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

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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
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
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 £348
includes taxes & fees
8 Jul - 9 Jul
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
North Central
The price is £257
includes taxes & fees
30 Jul - 31 Jul
@ Marbella Lane - Bright and Cozy Home Near SFO

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, (2 reviews)
"It was perfect for stay with a small kid! "
United States
Jan H.
The price is £386
includes taxes & fees
5 Aug - 6 Aug
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
North Central
The price is £365
includes taxes & fees
9 Jul - 10 Jul
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.
The price is £583
includes taxes & fees
12 Jul - 13 Jul
Offsite family retreat property in the heart of Silicon Valley

ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat

ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat
Central San Mateo
10.0 out of 10, Exceptional, (86 reviews)
"Great stay, great location, great time. "
United States
greg d.
The price is £383
includes taxes & fees
8 Jul - 9 Jul
ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat

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 £422
includes taxes & fees
1 Aug - 2 Aug
Mid Century Garden View Home Parking

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
East San Mateo
Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF

Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi

Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi
South San Mateo
The price is £1,041
includes taxes & fees
18 Jul - 19 Jul
Panoramic Bayview 4BR · Single-Level · 1Gbps WiFi

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
8.0 out of 10, Very good, (1 review)
"the housekeeper was there when we arrived and slowed our check-in. the floors looked clean but weren't. the pillows are horrible. be sure to bring your own. the location is convenient and the view is lovely."
United States
Kymberly G.
The price is £429
includes taxes & fees
12 Jul - 13 Jul
Lakefront 3Beds/1.5Bath Retreat w/ Water Views • Walk to Shops • Near SF

@ Marbella Lane - Adorable and Quiet Studio

@ Marbella Lane - Adorable and Quiet Studio
North Central
4.0 out of 10, (4 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 £244
includes taxes & fees
29 Jul - 30 Jul
@ Marbella Lane - Adorable and Quiet Studio

Beachy 1BR Escape with SofaBed Golf

Beachy 1BR Escape with SofaBed Golf
2.0 star property
Sharp Park
8.0 out of 10, Very good, (2 reviews)
"Pet friendly, nice quiet neighborhood next to the beach."
United States
Amatullah
The price is £165
includes taxes & fees
9 Jul - 10 Jul
Beachy 1BR Escape with SofaBed Golf

Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining

Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining
Oakland Ave - Harrison St
10.0 out of 10, Exceptional, (4 reviews)
"It was perfect for what we were doing and easy to get to"
United States
Julie R.
The price is £309
includes taxes & fees
8 Jul - 9 Jul
Affordable 2BR Apt | Uptown + Parking + Near Shops & Dining

Coast PalmTree Yard 2BR Block from Beach

Coast PalmTree Yard 2BR Block from Beach
2.5 star property
Sharp Park
10.0 out of 10, Exceptional, (1 review)
The price is £317
includes taxes & fees
27 Jul - 28 Jul
Coast PalmTree Yard 2BR Block from Beach

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, (21 reviews)
"I really enjoyed my stay in this lovely and quiet cottage!"
United States
Tovah A.
The price is £172
includes taxes & fees
8 Jul - 9 Jul
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

BRAND NEW - ENTIRE FLOOR w/ OCEAN Beach View and PARKING!

BRAND NEW - ENTIRE FLOOR w/ OCEAN Beach View and PARKING!
Sunset District
9.8 out of 10, Exceptional, (102 reviews)
"Our second stay was just s good as the first. We will be back on our next trip out!"
United States
Heidi
The price is £191
includes taxes & fees
11 Jul - 12 Jul
BRAND NEW - ENTIRE FLOOR w/ OCEAN Beach View and PARKING!

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.6 out of 10, Exceptional, (15 reviews)
"Great location and comfortable bed"
United States
Karly G.
The price is £334
includes taxes & fees
23 Jul - 24 Jul
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

Enjoy a stylish experience at this Kick back and relax in a calm stylish space

Enjoy a stylish experience at this Kick back and relax in a calm stylish space
Paradise Park
8.6 out of 10, Excellent, (28 reviews)
"Well provisioned, Very close to buslines and near Bart"
United States
David D.
The price is £202
includes taxes & fees
8 Jul - 9 Jul
Enjoy a stylish experience at this Kick back and relax in a calm stylish space
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 £72 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. 

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?

Wing of San Francisco(旧金山之翼)2 BRooms for 1–4 people: This holiday home rental outside of San Mateo offers a patio, a selection of games and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave.

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 JoinVille 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.