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San Mateo Vacation Rentals

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In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for San Mateo vacation rentals

Classic House | Living area
Mid Century Garden View Home Parking

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 star property
East San Mateo
8.8 out of 10, Excellent, (3 reviews)
"This is a very clean comfortable property! "
United States
Serena
$331 nightly
The price is $380
Jan 14 - Jan 15
Total with taxes and fees
Mid Century Garden View Home Parking
Smart TV
20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard

20%OFF! Chic Home with Expansive big Backyard
East San Mateo
8.4 out of 10, Very Good, (5 reviews)
"Perfect location."
United States
Kitiara C.
$270 nightly
The price is $283
Jan 13 - Jan 14
Total with taxes and fees
20%OFF! Chic Home with Expansive big Backyard
House, 2 Bedrooms, Patio, Lake View | Private kitchen
LakeFront Lavender House

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
$348 nightly
The price is $399
Jan 15 - Jan 16
Total with taxes and fees
LakeFront Lavender House
House, 3 Bedrooms, Patio, Lake View | Living area
Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA

Lakefront Retreat WaterViews 3BR 1.5BA
2.0 star property
East San Mateo
$463 nightly
The price is $531
Jan 14 - Jan 15
Total with taxes and fees
Lakefront Retreat WaterViews 3BR 1.5BA
Interior
Mid Century Garden View Home Parking

Mid Century Garden View Home Parking

Mid Century Garden View Home Parking
2.0 star property
East San Mateo
$434 nightly
The price is $434
Jan 14 - Jan 15
Total with taxes and fees
Mid Century Garden View Home Parking
House | 3 bedrooms
Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC

Sanmateo Cozy Central 3b1b Home Garage Parking AC
2.0 star property
Central San Mateo
$418 nightly
The price is $479
Jan 19 - Jan 20
Total with taxes and fees
Sanmateo Cozy Central 3b1b Home Garage Parking AC
Outdoor dining
Offsite family retreat property in the heart of Silicon Valley

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.
$782 nightly
The price is $846
Feb 1 - Feb 2
Total with taxes and fees
Offsite family retreat property in the heart of Silicon Valley
TV, offices
Lakefront Retreat • Water Views.3Beds1.5Bath

Lakefront Retreat • Water Views.3Beds1.5Bath

Lakefront Retreat • Water Views.3Beds1.5Bath
2.0 star property
East San Mateo
$555 nightly
The price is $555
Jan 14 - Jan 15
Total with taxes and fees
Lakefront Retreat • Water Views.3Beds1.5Bath
Microwave, oven, cookware/dishes/utensils, spices
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence

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

7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
East San Mateo
8.8 out of 10, Excellent, (3 reviews)
"Great communication between owner, supplies provided, sf very close "
United States
Elita Y.
$290 nightly
The price is $303
Jan 21 - Jan 22
Total with taxes and fees
7 minutes away from SFO！Experience a freshly remodeled modern tranquil residence
Exterior
LakeFront Lavender House

LakeFront Lavender House

LakeFront Lavender House
2.0 star property
East San Mateo
$433 nightly
The price is $433
Jan 15 - Jan 16
Total with taxes and fees
LakeFront Lavender House
Exterior
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach

Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
Arleta Park
10.0 out of 10, Exceptional, (21 reviews)
"Very clean, comfortable and quiet."
United States
John
$228 nightly
The price is $260
Jan 11 - Jan 12
Total with taxes and fees
Stunning and unique AirStream on the Coastal Trail and near Poplar Beach
View from room
Coral Reef Inn & Suites

Coral Reef Inn & Suites

Coral Reef Inn & Suites
2.5 star property
East End
6.8 out of 10, (2,884 reviews)
"all good. real nice breakfast bar"
United States
William U
$98 nightly
The price is $112
Jan 10 - Jan 11
Total with taxes and fees
Coral Reef Inn & Suites
Beach
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more

Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
South Downtown
9.4 out of 10, Exceptional, (38 reviews)
"The stay was great, would recommend for quick getaway. "
United States
Kiera E.
$504 nightly
The price is $529
Feb 4 - Feb 5
Total with taxes and fees
Nantucket Penthouse - walk to restaurants, beaches, activies & so much more
Outdoor dining
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay

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

Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Heritage Downtown
9.8 out of 10, Exceptional, (8 reviews)
"Great place "
United States
Marie S.
$264 nightly
The price is $274
Jan 19 - Jan 20
Total with taxes and fees
Mavericks Penthouse – Downtown Luxury on Main Street, Half Moon Bay
Exterior
A Gem in the San Francisco Bay

A Gem in the San Francisco Bay

A Gem in the San Francisco Bay
Golden Gate
9.2 out of 10, Wonderful, (67 reviews)
"Beautiful home. Very clean. Very nicely decorated. Extremely peaceful environment. Good vibes. "
United States
Jay L.
$160 nightly
The price is $180
Jan 10 - Jan 11
Total with taxes and fees
A Gem in the San Francisco Bay
Beach
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants

Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Miramar
6.8 out of 10, (11 reviews)
"Great location. "
United States
Lea M.
$108 nightly
The price is $116
Jan 11 - Jan 12
Total with taxes and fees
Private In Law Unit In Beachfront Neighborhood Steps To Sand Walk To Restaurants
Interior
Stunning 2 Bedroom 1 Bath Home near BART

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)
$277 nightly
The price is $313
Jan 11 - Jan 12
Total with taxes and fees
Stunning 2 Bedroom 1 Bath Home near BART
Beach
Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach

Modern Coastal Retreat, Walk to Downtown HMB & Beach
2.0 star property
Alsace Lorraine
10.0 out of 10, Exceptional, (7 reviews)
"Beach nearby. Very clean and nice vacation rental. The hosts really care about their guests and it shows. "
United States
Angela
$283 nightly
The price is $300
Jan 14 - Jan 15
Total with taxes and fees
Modern Coastal Retreat, Walk to Downtown HMB & Beach
Terrace/patio
Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach

Oceanview Penthouse, Stylish & Walking to Beach
El Granada
10.0 out of 10, Exceptional, (36 reviews)
"The studio is in a great location and is centrally located within walking distance to shops and restaurants. Pictures were accurate and the place was spotless; would definitely stay here again."
United States
Steven D.
$320 nightly
The price is $320
Jan 11 - Jan 12
Total with taxes and fees
Oceanview Penthouse, Stylish & Walking to Beach
Fridge, microwave, coffee/tea maker, toaster
Sunny side Bayview heights

Sunny side Bayview heights

Sunny side Bayview heights
Bayview
9.4 out of 10, Exceptional, (44 reviews)
"Easy parking close enough to the city center, hot shower, fridge, microwave, everything we needed for our dogs and a comfortable bed. Happy with our stay, will stay again. "
United States
Esmeralda
$201 nightly
The price is $211
Feb 1 - Feb 2
Total with taxes and fees
Sunny side Bayview 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

Chancellor Hotel on Union Square

Chancellor Hotel on Union Square

10/10 Excellent
"The hotel is clean, the rooms are cozy, and the hotel staff is very friendly. They have coffee all day, and water and cookies in the evening. They have a bar where the bartender makes some really good margaritas. Honestly, it was a lovely stay, and I hope to return. Thank you!"
Adalid 7-night trip
Posted 21 hours ago
Chancellor Hotel on Union Square

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 $112 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.

Explore a world of travel with Expedia

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?

Mid Century Garden View Home Parking: Visitors give good reviews to this San Mateo vacation home rental, which offers a garden and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. Our travelers also rate Sanmateo Cozy Central 3b1b Home Garage Parking AC as a favorite home for rent in San Mateo.

How many vacation rentals are there in San Mateo?

Expedia has 38 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 Sawyer Camp Trail 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.