San Mateo holiday homes

We found 2,716 holiday rentals — enter your dates for availability
Find the perfect place for you stay in San Mateo by choosing from 44 houses, 32 apartments and other holiday rentals. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – San Mateo

Showing deals for:20 Nov - 27 Nov

Stairs
Living room
Dining room/kitchen
Terrace/patio
Exceptional
(18 reviews)

Exceptional Hilltop Villa with Panoramic View

San Francisco

8% off
NZ$37,553
for 7 nights, 1 home
NZ$5,365 per night
includes taxes & fees
Exceptional Hilltop Villa with Panoramic View
Living area
Living area
Room
Exterior detail
Exceptional
(25 reviews)

Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO

Pacifica

8% off
NZ$5,710
for 7 nights, 1 home
NZ$816 per night
includes taxes & fees
Walk to Beach - Remodeled Coastal 3 Beds Home Safe Town Highway 1 Near SF / SFO
Private kitchen
Room
Room
Property grounds
Exceptional
(132 reviews)

Small Beach Cottage near the Coastal Trail and The Ritz

Half Moon Bay

12% off
NZ$4,563
for 7 nights, 1 cottage
NZ$652 per night
includes taxes & fees
Small Beach Cottage near the Coastal Trail and The Ritz
Path behind your house.
House is surrounded by vineyard, oak trees and a waterfall
Great for early morning or late afternoon
Private putting green with seating area
Exceptional
(59 reviews)

Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto

Portola Valley

9% off
NZ$6,163
for 7 nights, 1 home
NZ$880 per night
includes taxes & fees
Family-friendly 3BR resort experience on quiet vineyard near Stanford/Palo Alto
Living Room View from Dining Room
View of Living Room
View of Dining Room from the Living Room
Entry Foyer
Exceptional
(87 reviews)

Private, Quiet, and Furnished Home Away from Home by the Olympic Golf Course

Daly City

9% off
NZ$3,658
for 7 nights, 1 home
NZ$523 per night
includes taxes & fees
Private, Quiet, and Furnished Home Away from Home by the Olympic Golf Course
Room
Property grounds
Interior
Eat-in kitchen with full-sized appliances
Exceptional
(10 reviews)

Spacious 1906 Victorian in-law apartment

Alameda

8% off
NZ$2,033
for 7 nights, 1 apartment
NZ$290 per night
includes taxes & fees
Spacious 1906 Victorian in-law apartment
Kitchen
0.2 miles from Castro St and the heart of downtown Mtn View
Front of Home
Kitchen
Exceptional
(41 reviews)

Downtown Private Home With Backyard

Mountain View

10% off
NZ$3,424
for 7 nights, 1 home
NZ$489 per night
includes taxes & fees
Downtown Private Home With Backyard
Interior
Interior
Living area
Private kitchen
Wonderful
(26 reviews)

Modern 5-Star Oasis - Prime Location in Mountain View #179

Mountain View

8% off
NZ$5,219
for 7 nights, 1 home
NZ$746 per night
includes taxes & fees
Modern 5-Star Oasis - Prime Location in Mountain View #179
Room
Terrace/patio
Private kitchen
Living area
Excellent
(40 reviews)

Recharge in Lush Gardens in the Heart of Bernal Heights

San Francisco

9% off
NZ$2,381
for 7 nights, 1 apartment
NZ$340 per night
includes taxes & fees
Recharge in Lush Gardens in the Heart of Bernal Heights
Living area
Exterior
Room
Private kitchen
Exceptional
(8 reviews)

Pacifica Beach 3Bedroom Coastal Retreat near SF / SFO free parking

Pacifica

12% off
NZ$4,769
for 7 nights, 1 home
NZ$681 per night
includes taxes & fees
Pacifica Beach 3Bedroom Coastal Retreat near SF / SFO free parking
Private kitchen
Terrace/patio
Room
Interior
Exceptional
(58 reviews)

Cottage In The Woods

La Honda

8% off
NZ$2,714
for 7 nights, 1 apartment
NZ$388 per night
includes taxes & fees
Cottage In The Woods
main door
Living Room & Kitchen
Living Room & Kitchen
Spacious Living Room & Kitchen – Fully equipped for your convenience.
Exceptional
(41 reviews)

New remodeled 3-bedroom South San Francisco home

South San Francisco

9% off
NZ$3,520
for 7 nights, 1 apartment
NZ$503 per night
includes taxes & fees
New remodeled 3-bedroom South San Francisco home
Private kitchen
Living area
Room
Remodeled bathroom
Exceptional
(16 reviews)

Remodeled 1BR Garden Apt in a perfect location

San Francisco

8% off
NZ$3,047
for 7 nights, 1 apartment
NZ$435 per night
includes taxes & fees
Remodeled 1BR Garden Apt in a perfect location
Private kitchen
Exterior detail
Large deck/awning.Lounge chairs a spot to drink your morning coffee in the sun!
Living room, daytime
Exceptional
(17 reviews)

Upscale cottage: First block from the beach

Half Moon Bay

12% off
NZ$5,245
for 7 nights, 1 home
NZ$749 per night
includes taxes & fees
Upscale cottage: First block from the beach
Front of Home
2 Short Blocks to Castro St, the heart of Downtown Mtn View
Family Room
One block to the wonderful Mtn View Public Library
Exceptional
(12 reviews)

Historic Downtown Mountain View Home

Mountain View

10% off
NZ$5,241
for 7 nights, 1 home
NZ$749 per night
includes taxes & fees
Historic Downtown Mountain View Home
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting arty San Mateo

The area's festivals and art galleries are just some of the reasons to come on holiday to San Mateo. This city's restaurants, sporting events and shopping draw many visitors. Oracle Park and Pier 39 are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around San Mateo

Are you hoping to find attractions to visit in the city? Venture out of your holiday home and check out everything that San Mateo has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Crystal Springs Golf Course (3.1 mi / 5 km)
  • Half Moon Bay Golf Links (10.8 mi / 17.5 km)
  • Palo Alto Junior Museum and Zoo (12.9 mi / 20.8 km)
  • The Midway (13.3 mi / 21.4 km)
  • Olympic Club (13.7 mi / 22.1 km)
  • Harding Park Golf Course (14.5 mi / 23.3 km)

Exploring the natural landscape of San Mateo

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, San Mateo is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • San Francisco Bay (10 mi / 16 km)
  • Golden Gate Park (16.3 mi / 26.2 km)
  • Presidio of San Francisco (18 mi / 29 km)
  • Coyote Point Park (1.9 mi / 3 km)
  • Bayfront Park (4 mi / 6.4 km)
  • San Bruno Point Park (7.4 mi / 11.9 km)

Travelling to and around San Mateo

Fly into San Francisco International Airport (SFO), the closest airport, located 5 mi (8.1 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to San Carlos, CA (SQL), which is 5.3 mi (8.5 km) away.

If you're travelling by train, San Mateo Station, Hayward Park Station and Hillsdale Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in San Mateo when booking a holiday home?
Among the most sought-after locations to book a holiday property in San Mateo is Beresford Park. Find your ideal stay on Bookabach and experience this area just like a local.
What is the most popular type of holiday home accommodation in San Mateo?
The most popular types of holiday homes in San Mateo are apartments. Ready for more choices? Bookabach has plenty of options to match our guests' unique requirements, so you'll see holiday properties in all shapes and sizes. The ideal fit is ready and waiting for you — find yours today.
How much does it cost to rent a holiday home in San Mateo?
Several factors can affect the price of a holiday home in San Mateo, such as the type of property, length of stay and season. Still, all of our holiday homes have one thing in common — exceptional value. Simply enter your travel dates to find your ideal fit.
How much does it cost to rent a beach house in San Mateo?
The average price for a holiday home by the beach in San Mateo will depend on when you'll be there and the size and style of property you're searching for. Find prices easily on Bookabach by entering your travel dates. Then make use of the filter tool to pick the number of bedrooms and amenities that you prefer, such as a pool, WiFi and air conditioning.
Are there pet-friendly holiday homes in San Mateo?
Pack a travel bag and a bone for the pooch in your life because San Mateo has 168 properties that throw out the welcome mat to pets. Let your furriest friend enjoy the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in San Mateo?
Pack your swimsuit and swim ring, because there are 65 houses with a private pool in San Mateo. Stay at one of these sought-after holiday homes and make every day a pool day. Simply enter your dates into Bookabach, then check the "pool" filter to find the perfect place for a splashing good time!
What are popular home amenities in San Mateo?
When it comes to home amenities that people search for in San Mateo, tennis, an electric car charging station and a firepit are the most popular. With Bookabach holiday homes, you'll enjoy options to fit your taste and style, whether you're on a trip with family, friends or even pets.
Are there large group holiday homes in San Mateo?
San Mateo has three holiday homes that can cater to 10 or more people. These stays come with all the space you need to share good times with loved ones.
Are there holiday homes in San Mateo that welcome kids?
Bring the whole group together for fun-filled adventures in San Mateo at one of our 167 family-friendly holiday homes. Many of these stays offer conveniences that are ideal for trips with the kids, including dining rooms, multiple bedrooms and entertainment units. Just check the "Properties good for families" filter and book your favourite.
What are the top attractions for families in San Mateo?
Keep the kids occupied at these top family-friendly attractions in San Mateo:
  • Coyote Point Park
  • Hiller Aviation Museum
  • GoKart Racer
Are there one-bedroom holiday homes in San Mateo?
You'll find 53 one-bedroom properties in San Mateo to select from. A one-bedroom holiday property is a wonderful option if it's just the two of you or if you're holidaying solo. Toss in more convenience, space and privacy than a standard hotel, and you've got yourself a trip to remember.
Can I find two-bedroom holiday homes in San Mateo?
San Mateo has 30 two-bedroom holiday homes that you can choose from. Find a holiday home with all the privacy and comfort you want at an attractive price on Bookabach.
Are there holiday homes with WiFi in San Mateo?
San Mateo has 23 holiday homes with WiFi, so you'll be able to stay connected while you're on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to catching up on social media, these Bookabach homes make it a breeze to go online.
How can I find holiday homes with air conditioning in San Mateo?
San Mateo has 112 holiday homes where you'll be able to wind down in air-conditioned comfort. To find a stay on Bookabach that comes with this perk, choose your travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in San Mateo?
The minimum age can differ between properties on Bookabach, so be sure to look at the rules of the holiday home in San Mateo you want. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in San Mateo for?
It's up to the San Mateo property. To view all available options offering extended stays, simply enter your travel dates and guest number into the Bookabach search page. You can enjoy having the property to yourself, along with home comforts such as a fully-equipped kitchen, air conditioning and a yard to run around in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

More holiday ideas