Book Holiday Homes in San Mateo

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Featured Holiday Homes in San Mateo

3Bedrooms + 2bathrooms

3Bedrooms + 2bathrooms

San Francisco
The price is AU$451 per night from 15 Apr to 16 Apr
AU$451
includes taxes & fees
15 Apr - 16 Apr
With a stay at this vacation home in San Francisco (Ingleside), you'll be a 4-minute drive from San Francisco State University and 7 minutes from Chase ...
3Bedrooms + 2bathrooms
West oakland home minutes from San Francisco FLEXIBLE CANCELLATION !

West oakland home minutes from San Francisco FLEXIBLE CANCELLATION !

Oakland
With a stay at this vacation home in Oakland (West Oakland), you'll be a 4-minute drive from Jack London Square and 10 minutes from University of California, ...
West oakland home minutes from San Francisco FLEXIBLE CANCELLATION !
Pacific Heights Grand Elegant Studio

Pacific Heights Grand Elegant Studio

San Francisco
The price is AU$718 per night from 1 Apr to 2 Apr
AU$718
includes taxes & fees
1 Apr - 2 Apr
Located in San Francisco (Pacific Heights), this vacation home is within a 15-minute walk of Presidio of San Francisco and Kaiser Permanente Medical Center.
Pacific Heights Grand Elegant Studio
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New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach

Moss Beach
Located in Moss Beach, this vacation home is by the ocean, within a 5-minute drive of JV Fitzgerald Marine Reserve and Montara State Beach.
New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach
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$1,097 per night from 2 Apr to 3 Apr
AU$1,097
includes taxes & fees
2 Apr - 3 Apr
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
Walk to Ocean Beach: Modern Home w/ Fenced Yard

Walk to Ocean Beach: Modern Home w/ Fenced Yard

San Francisco
With a stay at this vacation home in San Francisco (Sunset District), you'll be within a 5-minute drive of Golden Gate Park and San Francisco Zoo.
Walk to Ocean Beach: Modern Home w/ Fenced Yard
Pacific Heights Victorian Garden Bed and Bath Suit

Pacific Heights Victorian Garden Bed and Bath Suit

San Francisco
The price is AU$668 per night from 4 Apr to 5 Apr
AU$668
includes taxes & fees
4 Apr - 5 Apr
Located in San Francisco (Pacific Heights), this vacation home is within a 15-minute walk of Presidio of San Francisco and Kaiser Permanente Medical Center.
Pacific Heights Victorian Garden Bed and Bath Suit
Explore ocean beach and San Francisco Zoo  Private 3BD/1BA<br>

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

San Francisco
With a stay at this vacation home in San Francisco (Sunset District), you'll be a 3-minute walk from Ocean Beach and 11 minutes by foot from San Francisco ...
Explore ocean beach and San Francisco Zoo Private 3BD/1BA<br>
Contemporary 3bedrooms 2bathrooms in private top floor locates@safe neighborhood

Contemporary 3bedrooms 2bathrooms in private top floor locates@safe neighborhood

San Francisco
The price is AU$824 per night from 31 Mar to 1 Apr
AU$824
includes taxes & fees
31 Mar - 1 Apr
With a stay at this vacation home in San Francisco (Sunset District), you'll be within a 5-minute drive of Golden Gate Park and San Francisco Zoo.
Contemporary 3bedrooms 2bathrooms in private top floor locates@safe neighborhood
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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
1276 Holiday Homes
Lowest Price
AU$184
Highest Price
AU$1,097
Popular accommodation
3Bedrooms + 2bathrooms, West oakland home minutes from San Francisco FLEXIBLE CANCELLATION ! , Pacific Heights Grand Elegant Studio, New Home w Expansive Ocean and Sunset Views, Steps to the Seal Cove Beach, Elegant Sunset Steps Away from Golden Gate Park & Ocean Beach, Walk to Ocean Beach: Modern Home w/ Fenced Yard, Pacific Heights Victorian Garden Bed and Bath Suit, Explore ocean beach and San Francisco Zoo Private 3BD/1BA
, Contemporary 3bedrooms 2bathrooms in private top floor locates@safe neighborhood

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 AU$215 per night from 6 Apr to 7 Apr
AU$215
includes taxes & fees
6 Apr - 7 Apr
In the heart of San Francisco, Holiday Inn Golden Gateway by IHG is within a 5-minute drive of Lombard Street and Kaiser Permanente Medical Center.
Holiday Inn Golden Gateway by IHG
Chancellor Hotel on Union Square

Chancellor Hotel on Union Square

3.5 out of 5
433 Powell St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 13 Apr to 14 Apr
AU$184
includes taxes & fees
13 Apr - 14 Apr
With a stay at Chancellor Hotel on Union Square, you'll be centrally located in San Francisco, steps from Union Square and Union Square Ice Rink.
Chancellor Hotel on Union Square
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 AU$288 per night from 31 Mar to 1 Apr
AU$288
includes taxes & fees
31 Mar - 1 Apr
Located in San Francisco (Fisherman's Wharf), Hotel Riu Plaza Fisherman's Wharf is within a 10-minute walk of Pier 39 and Aquarium of the Bay.
Hotel Riu Plaza Fisherman's Wharf
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Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
1550 Bayshore Hwy, Burlingame, CA
Fully refundableReserve now, pay when you stay
The price is AU$285 per night from 6 Apr to 7 Apr
AU$285
includes taxes & fees
6 Apr - 7 Apr
With a stay at Bay Landing San Francisco Airport Hotel in Burlingame, you'll be near the bay, within a 10-minute drive of San Francisco Bay and Bayfront ...
Bay Landing San Francisco Airport Hotel
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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.

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^Subject to availability and chosen travel dates.