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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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
Central San Mateo
7.0 out of 10, Good, (4 reviews)
"Very cute and cozy. Great location."
United States
Daisy V.
The price is AU$643
includes taxes & fees
25 Oct - 26 Oct
@ Marbella Lane - Bright and Cozy Home near SFO
A modern living room with a grey sofa, green chairs, and a marble coffee table.

2. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
3.0 star property
East San Mateo
7.2 out of 10, Good, (5 reviews)
"This is a very clean comfortable property! "
United States
Serena
The price is AU$609
includes taxes & fees
25 Oct - 26 Oct
Mid Century Garden View Home Parking
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 AU$571
includes taxes & fees
24 Oct - 25 Oct
LakeFront Lavender House
A modern living room with a grey sofa, green chairs, a coffee table, and large windows with a view of palm trees and a clear sky.

4. Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
East San Mateo
The price is AU$578
includes taxes & fees
23 Oct - 24 Oct
Mid Century Garden View Home Parking
A living room with a flat-screen TV, grey sofas, a coffee table, and a small side table with a vase of flowers.

5. 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, (3 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is AU$690
includes taxes & fees
25 Oct - 26 Oct
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

6. Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
Central San Mateo
The price is AU$974
includes taxes & fees
2 Nov - 3 Nov
Marbella Lane - Bright and Cozy Home near SFO
A modern living room with a fireplace, a television, and a view of a lake through large sliding doors.

7. 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 AU$715
includes taxes & fees
23 Oct - 24 Oct
Lakefront Retreat WaterViews 3BR 1.5BA
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a microwave.

8. @ 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 AU$725
includes taxes & fees
2 Nov - 3 Nov
@ Marbella Lane - Bright and Cozy Home Near SFO
A wooden lattice structure with a sofa and a small table, surrounded by plants and a patterned rug.

9. 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 AU$386
includes taxes & fees
25 Oct - 26 Oct
Oceanview Penthouse, Stylish, Walking to Beach
Two wicker chairs with cushions, a round glass table, and a patterned rug on a wooden deck.

10. Stylish Seaside Cottage - Walking to Beach

Stylish Seaside Cottage - Walking to Beach
El Granada
9.4 out of 10, Exceptional, (58 reviews)
"Clean, cozy, comfortable and as described. Very comfortable bed too! Close to HMB restaurants and shops, will stay again!"
United States
Chase T.
The price is AU$389
includes taxes & fees
4 Nov - 5 Nov
Stylish Seaside Cottage - Walking to Beach
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
9.6 out of 10, Exceptional, (15 reviews)
"nice place...close to restaurants...easy parking!"
United States
Luz
The price is AU$471
includes taxes & fees
26 Oct - 27 Oct
Montara Penthouse — Elevated Comfort Above Downtown Half Moon Bay
A coastal landscape with a pebble beach, a grassy area, and a view of the ocean.

12. Oceanview 2BR 1Bath Balcony Sunset Views

Oceanview 2BR 1Bath Balcony Sunset Views
2.5 star property
Westview
The price is AU$507
includes taxes & fees
20 Oct - 21 Oct
Oceanview 2BR 1Bath Balcony Sunset Views
A coastal landscape with a beach, a path, and distant mountains.

13. 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)
"Our group loved how much space there was for everyone to be able to move around and rest comfortably!"
United States
Jacqueline
The price is AU$565
includes taxes & fees
27 Oct - 28 Oct
4Beds Private Unit Near BeachWalk Golf
A cozy bedroom with a wooden ceiling, a bed with white linens, and a textured blanket.

14. 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, (137 reviews)
"Great little place!"
United States
Jeffrey B.
The price is AU$532
includes taxes & fees
1 Nov - 2 Nov
Small Beach Cottage near the Coastal Trail and The Ritz
A staircase with wooden beams and large windows overlooking a beach.

15. Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!

Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
Miramar
9.8 out of 10, Exceptional, (26 reviews)
"Very pleasant in great location "
United States
Eric B.
The price is AU$597
includes taxes & fees
1 Nov - 2 Nov
Seaside Art Gallery Loft: Inspire Your Creativity with Breathtaking Views!
A wooden deck with a grill, a round table with chairs, and a view of the ocean and hills.

16. Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach

Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
Pedro Point
9.2 out of 10, Wonderful, (12 reviews)
"Fantastic Host, amazing view and a wonderful VRBO property!"
United States
Jason A.
The price is AU$473
includes taxes & fees
2 Nov - 3 Nov
Small Home with Ocean View walk to Restaurants, Brewery, Shops, Beach
A coastal view with a rocky shoreline, waves crashing onto the beach, and a clear sky.

17. Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
Alsace Lorraine
10.0 out of 10, Exceptional, (33 reviews)
"Great location. An easy walk to the coastal trail."
United States
Barbara M.
The price is AU$459
includes taxes & fees
22 Oct - 23 Oct
Modern Coastal Retreat, Walk to Downtown HMB & Beach
A hot tub in a backyard with a wooden deck, outdoor furniture, and a wooden fence.

18. Charming Garden Cottage- steps to historic Old Town Half Moon Bay

Charming Garden Cottage- steps to historic Old Town Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (65 reviews)
"Clean; cheerful! Wonderful location."
United States
Catherine
The price is AU$717
includes taxes & fees
12 Nov - 13 Nov
Charming Garden Cottage- steps to historic Old Town Half Moon Bay
A modern bedroom with a large bed, two sofas, a glass coffee table, and a view of the outdoors.

19. Private garden suite near SFO + EV

Private garden suite near SFO + EV
Paradise Valley
10.0 out of 10, Exceptional, (36 reviews)
"We attended a wedding in the city and included some visits to local attractions, Very enjoyable stay."
United States
Mary M.
The price is AU$392
includes taxes & fees
20 Oct - 21 Oct
Private garden suite near SFO + EV
An outdoor seating area with a fire feature and a mural.

20. Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,519 reviews)
"we loved it especially its location"
United States
nizar
The price is AU$286
includes taxes & fees
8 Nov - 9 Nov
Marriott Vacation Club®, San Francisco
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

Stanford Court San Francisco

Stanford Court San Francisco

10/10 Excellent
"Awesome!!!"
Fangze 1-night trip
Posted 1 hour ago
Stanford Court San Francisco

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 favourite 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 depend 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 AU$126 per night. Entering your travel dates in the search wizard might find you 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. 

Explore a world of travel with Expedia

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.