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San Mateo Vacation Rentals

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Dec 28 - Dec 29
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Dec 29 - Dec 30
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Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for San Mateo vacation rentals

Exterior
Mid Century Garden View Home Parking

Vacation Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
8.8 out of 10, Excellent, (3)
"This is a very clean comfortable property! "
United States
Serena
The price is ￥24,488
￥59,541 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Mid Century Garden View Home Parking
House, 2 Bedrooms, Patio, Lake View | Private kitchen
LakeFront Lavender House

Apartment in East San Mateo

LakeFront Lavender House
2.0 star property
The price is ￥27,713
￥56,852 total
includes taxes & fees
Jan 5 - Jan 6, 2026
LakeFront Lavender House
Outdoor dining
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence

Vacation Home in East San Mateo

7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
8.8 out of 10, Excellent, (3)
"Great communication between owner, supplies provided, sf very close "
United States
Elita Y.
The price is ￥23,251
￥49,218 total
includes taxes & fees
Jan 6 - Jan 7, 2026
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
Exterior detail
Mid Century Garden View Home Parking

Vacation Home in East San Mateo

Mid Century Garden View Home Parking
2.0 star property
Mid Century Garden View Home Parking
House | 3 bedrooms
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Vacation Home in Central San Mateo

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
The price is ￥42,770
￥79,735 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Property grounds
Offsite family retreat property in the heart of Silicon Valley

Vacation Home in East San Mateo

Offsite family retreat property in the heart of Silicon Valley
10.0 out of 10, Exceptional, (6)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
The price is ￥53,563
￥112,103 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Offsite family retreat property in the heart of Silicon Valley
House, 3 Bedrooms, Patio, Lake View | Terrace/patio
Lakefront Retreat WaterViews 3BR 1.5BA

Apartment in East San Mateo

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
The price is ￥41,178
￥78,566 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Lakefront Retreat WaterViews 3BR 1.5BA
Terrace/patio
Lakefront Retreat • Water Views.3Beds1.5Bath

Apartment in East San Mateo

Lakefront Retreat • Water Views.3Beds1.5Bath
2.0 star property
The price is ￥46,658
￥86,896 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Lakefront Retreat • Water Views.3Beds1.5Bath
Interior
20%OFF! Chic Home with Expansive big Backyard

Vacation Home in East San Mateo

20%OFF! Chic Home with Expansive big Backyard
8.4 out of 10, Very Good, (5)
"Perfect location."
United States
Kitiara C.
The price is ￥22,546
￥47,973 total
includes taxes & fees
Jan 4 - Jan 5, 2026
20%OFF! Chic Home with Expansive big Backyard
Terrace/patio
LakeFront Lavender House

Apartment in East San Mateo

LakeFront Lavender House
2.0 star property
The price is ￥35,072
￥68,735 total
includes taxes & fees
Jan 11 - Jan 12, 2026
LakeFront Lavender House
Property grounds
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Mobile Home in Arleta Park

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
10.0 out of 10, Exceptional, (21)
"Very clean, comfortable and quiet."
United States
John
The price is ￥22,194
￥41,023 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
1 bedroom, in-room safe, desk, iron/ironing board
Palo Alto Cottage: Privacy, Comfort & Convenience

Cottage in Midtown

Palo Alto Cottage: Privacy, Comfort & Convenience
9.6 out of 10, Exceptional, (10)
"Beautiful and great! Friendly hosts"
United States
C D.
The price is ￥18,319
￥33,350 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Palo Alto Cottage: Privacy, Comfort & Convenience
Fridge, microwave, stovetop, dishwasher
Brand new family hotel,1 room:5-10minutes walk to market,restaurant,Bart station

Vacation Home in Union City

Brand new family hotel,1 room:5-10minutes walk to market,restaurant,Bart station
2.0 star property
The price is ￥11,743
￥18,789 total
includes taxes & fees
Dec 29 - Dec 30
Brand new family hotel,1 room:5-10minutes walk to market,restaurant,Bart station
Exterior
A Gem in the San Francisco Bay

Vacation Home in Golden Gate

A Gem in the San Francisco Bay
9.2 out of 10, Wonderful, (67)
"Beautiful home. Very clean. Very nicely decorated. Extremely peaceful environment. Good vibes. "
United States
Jay L.
The price is ￥14,091
￥28,120 total
includes taxes & fees
Jan 9 - Jan 10, 2026
A Gem in the San Francisco Bay
Beach
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Vacation Home in South Downtown

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
9.4 out of 10, Exceptional, (37)
"The stay was great, would recommend for quick getaway. "
United States
Kiera E.
The price is ￥10,254
￥63,103 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Fridge, microwave, stovetop, coffee/tea maker
Spacious 1BR/1BA Guest Suite with Kitchen +Parking

Vacation Home in Outer Mission

Spacious 1BR/1BA Guest Suite with Kitchen +Parking
9.2 out of 10, Wonderful, (7)
"Clean place and great for the area. There was no espresso machine as listed, but other than that a great place!"
United States
Elizar A.
The price is ￥16,443
￥35,302 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Spacious 1BR/1BA Guest Suite with Kitchen +Parking
View from property
Stunning 2BR Ocean Mountain Sunset View

Apartment in Westview

Stunning 2BR Ocean Mountain Sunset View
2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful place quiet and peaceful the view is amazing in the morning. "
United States
Astrid
The price is ￥17,755
￥47,942 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Stunning 2BR Ocean Mountain Sunset View
Smart TV, Netflix, books, streaming services
Sparkling Clean Luxury Suite near SF/SFO/BART/CalTrain + EV + Free Parking +WiFi

Apartment in Paradise Valley

Sparkling Clean Luxury Suite near SF/SFO/BART/CalTrain + EV + Free Parking +WiFi
10.0 out of 10, Exceptional, (35)
"Quiet, comfortable, great recharge during travels. Host is responsive and everything needed is provided. Great place before the airport as it is very close. "
United States
Jessika K.
The price is ￥16,385
￥40,739 total
includes taxes & fees
Dec 29 - Dec 30
Sparkling Clean Luxury Suite near SF/SFO/BART/CalTrain + EV + Free Parking +WiFi
Deluxe House | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker
Stunning 2 Bedroom 1 Bath Home near BART

Vacation Home in Daly City

Stunning 2 Bedroom 1 Bath Home near BART
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is ￥22,233
￥49,008 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stunning 2 Bedroom 1 Bath Home near BART
Fridge, microwave, coffee/tea maker, toaster
Sunny side Bayview heights

Apartment in Bayview

Sunny side Bayview heights
9.4 out of 10, Exceptional, (44)
"Easy parking close enough to the city center, hot shower, fridge, microwave, everything we needed for our dogs and a comfortable bed. Happy with our stay, will stay again. "
United States
Esmeralda
The price is ￥16,440
￥33,584 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Sunny side Bayview heights
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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Top San Mateo Hotel Reviews

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

10/10 Excellent
" Everything looked great"
Alma Isayana 4-night trip
Posted 4 hours ago
Holiday Inn Golden Gateway by IHG

Find out more about San Mateo

Search for holiday rentals in San Mateo on Expedia! You can easily find your home rentals, villas, holiday apartments in San Mateo using one of the methods below:

  • View our selection of featured holiday rentals in San Mateo
  • Use the map to find apartments and other holiday homes in the San Mateo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Mateo while they last

Look no further and take a look at our great range of rental properties in San Mateo!

Frequently asked questions

Can I find a vacation rental in San Mateo?

Yes, we offer vacation rentals in San Mateo close to Coyote Point Park, or you can choose a secluded option if you'd like a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in San Mateo. You can also check out the festivals while you're visiting.

What are some of the best vacation rentals in San Mateo?

Mid Century Garden View Home Parking: This highly rated vacation home rental in San Mateo offers a garden and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in San Mateo?

Expedia has 35 vacation rentals for your stay in San Mateo.

What’s there to see and do in San Mateo?

Family-friendly attractions include Coyote Point Park and CuriOdyssey, whereas San Francisco Bay and Sawyer Camp Trail are a couple of great spots to enjoy the outdoors. In the larger area, you’ll find popular places like Oracle Park and Pier 39.

What’s a vacation rental in San Mateo like?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in San Mateo. Vacation rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.