Holiday Rentals in San Mateo

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Our top choices for San Mateo holiday rentals

@ 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 €285
includes taxes & fees
12 Apr - 13 Apr
@ Marbella Lane - Bright and Cozy Home Near SFO

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
The price is €331
includes taxes & fees
3 May - 4 May
LakeFront Lavender House

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 €311
includes taxes & fees
18 Apr - 19 Apr
Mid Century Garden View Home Parking

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
The price is €372
includes taxes & fees
12 Apr - 13 Apr
Lakefront Retreat WaterViews 3BR 1.5BA

Marbella Lane - Bright and Cozy Home near SFO

Marbella Lane - Bright and Cozy Home near SFO
Central San Mateo
The price is €448
includes taxes & fees
3 May - 4 May
Marbella Lane - Bright and Cozy Home near SFO

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 €735
includes taxes & fees
27 Apr - 28 Apr
Offsite family retreat property in the heart of Silicon Valley

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 €411
includes taxes & fees
20 Apr - 21 Apr
Sanmateo Cozy Central 3b1b Home Garage Parking AC

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.
The price is €397
includes taxes & fees
12 Apr - 13 Apr
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

@ Marbella Lane – Cozy 2BR + Studio Duplex Home

@ Marbella Lane – Cozy 2BR + Studio Duplex Home
Central San Mateo
The price is €495
includes taxes & fees
12 Apr - 13 Apr
@ Marbella Lane – Cozy 2BR + Studio Duplex Home

@ 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.
The price is €513
includes taxes & fees
12 Apr - 13 Apr
@ Marbella Lane - Bright and Cozy Home near SFO

@ Marbella Lane - Adorable and Quiet Studio

@ Marbella Lane - Adorable and Quiet Studio
Central San Mateo
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 €247
includes taxes & fees
12 Apr - 13 Apr
@ Marbella Lane - Adorable and Quiet Studio

Beachfront California Coast Airstream_Luxury

Beachfront California Coast Airstream_Luxury
Heritage Downtown
9.6 out of 10, Exceptional, (7 reviews)
"This place is amazing, we had a great time and definitely will book this place again. "
United States
Theng X.
The price is €418
includes taxes & fees
12 Apr - 13 Apr
Beachfront California Coast Airstream_Luxury

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, (119 reviews)
"The property was tucked away in a quiet neighborhood and it felt like a very private oasis all to myself. It was exceptionally clean and perfectly cozy for me to stay in for a few days. I would definitely stay again if I am ever in the area! "
United States
Courtney D.
The price is €249
includes taxes & fees
21 Apr - 22 Apr
Small Beach Cottage near the Coastal Trail and The Ritz

Coast PalmTree Yard 2BR Block from Beach

Coast PalmTree Yard 2BR Block from Beach
2.5 star property
Sharp Park
The price is €324
includes taxes & fees
12 Apr - 13 Apr
Coast PalmTree Yard 2BR Block from Beach

Charming 2BR Ocean Getaway in Pacifica

Charming 2BR Ocean Getaway in Pacifica
2.0 star property
Westview
9.0 out of 10, Wonderful, (4 reviews)
"it was clean and quiet. "
United States
Nader
The price is €330
includes taxes & fees
14 Apr - 15 Apr
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 €337
includes taxes & fees
12 Apr - 13 Apr
Stunning 2 Bedroom 1 Bath Home near BART

lx51 History in Pescadero

lx51 History in Pescadero
Pescadero
10.0 out of 10, Exceptional, (2 reviews)
"Great location and the backyard was so relaxing. It was a lovely getaway and we look forward to staying there in the future "
United States
jess w.
The price is €441
includes taxes & fees
17 Apr - 18 Apr
lx51 History in Pescadero

Cottage In The Woods

Cottage In The Woods
Woodside
10.0 out of 10, Exceptional, (49 reviews)
"Peaceful, cozy, perfect as always "
United States
Craig B.
The price is €292
includes taxes & fees
12 Apr - 13 Apr
Cottage In The Woods

Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family

Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family
Half Moon Bay
9.4 out of 10, Exceptional, (27 reviews)
"I was very pleased with my stay. The house was as described and the communication with the owners was fantastic. Would stay in this house or another of their properties without hesitation. "
United States
Melissa C.
The price is €474
includes taxes & fees
12 Apr - 13 Apr
Relax & Fun |Fire Pit| Lovely 2BR FUN Game #Family

Luxury Spa Retreat Guest House with Ocean View

Luxury Spa Retreat Guest House with Ocean View
Moss Beach
9.8 out of 10, Exceptional, (38 reviews)
"We had a great stay, bed was comfortable, place was clean, although the pillows seemed a bit flat. The host was quick at replying to questions. The host made sure we felt safe and had what we needed. The only thing we didn’t care for was the stability of the WiFi at the place and the area. "
United States
Nikki
The price is €294
includes taxes & fees
13 Apr - 14 Apr
Luxury Spa Retreat Guest House with Ocean View
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 €75 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 free WiFi 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 39 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.