San Mateo Holiday Rentals

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Holiday Rentals in San Mateo

Our top choices for San Mateo holiday rentals

Mid Century Garden View Home Parking

2.0 star property
8.0 out of 10, Very good, (1)
"This is a very clean comfortable property! "
The price is NZ$595
includes taxes & fees
20 Sept - 21 Sept
Mid Century Garden View Home Parking

Coral Reef Inn & Suites

2.5 star property
6.8 out of 10, (2804)
"ery good place to stay convient an easy access to beach also food stores an shopping close by breakfast included "
The price is NZ$194
includes taxes & fees
12 Sept - 13 Sept
Coral Reef Inn & Suites

Stunning Alameda Beachfront Apt. Spectacular Dtown SF Views- Book Now on VRBO!

2.0 star property
9.6 out of 10, Exceptional, (24)
"Great stay and nice location "
The price is NZ$831
includes taxes & fees
1 Sept - 2 Sept
Stunning Alameda Beachfront Apt. Spectacular Dtown SF Views- Book Now on VRBO!

Global Luxury Suites at Mountain View

4.0 star property
8.2 out of 10, Very good, (182)
"Always a pleasure to stay here"
Global Luxury Suites at Mountain View

Kasa The Addison San Francisco

4.0 star property
8.6 out of 10, Excellent, (9)
"what a lovely neighbourhood. Fillmore street is a couple of blocks away, easy transit outside the door. "
Kasa The Addison San Francisco

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

9.6 out of 10, Exceptional, (53)
"Excellent location and really tidy"
The price is NZ$409
includes taxes & fees
31 Aug - 1 Sept
BRAND NEW - ENTIRE FLOOR w/ OCEAN Beach View and PARKING!

Cozy and Affordable Homes in Santa Ana

2.0 star property
6.4 out of 10, (24)
"Overall a great place to stay. It was very clean and the bad was very comfortable. Having a private bathroom is a luxury. My only dislike was the paper thin door which didn't block out any sounds in or out. "
The price is NZ$237
includes taxes & fees
11 Sept - 12 Sept
Cozy and Affordable Homes in Santa Ana

Mint House – Menlo Park

4.0 star property
8.4 out of 10, Very good, (13)
"Great spot"
The price is NZ$368
includes taxes & fees
31 Aug - 1 Sept
Mint House – Menlo Park

Sparkling Clean Newly Built Luxury Ocean View 5 BR/3 BA Near SF/SFO+Free Parking

10.0 out of 10, Exceptional, (106)
"The house was clean and we had a comfortable stay. Would come back!"
The price is NZ$1,174
includes taxes & fees
10 Sept - 11 Sept
Sparkling Clean Newly Built Luxury Ocean View 5 BR/3 BA Near SF/SFO+Free Parking

2BR Mountain Retreat with Private Deck

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great stay great location. Would recommend this place. Spacious and comfortable."
The price is NZ$518
includes taxes & fees
31 Aug - 1 Sept
2BR Mountain Retreat with Private Deck

A Gem in the San Francisco Bay

9.2 out of 10, Wonderful, (62)
"We enjoyed our stay and the location is really awesome!"
The price is NZ$294
includes taxes & fees
29 Aug - 30 Aug
A Gem in the San Francisco Bay

Quiet Garden Apt., geographic center of The City

9.4 out of 10, Exceptional, (272)
"Sweet comfortable quiet garage level apt in good location. Many local restaurants nearby. Efficiency kitchen. Howard who lives upstairs, is a lovely, accommodating host. Parking is moderately challenging if the driveway is blocked which, during our stay, was the case. "
Quiet Garden Apt., geographic center of The City

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

9.2 out of 10, Wonderful, (11)
"My niece and I stayed here and had a lovely night. Hosts were gracious and helpful with recommendations. Beautiful view and gardens. "
The price is NZ$329
includes taxes & fees
15 Sept - 16 Sept
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!

Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF

9.6 out of 10, Exceptional, (29)
"Great house for a group of friends to be close to SF and enjoy amazing ocean views!"
Beach Front 6000SF 10b/6bth Luxury House 7 Miles to SF

Beautiful and Lush Hidden Wisteria Getaway

10.0 out of 10, Exceptional, (320)
"We had a wonderful stay"
Beautiful and Lush Hidden Wisteria Getaway

Charming 2BR Coastal Getaway in Pacifica

2.0 star property
9.0 out of 10, Wonderful, (2)
"Great property by Pacifica! Easy instructions and access. Would love to stay again. "
Charming 2BR Coastal Getaway in Pacifica

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

9.8 out of 10, Exceptional, (19)
"This was a great place to stay, nice and cozy. The host and her daughter were very nice. Very clean and comfortable. Would book here again!"
The price is NZ$505
includes taxes & fees
1 Sept - 2 Sept
Wing of San Francisco(旧金山之翼)2 Rm for 1–4people

Private 3BR/2BA/Pet Friendly Next To Ocean Beach

8.8 out of 10, Excellent, (63)
"The only comment is that the listing is slightly wrong in that there are 3 beds and only one couch/futon, but overall quite happy with the stay."
Private 3BR/2BA/Pet Friendly Next To Ocean Beach

Absolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking

9.0 out of 10, Wonderful, (396)
"Clean and comforable. Ideal for our visit to city."
Absolutely Private President's Suite, Computer, Wi-Fi, Laundry, Pub. Parking

Recharge in Lush Gardens in the Heart of Bernal Heights

9.4 out of 10, Exceptional, (18)
"Marie and Laurent's accommodations here are wonderful. And the location is perfect, one block from great dining and shopping. The views of the City from here are breathtaking, just a short walk up the hill. "
Recharge in Lush Gardens in the Heart of Bernal Heights
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

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$194 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?

Mid Century Garden View Home Parking: This highly rated holiday home rental in San Mateo offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in San Mateo?

Expedia has 35 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 Pier 39 and Chase Center.

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.