Holiday Rentals in San Mateo

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Our top choices for San Mateo holiday rentals

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
LakeFront Lavender House

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is €375
includes taxes & fees
3 Jun - 4 Jun
Lakefront Retreat WaterViews 3BR 1.5BA

@ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
Central San Mateo
The price is €514
includes taxes & fees
28 May - 29 May
@ Marbella Lane - Bright and Cozy Home Near SFO

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
8.6 out of 10, Excellent, (4 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is €313
includes taxes & fees
9 Jun - 10 Jun
Mid Century Garden View Home Parking

Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
Central San Mateo
The price is €480
includes taxes & fees
3 Jun - 4 Jun
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Offsite family retreat property in the heart of Silicon Valley

Offsite family retreat property in the heart of Silicon Valley
East San Mateo
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
Offsite family retreat property in the heart of Silicon Valley

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
Central San Mateo
10.0 out of 10, Exceptional, (2 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF

Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF
East San Mateo
The price is €427
includes taxes & fees
28 May - 29 May
Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF

@ Marbella Lane - Bright and Cozy Home near SFO

@ Marbella Lane - Bright and Cozy Home near SFO
Central San Mateo
6.8 out of 10, (3 reviews)
"Very cute and cozy. Great location."
United States
Daisy V.
@ Marbella Lane - Bright and Cozy Home near SFO

Beachfront California Coast Airstream_Luxury

Beachfront California Coast Airstream_Luxury
Heritage Downtown
9.6 out of 10, Exceptional, (9 reviews)
"This place is amazing, we had a great time and definitely will book this place again. "
United States
Theng X.
The price is €600
includes taxes & fees
1 Jun - 2 Jun
Beachfront California Coast Airstream_Luxury

Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,261 reviews)
"The staff were very friendly and accommodating!"
United States
Evangeline L
The price is €197
includes taxes & fees
8 Jun - 9 Jun
Marriott Vacation Club®, San Francisco

Coast PalmTree Yard 2BR Block from Beach

Coast PalmTree Yard 2BR Block from Beach
2.5 star property
Sharp Park
The price is €343
includes taxes & fees
26 May - 27 May
Coast PalmTree Yard 2BR Block from Beach

Stunning Views by the Bay 2BR

Stunning Views by the Bay 2BR
2.0 star property
Uptown Brisbane
The price is €559
includes taxes & fees
4 Jun - 5 Jun
Stunning Views by the Bay 2BR

Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
El Granada
The price is €526
includes taxes & fees
5 Jun - 6 Jun
Marbella Lane - 2BR Guest House Dtwn RWC Pking

Charming 2BR Ocean Getaway in Pacifica

Charming 2BR Ocean Getaway in Pacifica
2.0 star property
Westview
8.8 out of 10, Excellent, (5 reviews)
"it was clean and quiet. "
United States
Nader
The price is €314
includes taxes & fees
26 May - 27 May
Charming 2BR Ocean Getaway in Pacifica

Stunning 2 Bedroom 1 Bath Home near BART

Stunning 2 Bedroom 1 Bath Home near BART
3.0 star property
Daly City
10.0 out of 10, Exceptional, (1 review)
The price is €311
includes taxes & fees
27 May - 28 May
Stunning 2 Bedroom 1 Bath Home near BART

Coastal Palm Tree 2BR Retreat Ocean View

Coastal Palm Tree 2BR Retreat Ocean View
3.0 star property
Sharp Park
8.6 out of 10, Excellent, (9 reviews)
"I loved everything about the place. Really clean and homey vibe"
United States
Christian
The price is €344
includes taxes & fees
28 May - 29 May
Coastal Palm Tree 2BR Retreat Ocean View

4Beds Private Unit Near BeachWalk Golf

4Beds Private Unit Near BeachWalk Golf
2.0 star property
Sharp Park
7.4 out of 10, Good, (3 reviews)
"very nice stay for group or family very nice location "
United States
vincent
The price is €349
includes taxes & fees
27 May - 28 May
4Beds Private Unit Near BeachWalk Golf

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
Oakland
9.0 out of 10, Wonderful, (19 reviews)
"I really enjoyed my stay in this lovely and quiet cottage!"
United States
Tovah A.
The price is €196
includes taxes & fees
26 May - 27 May
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Wing of San Francisco(旧金山之翼)2 BRooms for 1–4 people

Wing of San Francisco(旧金山之翼)2 BRooms for 1–4 people
Bayview
9.8 out of 10, Exceptional, (34 reviews)
"The decor was great, and the location is very accessible!"
United States
Dani S.
The price is €256
includes taxes & fees
26 May - 27 May
Wing of San Francisco(旧金山之翼)2 BRooms for 1–4 people
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

Find out more about San Mateo

Everything you need to know about San Mateo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Mateo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Mateo holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Mateo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Mateo. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Mateo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Mateo holiday rentals we have selected for you start as low as €86 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Mateo rentals

At Expedia, we put the best San Mateo holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Mateo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Mateo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Mateo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in San Mateo?

Yes, there are holiday rentals in San Mateo close to Coyote Point Park, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that San Mateo has to offer?

Vintage San Francisco Bay Area Home: This holiday home rental outside of San Mateo offers a garden, a selection of books and a Smart TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a stovetop, a microwave and a coffee maker, so that you can cook with friends or family.

How many holiday rentals are there in San Mateo?

Expedia has 48 holiday 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 Shoreview Park are a couple of great spots to enjoy the outdoors. In the wider area, you’ll find popular places such as Oracle Park and Pier 39.

What’s a holiday rental in San Mateo like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Mateo. Holiday rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family getaway.