San Mateo Vacation Rentals

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Our top choices for San Mateo vacation rentals

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
$354 nightly
The price is $407
May 10 - May 11
Total with taxes and fees
Mid Century Garden View Home Parking

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
$337 nightly
The price is $387
May 21 - May 22
Total with taxes and fees
LakeFront Lavender House

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
$479 nightly
The price is $550
May 8 - May 9
Total with taxes and fees
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
Central San Mateo
$503 nightly
The price is $570
May 13 - May 14
Total with taxes and fees
@ Marbella Lane - Bright and Cozy Home Near SFO

7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence
Shoreview
8.4 out of 10, Very Good, (5 reviews)
"Very welcoming and very clean. Little unclear on check out procedures . Consider adding a coffee pot and maybe a toaster :). Really great spot to stay."
United States
kelly L.
7 minutes away from SFO!Experience a freshly remodeled modern tranquil residence

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, (84 reviews)
"Great place! "
United States
Madison M.
$436 nightly
The price is $490
May 10 - May 11
Total with taxes and fees
ANDULORE COTTAGE - Near Burlingame Ave - Remodeled - Spacious Backyard Retreat

Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
Central San Mateo
$477 nightly
The price is $548
May 24 - May 25
Total with taxes and fees
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
Shoreview
$457 nightly
The price is $457
May 8 - May 9
Total with taxes and fees
Mid Century Garden View Home Parking

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.
$419 nightly
The price is $470
May 9 - May 10
Total with taxes and fees
Cozy 3BR Home in San Mateo, Minutes to SFO & Downtown

Offsite family retreat property in the heart of Silicon Valley

Offsite family retreat property in the heart of Silicon Valley
Shoreview
10.0 out of 10, Exceptional, (6 reviews)
"Very clean, well stocked, great deck, good location."
United States
Arvin K.
$750 nightly
The price is $808
May 31 - Jun 1
Total with taxes and fees
Offsite family retreat property in the heart of Silicon Valley

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
$580 nightly
The price is $580
May 8 - May 9
Total with taxes and fees
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
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.
@ Marbella Lane - Adorable and Quiet Studio

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

Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF
East San Mateo
$423 nightly
The price is $423
May 21 - May 22
Total with taxes and fees
Lakefront Lavender House • 2BR w/ Water Views & Backyard • Near SF

Beachfront California Coast Airstream_Luxury

Beachfront California Coast Airstream_Luxury
Heritage Downtown
9.6 out of 10, Exceptional, (8 reviews)
"This place is amazing, we had a great time and definitely will book this place again. "
United States
Theng X.
$589 nightly
The price is $589
May 12 - May 13
Total with taxes and fees
Beachfront California Coast Airstream_Luxury

Marriott Vacation Club®, San Francisco

Marriott Vacation Club®, San Francisco
3.0 star property
Fisherman's Wharf
9.2 out of 10, Wonderful, (1,232 reviews)
"Great staff, clean facility."
Canada
Weiling
$169 nightly
The price is $199
May 25 - May 26
Total with taxes and fees
Marriott Vacation Club®, San Francisco

4Beds Private Unit Near BeachWalk Golf

4Beds Private Unit Near BeachWalk Golf
2.0 star property
Sharp Park
7.4 out of 10, Good, (3 reviews)
"very nice stay for group or family very nice location "
United States
vincent
$348 nightly
The price is $405
May 12 - May 13
Total with taxes and fees
4Beds Private Unit Near BeachWalk Golf

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)
$332 nightly
The price is $375
May 24 - May 25
Total with taxes and fees
Stunning 2 Bedroom 1 Bath Home near BART

Relax at a Charming West Oakland Victorian

Relax at a Charming West Oakland Victorian
West Oakland
9.8 out of 10, Exceptional, (13 reviews)
"We chose this over hotels for our work trip"
United States
Kihep P.
$305 nightly
The price is $343
May 20 - May 21
Total with taxes and fees
Relax at a Charming West Oakland Victorian

Charming 2BR Ocean Getaway in Pacifica

Charming 2BR Ocean Getaway in Pacifica
2.0 star property
Westview
8.8 out of 10, Excellent, (5 reviews)
"it was clean and quiet. "
United States
Nader
Charming 2BR Ocean Getaway in Pacifica

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, (19 reviews)
"I really enjoyed my stay in this lovely and quiet cottage!"
United States
Tovah A.
$242 nightly
The price is $272
May 11 - May 12
Total with taxes and fees
Hills Cottage with Panoramic Views & Hot Tub. Pet Friendly!
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Mateo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Mateo vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Mateo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $106 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Mateo rentals

At Expedia, we put the best San Mateo vacation 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 vacation.

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 vacation rental in San Mateo?

Yes, we offer vacation rentals in San Mateo close to Coyote Point Park, or you can choose a secluded option if you'd like a relaxing place to 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 vacation rentals in San Mateo?

Beautiful, cozy and well furnished: This vacation home rental near San Mateo has WiFi and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a microwave.

How many vacation rentals are there in San Mateo?

Expedia has 47 vacation 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 larger area, you’ll find popular places like Oracle Park and Pier 39.

What’s a vacation rental in San Mateo like?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in San Mateo. Vacation rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.