 Miles to SF Moscone Center, Pacific Heights Grand Elegant Studio, Oceanview Coastal Retreat Sauna, Hot Tub & Fire Pit STR Permit Number: 14614430, Charming 3-bedroom house in excellent Alameda with AC, WiFi, COZY 3Br2Ba and a living room with Big screen Movie & Sunny patio

Top trending hotels in San Mateo

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$269 per night from 12 Apr to 13 Apr
NZ$269
12 Apr - 13 Apr
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
Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is NZ$304 per night from 1 Apr to 2 Apr
NZ$304
1 Apr - 2 Apr
includes taxes & fees
Stay at this business-friendly hotel in San Francisco. Enjoy free Wi-Fi, a fitness centre and valet parking (surcharge). Our guests praise the pool and the helpful ...
Opens in a new windowHandlery Union Square Hotel
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$360 per night from 12 Apr to 13 Apr
NZ$360
12 Apr - 13 Apr
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
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YOTEL San Francisco

YOTEL San Francisco

3 out of 5
1095 Market St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is NZ$219 per night from 31 Mar to 1 Apr
NZ$219
31 Mar - 1 Apr
includes taxes & fees
Stay at this hotel in San Francisco. Enjoy free breakfast, free Wi-Fi and a fitness centre. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowYOTEL 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.