A coastal landscape with a sandy beach, rocky cliffs, and the ocean.

San Mateo Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for San Mateo holiday rentals

A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

1. @ Marbella Lane - Bright and Cozy Home Near SFO

@ Marbella Lane - Bright and Cozy Home Near SFO
3.0 star property
North Central
The price is NZ$599
includes taxes & fees
1 Dec - 2 Dec
@ Marbella Lane - Bright and Cozy Home Near SFO
A compact kitchen with a sink, microwave, and cabinets.

2. @ Marbella Lane - Adorable and Quiet Studio

@ Marbella Lane - Adorable and Quiet Studio
North Central
6.0 out of 10, (6 reviews)
"I rented this unit for my son who is visiting from New York. It workedc out perfect for us. We would run it again."
United States
Bob S.
The price is NZ$515
includes taxes & fees
1 Dec - 2 Dec
@ Marbella Lane - Adorable and Quiet Studio
A modern house with large windows, a wooden deck, and a cozy seating area.

3. LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
8.0 out of 10, Very good, (1 review)
"The listing provided showed a listing of a differently painted house, although the inside was clean the outside needs cleaning. The inside smelled like strong cleaning supplies so airing it out was necessary. The door for one of the bedrooms was locked and were told to find a way to open it on our own, so if you need immediate support for anything related to the house, expect you will need to do it yourself. The futon couch that they have is broken and don’t let them charge for it. If it’s a...
United States
Luis
The price is NZ$700
includes taxes & fees
20 Nov - 21 Nov
LakeFront Lavender House
A living room with a flat-screen TV, grey sofas, a coffee table, and a small side table with a vase of flowers.

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

Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
North Central
10.0 out of 10, Exceptional, (5 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is NZ$851
includes taxes & fees
16 Nov - 17 Nov
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
An outdoor patio with a sofa set, a coffee table, and a striped rug.

5. Lakefront Retreat • Water Views.3Beds1.5Bath

Lakefront Retreat • Water Views.3Beds1.5Bath
East San Mateo
The price is NZ$754
includes taxes & fees
11 Nov - 12 Nov
Lakefront Retreat • Water Views.3Beds1.5Bath
A compact kitchen with a sink, microwave, and cabinets.

6. Marbella Lane - Adorable and Quiet Studio

Marbella Lane - Adorable and Quiet Studio
North Central
The price is NZ$871
includes taxes & fees
1 Dec - 2 Dec
Marbella Lane - Adorable and Quiet Studio
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

7. @ Marbella Lane - Bright and Cozy Home near SFO

@ Marbella Lane - Bright and Cozy Home near SFO
North Central
7.0 out of 10, Good, (4 reviews)
"Very cute and cozy. Great location."
United States
Daisy V.
@ Marbella Lane - Bright and Cozy Home near SFO
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

8. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
North Central
The price is NZ$1,293
includes taxes & fees
30 Nov - 1 Dec
Marbella Lane - Bright and Cozy Home near SFO
A room with a green sofa, a round table, and a door.

9. LakeFront Lavender House

LakeFront Lavender House
East San Mateo
The price is NZ$739
includes taxes & fees
20 Nov - 21 Nov
LakeFront Lavender House
A modern living room with a fireplace, a television, and a view of a lake through large sliding doors.

10. Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
4.0 out of 10, (1 review)
"Poor coordination"
United States
Aigars
The price is NZ$712
includes taxes & fees
11 Nov - 12 Nov
Lakefront Retreat WaterViews 3BR 1.5BA
A spacious living room with a large wooden coffee table, a sofa with patterned cushions, and a view of the outside through a large window.

11. Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay

Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (17 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
The price is NZ$522
includes taxes & fees
30 Nov - 1 Dec
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A distillery with outdoor seating and a metal structure in the center.

12. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (59 reviews)
"Clean and cozy, enjoyed our stay.Rollyn"
United States
Rollyn K.
The price is NZ$430
includes taxes & fees
12 Nov - 13 Nov
Stylish Seaside Cottage - Walking to Beach
A couple on a balcony with a table, chairs, and a view of the sea.

13. Oceanview Penthouse, Stylish, Walking to Beach

Oceanview Penthouse, Stylish, Walking to Beach
El Granada
9.8 out of 10, Exceptional, (52 reviews)
"Everything was absolutely perfect. It was the perfect getaway perfect area thank you so much."
United States
Don
The price is NZ$395
includes taxes & fees
12 Nov - 13 Nov
Oceanview Penthouse, Stylish, Walking to Beach
An outdoor seating area with a fire feature and a mural.

14. Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,550 reviews)
"Excelent option for families. Clean, close to main attractions, staff very friendly. Would stay again."
United States
Jose Ignacio
The price is NZ$287
includes taxes & fees
30 Nov - 1 Dec
Marriott Vacation Club®, San Francisco
A spacious loft-style room with a high ceiling, a wooden staircase, a bed with a blue upholstered headboard, a kitchen area with a wooden countertop, and a skylight.

15. Small Beach Cottage near the Coastal Trail and The Ritz

Small Beach Cottage near the Coastal Trail and The Ritz
Arleta Park
9.8 out of 10, Exceptional, (138 reviews)
"Great little place!"
United States
Jeffrey B.
The price is NZ$655
includes taxes & fees
10 Nov - 11 Nov
Small Beach Cottage near the Coastal Trail and The Ritz
A coastal landscape with a beach, a path, and distant mountains.

16. 4Beds Private Unit Near BeachWalk Golf

4Beds Private Unit Near BeachWalk Golf
2.0 star property
Sharp Park
9.0 out of 10, Wonderful, (8 reviews)
"very nice stay for group or family very nice location "
United States
vincent
The price is NZ$691
includes taxes & fees
10 Nov - 11 Nov
4Beds Private Unit Near BeachWalk Golf
Lounge

17. Mint House Menlo Park by Kasa

Mint House Menlo Park by Kasa
4.0 star property
Menlo Park
7.4 out of 10, Good, (40 reviews)
"The property was beautiful and looked exactly like the photos. It was in a very nice clean area, pet friendly, and had a lot of space to work. We did not get to check out the gym but it looked very nice as well! Definitely looking forward to staying at other Kasa properties in the future!"
United States
Tiffanie
The price is NZ$280
includes taxes & fees
4 Dec - 5 Dec
Mint House Menlo Park by Kasa
A modern, well-lit room with a bed, a dining area with a table and chairs, a TV mounted on the wall, and a large window providing natural light.

18. Palo Alto Cottage: Privacy, Comfort & Convenience

Palo Alto Cottage: Privacy, Comfort & Convenience
Midtown
9.2 out of 10, Wonderful, (29 reviews)
"It was a great cozy space and perfect for our trip to the area! Super accessible, but also very private. Absolutely worth the trip here!"
United States
Cera B.
The price is NZ$363
includes taxes & fees
14 Nov - 15 Nov
Palo Alto Cottage: Privacy, Comfort & Convenience
A modern living room with a sofa, coffee table, and a fireplace. There is a TV mounted on the wall and a dining table with chairs.

19. 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, (10 reviews)
"Clean,great location,super comfortable bed."
United States
michael
The price is NZ$661
includes taxes & fees
10 Dec - 11 Dec
Coastal Palm Tree 2BR Retreat Ocean View
A bedroom with a bed, a bedside table with a lamp, a trash bin, and a painting on the wall.

20. Marbella Lane - 2BR Guest House Dtwn RWC Pking

Marbella Lane - 2BR Guest House Dtwn RWC Pking
3.0 star property
Palm Park
The price is NZ$920
includes taxes & fees
1 Dec - 2 Dec
Marbella Lane - 2BR Guest House Dtwn RWC Pking
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

Hilton San Francisco Financial District

Hilton San Francisco Financial District

8/10 Good
"Great spot to walk to places."
HELEN 2-night trip
Posted less than an hour ago
Hilton San Francisco Financial District

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, 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 NZ$162 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?

Spacious 4BR Family Retreat with Indoor Pool, Jacuzzi & Movie Room – Near SFO: This holiday home rental outside of San Mateo offers an indoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a pool table and 1 hot tub.

How many holiday rentals are there in San Mateo?

Expedia has 45 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 Sawyer Camp Trail are a couple of great spots to enjoy the outdoors. In the wider area, you’ll find popular places such as Chase Center and Oracle Park.

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.