Book Holiday Homes in San Mateo

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Featured Holiday Homes in San Mateo

Luxurious Private Coastal Home – Hot Tub & Ocean Views Near San Francisco

Luxurious Private Coastal Home – Hot Tub & Ocean Views Near San Francisco

Pacifica
The price is AU$651 per night from 22 Dec to 23 Dec
AU$651
includes taxes & fees
22 Dec - 23 Dec
With a stay at this vacation home in Pacifica (Linda Mar), you'll be within a 15-minute drive of San Francisco State University and Pacifica State Beach.
Luxurious Private Coastal Home – Hot Tub & Ocean Views Near San Francisco
Elegant Sunset Steps Away from Golden Gate Park & Ocean Beach

Elegant Sunset Steps Away from Golden Gate Park & Ocean Beach

San Francisco
The price is AU$1,148 per night from 23 Dec to 24 Dec
AU$1,148
includes taxes & fees
23 Dec - 24 Dec
With a stay at this vacation home, you'll be centrally located in San Francisco, within a 5-minute drive of Golden Gate Park and University of San ...
Elegant Sunset Steps Away from Golden Gate Park & Ocean Beach
Upscale stylish entire 4B2B house with amazing views

Upscale stylish entire 4B2B house with amazing views

Daly City
With a stay at this vacation home in Daly City (Southern Hills), you'll be within a 15-minute drive of Oracle Park and San Francisco State University.
Upscale stylish entire 4B2B house with amazing views
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Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities

Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities

Montara
Fully refundable
The price is AU$904 per night from 19 Dec to 20 Dec
AU$904
includes taxes & fees
19 Dec - 20 Dec
When you stay at this vacation home in Montara, you'll be by the sea, within a 5-minute drive of Montara State Beach and Gray Whale Cove State Beach.
Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities
Brand New Designer Row Home 3BR

Brand New Designer Row Home 3BR

Oakland
With a stay at this vacation home in Oakland (Grand Lake), you'll be within a 10-minute drive of Jack London Square and University of California, Berkeley.
Brand New Designer Row Home 3BR
Fantastic 3-bedroom house with AC in San Bruno

Fantastic 3-bedroom house with AC in San Bruno

2 out of 5
San Bruno
Located in San Bruno, this vacation home is within a 15-minute drive of San Francisco Bay and San Francisco State University.
Fantastic 3-bedroom house with AC in San Bruno
Test Property - E2E Vrbo

Test Property - E2E Vrbo

Oakland
The price is AU$38 per night from 16 Jan to 17 Jan
AU$38
includes taxes & fees
16 Jan - 17 Jan 2025
With a stay at this vacation home in Oakland (Downtown Oakland), you'll be a 2-minute drive from Jack London Square and 8 minutes from San Francisco Bay.
Test Property - E2E Vrbo
Beach Front 6000SF  10b/6bth  Luxury House 7 Miles  to SF

Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF

Pacifica
The price is AU$5,469 per night from 23 Dec to 24 Dec
AU$5,469
includes taxes & fees
23 Dec - 24 Dec
With a stay at this vacation home in Pacifica (Sharp Park), you'll be within a 15-minute drive of San Francisco Bay and San Francisco State University.
Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF
Ocean Front Home- French Villa - Pacifica-San Francisco!  Hear waves and relax!

Ocean Front Home- French Villa - Pacifica-San Francisco! Hear waves and relax!

Pacifica
The price is AU$658 per night from 19 Dec to 20 Dec
AU$658
includes taxes & fees
19 Dec - 20 Dec
With a stay at this vacation home, you'll be centrally located in Pacifica, within a 15-minute drive of San Francisco State University and Santa Cruz ...
Ocean Front Home- French Villa - Pacifica-San Francisco! Hear waves and relax!
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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
1000 Holiday Homes
Lowest Price
AU$38
Highest Price
AU$5,469
Popular accommodation
Luxurious Private Coastal Home – Hot Tub & Ocean Views Near San Francisco, Elegant Sunset Steps Away from Golden Gate Park & Ocean Beach, Upscale stylish entire 4B2B house with amazing views, Ocean & Mountain View Home - Walk to Trails, Beach, Family Activities, Brand New Designer Row Home 3BR, Fantastic 3-bedroom house with AC in San Bruno, Test Property - E2E Vrbo, Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF , Ocean Front Home- French Villa - Pacifica-San Francisco! Hear waves and relax!

Top trending hotels in San Mateo

Holiday Inn Golden Gateway, an IHG Hotel

Holiday Inn Golden Gateway, an IHG Hotel

3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundable
The price is AU$215 per night from 5 Jan to 6 Jan
AU$215
includes taxes & fees
5 Jan - 6 Jan 2025
In the heart of San Francisco, Holiday Inn Golden Gateway, an IHG Hotel is within a 5-minute drive of Lombard Street and Kaiser Permanente Medical Center.
Holiday Inn Golden Gateway, an IHG Hotel
Kimpton Alton Fisherman's Wharf, an IHG Hotel

Kimpton Alton Fisherman's Wharf, an IHG Hotel

4.5 out of 5
2700 JONES STREET, San Francisco, CA
Fully refundable
The price is AU$286 per night from 24 Dec to 25 Dec
AU$286
includes taxes & fees
24 Dec - 25 Dec
With a stay at Kimpton Alton Fisherman's Wharf, an IHG Hotel, you'll be centrally located in San Francisco, within a 10-minute walk of Ghirardelli Square and ...
Kimpton Alton Fisherman's Wharf, an IHG Hotel
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 AU$257 per night from 24 Dec to 25 Dec
AU$257
includes taxes & fees
24 Dec - 25 Dec
With a stay at Handlery Union Square Hotel, you'll be centrally located in San Francisco, within a 5-minute drive of Oracle Park and Pier 39.
Handlery Union Square Hotel
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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 AU$204 per night from 21 Dec to 22 Dec
AU$204
includes taxes & fees
21 Dec - 22 Dec
With a stay at Club Quarters Hotel in San Francisco, you'll be centrally located in San Francisco, a 4-minute walk from TransAmerica Pyramid and a 3-minute drive ...
Club Quarters Hotel in San Francisco
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.